Ashland Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Ashland

Terrace/patio
Grandview of Ashland

Grandview of Ashland

3.0 star property
Ashland
10.0 out of 10, Exceptional, (2)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
United States
Monica
The price is NT$11,139
NT$18,110 total
includes taxes & fees
Dec 14 - Dec 15
Grandview of Ashland
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-size fridge, microwave, oven, stovetop
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

4.0 star property
Ashland
10.0 out of 10, Exceptional, (6)
"Great ~ memorable stay. "
United States
Melissa
The price is NT$4,662
NT$9,255 total
includes taxes & fees
Dec 3 - Dec 4
Barclay Klum House by WanderLodges
Main House | Terrace/patio
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3.0 star property
Ashland
9.8 out of 10, Exceptional, (40)
"Lovely yard courtyard area with koi pond"
United States
Paul
The price is NT$4,238
NT$6,475 total
includes taxes & fees
Dec 3 - Dec 4
A Cowslip's Belle Inn
City Bungalow, Garden Area | Private kitchen | Oven, stovetop, dishwasher, toaster
Hanna's House by WanderLodges

Hanna's House by WanderLodges

4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (2)
"This is a true gem!!! "
United States
Deirdre
The price is NT$4,138
NT$6,990 total
includes taxes & fees
Jan 2 - 2026/1/3
Hanna's House by WanderLodges
Chalet (3 Bedrooms) | Living area | TV, fireplace
Sunset Chalet - 2600 Sq.ft. Multi-seasonal Retreat

Sunset Chalet - 2600 Sq.ft. Multi-seasonal Retreat

3.5 star property
Ashland
Sunset Chalet - 2600 Sq.ft. Multi-seasonal Retreat
Sundeck
Rocky Point Resort

Rocky Point Resort

2.5 star property
Klamath Falls
8.2 out of 10, Very Good, (402)
"Had a wonderful stay..!! Would love to stay again."
United States
NAGA HALINI
The price is NT$2,684
NT$3,046 total
includes taxes & fees
Dec 4 - Dec 5
Rocky Point Resort
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace
Paschal Winery

Paschal Winery

4.5 star property
Talent
9.6 out of 10, Exceptional, (14)
"Very nice and hassle free check in "
United States
Matthew
The price is NT$4,012
NT$7,054 total
includes taxes & fees
Dec 3 - Dec 4
Paschal Winery
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)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is NT$4,611
NT$7,666 total
includes taxes & fees
Jan 1 - 2026/1/2
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 NT$3,924
NT$5,827 total
includes taxes & fees
Dec 3 - Dec 4
Rosewood Studio by WanderLodges
House | 3 bedrooms
Enchanting Getaway: Farmhouse and Tiny House Duo

Enchanting Getaway: Farmhouse and Tiny House Duo

2.0 star property
Jacksonville
The price is NT$4,874
NT$13,774 total
includes taxes & fees
Dec 8 - Dec 9
Enchanting Getaway: Farmhouse and Tiny House Duo
Family House, Kitchen, Garden View | Private kitchen | Full-size fridge, microwave, oven, stovetop
Lanka Rose House by WanderLodges

Lanka Rose House by WanderLodges

3.5 star property
Phoenix
10.0 out of 10, Exceptional, (1)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
The price is NT$3,560
NT$7,808 total
includes taxes & fees
Dec 6 - Dec 7
Lanka Rose House by WanderLodges
Apartment | 6 bedrooms
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 NT$2,524
NT$6,776 total
includes taxes & fees
Dec 6 - Dec 7
Medford Home and 2 Condos With Pool and Hot tub
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 Hills Hotel & Suites

Ashland Hills Hotel & Suites

10/10 Excellent
"I love staying here because the decoration is so great and the food and service is phenomenal."
Roxane 1-night trip
Posted 16 hours ago
Ashland Hills Hotel & Suites

Find out more about Ashland

Search for holiday rentals in Ashland on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashland using one of the methods below:

  • View our selection of featured holiday rentals in 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?

Grandview of Ashland: Visitors like this Ashland vacation home rental. It is located near the airport and has a garden, a hot tub, and a barbecue grill to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

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 Ashland Library 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.