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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Ashland holiday rentals

A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

1. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is Rp2.308.621
Rp4.874.212 total
includes taxes & fees
18 Oct - 19 Oct
Barclay Klum House by WanderLodges
A modern kitchen with wooden beams, a dining area with a rug, and a large island.

2. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is Rp3.856.670
Rp6.900.300 total
includes taxes & fees
18 Oct - 19 Oct
The Mountain Ave House by WanderLodges
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

3. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (5 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
The price is Rp2.114.890
Rp3.738.162 total
includes taxes & fees
19 Oct - 20 Oct
Hanna's House by WanderLodges
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

4. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is Rp4.099.787
Rp7.545.577 total
includes taxes & fees
25 Oct - 26 Oct
Savage Upon Siskiyou
A deck with a fire pit, outdoor seating, and a view of the countryside.

5. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (11 reviews)
"The Grandview house and property far exceeded our expectations. We especially enjoying making meals together in the beautiful kitchen and reminiscing on the deck while taking in the spectacular views. We were fortunate to see lots of wildlife too. We hope to come back next year."
United States
Sonja
The price is Rp3.850.935
Rp7.524.837 total
includes taxes & fees
20 Oct - 21 Oct
Grandview of Ashland
A spacious kitchen with a central island, bar stools, and a fireplace.

6. Paschal Winery

Paschal Winery
4.5 star property
Talent
9.8 out of 10, Exceptional, (19 reviews)
"Stunning scenery, great wine and food. Friendly, helpful people on site and the hot tub is blissfully perfect ❤️"
United States
Christine
The price is Rp2.497.468
Rp7.582.681 total
includes taxes & fees
18 Oct - 19 Oct
Paschal Winery
A clear view of a lake with a mountain in the background, a dock, and a chair on a deck.

7. Rocky Point Resort

Rocky Point Resort
2.5 star property
Klamath Falls
8.2 out of 10, Very good, (516 reviews)
"We enjoyed staying there Good location"
United States
Siranush
The price is Rp1.530.707
Rp1.737.307 total
includes taxes & fees
18 Oct - 19 Oct
Rocky Point Resort
A kitchen with a stainless steel sink, wooden cabinets, a black stove, and a window with curtains.

8. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is Rp1.724.059
Rp2.845.906 total
includes taxes & fees
19 Oct - 20 Oct
Rosewood Studio by WanderLodges
A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

9. Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
9.4 out of 10, Exceptional, (3 reviews)
"I was able to have early check in. The private bathroom off the main room was tiny. Coffee and cocoa were nice. The beds were comfy but the accent lights didn’t work and the shampoo dispenser was broken. Price and location were nice.. may book again.. spider webs outside 🤔😊"
United States
Erin
The price is Rp2.304.116
Rp4.988.894 total
includes taxes & fees
25 Oct - 26 Oct
Starwood Sanctuary
A spacious living room with a wooden floor, a dining table, a sofa, and a TV.

10. Rosewood Collective- House & Studio

Rosewood Collective- House & Studio
3.0 star property
Medford
The price is Rp3.850.935
Rp8.944.564 total
includes taxes & fees
22 Oct - 23 Oct
Rosewood Collective- House & Studio
A modern living room with a wooden floor, a sofa, a coffee table, and a kitchen area in the background.

11. The Rellik House and Winery

The Rellik House and Winery
3.5 star property
Central Point
9.4 out of 10, Exceptional, (6 reviews)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is Rp3.473.182
Rp6.614.443 total
includes taxes & fees
5 Nov - 6 Nov
The Rellik House and Winery
A signpost with the word "Canowinga" indicating a location.

12. Forest Cabin by Crater Lake & Klamath Falls

Forest Cabin by Crater Lake & Klamath Falls
3.0 star property
Klamath Falls
10.0 out of 10, Exceptional, (2 reviews)
"Thank you, this was a very clean, attractive property with everything needed. Maricio was the host & he was very attentive, kind & quick to respond . I highly recommend this property, it’s in a nice area & fun places to explore. Thanks for a great visit!"
United States
Jayne
The price is Rp2.130.457
Rp4.011.525 total
includes taxes & fees
27 Oct - 28 Oct
Forest Cabin by Crater Lake & Klamath Falls
A spacious living room with a wooden floor, a dining table, a sofa, and a TV.

13. Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna
3.0 star property
Medford
The price is Rp2.497.468
Rp6.616.277 total
includes taxes & fees
19 Oct - 20 Oct
Rosewood Landing- Hot Tub- Sauna
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

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

10/10 Excellent
"Although aged it has been well maintained. Great staff. Great breakfast options. Very pleasant stay."
Leslie 1-night trip
Posted 8 hours ago
Comfort Inn & Suites Ashland

Find out more about Ashland

Search for holiday rentals in Ashland on Expedia.co.id! 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
  • Use the map to find apartments and other holiday homes in the Ashland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Ashland while they last

Look no further and take a look at our great range of rental properties in 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 acclaimed theatre scene 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 106 Expedia holiday rentals in Ashland for a memorable holiday.

What can I see and do in Ashland?

Cultural attractions include Allen Elizabethan Theatre and Angus Bowmer Theatre, whereas Lithia Park and Emigrant 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 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.