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Check prices for these dates

Tonight
17 Nov - 18 Nov
Tomorrow
18 Nov - 19 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Top Holiday Rentals in Ashland

Grand House | Private kitchen | Full-sized fridge, microwave, oven, stovetop
The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges

4.0 star property
Ashland
10.0 out of 10, Exceptional, (7)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is 6.569.055 ₫
11.862.011 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Mountain Ave 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 3.557.250 ₫
5.435.348 ₫ total
includes taxes & fees
18 Nov - 19 Nov
A Cowslip's Belle Inn
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-sized 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 3.912.975 ₫
7.768.613 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Barclay Klum House by WanderLodges
Terrace/patio
Grandview of Ashland

Grandview of Ashland

3.0 star property
Ashland
10.0 out of 10, Exceptional, (1)
"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 10.285.433 ₫
16.197.636 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Grandview of Ashland
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 4.032.736 ₫
6.592.909 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Hanna's House by WanderLodges
Sun deck
Rocky Point Resort

Rocky Point Resort

2.5 star property
Klamath Falls
8.2 out of 10, Very good, (399)
"Had a wonderful stay..!! Would love to stay again."
United States
NAGA HALINI
The price is 2.252.925 ₫
2.557.004 ₫ total
includes taxes & fees
18 Nov - 19 Nov
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, (13)
"Very nice and hassle free check in "
United States
Matthew
The price is 2.276.640 ₫
4.814.040 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Paschal Winery
Cottage (1 Bedroom) | Interior
On-site Winery & Tasting Room: Oregon Bungalow!

On-site Winery & Tasting Room: Oregon Bungalow!

3.0 star property
Central Point
8.4 out of 10, Very good, (5)
"Loved our stay at the Bungalow. The owners were so welcoming, helpful and friendly. The bungalow was very clean and had well equipped. It wa a great location for everything we wanted to do. The bungalow was even nicer than the pictures. We would definitely recommend this stay! "
United States
Deborah
The price is 3.372.800 ₫
5.629.941 ₫ total
includes taxes & fees
18 Nov - 19 Nov
On-site Winery & Tasting Room: Oregon Bungalow!
Family House, Kitchen, Garden View | Private kitchen | Full-sized 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 2.988.090 ₫
6.554.025 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Lanka Rose House by WanderLodges
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 3.865.545 ₫
6.426.778 ₫ total
includes taxes & fees
16 Dec - 17 Dec
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 3.293.750 ₫
4.891.218 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Rosewood Studio 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 2.454.649 ₫
6.082.302 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Medford Home and 2 Condos With Pool and Hot tub
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 2.422.642 ₫
6.175.819 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Enchanting Getaway: Farmhouse and Tiny House Duo
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

Flagship Inn of Ashland

Flagship Inn of Ashland

10/10 Excellent
"-"
Loren 2-night trip
Posted 3 days ago
Flagship Inn of Ashland

Frequently asked questions

Can I find holiday rentals in Ashland?

Yes, there are holiday rentals in Ashland close to ScienceWorks Hands-On Museum, or you can select a more secluded option if you're looking for 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 holiday rentals are there in Ashland?

Choose from 99 Expedia holiday rentals in Ashland for a memorable holiday.

What can I see and do in Ashland?

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

What are holiday rentals like in Ashland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashland. Holiday rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family getaway.