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Rentals for Seniors in Ashland, OR

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    $192 Average
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    Travelers to Ashland are booking June dates now. Secure your vacation rental today, and have the perfect trip.
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    1 / 8
    3.5 of 5 stars (4) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    $250
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    1 / 23
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    $80
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    1 / 9
    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    $149
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    1 / 15
    5 of 5 stars (19) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $230
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    Amenities & Details
    • DVD Player
    • Parking
    • Grill
    • Porch
    • Central Heating
    • Wi-Fi
    • Outdoor Dining Area
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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. Full kitchen, full bath down and half bath up, hard wood floors, wood stove, front porch where you can sit and watch for wildlife. Fresh air,... View all property information
    Location Information
    Ashland, Oregon 97520
    4 of 5 stars Reviewed October 12, 2015
    The owner warned us that the wasps are very active in August and indeed my kids spotted several and freaked out, deciding to spend the rest of their time indoors. Although this...
    5 of 5 stars Reviewed October 14, 2014
    We traveled to Ashland for a family gathering. Without a doubt, our Singing Birds get-away was the highlight of the trip. Accomodations were cozy, fresh and grounding. Thank you...
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    1 / 11
    4.5 of 5 stars (4) Very good
    Studio, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
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    $110
    / Night
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    Amenities & Details
    • Balcony
    • Internet Access
    • Terrace
    • Parking
    • Air Conditioning
    • Outdoor Dining Area
    • Porch
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Lhasa House is a charming studio cottage with unique privacy and its own street entrance. It is located on the perimeter grounds of a vintage house built in 1884. The property's interior gardens are developing into a healing sanctuary (accessible to guests Summer 2014). The owners are yogic... View all property information
    Location Information
    Ashland, Oregon 97520
    4 of 5 stars Reviewed June 13, 2015
    I wanted a place within walking distance to the theaters but not necessarily all the amenities you would get in a hotel or B&B. We planned on eating out and spending time at the...
    5 of 5 stars Reviewed June 4, 2015
    We thoroughly enjoyed Lhasa House at Chakra Garden. It was comfortable and convenient. The gardens were a lovely addition to our stay. With just a 20 minute walk to the plays and...
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    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    $125
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    • Wi-Fi
    • Private Yard
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
    Location Information
    Ashland, Oregon 97520
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    From
    $295
    / Night
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    Amenities & Details
    • Porch
    • Grill
    • Wi-Fi
    • Mountain Views
    • Hot Tub
    • Washer
    • Parking
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
    Location Information
    Ashland, Oregon 97520
    1 / 16
    2 of 5 stars (1) Poor
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    other traveler has booked this property
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    $325
    / Night
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    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Satellite TV
    • Patio
    • Air Conditioning
    • Grill
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    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. 'FARMHOUSE' has 4 bedrooms and 2 full baths. All rooms have queen beds for... View all property information
    Location Information
    Ashland, Oregon 97520
    1 / 16
    5 of 5 stars (9) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
    From
    $135
    / Night
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    Amenities & Details
    • Air Conditioning
    • Patio
    • DVD Player
    • Mountain Views
    • Washer
    • Internet Access
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Location & Luxury! Just a block from town and renowned Oregon Shakespeare Festival and.easy walking everywhere. Enjoy this historic Craftsman with fully-equipped kitchenettes, private patios, mountain views, claw-foot soaking tubs, A/C, wireless and all the amenities of home. Beautifully... View all property information
    Location Information
    Ashland, Oregon 97520
    5 of 5 stars Reviewed October 7, 2014
    Delaunay House is a special place in an area that offers so much to those that travel. This romantic historic home welcomes you in and swallows your stress. The attention to...
    5 of 5 stars Reviewed September 17, 2014
    This wonderful house is in the perfect location, we never had to use our car. Our apartment was adequate space for the three of us and we all loved the furnishings. Everything...
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    1 / 25
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveler has booked this property
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    $285
    / Night
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
    Location Information
    Ashland, Oregon 97520
    5 of 5 stars Reviewed August 24, 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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    1 / 12
    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    From
    $175
    / Night
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    Amenities & Details
    • Shared Yard
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Patio
    • Satellite TV
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
    Location Information
    Ashland, Oregon 97520
    5 of 5 stars Reviewed August 8, 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...
    5 of 5 stars Reviewed July 23, 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 other...
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    1 / 15
    4 of 5 stars (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    From
    $175
    / Night
    Payment Protection
    View Details
    View Details
    Amenities & Details
    • Shared Yard
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
    Location Information
    Ashland, Oregon 97520
    4 of 5 stars Reviewed July 23, 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 outdoor...
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