Ashland Holiday Rentals

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Our top choices for Ashland holiday 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.
The price is NZ$501
includes taxes & fees
6 May - 7 May
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
The price is NZ$814
includes taxes & fees
3 May - 4 May
Grandview of Ashland

Chateau Herb ~ Miranda Carriage House Apt

Chateau Herb ~ Miranda Carriage House Apt
Ashland
9.8 out of 10, Exceptional, (6 reviews)
"Perfect huge Chateau territory! Clean rooms) quiet territory. The hosts are always available. "
United States
Irina
The price is NZ$459
includes taxes & fees
3 May - 4 May
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.
The price is NZ$479
includes taxes & fees
13 May - 14 May
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.
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.
The price is NZ$429
includes taxes & fees
4 May - 5 May
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.
The price is NZ$391
includes taxes & fees
3 May - 4 May
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.
The price is NZ$709
includes taxes & fees
13 May - 14 May
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
The price is NZ$779
includes taxes & fees
13 May - 14 May
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.
The price is NZ$506
includes taxes & fees
13 May - 14 May
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.
The price is NZ$504
includes taxes & fees
13 May - 14 May
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.
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.
The price is NZ$681
includes taxes & fees
13 May - 14 May
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.
The price is NZ$392
includes taxes & fees
13 May - 14 May
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.
The price is NZ$609
includes taxes & fees
3 May - 4 May
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.
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, (221 reviews)
"Fun, functional, and super easy! Will stay here again "
United States
Andrew D.
The price is NZ$483
includes taxes & fees
3 May - 4 May
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.
The price is NZ$371
includes taxes & fees
13 May - 14 May
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.
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Ashland holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashland holiday rentals we have selected for you start as low as NZ$391 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland holiday 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 holiday.

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 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?

The Rellik House and Winery: This holiday home rental outside Ashland offers an outdoor pool, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a microwave and a coffee maker can make your holiday run smoothly. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Other favourite 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 holiday rentals are there in Ashland?

Choose from 101 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 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 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.