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 villas in Bend, OR

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 123 Rentals in Bend
loading...
Sort by
From
€115
Per Night
View Details
1 / 29
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
From
€308
Per Night
View Details
1 / 15
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
From
€110
Per Night
View Details
1 / 12
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
From
€84
Per Night
View Details
1 / 20
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Roxie is ready to be your cozy Bend retreat, located on a private ½ acre lot, right between Bend's vibrant Downtown, and beautiful Drake Park with the Deschutes River. This charming deco style building was originally a 1940s dental office, and was later converted into a 2 bedroom, 1 Bathroom... View all property information
Make Enquiry
From
€154
Per Night
View Details
1 / 15
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Newport Dream is a beautiful 3 bedroom 1 bath home on the Westside of Bend. A very short walk across the River into downtown's vibrant galleries, eateries and breweries! This home has gorgeous hardwood floors colorfully accented with oriental rugs and is beautifully furnished. Mature landscaping... View all property information
Make Enquiry
From
€220
Per Night
View Details
1 / 15
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Value inside and out with full kitchen with large table with extra seating at the counter. This is a newer two-story, three bedrooms, 2.5 bath house with a bonus room upstairs. On the main level you have a ‘great room’ with the living room, full kitchen, dining room and half bath as well as the... View all property information
Make Enquiry
From
€70
Per Night
View Details
1 / 39
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Your next Central Oregon adventure just got a little more posh with this sleek Bend vacation rental. Less than a mile from bustling downtown a Bend and within a few blocks of Pioneer Park, your outdoor and urban needs are easily met! This spunky one bedroom, one bathroom apartment rental is upscale... View all property information
Make Enquiry
From
€70
Per Night
View Details
1 / 28
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This updated Bend vacation rental is ready to send you on your Central Oregon adventures in comfort and style. Enjoy all the city has to offer - this unit is just a few blocks from downtown near Drake Park. This condo has a surprisingly spacious living room, with shiny wood floors and plenty of... View all property information
Make Enquiry
From
€70
Per Night
View Details
1 / 26
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Skyliner is a spacious, beautiful downtown Bend vacation rental for two in the lovely Pioneer Park Condos. Stylish and recently renovated, this third-floor unit is quiet and offers lovely west-facing views of the park. Skyliner has an open great room, complete with a well-equipped full kitchen and... View all property information
Make Enquiry
From
€308
Per Night
View Details
1 / 13
2 Bedrooms, Sleeps 4
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Gorgeous new home on 5 acres, quiet yet close to town. Beautiful northwest mountain views. Beautifully furnished. Beautifully finished with granite counter tops, fine cabinetry and modern, elegant decor. Extra large windows allow in the light and beauty of the natural surroundings. The living room... View all property information
Make Enquiry
Get the List
From
€110
Per Night
View Details
1 / 12
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Escape to the country in this gorgeous luxury 1 bedroom town house apartment on Old Bend Redmond Highway. Located on the 2nd floor, newly built. Queen Bedroom, high vaulted ceilings, lots of light. An extra large deck for private sun bathing and star gazing. The kitchenette has all new appliances... View all property information
Make Enquiry
From
€1,409
Per Month
View Details
1 / 9
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Newly remodeled and beautifully furnished! Galveston Studio is an upstairs apartment that is private and quiet. Perfectly situated on the west side - a short walk to 10 Barrel, West Side Cafe and other eateries with easy access to Century Dr and Mt Bachelor. The studio living area boasts a queen... View all property information
Make Enquiry
From
€132
Per Night
View Details
1 / 15
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Cozy Columbia Cottage is perfectly situated in a quiet west side neighborhood - one block to the river and an easy walk to both downtown Bend and west side breweries and eateries. Close access to Mt Bachelor as well. This 1930's home has a lot of character with original cabinetry and beautiful... View all property information
Make Enquiry
From
€260
Per Night
View Details
1 / 43
4 Bedrooms, 4 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Experience scenic, outdoorsy Bend, Oregon from this spacious Craftsman vacation home. A unique design with three traditionally furnished bedrooms as well as a large upstairs bonus room with sofa-bed makes this an ideal choice for two families traveling together. Located in a quiet northwest... View all property information
Make Enquiry
From
€70
Per Night
View Details
1 / 28
1 Bedroom, 2 Bathrooms, Sleeps 3
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
If you're looking for an intimate setting for your next Central Oregon, check out this little Bend vacation rental - only a mile from downtown Bend and within easy reach of Pioneer Park! This one bedroom, two bathroom condo is a perfect getaway for four close friends or a couple stealing away for... View all property information
Make Enquiry
From
€198
Per Night
View Details
1 / 16
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This two level home is located in the ideal spot for your vacation experience, close to everything! Farewell Bend is located right by the river, popular walking trails and parks, The Old Mill, Les Schwab Amphitheater, and downtown. Bring your tubes, Mt. Bike or skis, within minutes you can be using... View all property information
Make Enquiry
From
€110
Per Night
View Details
1 / 4
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Conveniently located 900 sq. ft., one bedroom, one bathroom condominium has easy access to the Mt. Bachelor Ski Resort Shuttle. Walk to the Old Mill District Quarter and the Old Mill Shopping Center and Downtown Bend, Oregon. Less than two blocks to the Deschutes River at the McKay River Park for... View all property information
Make Enquiry
From
€101
Per Night
View Details
1 / 30
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Come enjoy Central Oregon while enjoying the authentic charm of this Old Mill home perched above the Old Mill District. You're within biking distance to all the shops, restaurants and theater in the Old Mill district. There are 3 well appointed bedrooms and 2 1/2 baths all on one level. There are 2... View all property information
Make Enquiry
From
€87
Per Night
View Details
1 / 10
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This handsome Bend getaway is perfectly situated for skiers and shoppers alike! Just 20 minutes from the slopes of Mt. Bachelor and 10 minutes from downtown shopping and dining, this two-bedroom condo sits just off the Cascade Lakes Scenic Byway in the highly desirable Mt. Bachelor Village... View all property information
Make Enquiry
From
€70
Per Night
View Details
1 / 21
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Next time you take a trip to Central Oregon, stay here at this lovely Bend vacation rental and have amazing access to all things Bend has to offer - great views, beautiful weather, and delicious food! This one bedroom and two bathroom apartment is a great getaway for four friends, two couples, or a... View all property information
Make Enquiry
From
€110
Per Night
View Details
1 / 10
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Pet Friendly Downtown Bend Oregon Vacation Rentals in the Old Mill Quarter Three bedrooms One bathroom 990 sq. ft. Three full sized beds (double beds) Pet friendly with prior approval Air conditioning Small fenced in area with fire pit, and a Traeger smoker/barbeque (pellet) WiFi Cable Washer and... View all property information
Make Enquiry
From
€132
Per Night
View Details
1 / 25
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
(one bedroom plus/ accommodates up to four) Laverne is a one-bedroom historic cottage perched above and behind Lava Flo with incredible views of downtown and a large outdoor deck. The house was originally a parsonage for the church but now boasts a slightly less austere identity. The 1950s... View all property information
Make Enquiry
From
€44
Per Night
View Details
1 / 2
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Small one room vacation rental home. Excellent for a retreat or isolation to ponder your thoughts or write your novel.Should have a vehicle as the bus does not come out this far. Telephone and internet is included as well as electricity and water. We strive to include everything you will need to... View all property information
Make Enquiry
Go to map view
Book Online(33)
Use filters to find the best results!

Suitability

  • Wheelchair access (2)
  • Elder access (29)
  • Suitable for children (9)
  • Pet friendly (59)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (89)
  • Internet (87)
  • Grill (84)
  • Fireplace (62)
  • Air Conditioning (59)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities