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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Ashland holiday rentals

Terrace/patio
Grandview of Ashland

Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (3)
"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 Rp3.607.442
Rp6.708.593 total
includes taxes & fees
12 Jan - 13 Jan 2026
Grandview of Ashland
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

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7)
"Great ~ memorable stay. "
United States
Melissa
The price is Rp2.082.958
Rp4.547.758 total
includes taxes & fees
28 Jan - 29 Jan 2026
Barclay Klum House by WanderLodges
Main House | Terrace/patio
A Cowslip's Belle Inn

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 Rp2.264.085
Rp3.459.438 total
includes taxes & fees
1 Jan - 2 Jan 2026
A Cowslip's Belle Inn
Grand House | Private kitchen | Full-sized fridge, microwave, oven, stovetop
The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7)
"This place was a 10/10! Made a big breakfast for my friends. Grocery store very close. I will be returning!"
United States
Montgomery
The price is Rp3.607.442
Rp6.621.552 total
includes taxes & fees
14 Jan - 15 Jan 2026
The Mountain Ave House by WanderLodges
Comfort House, 3 Bedrooms, Pets allowed | Private kitchen
Clearview Comfort 3BR Near Airport

Clearview Comfort 3BR Near Airport

Clearview Comfort 3BR Near Airport
3.0 star property
Medford
10.0 out of 10, Exceptional, (1)
"The rooms were spotless, spacious and welcomed. Thank you "
United States
Eva
The price is Rp2.581.057
Rp5.337.580 total
includes taxes & fees
14 Jan - 15 Jan 2026
Clearview Comfort 3BR Near Airport
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace
Paschal Winery

Paschal Winery

Paschal Winery
4.5 star property
Talent
9.6 out of 10, Exceptional, (15)
"Very nice and hassle free check in "
United States
Matthew
The price is Rp2.143.334
Rp3.768.729 total
includes taxes & fees
1 Jan - 2 Jan 2026
Paschal Winery
Family House, Kitchen, Garden View | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Lanka Rose House by WanderLodges

Lanka Rose House by WanderLodges

Lanka Rose House by WanderLodges
3.5 star property
Phoenix
10.0 out of 10, Exceptional, (2)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
The price is Rp1.861.078
Rp4.326.378 total
includes taxes & fees
1 Jan - 2 Jan 2026
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

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 Rp2.460.306
Rp4.090.456 total
includes taxes & fees
29 Jan - 30 Jan 2026
The Rellik House and Winery
Cottage (1 Bedroom) | Interior
On-site Winery & Tasting Room: Oregon Bungalow!

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 Rp1.442.306
Rp3.181.794 total
includes taxes & fees
1 Jan - 2 Jan 2026
On-site Winery & Tasting Room: Oregon Bungalow!
Family House, 5 Bedrooms, Pets allowed | Terrace/patio
Rosewood Collective- House & Studio

Rosewood Collective- House & Studio

Rosewood Collective- House & Studio
3.0 star property
Medford
The price is Rp5.192.302
Rp10.539.317 total
includes taxes & fees
14 Jan - 15 Jan 2026
Rosewood Collective- House & Studio
Studio, 1 Queen Bed, Kitchenette | Private kitchenette | Coffee/tea maker, electric kettle, toaster, paper towels
Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is Rp1.886.737
Rp2.971.610 total
includes taxes & fees
4 Jan - 5 Jan 2026
Rosewood Studio by WanderLodges
Dining
Starwood Sanctuary

Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
The price is Rp2.431.627
Rp4.980.797 total
includes taxes & fees
14 Jan - 15 Jan 2026
Starwood Sanctuary
Terrace/patio
Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges
3.0 star property
Medford
The price is Rp5.418.710
Rp10.249.287 total
includes taxes & fees
14 Jan - 15 Jan 2026
Meadowsweet Farm by WanderLodges
House | 6 bedrooms
Medford Home and 2 Condos With Pool

Medford Home and 2 Condos With Pool

Medford Home and 2 Condos With Pool
2.0 star property
Medford
The price is Rp5.928.139
Rp14.089.132 total
includes taxes & fees
14 Jan - 15 Jan 2026
Medford Home and 2 Condos With Pool
Terrace/patio
Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna
3.0 star property
Medford
The price is Rp3.885.169
Rp7.936.749 total
includes taxes & fees
14 Jan - 15 Jan 2026
Rosewood Landing- Hot Tub- Sauna
Apartment | 6 bedrooms
Medford Home and 2 Condos With Pool and Hot tub

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 Rp1.137.627
Rp3.372.797 total
includes taxes & fees
2 Jan - 3 Jan 2026
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
"Nice, clean room. Super dog-friendly. There’s even a dog park! The staff was great. "
Casey 1-night trip
Posted 4 days ago
Ashland Hills Hotel & Suites

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
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  • 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 102 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 North Mountain Park are a couple of picturesque spots to enjoy the outdoors. Oregon Cabaret Theatre 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.