Search Holiday Rentals in Ashland

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Top Holiday Rentals in Ashland

Terrace/patio
Grandview of Ashland

Holiday Home in Ashland

3.0 star property
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 Rp5.899.548
Rp9.591.394 total
includes taxes & fees
14 Dec - 15 Dec
Grandview of Ashland
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Barclay Klum House by WanderLodges

Holiday Home in Ashland

4.0 star property
10.0 out of 10, Exceptional, (6)
"Great ~ memorable stay. "
United States
Melissa
The price is Rp2.468.812
Rp4.901.449 total
includes taxes & fees
7 Dec - 8 Dec
Barclay Klum House by WanderLodges
Main House | Terrace/patio
A Cowslip's Belle Inn

Apartment in Ashland

3.0 star property
9.8 out of 10, Exceptional, (40)
"Lovely yard courtyard area with koi pond"
United States
Paul
The price is Rp2.244.375
Rp3.429.323 total
includes taxes & fees
14 Dec - 15 Dec
A Cowslip's Belle Inn
City Bungalow, Garden Area | Private kitchen | Oven, stovetop, dishwasher, toaster
Hanna's House by WanderLodges

Holiday Home in Historic Railroad District

4.0 star property
10.0 out of 10, Exceptional, (2)
"This is a true gem!!! "
United States
Deirdre
The price is Rp2.046.870
Rp3.531.730 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hanna's House by WanderLodges
Chalet (3 Bedrooms) | Living area | TV, fireplace
Sunset Chalet - 2600 Sq.ft. Multi-seasonal Retreat

Cottage in Ashland

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

Cabin in Klamath Falls

2.5 star property
8.2 out of 10, Very good, (402)
"Had a wonderful stay..!! Would love to stay again."
United States
NAGA HALINI
The price is Rp1.424.687
Rp1.616.978 total
includes taxes & fees
4 Dec - 5 Dec
Rocky Point Resort
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace
Paschal Winery

Cottage in Talent

4.5 star property
9.6 out of 10, Exceptional, (14)
"Very nice and hassle free check in "
United States
Matthew
The price is Rp2.124.675
Rp3.735.921 total
includes taxes & fees
17 Dec - 18 Dec
Paschal Winery
Deluxe Suite | Living area | 50-inch flat-screen TV with cable channels
The Rellik House and Winery

Holiday Home in Central Point

3.5 star property
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 Rp2.708.212
Rp4.328.210 total
includes taxes & fees
3 Jan - 4 Jan 2026
The Rellik House and Winery
Studio, 1 Queen Bed, Kitchenette | Private kitchenette | Coffee/tea maker, electric kettle, toaster, paper towels
Rosewood Studio by WanderLodges

Holiday Home in Medford

3.0 star property
The price is Rp2.078.125
Rp3.086.016 total
includes taxes & fees
17 Dec - 18 Dec
Rosewood Studio by WanderLodges
House | 3 bedrooms
Enchanting Getaway: Farmhouse and Tiny House Duo

Aparthotel in Jacksonville

2.0 star property
The price is Rp2.584.013
Rp7.302.571 total
includes taxes & fees
8 Dec - 9 Dec
Enchanting Getaway: Farmhouse and Tiny House Duo
Family House, Kitchen, Garden View | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Lanka Rose House by WanderLodges

Holiday Home in Phoenix

3.5 star property
10.0 out of 10, Exceptional, (1)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
The price is Rp1.885.275
Rp4.135.130 total
includes taxes & fees
13 Dec - 14 Dec
Lanka Rose House by WanderLodges
Apartment | 6 bedrooms
Medford Home and 2 Condos With Pool and Hot tub

Aparthotel in Medford

2.0 star property
The price is Rp1.339.572
Rp3.596.676 total
includes taxes & fees
4 Dec - 5 Dec
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ashland Hotel Reviews

Flagship Inn of Ashland

Flagship Inn of Ashland

10/10 Excellent
"The room was clean and the staff was very friendly. Would definitely stay again."
Susan 1-night trip
Posted 1 day ago
Flagship Inn of 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 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 holiday rentals that Ashland has to offer?

Grandview of Ashland: This highly rated holiday home rental in Ashland is located near the airport, and has a garden, 1 hot tub and a BBQ to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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 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 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.