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 ￥18,156
￥41,516 total
includes taxes & fees
Mar 31 - Apr 1
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 ￥19,839
￥31,059 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 ￥25,825
￥53,640 total
includes taxes & fees
Apr 2 - Apr 3
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 ￥47,933
￥77,777 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 ￥12,841
￥14,574 total
includes taxes & fees
Mar 31 - Apr 1
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 ￥15,911
￥26,140 total
includes taxes & fees
Mar 31 - Apr 1
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 ￥41,264
￥80,508 total
includes taxes & fees
Mar 31 - Apr 1
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 ￥57,551
￥103,811 total
includes taxes & fees
Mar 31 - Apr 1
Meadowsweet Farm by WanderLodges
Toys

Rosewood Collective- House & Studio

Rosewood Collective- House & Studio
3.0 star property
Medford
The price is ￥45,849
￥96,488 total
includes taxes & fees
Mar 31 - Apr 1
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 ￥16,447
￥39,964 total
includes taxes & fees
Mar 31 - Apr 1
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 ￥21,353
￥51,761 total
includes taxes & fees
Mar 31 - Apr 1
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 ￥18,975
￥42,629 total
includes taxes & fees
Apr 13 - Apr 14
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 ￥16,192
￥40,482 total
includes taxes & fees
Mar 31 - Apr 1
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 ￥24,848
￥49,415 total
includes taxes & fees
Apr 1 - Apr 2
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 ￥20,450
￥38,686 total
includes taxes & fees
Mar 31 - Apr 1
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 ￥23,518
￥39,099 total
includes taxes & fees
Apr 28 - Apr 29
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 ￥21,523
￥32,330 total
includes taxes & fees
Mar 31 - Apr 1
Rosewood Studio by WanderLodges
Apartment | 3 bedrooms

Selah House in Jacksonville

Selah House in Jacksonville
2.0 star property
Jacksonville
The price is ￥26,728
￥53,670 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 ￥24,097
￥42,715 total
includes taxes & fees
Apr 1 - Apr 2
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

Stratford Inn

Stratford Inn

8/10 Good
"Nice clean place at a reasonable price. Not the newest, but updated at some point and seems to be nicely kept up. Close in, having a grocery store nearby is nice, and good value for a safe and clean place."
David 1-night trip
Posted 3 hours ago
Stratford Inn

Find out more about Ashland

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Look no further and take a look at our great range of rental properties in Ashland!

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.

What are some of the best vacation rentals that Ashland has to offer?

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly: This highly rated vacation home rental in Ashland offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. Some other homes for rent in Ashland include Beautiful bungalow downtown Ashland railroad district, rv parking, adventure! and BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown.

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.