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Ashland, OR accommodations
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301 Lodgings in Ashland, OR

Our Favorite Family-Friendly Accommodations in Ashland, OR

Family vacations in Ashland, OR work best when your lodging offers ample space and puts city attractions within easy reach.

Lighthouse-themed, Fastest Wifi, 2 King Beds Home - Ashland, OR
9.8 58 reviews
Ashland, OR
06/20 – 06/23
$328/nighttotal: $984 (3 )

Lighthouse-themed, Fastest Wifi, 2 King Beds Home

1 5
house , Medford
This Medford, Oregon ground-floor condo is ADA-friendly, perfect for travelers with mobility issues and families, offering easy access and proximity to local attractions.
The 2-bedroom, 2-bathroom unit sleeps 6, features a fully equipped kitchen with high chair and Pack-n-Play, and includes a security system, plus starter amenity kits.
The Mountain House By Wanderlodges - Ashland, OR
9.1 38 reviews
Ashland, OR
08/08 – 08/10
$711/nighttotal: $1422 (2 )

The Mountain House By Wanderlodges

3 4
house , Ashland
The Mountain House by WanderLodges is located in Ashland, just a short walk from the ScienceWorks Museum, the Oregon Shakespeare Festival, and the Schneider Museum of Art. This vacation rental has received excellent ratings for location, cleanliness, and overall user experience.
The house has 3 bedrooms and 2 bathrooms, offering space for up to 6 guests. The fully equipped kitchen, air conditioning, free Wi-Fi, and private parking make this a comfortable and convenient place to stay.
Come Stay At Our Farmhouse! A Place To Integrate All The Beauty Surrounding You! - Ashland, OR
9.8 30 reviews
Ashland, OR
09/17 – 09/23
$970/nighttotal: $5820 (6 )

Come Stay At Our Farmhouse! A Place To Integrate All The Beauty Surrounding You!

4 2
farm , Ashland
This farm stay is located just a short drive from downtown Ashland, the Oregon Shakespeare Festival, and award-winning restaurants, offering breathtaking views of Mt. Ashland and the Rogue Valley. The property has earned excellent user ratings for its peaceful atmosphere and stunning scenery.
This four-bedroom, three-bathroom farmhouse spans 2,900 square feet and comfortably accommodates up to ten guests. Enjoy the in-ground pool, hot tub, fire pit, and outdoor games like bocce ball, basketball, and ping pong, as well as the chef's kitchen, formal dining room, and the unique master suite with a 2,000 lb basalt bathtub.
Serenity-themed, Fastest Wifi, 2 King Beds Home - Ashland, OR
9.9 169 reviews
Ashland, OR
07/02 – 07/06
$411/nighttotal: $1644 (4 )

Serenity-themed, Fastest Wifi, 2 King Beds Home

1 5
apartment , Medford
Located in the heart of Rogue Valley, this house offers a peaceful retreat within proximity to wineries, golf courses, and downtown Medford. With excellent user, location, and cleanliness ratings, this house is a popular choice for travelers.
The house features 2 bedrooms and can accommodate up to 6 guests. It boasts 1470 square feet of living space, air conditioning, a fully equipped kitchen, and a private terrace with scenic mountain views. Guests can also enjoy access to a Jacuzzi, garden, and parking.

Best Ashland, OR lodging with a pool

Among the 301 accommodations in Ashland, OR, here are the 4 best ones with a pool

Siskiyou Chateau - Ashland, OR
9.7 30 reviews
Ashland, OR
07/02 – 07/06
$1341/nighttotal: $5364 (4 )

Siskiyou Chateau

1 5
apartment , Ashland
This Siskiyou Chateau is a mountainside estate in Ashland offering panoramic views of Emigrant Lake and the Rogue Valley, a short drive from the Shakespeare Festival, Lithia Park, and downtown.
This luxury estate accommodates up to 12 guests with four master suites, a gourmet chef's kitchen, an outdoor cooking area, a swimming pool, and a 10-person hot tub.
The R & R - Ashland, OR
10 4 reviews
Ashland, OR
06/20 – 06/23
$798/nighttotal: $2394 (3 )

The R & R

4 5
apartment , Talent
This Southern Oregon estate offers a luxurious 4-bedroom, 2-bathroom apartment just 5 minutes from downtown Ashland, providing easy access to the Rouge Valley, lakes, hiking trails, and wineries.
This 8000 sq ft residence boasts a gourmet kitchen, a heated swimming pool, formal and poolside dining areas, a comfortable lounge with a fireplace and 70-inch TV, and ample parking for up to 10 guests, with views of Ashland's natural beauty from every bedroom.
Lithia Springs Resort - Ashland, OR
9.1 2280 reviews
Ashland, OR
06/25 – 06/26
$909/nightfor 1 night

Lithia Springs Resort

2 3
resort , Ashland
Lithia Springs Resort is located just 2.5 miles from downtown Ashland and the Oregon Shakespeare Festival, making it a convenient base for exploring the charming town and its renowned theater. The resort has received excellent ratings for its location, cleanliness, and overall guest experience.
The resort offers a variety of accommodations, including suites and bungalows. Each room features a soaking bathtub filled with natural mineral spring water, fireplaces, and flat-screen TVs. Guests can enjoy the resort's gardens, seasonal outdoor pool, hot tub, free hot breakfast, afternoon tea and cookies, and a fitness center.
Mountainside Chateau Spectacular Views And Sunsets. 15 Min To Downtown Ashland! - Ashland, OR
9.6 16 reviews
Ashland, OR
07/02 – 07/06
$1475/nighttotal: $5900 (4 )

Mountainside Chateau Spectacular Views And Sunsets. 15 Min To Downtown Ashland!

5 5
apartment , Ashland
This 5,300-square-foot lakefront home near Ashland, Oregon, is conveniently located within 9-12 miles of Emigrant Lake, the Cascade-Siskiyou National Monument, Weisinger Family Winery, Southern Oregon University, and the Schneider Museum of Art.
This five-bedroom, five-bathroom vacation rental sleeps ten guests and boasts a private pool, jacuzzi, sauna, and spa, plus a fully equipped kitchen, free Wi-Fi, and on-site laundry facilities.

Frequently Asked Questions about accommodations in Ashland, OR

  • What are the must-see sites in or near Ashland, OR?

    Ashland is known for the Oregon Shakespeare Festival, so seeing a show is a must. You'll also want to visit the Lithia Park, a beautiful green space in the heart of town with a creek running through it. A short drive away, you can explore the natural beauty of the Rogue River and the Siskiyou Mountains.
  • What are the best accommodations in Ashland, OR?

    Among the accommodations in Ashland, OR, Cozy/rural King Bed, Ashland Springs Hotel and Holiday Inn Express Hotel & Suites Ashland By Ihg are the most popular ones.

  • How can travelers reach Ashland, OR?

    The easiest way to get to Ashland is by car, as it's located on Interstate 5. You can also fly into the Rogue Valley International-Medford Airport (MFR) and then drive about 30 minutes. If you're looking for a scenic route, you can take the Amtrak train from Portland or Sacramento.
  • What are the best accommodations with a pool in Ashland, OR?

    Holiday Inn Express Hotel & Suites Ashland By Ihg, Stratford Inn and Ashland Hills Hotel & Suites are the best accommodations with a pool in Ashland, OR.

  • When is the ideal time to plan a trip to Ashland, OR?

    The best time to visit Ashland is during the summer months, from June to August, when the weather is warm and sunny. The Oregon Shakespeare Festival is also in full swing during this time, with a variety of performances to choose from. If you're looking for a quieter experience, you can visit in the spring or fall.
  • What are the best accommodations with a jacuzzi in Ashland, OR?

    The best accommodations with a jacuzzi in Ashland, OR are Holiday Inn Express Hotel & Suites Ashland By Ihg, Stratford Inn and Ashland Hills Hotel & Suites.

  • What are the best walking or cycling routes in Ashland, OR?

    For a leisurely walk, try the Lithia Park loop, which takes you past the creek, the Ashland Public Library, and the Ashland Springs Hotel. If you're looking for a more challenging ride, you can cycle up to the top of Mount Ashland, which offers stunning views of the surrounding area. For a scenic bike route, check out the Bear Creek Greenway, which runs along Bear Creek and offers beautiful views of the Rogue River Valley.
  • What are the best accommodations for families and kids in Ashland, OR?

    The best accommodations for families and kids in Ashland, OR are Ashland Springs Hotel, Stratford Inn and Ashland Hills Hotel & Suites.

  • What nearby towns or cities can be explored from Ashland, OR?

    You can easily take day trips from Ashland to Medford, Jacksonville, and Grants Pass. Medford is a larger city with shopping and dining options, while Jacksonville is a charming historic town with Victorian architecture. Grants Pass is known for its outdoor activities, including fishing and rafting on the Rogue River.
  • What are the best pet friendly accommodations in Ashland, OR?

    The best pet friendly accommodations in Ashland, OR are Cozy/rural King Bed, Ashland Springs Hotel and Holiday Inn Express Hotel & Suites Ashland By Ihg.

  • What amenities can travelers expect from accommodations in Ashland, OR?

    Ashland offers a variety of accommodations, from budget-friendly motels to luxurious hotels. Most accommodations have amenities like Wi-Fi, parking, and a continental breakfast. Some hotels also offer pools, hot tubs, and fitness centers. You can also find vacation rentals, bed and breakfasts, and campgrounds in the area.
  • What are the best accommodations with parking in Ashland, OR?

    Cozy/rural King Bed, Ashland Springs Hotel and Holiday Inn Express Hotel & Suites Ashland By Ihg are the best accommodations with parking in Ashland, OR.

Destinations nearby

Best Ashland, OR accommodation with a garden

Private Garden Cottage W Sauna In Rr District - Ashland, OR
9.8 433 reviews
Ashland, OR
08/08 – 08/10
$249/nighttotal: $498 (2 )

Private Garden Cottage W Sauna In Rr District

1 4
house , Ashland
This one-bedroom cottage studio is located in Ashland's historic Railroad District, just a short walk from the Oregon Shakespeare Festival and downtown amenities.
The studio features a private sauna, a spacious deck, and a garden setting, perfect for relaxing after a day of exploring the area's hiking trails.
Galaxy-themed, Fastest Wifi, 3 King Beds Home - Ashland, OR
9.9 179 reviews
Ashland, OR
06/20 – 06/23
$379/nighttotal: $1137 (3 )

Galaxy-themed, Fastest Wifi, 3 King Beds Home

2 5
apartment , Medford
This vacation home in Medford is a great choice for travelers seeking a comfortable and convenient stay. It's just a short distance from popular attractions like 2Hawk Vineyard & Winery, Asante Rogue Regional Medical Center, and Centennial Golf Club, making it easy to explore the area. The house has received excellent ratings for its cleanliness, location, and user experience.
The house can accommodate up to 6 guests and features a spacious layout with three bathrooms. It's fully equipped with a modern kitchen, comfortable dining area, and a relaxing spa tub. Guests can also enjoy amenities like air conditioning, a fitness center, a garden, and a terrace or balcony.
Barclay Klum House By Wanderlodges - Ashland, OR
9.4 11 reviews
Ashland, OR
09/05 – 09/07
$636/nighttotal: $1272 (2 )

Barclay Klum House By Wanderlodges

2 2
apartment , Ashland
The Barclay Klum House by WanderLodges is located in Ashland, a short walk from the Oregon Shakespeare Festival and close to the Schneider Museum of Art. This 1,500 square foot apartment features two bedrooms, one bathroom, and can accommodate up to seven guests, making it ideal for families or groups visiting the area.
Pioneer Vacation Rentals - Pioneer Craftsman House - Ashland, OR
9.9 50 reviews
Ashland, OR
08/08 – 08/10
$520/nighttotal: $1040 (2 )

Pioneer Vacation Rentals - Pioneer Craftsman House

1 4
apartment , Ashland
This modern home is located in a quiet neighborhood in Ashland, just a short walk from the downtown area and a few blocks from the Oregon Shakespeare Festival. This property has received excellent user ratings for its location, cleanliness, and overall experience.
The house has three bedrooms, each with a comfortable bed, and a spacious living room with a sofa bed, accommodating up to eight guests. The home features a modern, fully equipped kitchen, two full bathrooms, a washer/dryer, a smart TV with DVR, and a balcony and patio for relaxing.

Neighborhoods and points of interest in Ashland, OR

Best Ashland, OR accommodation with a kitchen

Hot Tub | Sauna |Firepit |Sleeps 6! - Ashland, OR
10 5 reviews
Ashland, OR
06/25 – 06/26
$624/nightfor 1 night

Hot Tub | Sauna |Firepit |Sleeps 6!

2 3
apartment , Ashland
This Ashland vacation rental is conveniently located near Lithia Park and the Oregon Shakespeare Festival, with easy access to Grizzly Peak and Weisinger Family wineries.
The two-bedroom, three-bathroom home sleeps six guests and boasts a gourmet kitchen with a wine fridge, a jacuzzi, sauna, and a private terrace with valley views, plus nearby access to hiking, mountain biking, and the RRRink.
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
06/25 – 06/26
$375/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 Phoenix bed and breakfast is conveniently located just one mile from Interstate 5, making it easy to explore nearby Ashland and Medford, both just seven miles away. It has received excellent reviews from previous guests.
The 1000 square foot guest house can accommodate up to four guests in its two bedrooms and one bathroom. Amenities include a fully equipped kitchen, a private backyard with a hammock, and a comfortable living area with a gas fireplace.
Swank Suites | Step Free  King - Ashland, OR
8.8 3 reviews
Ashland, OR
09/05 – 09/07
$379/nighttotal: $758 (2 )

Swank Suites | Step Free King

1 2
apartment , Ashland
This Ashland Railroad District apartment rental is one block from a grocery store and coffee shop, two blocks from an escape room, and within walking distance of downtown restaurants, the Plaza Center, and the Chozu Bath & Tea Gardens.
The 400-square-foot unit features a king-size bed, a 90-inch leather sofa, a kitchenette, a private outdoor lounge, and a 65-inch smart TV with Netflix, accommodating two guests and offering convenient access to biking and hiking trails.
Mountain Ave House By Wanderlodges - Ashland, OR
9.8 61 reviews
Ashland, OR
08/08 – 08/10
$734/nighttotal: $1468 (2 )

Mountain Ave House By Wanderlodges

1 4
apartment , Ashland
This three-bedroom, two-bathroom Ashland rental is conveniently located in suburban Ashland, Oregon, a half-mile walk from downtown, the Oregon Shakespeare Festival, and Lithia Park.
The 3-bedroom house features a spacious layout with king-sized beds, a fully equipped kitchen, dedicated workspace, private side yard, two parking spaces, and accommodates up to six guests.
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