We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Bend

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    €142 Average
    |||
    |||
    €0€1,000+
    Suitability
    More filters
    Travellers to Bend are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 211 Rentals in Bend
    Sort by:
    Default
    Second Street Cottage-secluded downtown Bend, OR1 / 27
    (69)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Mt Bachelor Village -Top floor with 2 Queen beds +1 / 22
    (7)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Mt.Bachelor Village Resort--Comfortable living1 / 28
    (8)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Luxury and Comfort at Mount Bachelor Village Condo, Views, Mountains and Lakes!1 / 42
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 June 2018
    This is a great location to relax and escape the everyday hustle. It was great to have a big enough space to enjoy the family,cooking and playing together. The grand-kids loved...
    Reviewed 25 June 2017
    We were wowed by our initial first sight of the the condo and seeing the spectacular view of the mountains. The condo was newly renovated, immaculate, large and each bedroom...
    See all reviews
    About this property
    Located in beautiful Mount Bachelor Village offering spectacular views of downtown Bend & Old Mill District. This Condo House is 2.0 miles from downtown Bend and 20 miles from the slopes of Mount Bachelor Ski Resort. Nearby activities include downhill & cross-country skiing, ice skating,...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Outlaws & Angels Horse Ranch1 / 22
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Private Garden
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 July 2018
    This was so awesome and we sure did have a good time. Staying here was a wise choice for we were extremely happy with everything. This is a warm and cozy place to stay for...
    See all reviews
    About this property
    Two bedroom, one bath apartment above a horse barn in Alfalfa. Alfalfa is Centrally located between Bend, Redmond, and Prineville. We are 20 min East of Bend, 35 min South East of Redmond and same for Prineville. Apartment has beautiful views of the Cascade Mountains as you sit on back porch on...
    View all property information
    Location Information
    Bend, Central Oregon 97701
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Tumalo Pines1 / 18
    (11)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Mountain Views
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2018
    We have totally enjoyed our stays at Tumalo Pines. It is peaceful and relaxing and quiet. The home is spacious, comfortable, and nicely clean. We have been there now 4 or 5...
    Reviewed 29 November 2016
    This house was beyond perfect for our 2 families (4 adults & 3 kids). It's remote but not too remote, and you feel instant serenity upon arrival. We had a blast wandering...
    See all reviews
    About this property
    Private country setting with mountain views just 5 miles northwest of Bend. This 12 year old home sits on 20 acres of open juniper and pine forest, surrounded by other large, open tracks of land. The setting is lovely and private - like your own, private park with a house in the middle of it!...
    View all property information
    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Mountain Views
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The home is located in a quiet and peaceful setting, just minutes from all the great entertainment and restaurants to be found in downtown Bend. If you like great beer, you are in the right place. At last count, there were 31 micro breweries in town. Spring is a great time to be in the house....
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    Three Rivers Retreat near Sunriver1 / 22
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Hot Tub
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2018
    The house had great river access. You can play in the tributary or get out on the river and float to the dock. We kayaked to the dock probably 3-4 times a day. Great selection...
    Reviewed 31 May 2014
    We really enjoyed our stay. Great location right on the river. We had a blast with the kayaks and the jacuzzi. The fire pit was great. The beds were comfortable, cabin was well...
    See all reviews
    About this property
    Enjoy the comfort and serenity waiting for you at this peaceful home with views to the Big Deschutes River. Watch ducks stirring the water or a heron standing nearby. Listen to geese pierce the calm as you absorb the tranquil beauty of this natural setting. With easy access to Mt. Bachelor, come...
    View all property information
    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Downtown Riverfront Cottage1 / 8
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Grill
    • Outdoor Dining Area
    • Waterfront
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 October 2016
    My wife and I stayed at the Downtown Riverfront Cottage for a week and really enjoyed our time there. Great location to everything. Walking distance to downtown and the Old Mill...
    See all reviews
    About this property
    This house is right on the Deschutes River. You can walk one way to town (through Drake Park), and the other way also along the river to the Old Mill District. There really isn't a better location in Bend. One bedroom with queen bed and a really comfortable queen hide-a-bed. On the Deschutes...
    View all property information
    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    7th Mountain Resort in Bend, Or1 / 21
    (3)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Children's Pool
    • Air Conditioning
    • Sauna
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2018
    Very comfortable lodging. The condo owner was very responsive to a small issue.The children enjoyed the pool and miniature golf.
    Reviewed 13 July 2016
    Checking in was our first Summer Time Delight. My friend loved the Iced Tea and shared one with me. And yes it was indeed the best ice tea we ever had. Made just right not too...
    See all reviews
    About this property
    Very clean, light and comfortable, well furnished one bedroom two full baths/shower/tub. Sleeps 4 very comfortably. Includes all utilities, wifi, basic cable, land line and use of all amenities. Fireplace ( presto log only), balcony with Deschutes Forest views and of the Paulina's. On site you...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Save time - get the best Bend rentals sent straight to your email!
    Get the List
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private Retreat for Two!  Great Westside Location, Newly Furnished One of our newly remodeled, and beautifully furnished Bend, Oregon vacation home rentals, Galveston Studio is an upstairs apartment that is private and quiet.  Perfectly situated on the west side - a short walk to 10 Barrel,...
    View all property information
    Location Information
    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Stroll the River or downtown from this Condo- In the heart of Bend1 / 15
    (5)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Patio
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 February 2018
    This unit is a peaceful setting in the treetops next to the gorgeous Deschutes river park and an easy walk or bike ride to town. It is beautifully decorated and the bed and...
    Reviewed 11 November 2017
    Besides some issues w heat, this was a nice unit and very good communication with the owner! Nicely decorated and good layout. Within a mile of downtown, perfect. There was...
    See all reviews
    About this property
    This place has it all, super convenient and accessible to all of the amenities you want when you visit Bend. A stone's throw from the Deschutes River and it's miles of walking trails, a 5 minute walk to downtown, quick access to the Bend Parkway, and adjacent to restful Pioneer Park and of...
    View all property information
    Location Information
    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Woodland home on one acre w/ hot tub, deck & bikes - 50 yds to Deschutes River!1 / 35
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Cable/satellite TV
    • Parking
    • Grill
    • DVD Player
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find peace, quiet, and beauty among the pines at this home just outside Sunriver, a Central Oregon escape with a private hot tub on its tree-lined deck, a fleet of bikes to help you explore your surroundings, and a wondrous location just 500 yards from the Deschutes River! What's nearby: This...
    View all property information
    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aspen Ridge is one of the quaintest Bend, OR vacation homes around! This tranquil 3 bedroom, 2.5 bath home located in a quiet neighborhood surrounded by Ponderosa Pines, just 2.5 miles from The Old Mill. With close neighborhood access to the Deschutes River Trail, and recent updates, Aspen Ridge is...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Parking
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make the most of your Central Oregon getaway when you stay at this 3-bedroom, 2-bathroom vacation rental house in Bend. Up to 8 guests can spread out in almost 2,000 square feet of well-appointed living space. Take in the quiet ambiance of a mature neighborhood filled with tall pines and junipers....
    View all property information
    Location Information
    Bend, Central Oregon 97703
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has been remodeled and nicely furnished. It is ready for your relaxing adventure in Bend. Over-stuffed couches frame the living room in comfort and style. The extra large dining room is perfect for socializing and family style meals. The country kitchen is well appointed. An extra...
    View all property information
    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Grill
    • Parking
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in front of the stone, wood-burning fireplace on a chilly evening, and enjoy the spacious open living, dining and kitchen area. This four-bedroom home has all the comforts you are looking for, and plenty of space for couples or a family to share. There is seating for six at the heavy, wooden...
    View all property information
    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Parking
    • Hot Tub
    • Cable/satellite TV
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the exclusive Broken Top Club, Villa #5 is a convenient, yet luxurious, location on Bend's Westside. This two-bedroom condo features two King Master Bedrooms, a hot tub on the large deck and a gas fireplace. Villa #5 is only minutes from shopping and dining in both Downtown Bend and the...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Parking
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Canyon Ranch! This incredible home was the winner of the 2014 Best Architectural Design & Interior Finishes Award. With 5 Bedrooms, 3 Full Baths and 2 Half Baths, an attached 2 car garage, and more amenities than you can count, this luxurious, modern home will take your breath away. From...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Grill
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the nicest Bend, OR vacation home rentals,Vantage Point, is located just a short 3 minute walk from the Old Mill, Deschutes River, Restaurants, Shopping, Festivals and Concerts. This elegant and peaceful home is newly decorated and comfortable for the entire family. This exquisite 1800...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Grill
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    West Bend Luxury 3 BR 3 Bath Townhome - The Bluffs neighborhood of the Old Mill District. Close to Downtown, Mt Bachelor & Deschutes. Among the largest Bend, Oregon vacation rentals we offer, The Oasis is a 1,763 square-foot, luxury three-bedroom and three-bathroom townhome located in the Old Mill...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cute, cozy 3 bedroom/2 bath home is conveniently located with just a short drive to the Old Mill District, Bend Factory Stores, and many dining options. This house will make you feel right at home. Enjoy its open concept living space, as a place to make memories with friends and family. **This...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surrounded by National Forest, you can't get any closer to Mt. Bachelor, golf, and the Deschutes River! Our luxury three-bedroom/three-bathroom + loft (2500 square foot) townhome sleeps up to eight adults comfortably. Each bedroom has an attached bath with master bedrooms on the first and second...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Internet Access
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1 Cinder Lane is one of our many beautiful and peaceful Sunriver vacation rentals. This home is perfect to make memories with your friends and family for your next vacation. It is located across the street from the National Forest, where you can enjoy the wildlife that Sunriver has to offer, along...
    View all property information
    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    4 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern amenities combine with the original fixtures of this classic, mid-century home, creating an ambiance unlike any other. Upon entering, you will be greeted with sweeping, tree-top views through the dramatic floor to ceiling windows. Contemporary furnishings and décor complement the amazing...
    View all property information
    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 10
    Make Enquiry
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in luxury with sweeping views of the Cascades in one of the best vacation rentals in Bend, Oregon - Five Peaks. This five-bedroom custom home is one of our largest vacation homes, and is ideal for family reunions or a getaway for several couples. Most of the rooms face the Cascade Mountains,...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for one of the most modern Bend, Oregon vacation home rentals around? And with a convenient location near both outdoor recreation as well as the comforts of town? Urban Roundabout is a newly built, northwest contemporary home within walking distance to Newport Market, local restaurants,...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cumberland is one of the most perfect Bend Oregon rentals to vacation in! This updated 3 bedroom, 2 bath home is located right in the heart of Northwest Bend - a family friendly neighborhood! Walking distance to breweries, restaurants, shopping, and more! This is the perfect house to come to after...
    View all property information
    Location Information
    Bend, Central Oregon 97703
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just 3 miles South of Sunriver Resort, this charming log cabin is located on the access canal just a few paddles in from the Deschutes River. Get away or get together at this inviting mountain retreat located approx. 4 miles Southwest of Sunriver. Experience exceptional outdoor living on...
    View all property information
    Location Information
    Bend, Central Oregon 97707
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located 7.5 miles southwest of Sunriver, this home naturally provides the peace and quiet you have been longing for. You will enjoy the splendid hardwood floors and expansive living space with log accents. The spacious living room provides plenty of room for your friends and family to get cozy and...
    View all property information
    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Grill
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the coolest bend rentals to vacation in, Hill Top is a deluxe four-bedroom home on the south side of Awbrey Butte, on Bend's west side. Located in a quiet hillside neighborhood about ten blocks from Downtown Bend, it is within walking distance or a short bike ride to the Deschutes River at...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Grill
    • Hot Tub
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Sunriver vacation rental is located near the center of Sunriver, just a short walk to Fort Rock Park, or a short bike ride to the village Mall, Sunriver Marina, or the SHARC. This home includes 10 'unlimited' SHARC passes! This peaceful lodge style retreat is well appointed with all of the...
    View all property information
    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning 3725 sq. ft. home in Sunriver is the ideal spot for your next getaway! With a private hot tub, a gourmet kitchen, three master bedrooms, and plenty of space for a group of up to 12, you're sure to have a fun-filled time at this Sunriver Oregon house. Located on the quieter northeast...
    View all property information
    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Parking
    • Internet Access
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The space A peaceful getaway with an amazing view are only a few of the words used to describe this cozy and comfortable 1 Bedroom 1 Bath second floor condo located in the popular Seventh Mountain Resort. Sit on your own private deck and soak in the amazing mountain and forest views while watching...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The perfect Downtown Bend location! Just steps to cozy, hidden fire pits and food, live bands and brews, art and charm. Downtowner Apartment is a fantastic 1 bedroom/1 bath upstairs hideaway. Surrounded by all that downtown Bend has to offer, this loft style apartment is the perfect getaway in the...
    View all property information
    Location Information
    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As you drive towards your vacation rental on Wagon Master Way, you’ll immediately feel that this is not your ordinary Sunriver vacation. Located about 8 miles from the Village at Sunriver, you can count on being away from all of the hubbub of the busy village area, while still being able to soak up...
    View all property information
    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This absolutely stunning 4 bedroom home will leave you in awe as you walk in to the high end finishes of travertine and slab granite. This home was built with the attention to detail you see in million dollar homes. You will vacation in the lap of luxury and comfort in this main floor living home...
    View all property information
    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the nicest Bend, Oregon vacation rentals around, Canal view, is a beautiful home located on the canal near the Old Mill District. This four-bedroom home features airy, open living spaces inside, and landscape lighting, a stone patio and natural gas fire pit outside. The gourmet kitchen...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the luxury of a private, gated golf community in this beautifully-furnished townhome. Villa #6 is a two-bedroom, two-bath townhouse located in the quiet community of Broken Top. Enjoy beautiful views of the 18th Fairway of the privately-operated Broken Top Golf Course from the living room and...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come relax in 2582 square feet after a long day on the bike trails, slopes or tubes, or sit by the gas fireplace with your favorite libation! Upstairs there are 4 bedrooms: Two Master King Suites, a bedroom with a set of bunks and a spare twin as well as an additional queen bedroom. The kitchen is...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    • Parking
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom / 2.5 bath home has an open Living Room / Dining Room and Kitchen. Off the Kitchen is a small deck with Gas BBQ and patio furniture and access to a de attached 2 car garage. The bedding is: up - king in master, queen, 2 twins. The home is walking distance to down town Bend and a...
    View all property information
    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Grill
    • Mountain Views
    • Parking
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're looking for the best of Bend's luxury vacation rentals, Outcast is an ideal choice. Named for one of the owner's favorite craft beers at Crux Fermentation Project, Outcast is the perfect balance of down-to-earth attitude and elegant luxury. Located in the far-Westside neighborhood of...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Make Enquiry
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • Grill
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    8 Deschutes Lane is located just a quiet .75 mile walk or bike ride from the the Sunriver Village. Nestled in the quiet south end of Sunriver, just steps from the Deschutes River, is your cozy Sunriver Retreat. If you love Kayaking, SUP, or just floating the river, you will love this location at...
    View all property information
    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Mountain Views
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home, one of our most popular Bend, Oregon vacation home rentals, has a view that will take your breath away. You'll feel the tension leave the moment you walk in the front door. Enjoy majestic sunrises in the mornings while sipping a cup of freshly brewed coffee. On a clear day view the...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Grill
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming, pristine 3 bedroom/2 bath home in quiet court in mid-town Bend. Just 'round the round-a-bout from shopping, brews, fine and casual dining and more, Shane Lane is one of the nicest Bend rentals to vacation in and perfect for your needs!  Tucked into a pretty little corner of a private...
    View all property information
    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay near beautiful Downtown Bend in one of the nicest Bend, Oregon vacation home rentals, the Albany House! This recently renovated cottage is a well-furnished 3 bedroom, 2 bath home, located in a charming residential neighborhood only minutes from Downtown Bend and the Old Mill District. Albany...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    NEW LISTING! Riverside getaway near parks, adventures & local attractions1 / 34
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Air Conditioning
    • Patio
    • Parking
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2018
    The unit was perfectly neat and all the amenities were brand new. It had all the kitchen utensils, pots, pans, coffee pot & filters, toaster etc. Same with the clean...
    See all reviews
    About this property
    Plan your trip and dive into adventures that surround this convenient Bend condo! Whether you're out on the river whitewater rafting, hiking along the Deschutes River Trail, or exploring the award-winning beer scene, your vacation promises to be one to remember! Located in the Pioneer Park Condos,...
    View all property information
    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Known as one of the best Bend, Oregon rentals to vacation in, and just a short walk from Downtown Bend, lies this gorgeous award-winning, 4 bedroom, 2.5 bath home. Awbrey House is applauded for its fine craftsmanship! This well appointed home features a gourmet kitchen with stainless steel...
    View all property information
    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy one of the best Bend, OR vacation home rentals with outstanding mountain views!  This Bend vacation rental is located in the middle of the West side of Bend, Oregon and minutes via bike to Bend's mountain biking epicenter, the Phil's Trail Head System. Bend has been rated #1 in the country...
    View all property information
    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Property From the ski slopes of Mt. Bachelor to the raging water of the Deschutes, the outdoor capital of the world beckons from the luxury stylings of The Ponderosa Loft at The Mount Bachelor Village Resort. Surrounded by the beauty of central Oregon, this newly remodeled 2 bedroom – 2 bath...
    View all property information
    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    1
    Bend Holiday Rentals

    Surrounded by the stunning snowcapped peaks of the Cascade Mountains and the largest juniper forest in the western U.S., Bend is an outdoor recreation enthusiast’s paradise. Known for its cycling, hiking, kayaking, fishing and golfing, Bend, in the central part of the state, gets your adrenaline flowing in a variety of ways.

    Following a full day of intense activities, you’ll need a comfortable place to relax and recharge. Consider a spacious holiday rental where you can spread out and prepare your own meals rather than small hotel room. Whether you want to stay near downtown, in the Old Mill District, or near the Mt Bachelor ski resort, we have lots of villas, multi-bedroom homes, cabins, condos and other choices that are a better value than a hotel.

    Bend attractions and activities

    Bend is a phenomenal outdoor environment to leave the computers and televisions behind for a few hours or days. Family activities abound starting with the Lava Lands Visitors Center, about 15 minutes from downtown, where you’ll see the Lava Butte, a 7,000-year-old cinder cone lava formation that rises 500 feet. For thrill seekers, raft or kayak the white waters of the Deschutes River, take a panoramic chairlift ride up Mt. Bachelor, hike along Tumalo Creek or fish for trout at a well-stocked pond at Shevlin Park.

    Golfers have ten picturesque and challenging golf courses to play in the Bend area, including the Jack Nicklaus designed Pronghorn Golf Club, Crosswater at Sunriver Resort, a Bob Cupp design, and the affordable, family-owned Aspen Lakes Golf Club, where you’ll find lots of local residents.

    Downtown Bend is brimming with shops, galleries, restaurants, microbreweries and bars, which will enhance your visit to this former logging town.

    Holiday rentals for families

    From rustic cabins and cozy cottages to amenity-loaded condos and holiday homes with high-speed Internet, swimming pools, fireplaces and hot tubs, we can provide you with an extensive list of options in Bend. A great money-saving feature in all holiday rentals is the fully equipped kitchen, which allows you to provide delicious meals and snacks for your family instead of dining at pricey restaurants that’ll quickly destroy your budget.

    Deals on Bend holiday rentals

    When you visit Bend, your goal is to free your mind in the wondrous natural surroundings and the last thing you want to do is anguish about how much you paid for a cramped hotel room. Holiday rentals are a great value and we have special deals and discounts on a wide variety of properties in different areas of Bend in every price range.

    List your property
    Owner log in