Ashland Vacation Rentals

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Our top choices for Ashland vacation rentals

Hot Tub! Quiet Comfy Cabin at Hyatt Lake 44

Hot Tub! Quiet Comfy Cabin at Hyatt Lake 44
Jackson County
10.0 out of 10, Exceptional, (4 reviews)
"One night stay, very peaceful "
United Kingdom
Joshua S.
$297 nightly
The price is $300
May 6 - May 7
Total with taxes and fees
Hot Tub! Quiet Comfy Cabin at Hyatt Lake 44

Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
"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
$448 nightly
The price is $455
May 3 - May 4
Total with taxes and fees
Grandview of Ashland

Chateau Herb ~ Miranda Carriage House Apt

Chateau Herb ~ Miranda Carriage House Apt
Ashland
9.6 out of 10, Exceptional, (5 reviews)
"Perfect huge Chateau territory! Clean rooms) quiet territory. The hosts are always available. "
United States
Irina
$222 nightly
The price is $225
Apr 29 - Apr 30
Total with taxes and fees
Chateau Herb ~ Miranda Carriage House Apt

Hot Tub! Peaceful Mountain Cabin at Hyatt Lake

Hot Tub! Peaceful Mountain Cabin at Hyatt Lake
Jackson County
9.4 out of 10, Exceptional, (3 reviews)
"This was our second time staying at this cabin. Once again it was an amazing trip. We really enjoyed our quiet peaceful nights in the hot tub. Celebrated Thanksgiving there it was exactly what we wanted. Can’t wait for our next trip. "
United States
Taryn T.
$245 nightly
The price is $247
Apr 30 - May 1
Total with taxes and fees
Hot Tub! Peaceful Mountain Cabin at Hyatt Lake

Homey Rustic Cabin in the Cascades

Homey Rustic Cabin in the Cascades
Jackson County
10.0 out of 10, Exceptional, (1 review)
"Great location cabin was perfect for a group large upstairs sleeping areas. Outside was great "
United Kingdom
Troy K.
$329 nightly
The price is $332
Apr 29 - Apr 30
Total with taxes and fees
Homey Rustic Cabin in the Cascades

Cabin #4 at Hyatt Lake Resort

Cabin #4 at Hyatt Lake Resort
Jackson County
10.0 out of 10, Exceptional, (1 review)
"Everybody here has been so nice. This has been an amazing experience we will be back. "
United States
izak p.
$244 nightly
The price is $244
Apr 29 - Apr 30
Total with taxes and fees
Cabin #4 at Hyatt Lake Resort

Chateau Herbe ~ Oberon Suite w/ Kitchen

Chateau Herbe ~ Oberon Suite w/ Kitchen
Ashland
9.4 out of 10, Exceptional, (16 reviews)
"very relaxing in a beautiful environment with easy access to the OSF and restaurants "
United States
Larry D.
$206 nightly
The price is $209
Apr 30 - May 1
Total with taxes and fees
Chateau Herbe ~ Oberon Suite w/ Kitchen

Soda Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

Soda Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
Ashland
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely perfect cabin. So cozy, full kitchen, hot tub was amazing. So convenient - thoughtfully stocked. We absolutely loved."
United States
Jenna D.
$360 nightly
The price is $365
May 4 - May 5
Total with taxes and fees
Soda Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
$305 nightly
The price is $341
Apr 29 - Apr 30
Total with taxes and fees
The Mountain Ave House by WanderLodges

Hyatt Prairie Cabin offers views and a two person Hot Tub! Both bedrooms have a queen size bed.

Hyatt Prairie Cabin offers views and a two person Hot Tub! Both bedrooms have a queen size bed.
Ashland
10.0 out of 10, Exceptional, (2 reviews)
"My daughter lives in the area. Five adults stayed here for 3 nights. Beautiful location! Everyone loved the hot tub"
United States
Natalie N.
$254 nightly
The price is $269
Apr 29 - Apr 30
Total with taxes and fees
Hyatt Prairie Cabin offers views and a two person Hot Tub! Both bedrooms have a queen size bed.

Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40
Ashland
9.0 out of 10, Wonderful, (4 reviews)
"It was a nice family kind of place we loved it."
United Kingdom
Nicole F.
$252 nightly
The price is $254
Apr 29 - Apr 30
Total with taxes and fees
Hot Tub! Relaxing Tranquil Cabin at Hyatt Lake 40

Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Ashland
10.0 out of 10, Exceptional, (18 reviews)
"Wonderful location, well appointed place very quiet, beautifully located, and very special place on the farm"
United States
Greg M.
$211 nightly
The price is $214
May 1 - May 2
Total with taxes and fees
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

Downtown Ashland House - Walk to Plaza and OSF!

Downtown Ashland House - Walk to Plaza and OSF!
Ashland
9.8 out of 10, Exceptional, (46 reviews)
"Perfect location; cute house - enjoyed our stay very much !"
United States
Liz B.
$319 nightly
The price is $356
Apr 29 - Apr 30
Total with taxes and fees
Downtown Ashland House - Walk to Plaza and OSF!

Charming carriage house in Ashland near downtown

Charming carriage house in Ashland near downtown
Skidmore Academy Historic District
9.8 out of 10, Exceptional, (10 reviews)
"Enjoyed our stay"
United States
Julie M.
$210 nightly
The price is $234
May 3 - May 4
Total with taxes and fees
Charming carriage house in Ashland near downtown

Hobart Peak Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

Hobart Peak Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
Ashland
10.0 out of 10, Exceptional, (1 review)
"This place exceeded expectations. Very clean, well maintained, and well built cabin with a loft and jacuzzi tub. The restaurant was closed, but the Hyatt was 8 minutes away, and was told by the helpful person there that the restaurant will open again soon. Will definitely look to book another say during winter."
United States
Ryan G.
$359 nightly
The price is $363
Apr 29 - Apr 30
Total with taxes and fees
Hobart Peak Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

Swank Suites | Step Free King

Swank Suites | Step Free King
Historic Railroad District
8.8 out of 10, Excellent, (3 reviews)
"Cute property with a great location to downtown, we we were able to walk there."
United States
Julie S.
$150 nightly
The price is $167
Apr 29 - Apr 30
Total with taxes and fees
Swank Suites | Step Free King

The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (220 reviews)
"Fun, functional, and super easy! Will stay here again "
United States
Andrew D.
$260 nightly
The price is $290
May 3 - May 4
Total with taxes and fees
The Ashland Cottage, walk to town

Owl Creek Cabin Mountain Getaway near Ashland, Oregon

Owl Creek Cabin Mountain Getaway near Ashland, Oregon
Ashland
7.0 out of 10, Good, (2 reviews)
"Very cute little spot, feels very private. The host is very friendly and helpful. "
United States
Jacob E.
$224 nightly
The price is $224
Apr 30 - May 1
Total with taxes and fees
Owl Creek Cabin Mountain Getaway near Ashland, Oregon

Downtown Ashland Studio - 3 blocks from the plaza!

Downtown Ashland Studio - 3 blocks from the plaza!
Ashland
9.4 out of 10, Exceptional, (23 reviews)
"This was a great little place in a great location. The host was very responsive, really easy to work with and made our stay easy. We highly recommend!"
United States
Santiago L.
$193 nightly
The price is $215
Apr 29 - Apr 30
Total with taxes and fees
Downtown Ashland Studio - 3 blocks from the plaza!
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

Find out more about Ashland

Everything you need to know about Ashland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ashland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Ashland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $189 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ashland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

The Rellik House and Winery: You might like this vacation home rental near Ashland. It offers an outdoor pool, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a microwave and a coffee maker can make your vacation run smoothly. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation. Other favorite homes for rent in Ashland are Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette. and Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly.

How many vacation rentals are there in Ashland?

Choose from 101 Expedia vacation rentals in Ashland for a memorable vacation.

What can I see and do in Ashland?

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