Find short term rentals in Ashland, OR at the best prices

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Ashland, OR short term rentals
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Best Short term and Weekly rentals in Ashland, OR

Best family friendly Ashland, OR Short term rentals

Among the 188 accommodations in Ashland, OR, here are the 4 best family friendly rentals

Barclay Klum House | Walk To Downtown | Soaking Tub & Gourmet Kitchen - Ashland, OR
10 5 reviews
Ashland, OR
17/09 – 23/09
$788/nighttotal: $4728 (6 )

Barclay Klum House | Walk To Downtown | Soaking Tub & Gourmet Kitchen

2 2
apartment , Ashland
This Queen Anne-style holiday home in Ashland, Oregon, is situated less than 1.6km from the downtown area, offering easy access to shops, theatres, and restaurants.
The 500 square metre property boasts two bedrooms, one bathroom with a luxurious soaking tub and walk-in shower, a full kitchen including a gas stove and grill, three off-street parking spaces, a fully fenced garden, and can comfortably accommodate four guests.
Ashland's Mountain View Vacation Rental. - Ashland, OR
9.8 43 reviews
Ashland, OR
17/09 – 23/09
$519/nighttotal: $3114 (6 )

Ashland's Mountain View Vacation Rental.

2 2
cottage , Ashland
This charming cottage is situated in Ashland, just 2km from Weisinger Family Winery, Southern Oregon University, and the Schneider Museum of Art, offering a convenient base for exploring the town. It has received excellent reviews from previous guests.
The property features two bedrooms, two bathrooms, and can comfortably accommodate up to six guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, parking, and free Wi-Fi.
Serenity-themed, Fastest Wifi, 2 King Beds Home - Ashland, OR
9.9 169 reviews
Ashland, OR
02/07 – 06/07
$574/nighttotal: $2296 (4 )

Serenity-themed, Fastest Wifi, 2 King Beds Home

1 5
apartment , Medford
This house is located in the Rogue Valley, just under 6.5km from Medford city centre, close to wineries and the Rogue Valley Country Club. The property has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The 2-bedroom house offers 137 square metres of space and can accommodate up to 6 guests. Amenities include a fully equipped kitchen, air conditioning, a Jacuzzi, a terrace, a garden, and parking.
"Enchantment"  Jacksonville, Oregon - Ashland, OR
10 36 reviews
Ashland, OR
20/06 – 23/06
$785/nighttotal: $2355 (3 )

"Enchantment" Jacksonville, Oregon

4 5
apartment , Medford
This Medford property, a spacious four-bedroom house, is situated 19 kilometres north of Ashland and 11 kilometres south of Jacksonville, offering easy access to the Oregon Shakespeare Festival and Britt Festival.
The 251-square-metre dwelling boasts a jacuzzi, terrace, garden, and parking, accommodating eight guests with amenities including a fully equipped kitchen, Wi-Fi, and access to nearby attractions such as the Beekman House and Craterian Ginger Rogers Theatre.

Best Ashland, OR lodging with a kitchen

Swank Suites | Step Free  King - Ashland, OR
8.8 3 reviews
Ashland, OR
05/09 – 07/09
$530/nighttotal: $1060 (2 )

Swank Suites | Step Free King

1 2
apartment , Ashland
This first-floor apartment in Ashland's historic Railroad District is situated one block from a grocery store and coffee shop, two blocks from an escape room, and within easy walking distance of downtown restaurants, Ashland Plaza Center, and Chozu Bath & Tea Gardens.
The 37-square-metre (approximately 398 square feet) flat offers a king-size bed, a kitchenette, a private outdoor lounge, shared laundry facilities, high-speed 5G internet, a 65-inch smart TV with Netflix, and accommodates two guests; parking is also available.
The R & R - Ashland, OR
10 4 reviews
Ashland, OR
20/06 – 23/06
$1115/nighttotal: $3345 (3 )

The R & R

4 5
apartment , Talent
This holiday home is situated in Southern Oregon, a 5-minute drive from downtown Ashland, offering convenient access to multiple lakes, hiking trails, and local wineries.
This expansive 743 square meter property boasts four bedrooms, two bathrooms, and capacity for ten guests, featuring a heated swimming pool, a gourmet kitchen with a six-burner gas range and two ovens, a formal dining room, and ample parking for an RV.
Step Into Modern Comfort Inside This Beautifully Renovated 2 Bedroom / 1.5 Bath Home.  Enjoy A Spacious Chefs Kitchen, Cozy Living Room With Fireplace, And Spa-style Bathroom With Jetted Tub. Close To Downtown Medford And Room For The Whole Family. - Ashland, OR
10 1 review
Ashland, OR
25/06 – 26/06
$563/nightfor 1 night

Step Into Modern Comfort Inside This Beautifully Renovated 2 Bedroom / 1.5 Bath Home. Enjoy A Spacious Chefs Kitchen, Cozy Living Room With Fireplace, And Spa-style Bathroom With Jetted Tub. Close To Downtown Medford And Room For The Whole Family.

3 3
apartment , Medford
This apartment is located in Medford's Downtown district, 400 metres from Cinemark Tinseltown Medford 15 and 1.3 kilometres from the Craterian Ginger Rogers Theatre.
This 111 square metre flat sleeps six guests and features three bedrooms, two bathrooms, a private terrace, a fenced garden with a barbecue, complimentary Wi-Fi, air conditioning, a fireplace and a fully equipped kitchen.
Escape To This Artsy 2-bedroom Mcm Guesthouse In Charming Phoenix, Or. Unwind In The Luxurious Spa Soaking Tub After Exploring Southern Oregon. Features High-end Design For A Stylish, Quiet Retreat. - Ashland, OR
9.8 11 reviews
Ashland, OR
25/06 – 26/06
$524/nightfor 1 night

Escape To This Artsy 2-bedroom Mcm Guesthouse In Charming Phoenix, Or. Unwind In The Luxurious Spa Soaking Tub After Exploring Southern Oregon. Features High-end Design For A Stylish, Quiet Retreat.

2 3
apartment , Phoenix
This charming bed and breakfast is situated in Phoenix, Oregon, just 5 kilometres south of Medford and 11 kilometres north of Ashland, making it a convenient base for exploring the region. It has received excellent guest reviews, highlighting its peaceful and comfortable atmosphere.
The property offers two bedrooms and one bathroom, spread over 93 square metres and comfortably accommodating up to four guests. It features a private fenced yard, a well-equipped kitchen, a relaxing outdoor space with a hammock, and amenities such as air conditioning, a fireplace, and parking.

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Best Ashland, OR lodging with laundry available

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
02/07 – 06/07
$511/nighttotal: $2044 (4 )

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 5
apartment , Medford
This Santa Fe-style flat in Medford offers a central location, placing you 800 metres from the Craterian Theater at The Collier Center, 8 kilometres from Historic Jacksonville, and 19 kilometres from the Oregon Shakespeare Festival in Ashland.
This three-bedroom, one-bathroom dwelling spans 89 square metres, accommodates up to six guests, and features a fully stocked kitchen, a lounge with a fireplace, and a secure garden, with parking and Wi-Fi provided.
Delightful 2~bedroom, Pet~friendly Cottage~walking Distance To Everything! - Ashland, OR
10 7 reviews
Ashland, OR
05/09 – 07/09
$553/nighttotal: $1106 (2 )

Delightful 2~bedroom, Pet~friendly Cottage~walking Distance To Everything!

2 2
cottage , Ashland
This Ashland holiday home is located in the Historic Railroad District, a short 4.5km drive from the Oregon Cabaret Theatre and within walking distance of the Ashland Library.
The two-bedroom, two-bathroom property sleeps four guests and offers amenities including Wi-Fi, a fully equipped kitchen with dishwasher, in-unit laundry, and air conditioning; nearby attractions include North Mountain Park and the ScienceWorks Hands-On Museum.
Swank Suites | King With Lux Tub - Ashland, OR
9.8 6 reviews
Ashland, OR
17/09 – 23/09
$425/nighttotal: $2550 (6 )

Swank Suites | King With Lux Tub

1 2
apartment , Ashland
This Ashland city centre apartment is ideally located less than 0.16km from a grocery store and coffee shop, and within a short walk of restaurants, the Plaza Center, and the Chozu Bath & Tea Gardens.
The 37 square metre flat offers a king-size bed, two bathrooms, and a kitchenette with microwave, accommodating two guests and featuring a private outdoor lounge area, high-speed 5G internet, and access to laundry facilities.
Swank Suites | King With Lux Tub - Ashland, OR
Ashland, OR
05/09 – 07/09
$511/nighttotal: $1022 (2 )

Swank Suites | King With Lux Tub

1 2
apartment , Ashland
This Ashland apartment, a stone's throw from the Plaza Centre and a short walk (less than 0.8 km) from a grocery store, offers prime downtown accommodation near Ashland's key attractions.
The 28-square-metre flat features two bathrooms, sleeps two guests, includes a kitchenette with microwave, and boasts a private terrace, high-speed 5G internet, and a king-size bed.

Best Ashland, OR lodging with air conditioning

230-downstairs-duplex-private Bathroom-mountain View - Ashland, OR
9.8 23 reviews
Ashland, OR
17/09 – 23/09
$684/nighttotal: $4104 (6 )

230-downstairs-duplex-private Bathroom-mountain View

3 2
apartment , Ashland
This three-bedroom house, sleeping six, is situated in Ashland's Historic Railroad District, within 1.6km of the Ashland Library, Oregon Cabaret Theatre, Allen Elizabethan Theatre, Angus Bowmer Theatre, and Thomas Theatre.
The property offers free Wi-Fi, a fully equipped kitchen with fridge, microwave, and dishwasher, a garden, parking, and is within easy walking distance of various attractions, making it ideal for families or groups visiting Ashland.
Old Farmhouse - Ashland, OR
9.5 72 reviews
Ashland, OR
26/06 – 28/06
$159/nighttotal: $318 (2 )

Old Farmhouse

1 2
apartment , Phoenix
This countryside flat, offering a peaceful retreat from Phoenix, is situated just 3.2 kilometres from the nearest motorway, providing convenient access for exploring the region. This one-bedroom, one-bathroom flat accommodates two guests and includes essential amenities such as air conditioning, Wi-Fi, and a kitchen equipped with a fridge, microwave, and dishwasher, alongside on-site parking.
Ashland King Studio W/gym & Pool - Ashland, OR
Ashland, OR
26/06 – 28/06
$797/nighttotal: $1594 (2 )

Ashland King Studio W/gym & Pool

1 2
B&B , Ashland
This guest house in Ashland is located near the Rogue Valley, a short drive from the town centre, offering convenient access to the Oregon Shakespeare Festival (approximately 1.5 kilometres away) and Southern Oregon University (approximately 500 metres away).
The accommodation provides a private suite for two guests, featuring a king-size bed, air conditioning, Wi-Fi, a swimming pool, a hot tub, a fitness centre, and complimentary on-site parking, with a daily cooked breakfast available for an extra charge.
Savage Upon Siskiyou | Prime Osf Location - Ashland, OR
Ashland, OR
05/09 – 07/09
$1674/nighttotal: $3348 (2 )

Savage Upon Siskiyou | Prime Osf Location

3 2
apartment , Ashland
This Victorian flat is located in central Ashland, a mere 300 metres from the Oregon Shakespeare Festival and downtown attractions.
This 3-bedroom, 2-bathroom residence accommodates up to 8 guests and includes a fully equipped kitchen, private parking with an EV charger, and a garden.
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