Ashland Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Ashland vacation rentals

Luxury House, 2 Bedrooms, Bathtub, Garden Area | Living area

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Excellent location for in Ashland Easy acces to all local areas and the beds were comfortable! Kitchen stocked with all dishes need to cook meals."
United States
Carmen
The price is ₩162,568
₩382,667 total
includes taxes & fees
Apr 2 - Apr 3
Barclay Klum House by WanderLodges
Terrace/patio

A Cowslip's Belle Inn

A Cowslip's Belle Inn
3.0 star property
Ashland
9.8 out of 10, Exceptional, (41 reviews)
"Cowslip’s Belle Inn was like walking through a Lord of the Rings scene with all the vibrant colors and even a koi pond. The hosts were amazing! They guided me into the town, welcomed me to their area and gave recommendations for nearby wineries. I’ll be back for an extended stay. "
United States
SHAWNDA
The price is ₩187,005
₩292,757 total
includes taxes & fees
Apr 1 - Apr 2
A Cowslip's Belle Inn
Grand House | Living area | 65-inch TV with digital channels, streaming services

The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is ₩235,276
₩497,586 total
includes taxes & fees
Apr 1 - Apr 2
The Mountain Ave House by WanderLodges
Sundeck

Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (5 reviews)
"Grandview of Ashland was a beautiful home!! It was super clean and the views of the valley were amazing. Our entire party had a wonderful time and would 100% stay there again. Highly recommend!"
United States
Paul
The price is ₩326,351
₩607,028 total
includes taxes & fees
Apr 6 - Apr 7
Grandview of Ashland
View from property

Rocky Point Resort

Rocky Point Resort
2.5 star property
Klamath Falls
8.2 out of 10, Very Good, (408 reviews)
"The cabin was super clean and I appreciated that the heat was on, and all appliances worked! "
United States
Diane
The price is ₩121,043
₩137,379 total
includes taxes & fees
Apr 1 - Apr 2
Rocky Point Resort
Exterior

Medford Home and 2 Condos With Pool and Hot tub

Medford Home and 2 Condos With Pool and Hot tub
2.0 star property
Medford
The price is ₩149,987
₩246,392 total
includes taxes & fees
Apr 4 - Apr 5
Medford Home and 2 Condos With Pool and Hot tub
Flat-screen TV

Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna
3.0 star property
Medford
The price is ₩312,841
₩674,691 total
includes taxes & fees
Apr 3 - Apr 4
Rosewood Landing- Hot Tub- Sauna
Family Villa, Multiple Bedrooms, Valley View | Outdoor dining

Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges
3.0 star property
Medford
The price is ₩542,503
₩978,576 total
includes taxes & fees
Apr 26 - Apr 27
Meadowsweet Farm by WanderLodges
Toys

Rosewood Collective- House & Studio

Rosewood Collective- House & Studio
3.0 star property
Medford
The price is ₩519,836
₩1,008,126 total
includes taxes & fees
Apr 3 - Apr 4
Rosewood Collective- House & Studio
Dining

Clearview Comfort 3BR Near Airport

Clearview Comfort 3BR Near Airport
3.0 star property
Medford
10.0 out of 10, Exceptional, (3 reviews)
"The house is clean. There is 1 driveway parking, however street parking is available. Location is good, there are many dining and grocery options nearby."
United States
Phuc
The price is ₩170,005
₩393,560 total
includes taxes & fees
Apr 5 - Apr 6
Clearview Comfort 3BR Near Airport
45-inch Smart TV with digital channels, Netflix, Hulu

Jville Gem- Walk downtown

Jville Gem- Walk downtown
3.0 star property
Jacksonville
The price is ₩170,765
₩455,383 total
includes taxes & fees
Apr 1 - Apr 2
Jville Gem- Walk downtown
35-inch Smart TV with digital channels, Netflix, Hulu

Lanka Rose House by WanderLodges

Lanka Rose House by WanderLodges
3.5 star property
Phoenix
10.0 out of 10, Exceptional, (2 reviews)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
The price is ₩155,738
₩377,914 total
includes taxes & fees
Apr 6 - Apr 7
Lanka Rose House by WanderLodges
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace

Paschal Winery

Paschal Winery
4.5 star property
Talent
9.6 out of 10, Exceptional, (15 reviews)
"The cottage was really nice. It was clean and nicely decorated. It had so many amenities including a well stocked kitchen , comfortable beds and a great hot tub with an amazing view. The management was friendly and allowed us to check in early which was great."
United States
Jennifer
The price is ₩175,444
₩404,749 total
includes taxes & fees
Apr 2 - Apr 3
Paschal Winery
Premium House, 3 Bedrooms, Pets Allowed | Living area | Flat-screen TV

Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
10.0 out of 10, Exceptional, (1 review)
"It really was a sanctuary! I had car troubles on a trip and this was a lovely home away from home. It had everything I needed and then some. I don't even have a dog but I think it's awesome that you have a pet door to the backyard!"
United States
Nathan
The price is ₩180,631
₩406,419 total
includes taxes & fees
Apr 2 - Apr 3
Starwood Sanctuary
House (3 Bedrooms) | Front of property

Welcoming Medford Home Near Parks & Downtown!

Welcoming Medford Home Near Parks & Downtown!
3.0 star property
Medford
10.0 out of 10, Exceptional, (1 review)
Welcoming Medford Home Near Parks & Downtown!
House | 1 bedroom

Cottage Nine in Jacksonville

Cottage Nine in Jacksonville
2.0 star property
Jacksonville Historic District
The price is ₩192,771
₩364,682 total
includes taxes & fees
Apr 2 - Apr 3
Cottage Nine in Jacksonville
Deluxe Suite | Living area | 50-inch flat-screen TV with cable channels

The Rellik House and Winery

The Rellik House and Winery
3.5 star property
Central Point
9.4 out of 10, Exceptional, (3 reviews)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is ₩222,677
₩370,218 total
includes taxes & fees
Apr 29 - Apr 30
The Rellik House and Winery
Studio, 1 Queen Bed, Kitchenette | Private kitchenette | Coffee/tea maker, electric kettle, toaster, paper towels

Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is ₩173,042
₩271,516 total
includes taxes & fees
Apr 7 - Apr 8
Rosewood Studio by WanderLodges
Apartment | 3 bedrooms

Selah House in Jacksonville

Selah House in Jacksonville
2.0 star property
Jacksonville
The price is ₩264,680
₩520,987 total
includes taxes & fees
Apr 1 - Apr 2
Selah House in Jacksonville
House

Cottage Eleven in Jacksonville

Cottage Eleven in Jacksonville
2.0 star property
Jacksonville
The price is ₩227,151
₩402,672 total
includes taxes & fees
Apr 7 - Apr 8
Cottage Eleven in Jacksonville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ashland Hotel Reviews

Ashland Springs Hotel

Ashland Springs Hotel

10/10 Excellent
"Breakfasts were excellent and inexpensive. Parking was convenient but in the open and unsheltered."
Duane 5-night trip
Posted 15 hours ago
Ashland Springs Hotel

Find out more about Ashland

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Frequently asked questions

Can I find vacation rentals in Ashland?

Yes, we have vacation rentals in Ashland close to ScienceWorks Hands-On Museum, or you can choose a more secluded option if you want a relaxing stay. Visitors to Ashland like the picturesque gardens and renowned opera this destination is known for. Leave some time to check out the lively festivals and top-notch restaurants during your visit.

How many vacation rentals are there in Ashland?

Choose from 102 Expedia vacation rentals in Ashland for a memorable vacation.

What can I see and do in Ashland?

Cultural attractions include Allen Elizabethan Theatre and Thomas Theatre, whereas Lithia Park and Howard Prairie Lake are a couple of picturesque spots to enjoy the outdoors. Oregon Shakespeare Festival and Oregon Cabaret Theatre are other places to visit while you're in town.

What are vacation rentals like in Ashland?

Vacation rentals are privately owned properties you can reserve for a short or long stay in Ashland. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family trips.