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Holiday Rentals and Homes in Jacksonville, OR

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    Jacksonville
    2 Reviews
    1 BedroomSleeps 4Quick View
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    Jacksonville
    1 BedroomSleeps 5Quick View
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    Jacksonville
    1 Review
    2 BedroomsSleeps 4Quick View
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    Jacksonville
    1 Review
    2 BedroomsSleeps 2Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ideally located within a block of first class grocery store, all shops and across the street from beautiful former Court House now becoming City Hall. This is a lovingly cared for Historic Home. Private exterior stairs lead to room with microwave and small refrigerator. Next room contains...
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    Jacksonville, Oregon 97530
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 2
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    The following rentals are within 30 kilometers of Jacksonville.
    Ashland
    2 Reviews
    2 BedroomsSleeps 4Quick View
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    • Shared Garden
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Patio
    • Satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2015
    We have been staying at this property once a year for over 10 years, and we can hardly wait to return the next year. This rental and it's adjacent cottage are beautifully...
    Reviewed 23 July 2015
    We stayed three days at Lori Lane. There were four of us and it suited us very well. It is walking distance to downtown and the OSF. We ate our breakfasts and a couple of...
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    About this property
    Newly remodeled for modern comfort, the Lori Lane Cottages are only a short walk from the Oregon Shakespeare Festival (OSF) and downtown Ashland, where you can experience world class shopping and fantastic local restaurants. Guests have access to private off-street parking and fully stocked...
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    Ashland, Oregon 97520
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Ashland
    21 Reviews
    2 BedroomsSleeps 6Quick View
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    • DVD Player
    • Parking
    • Grill
    • Porch
    • Central Heating
    • Wi-Fi
    • Outdoor Dining Area
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2016
    We had a great time at the Singing Birds. The weather was perfect, which helped, and we enjoyed the seclusion of the location along with the comfort of the rustic cabin. Kind...
    Reviewed 22 July 2016
    It isn't as "remote" as I had anticipated but it sure is lovely and if you are a city person- this would feel like Alaska.
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    About this property
    Beautiful log cabin in the Southern Oregon Cascade Mountains. Located very privately on 160 acres of mountain meadowland. Cabin sleeps up to 6 people, but the only door is on the downstairs bath with sleeping beds in the open loft and also downstairs. Full kitchen, full bath down and half bath...
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    Ashland, Oregon 97520
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ashland
    StudioSleeps 2Quick View
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    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just a stone's throw to the plaza, a licensed one-bedroom vacation rental suite is tucked behind one of Ashland's charming craftsman-style bungalows. Your private gated entrance, located behind the house, opens onto a peaceful garden and quaint patio - a wonderful place to enjoy morning coffee and...
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    Ashland, Oregon 97520
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Ashland
    6 Reviews
    2 BedroomsSleeps 6Quick View
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    • Mountain Views
    • DVD Player
    • Grill
    • Central Heating
    • Satellite TV
    • Outdoor Dining Area
    • Parking
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 October 2016
    Being campers, typically, we felt like we were royalty in the woods. There was every kind of dish necessary to prepare our meals, as well as a wonderful BBQ, and wonderfully...
    Reviewed 7 September 2016
    The resort at campers cove was such a wonderful place to stay, the cabins are so comfortable and nice just like being at home. We had a wonderful visit with the owner and his...
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    About this property
    A “lake cabin” vacation can become a reality at Hyatt Lake Resort, approximately 22 miles east of Ashland on Rt. 66. The forest surrounds the cabin, which is located at “Campers’ Cove.” From the front deck you can BBQ while viewing the lake, enjoy the Jacuzzi or just sit and watch the eternity of...
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    Ashland, Oregon 97520
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Ashland
    10 Reviews
    2 BedroomsSleeps 4Quick View
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    • Patio
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Mountain Views
    • Satellite TV
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2013
    Terra Cotta Cottage is a beautiful place to stay in Ashland. Every need has been anticipated with artistic thoughtfulness. Staying there was an experience in itself. From the...
    Reviewed 12 April 2013
    We thoroughly enjoyed our stay in Terra Cottage Inn. The space was perfect for our family of four with two young children. The beds were comfy for everyone. The whole...
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    About this property
    Nestled into one of Ashland's best neighborhoods, the Terra Cottage Inn is a clean and beautiful, hand-crafted artists' cottage. Full of art, hand thrown pottery, custom built furniture and all the amenities to make this a true luxury experience. Quality comfortable beds with high thread count...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Ashland
    7 Reviews
    2 BedroomsSleeps 6Quick View
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    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • Secure Parking
    • Outdoor Dining Area
    • Air Conditioning
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 September 2015
    Beautiful spot, wonderful cottage, perfect for the four of us. Less than a 5 minute drive to down town Ashland with it's fabulous plays, restaurants and shopping. Lovely new...
    Reviewed 6 May 2015
    Abigail's has new owners, who we found to be friendly and helpful. Super clean cottage, walked to plays two times a day. Great time
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    About this property
    Abigail's Cottage within walking distance to the city center, is licensed by the city of Ashland (Business License #007411 & Planning Action #06-275) and Jackson County, (#1581566C) and meets required health, safety and fire codes. Comfortable two bedroom 1 1/2 bath cottage, completely renovated...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Medford
    1 Review
    6 BedroomsSleeps 24Quick View
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    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have lived in our beautiful home for 15 years and can't wait to share the memories with you! We have moved to the lovely state of South Carolina but we will be back, in the meantime please enjoy our home! Our home is located 5 min off freeway for easy access to anywhere in Southern Oregon....
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    Medford, Oregon 97501
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 24
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    Ashland
    1 BedroomSleeps 3Quick View
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    • DVD Player
    • Washer
    • Satellite TV
    • Balcony
    • Mountain Views
    • Internet Access
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Second Spring Property We are excited to announce that our property was given The Ashland Historic Preservation Award in 2014. This luxury vacation property is uniquely designed for elegance and comfort that will make you feel right at home. This newly renovated craftsman can be rented as a 3...
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    Location Information
    Ashland, Oregon 97520
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Ashland
    2 Reviews
    1 BedroomSleeps 2Quick View
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    • Sauna
    • DVD Player
    • Washer
    • Mountain Views
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 March 2017
    I felt welcome in the cottage as the owners greeted me upon arrival and took the time to show me around, explained how things worked, and even offered me a chilled bottle of...
    Reviewed 7 March 2017
    Great location within walking distance to cute little coffee houses and restaurants!! Love the historical neighborhood. Owners went to such detail when building this beautiful...
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    About this property
    Award winning ultra modern luxury cottage located on nearly a half acre estate 3-4 blocks from Ashland Plaza, Lithia Park and the Oregon Shakespeare Festival grounds. The cottage was built in 2015 directly behind the historic Leeke-Mills house build in 1885 and completely renovated in 2007. Ashland...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Rogue River
    1 BedroomSleeps 4Quick View
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    • Washer
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Hot Tub
    • Grill
    • Mountain Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Turn down our 300 foot , tree lined driveway and enter into a new world. This is a one-of-a-kind property. An Oregonian Eden. This is a one bedroom one bath cottage with a full kitchen and living room. From your front deck you can relax, read a book and watch the river flow. And for those anglers...
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    Rogue River, Oregon 97525
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ashland
    1 Review
    2 BedroomsSleeps 4Quick View
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    • Shared Garden
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2014
    I took my 86 year old mother with me to visit Ashland. The cottage was very clean and cozy and my mom was delighted. There is no real living or dining space inside but the...
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    About this property
    Newly remodeled for modern comfort, the Lori Lane Cottages are only a short walk from the Oregon Shakespeare Festival (OSF) and downtown Ashland, where you can experience world class shopping and fantastic local restaurants. Guests have access to private off-street parking and fully stocked...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Ashland
    1 BedroomSleeps 3Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Second Spring Property<BR>We are excited to announce that our property was given The Ashland Historic Preservation Award in 2014.<BR>This luxury vacation property is uniquely designed for elegance and comfort that will make you feel right at home. This newly renovated craftsman can be rented as a 3...
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    Location Information
    Ashland, Oregon 97520
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Medford
    4 BedroomsSleeps 10Quick View
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    • DVD Player
    • Air Conditioning
    • Patio
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'lll feel like you are vacationing in Italy!..This amazing villa is conveniently located 5 minutes from historic Jacksonville, 10 miles from quaint Ashland, 3 minutes from Dancin Winery (a delightful Italian villa with gardens, fountains, delicious wines and eatery). More wineries are a few...
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    Medford, Oregon 97501
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Ashland
    17 Reviews
    2 BedroomsSleeps 4Quick View
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    • Internet Access
    • Parking
    • Central Heating
    • Mountain Views
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2016
    We had a remarkable time here as we celebrated grandma's 80th birthday with 3 generations of daughters. The pictures did not prepare us for the utter beauty of the cottage and...
    Reviewed 14 September 2015
    What really sets this cottage apart from many you may have rented is that the owners have hand crafted and built every inch of the inside and outside. It is artistry and...
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    About this property
    APRIL SPECIAL 3 NIGHTS 15% OFF 4 NIGHTS 25% OFF Welcome to the Artycottage nestled in the Cascade foothills, minutes from downtown Ashland, Oregon, home of the Oregon Shakespeare Festival and Saydah Design. All of the work in the Artycottage is made by Saydah Design and can be...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Rogue River
    2 BedroomsSleeps 6Quick View
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    • Washer
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Waterfront
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Turn down the 300 foot driveway and enter a world of peace and tranquility. Our 1.5 acre property includes over 120 feet of riverfront where you can fish, float, read or just plain relax almost every day of the year. The two bedroom 2.5 bath home has a state of the art kitchen, infrared bar-b-q....
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    Rogue River, Oregon 97525
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ashland
    3 BedroomsSleeps 10Quick View
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    • Porch
    • Grill
    • Wi-Fi
    • Mountain Views
    • Hot Tub
    • Washer
    • Parking
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Meadow House, built in 2000, features natural wood and plaster throughout, a well-stocked cook's kitchen with fresh eggs and milk in the refrigerator, and the quiet of off-grid living. The three bedroom, two bath house sleeps up to ten comfortably with 3 twin beds in the West Bedroom, a queen bed...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Ashland
    StudioSleeps 2Quick View
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    • Air Conditioning
    • Satellite TV
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Parking
    • Shared Garden
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our property is located in the quaint Shakespearean town of Ashland, Oregon. The town has exceptional and award winning contemporary plays and the largest Shakespearean theater in the United States. <BR><BR>We offer boating, hiking trails throughout the area. We have wineries that offer award...
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    Ashland, Oregon 97520
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Ashland
    2 Reviews
    2 BedroomsSleeps 6Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2016
    Perfectly furnished for our party of four adults; perfectly stocked kitchen; perfect front yard for dining al fresco and watching deer go by; perfect neighborhood for daily...
    Reviewed 24 August 2015
    Great location for walking to theatres as well as restaurants and shopping in Ashland. Great space for two couples to be separate or to be together. Front porch is a...
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    About this property
    Fully restored vintage cottage in a quiet neighborhood just steps away from downtown Ashland and the theater. Surrounded by lovely gardens assuring a private and serene environment. The cottage is tastefully decorated , is immaculate and has 2 bedrooms, 2 baths, office, full kitchen, front porch...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ashland
    3 Reviews
    1 BedroomSleeps 4Quick View
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    • Parking
    • Patio
    • Porch
    • Wi-Fi
    • Outdoor Dining Area
    • Mountain Views
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 May 2016
    This cozy cottage in a ranch setting was also a nice getaway from town. Organic eggs, local bread, butter and jam supplied by our host made us feel welcome and provided...
    Reviewed 31 March 2015
    An ideal cottage in a country setting, 15 minutes from Oregon Shakespeare Festival. It's the little things that make a big difference to me: friendly, flexible host; comfy bed...
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    About this property
    Private cottage apartment with full kitchen and living area adjacent to family home. Covered porch and garden area to enjoy. Less than 15 minutes to Shakespeare Festival and downtown Ashland. Fresh eggs, local bread, jam, 1/2 and 1/2, milk and butter are stocked in fridge. There is also Nespresso,...
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    Ashland, Oregon 97520
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Medford
    1 BedroomSleeps 8Quick View
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    • Air Conditioning
    • Internet Access
    • Grill
    • Washer
    • Mountain Views
    • Hot Tub
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The perfect place from which to explore the wonders of Southern Oregon and the Rogue Valley. Homestead Woodland Cottage is a spacious, modern bungalow nestled on 60-acres of private property in the Griffin Creek area between Medford and Jacksonville. It’s at the end of a country road (now paved),...
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    Location Information
    Medford, Oregon 97501
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 8
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    Medford
    3 BedroomsSleeps 10Quick View
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    • DVD Player
    • Internet Access
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    No matter what your group's reason is for visiting Portland, this pair of dog-friendly downtown condos provide a combination of high-end comfort, amazing amenities, and easy access to sightseeing that your friends, family, and colleagues alike are sure to love! These upper-story downtown Portland...
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    Location Information
    Medford, Oregon 97205
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Ashland
    6 Reviews
    2 BedroomsSleeps 4Quick View
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    • Washer
    • Porch
    • Satellite TV
    • Patio
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 March 2016
    My boyfriend and I did "experience" gifts for each other at Christmas and this was mine to him. We loved it! Fantastic craftsman cottage with all the amenities you need without...
    Reviewed 10 July 2014
    The High Street Cottage is our new favorite place to stay in Ashland. The cottage and grounds were beautifully maintained and thoughtfully stocked with coffee, tea, cooking...
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    About this property
    Set in Ashland's best neighborhood, this 1931 cottage has been lovingly restored and set up to address your every need. Cozy and incredibly clean, filled with art, hand-made pottery, antiques and hand crafted furniture. Comfortable beds, high quality linens and a fully equipped kitchen. A truly...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Medford
    2 BedroomsSleeps 4Quick View
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    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Balcony
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    • Porch
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waverly Cottage is a restored Victorian in Historic Downtown Medford. It is a Boutique Style Museum/B&B. Your stay at Waverly Cottage will be a step back in time. Enjoy a house full of antiques with many artifacts for the guests viewing pleasure. Waverly Cottage has just the right amount of modern...
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    Location Information
    Medford, Oregon 97501
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Ashland
    2 BedroomsSleeps 6Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Victorian Rose at Blossom View Cottages. We are located in the historic railroad district, less than half a mile from theaters, Plaza and Downtown. Let this charming, historic home fill you with a sense of well-being and luxury. There are two bedrooms, each with a queen bed, and a...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Ashland
    3 BedroomsSleeps 9Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Blue Hyacinth in Blossom View Cottages. Walk to downtown and OSF or sit back and relax at the Blue Hyacinth, part of Blossom View Cottages. This is a luxurious and comfortable home in Ashland's historic railroad district. Downtown Ashland, the theaters, and galleries on A-Street are...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Medford
    3 BedroomsSleeps 6Quick View
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    • Hot Tub
    • Wi-Fi
    • Patio
    • Private Garden
    • Grill
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious home with a huge back yard featuring a hot tub, patio, BBQ, and garden that you can help yourself to. Our place is close to restaurants and dining, the city center, lots of shopping, the mall, and Oregon's first and only In-N-Out! You’ll love our place because of the cozy feel, the...
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    Location Information
    Medford, Oregon 97504
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ashland
    2 BedroomsSleeps 4Quick View
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    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    • Grill
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a very beautiful modern unique property. Two bedrooms, sitting room/kitchenette all custom designed, Italian fixtures, exquisite cherry wood floors, marble bathroom, wireless internet, cable TV, HBO/ Showtime, central air/heater, and a stunning view of the private back garden. All you...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Medford
    1 Review
    StudioSleeps 3Quick View
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    • DVD Player
    • Porch
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Washer
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 December 2016
    Very nice private second floor apartment! Excellent well equipped modern kitchen! The washer and dryer were a plus! Host Tina very accommodating to my allergy to fragrances...
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    This is a very comfortable and home like experience in a quiet, residential neighborhood that is close to downtown and the I-5. This is an upstairs unit. It is a very well planned out 400 sq ft that takes advantage of the space and feels much larger than what it is. From the very nicely equipped...
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    Location Information
    Medford, Oregon 97501
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    Medford
    3 Reviews
    StudioSleeps 3Quick View
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    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Patio
    • Washer
    • Grill
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2016
    Traveling with 2 small dogs is not the easiest thing unless you find Tina's Luxury Studio in Medford Oregon. Then life is easy. This studio is comfortable and the hostess is...
    Reviewed 2 July 2016
    We stayed several nights and really enjoyed the quiet neighborhood. Overall the place was very comfortable for two. We cooked a lot of our own food and used the mini-refrig a...
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    About this property
    This is a very comfortable and home like experience in a quiet, residential neighborhood that is close to downtown and the I-5. It is a very well planned out 400 sq ft that takes advantage of the space and feels much larger than what it is. From the very nicely equipped kitchenette that can...
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    Location Information
    Medford, Oregon 97501
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    Ashland
    2 BedroomsSleeps 6Quick View
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    • Grill
    • Mountain Views
    • Porch
    • Outdoor Dining Area
    • Shared Garden
    • Parking
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    STAY <BR>Overlooking beautiful meadows, the light filled studio sleeps up to six with two queen beds in the loft rooms and a double sofa-bed downstairs. The Farrmhouse Studio also features a wood stove and a full kitchen stocked with dry goods. On-Farm Store has all our meats, sausages, eggs and...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Ashland
    8 Reviews
    1 BedroomSleeps 2Quick View
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    • Grill
    • Internet Access
    • Mountain Views
    • DVD Player
    • Satellite TV
    • Porch
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2015
    Our hosts, Marty and Michael, have created a wonderfully comfortable and beautiful place to stay. The Treehouse Retreat is just outside the town of Ashland, located next to a...
    Reviewed 4 January 2014
    The 'treehouse' was a charming and lovely vacation rental. Everything from a well-functioning, well stocked kitchen with a beautiful view, to the large, private deck and...
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    About this property
    Just minutes from the Shakespeare Festival, yet secluded in the hills above Ashland, this second floor apartment has incredible views and all the comforts of home, You will especially enjoy stepping onto your completely private, 300 sf deck which overlooks a seasonal creek and the forest with...
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    Location Information
    Ashland, Oregon 97520
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Ashland
    4 BedroomsSleeps 13Quick View
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    • Waterfront
    • Parking
    • Balcony
    • Washer
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    • DVD Player
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have a truly memorable trip to Oregon when you stay at this gorgeous 4-bedroom, 3-bathroom Ashland home, which sleeps 13. Enjoy the best of outdoor living with a private fishing pond and plenty of patio space with spectacular views! This Ashland vacation rental home is an ideal accommodation...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 13
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    Ashland
    2 BedroomsSleeps 5Quick View
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    • Patio
    • Terrace
    • Central Heating
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE GARDEN SUITE IS A CHARMING TWO BEDROOM, 2 FULL BATH COTTAGE THAT COMFORTABLY WELCOMES 5 GUESTS. Second Street Cottages is located on a quiet side street in the historic and beautiful Railroad District. Built in 1900, this home has been lovingly restored with great attention to detail and has...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Ashland
    4 BedroomsSleeps 8Quick View
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    • Private Garden
    • Parking
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, historic, fully renovated home with four bedrooms, three full baths and a fabulous welcoming front porch. Can be rented with Garden Suite, a 2 bedroom, 2 full bath house that sleeps five. Perfect location for your visit to Ashland. Historic Railroad District is situated between two...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Ashland
    1 Review
    4 BedroomsSleeps 10Quick View
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    • Wi-Fi
    • Mountain Views
    • Satellite TV
    • Patio
    • Air Conditioning
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful Craftsman-style FARMHOUSE built in 1912 and BUNKHOUSE on a working horse ranch just 3 minutes from downtown Ashland, home of the renowned Shakespeare festival and Britt festivals in nearby historic Jacksonville.<BR><BR>'FARMHOUSE' has 4 bedrooms and 2 full baths. All rooms have queen beds...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Ashland
    4 BedroomsSleeps 9Quick View
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    • Patio
    • Mountain Views
    • Hot Tub
    • Washer
    • Central Heating
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house is located on our ranch. It is 5 miles from downtown Ashland. It is 3 miles to local airport & 3.5 miles to local golf course. The views of the mountains, pastures, wildlife, cows & horses are very beautiful. It is relaxing and enjoyable. This home has hardwood floors. It is a...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Ashland
    6 Reviews
    4 BedroomsSleeps 11Quick View
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Patio
    • Grill
    • Internet Access
    • Balcony
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ashland's favorite family inn! Oak Street Cottages are located just a block from downtown Ashland, the Shakespeare Festival, the Plaza, and beautiful Lithia Park. Four houses sleep from 6 to 11 people, fully furnished, complete with private parking, patios, and homey touches. Enjoy the fireplace...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
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    Ashland
    4 BedroomsSleeps 8Quick View
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    Amenities & Details
    • Satellite TV
    • Balcony
    • Private Garden
    • Air Conditioning
    • DVD Player
    • Terrace
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE HERITAGE SUITE IS A DELIGHTFUL 4 BEDROOM, 3 FULL BATH COTTAGE THAT ACCOMMODATES 8 GUESTS COMFORTABLY. Second Street Cottages is located on a quiet side street in the historic and beautiful Railroad District. Built in 1900, this home has been lovingly restored with great attention to detail...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Ashland
    5 Reviews
    2 BedroomsSleeps 5Quick View
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    Amenities & Details
    • Porch
    • Parking
    • Air Conditioning
    • DVD Player
    • Washer
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2016
    Two couples shared the Helman House for a week while enjoying the Oregon Shakespeare Festival. We have stayed here for several years and find it works very well for us. It's an...
    Reviewed 8 August 2015
    This is a small charming, old fashioned house very close to downtown, Lithia Park and Shakespeare Festival. Both bedrooms are large and comfortable, the kitchen area is small...
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    About this property
    Helman Guest House is a charming early 1900's two bedroom home that can comfortably sleep up to 5 guests. It is only three short blocks from Ashland's Plaza, restaurants and Oregon Shakespeare Festival theaters. The large master bedroom, located on the ground floor, has a luxurious king-size bed,...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Ashland
    1 BedroomSleeps 2Quick View
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    • Patio
    • Internet Access
    • Parking
    • Satellite TV
    • Shared Garden
    • Air Conditioning
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are located in the heart of Ashland. Only 2 blocks from Downtown. Enjoy the open Garden and Great location to all Restaurants, Shops, Theaters and Local Sporting Events. We are 3 blocks from University of Southern Oregon. Full Kitchen, Bedroom/Queen, Wall mounted reading lamps and TV. <BR>The...
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    Location Information
    Ashland, Oregon 97520
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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