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Ashland, OR apartments
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164 Apartments or condos in Ashland, OR

Find the Best Family-Friendly Vacation Apartments in Ashland, OR

These family-friendly vacation apartments in Ashland, OR offer plenty of space with city attractions within easy reach.

The Aloha House - Hot Tub - Pool - Ashland, OR
9.9 146 reviews
Ashland, OR
10/07 – 10/12
$565/nighttotal: $2825 (5 )

The Aloha House - Hot Tub - Pool

1 4
apartment , Ashland
The Aloha House is located in a forested area above Southern Oregon University, about 1.5 miles from downtown Ashland. This rental has received excellent ratings for location, cleanliness, and user experience.
The Aloha House is a two-bedroom, two-bathroom rental with a capacity for four guests. It features a private resort setting with a seasonal pool, spa, outdoor shower, bar, BBQ, sauna, and a garden.
The Ashland Social | Entire Estate - Ashland, OR
10 12 reviews
Ashland, OR
10/15 – 10/19
$870/nighttotal: $3480 (4 )

The Ashland Social | Entire Estate

4 1
apartment , Ashland
This Ashland vacation home is conveniently located near Southern Oregon University and the Schneider Museum of Art, a short 15-minute walk away, and within one mile of North Mountain Park and the Oregon Cabaret Theatre.
This 3,040-square-foot house boasts five bedrooms, five bathrooms, and accommodates up to twelve guests, featuring a private pool, jacuzzi, sauna, and a fully equipped kitchen with modern appliances.
Pet Friendly W/ Hot Tub By Town! - Ashland, OR
9.8 76 reviews
Ashland, OR
08/20 – 08/22
$428/nighttotal: $856 (2 )

Pet Friendly W/ Hot Tub By Town!

1 2
apartment , Ashland
This apartment is located in a quiet residential neighborhood, just a short walk from downtown Ashland, Lithia Park, and the Varsity Theatre. It has received excellent ratings for location, cleanliness, and overall user experience.
The home has three bedrooms and two bathrooms, comfortably accommodating up to six guests. It includes a fully equipped kitchen, a private garden, a jacuzzi, and a vintage stereo system, ensuring a comfortable and enjoyable stay.
Historic Ohana House - Walk To Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly - Ashland, OR
10 66 reviews
Ashland, OR
10/15 – 10/19
$410/nighttotal: $1640 (4 )

Historic Ohana House - Walk To Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

3 1
apartment , Ashland
This Ashland vacation home is conveniently located within a 15-minute walk of Lithia Park, the Oregon Shakespeare Festival, and several theaters.
This 1,590-square-foot house features three bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, Jacuzzi, patio, garden, and free Wi-Fi.

Best Ashland, OR apartment rentals with a kitchen

Beautiful Guest Suite With Private Deck Overlooking Forest And Waterfall - Ashland, OR
10 92 reviews
Ashland, OR
10/15 – 10/19
$188/nighttotal: $752 (4 )

Beautiful Guest Suite With Private Deck Overlooking Forest And Waterfall

1 1
apartment , Ashland
This Ashland apartment is conveniently located within walking distance of Southern Oregon University, Weisinger Family Winery, and the Schneider Museum of Art, offering easy access to the city's cultural scene. Guests consistently rate this rental as excellent, highlighting its comfortable and convenient features.
The apartment is a one-bedroom, one-bathroom unit with a floor area of 450 square feet and a capacity for two guests. It features modern amenities including a fully equipped kitchen, a patio, a garden, a spa, and parking, making it perfect for a relaxing stay in Ashland.
Vineyard Cottage-winery, Hot Tub, Privacy - Ashland, OR
9.9 258 reviews
Ashland, OR
10/15 – 10/19
$244/nighttotal: $976 (4 )

Vineyard Cottage-winery, Hot Tub, Privacy

1 1
apartment , Ashland
This Ashland, Oregon vineyard cottage, located on the Weisinger Family Winery property near downtown, offers easy access to Ashland's attractions.
The one-bedroom, one-bathroom guesthouse sleeps two, features a full kitchen with refrigerator and two stovetop burners, a jacuzzi, and includes a complimentary bottle of wine, cheese, and crackers plus a free wine tasting—all within a beautifully remodeled 1920s farmhouse setting.
Oak Lawn Cottage - Ashland, OR
9.8 85 reviews
Ashland, OR
08/26 – 08/27
$399/nightfor 1 night

Oak Lawn Cottage

2 3
apartment , Ashland
This charming cottage is conveniently located just a short block from downtown Ashland, placing you within walking distance of theaters, restaurants, and art galleries. The cottage has consistently received excellent ratings for its cleanliness, location, and overall experience.
The cottage features two bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy amenities such as a private porch and garden, a cozy fireplace, and a fully equipped kitchen with a fridge, microwave, dishwasher, and more.
Cozy Santa Feinspired 2br Retreat With Queen Beds, Sofa Sleeper, Soaking Tub, Fireplace, And Large Fenced Backyard. Great Location Near Medford, Jacksonville Wineries, And Ashland. - Ashland, OR
Ashland, OR
06/27 – 07/04
$255/nighttotal: $1785 (7 )

Cozy Santa Feinspired 2br Retreat With Queen Beds, Sofa Sleeper, Soaking Tub, Fireplace, And Large Fenced Backyard. Great Location Near Medford, Jacksonville Wineries, And Ashland.

3 2
apartment , Medford
This Santa Fe-inspired 3-bedroom house in Medford offers a quiet neighborhood setting with easy access to downtown Medford, Historic Jacksonville (5 miles), and Ashland (12 miles).
This 960 sq ft retreat accommodates up to 6 guests with a fully stocked kitchen, a large soaking tub, a fenced backyard, in-home laundry, fast WiFi, and driveway parking for 2-3 vehicles.

Frequently Asked Questions about apartment rentals in Ashland, OR

Destinations nearby

Best Ashland, OR apartment rentals with air conditioning

Swank Suites | King With Lux Tub - Ashland, OR
9.8 6 reviews
Ashland, OR
09/18 – 09/20
$373/nighttotal: $746 (2 )

Swank Suites | King With Lux Tub

1 2
apartment , Ashland
This downtown Ashland apartment rental is ideally situated one block from a grocery store and coffee shops, within walking distance of the Plaza Center and the Oregon Shakespeare Festival.
The 400-square-foot unit features two bathrooms, a king-size bed, a kitchenette with a microwave and mini-refrigerator, a private balcony, high-speed internet, and accommodates two guests; nearby hiking trails and a common pavilion add convenience.
Barclay Klum House | Soaking Tub & Gourmet Kitchen - Ashland, OR
9.7 56 reviews
Ashland, OR
08/26 – 08/27
$418/nightfor 1 night

Barclay Klum House | Soaking Tub & Gourmet Kitchen

1 3
apartment , Ashland
This Queen Anne-style apartment in Ashland, Oregon, is located less than a mile from downtown, providing easy access to Ashland's shops, theaters, and parks.
This meticulously restored rental features two bedrooms (one queen, one full), a full bathroom with soaking tub and walk-in shower, a well-equipped kitchen with gas stove and convection oven, private parking, and a fenced yard, comfortably accommodating up to four guests.
Affordable Luxury- One Block To Downtown - Ashland, OR
10 2 reviews
Ashland, OR
10/15 – 10/19
$237/nighttotal: $948 (4 )

Affordable Luxury- One Block To Downtown

1 1
apartment , Ashland
This downtown Ashland apartment, located in the historic Matriarch building, is a half block from a grocery store and within two blocks of numerous restaurants and shops.
The 300-square-foot studio features a Cal King bed, updated bathroom, private balcony, self check-in, and small kitchen with microwave and refrigerator, accommodating up to two guests.
Abbott's Cottages- Heron - Ashland, OR
9.9 101 reviews
Ashland, OR
08/25 – 08/26
$269/nightfor 1 night

Abbott's Cottages- Heron

1 3
apartment , Ashland
This one-bedroom Ashland cottage is located two blocks from downtown, near art galleries and studios, and features a deck overlooking Ashland Creek.
The cottage offers a comfortable sleeping arrangement for up to four guests with a hide-a-bed, a fully equipped kitchen with a fridge, microwave, and dishwasher, and air conditioning.

Neighborhoods and points of interest in Ashland, OR

Top Dog-Friendly Vacation Apartments in Ashland, OR

Bringing your dog to Ashland, OR? Every vacation apartment on this list features nearby dog parks and convenient city walks.

Ashland Creekside Cottage - Ashland, OR
9.2 75 reviews
Ashland, OR
10/07 – 10/12
$194/nighttotal: $970 (5 )

Ashland Creekside Cottage

1 4
apartment , Ashland
This Ashland creekside cottage is located less than a mile from I-5, offering easy access to other Oregon destinations and proximity to Ashland's downtown area.
The two-bedroom house, accommodating up to five guests, features a remodeled interior, a full kitchen with fridge and freezer, air conditioning, internet access, on-site parking, and private access to Neil Creek.
Juliet Cottage - 2 Bedroom - Ashland, OR
9.4 64 reviews
Ashland, OR
10/07 – 10/12
$159/nighttotal: $795 (5 )

Juliet Cottage - 2 Bedroom

1 4
apartment , Ashland
This Ashland home is conveniently located in the heart of downtown, just a short walk from the Oregon Shakespeare Festival, Lithia Park, and a variety of restaurants and shops. The property consistently receives excellent ratings for location, cleanliness, and user experience.
This two-bedroom, one-bathroom home can comfortably accommodate up to four guests. The home is fully equipped with modern amenities, including a kitchen, air conditioning, parking, and internet access, making it perfect for a relaxing and enjoyable stay.
East Main Downtown Bungalow - Ashland, OR
9.5 187 reviews
Ashland, OR
08/25 – 08/26
$257/nightfor 1 night

East Main Downtown Bungalow

1 3
apartment , Ashland
This charming bungalow is located just a 5-minute walk from the Shakespeare Festival, making it perfect for theater lovers. Guests rave about the excellent location, cleanliness, and overall experience.
This cozy home features one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy modern amenities like a fully equipped kitchen, air conditioning, and a shared laundry room, allowing you to relax and feel at home during your stay.
The Matriarch| Suite 3 | Pet Friendly - Ashland, OR
9.0 4 reviews
Ashland, OR
08/04 – 08/06
$278/nighttotal: $556 (2 )

The Matriarch| Suite 3 | Pet Friendly

1 2
apartment , Ashland
This Ashland, Oregon apartment rental is a private suite in a historic 1894 house in the Railroad District, a 6-minute walk from the Oregon Shakespeare Festival and a 5-minute walk from numerous restaurants.
This 320-square-foot studio features a king-sized bed, a separate living area with streaming services, a kitchenette, and accommodates two guests, with access to a shared patio and communal BBQ (seasonal).
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