Ashland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Ashland

Outdoor spa tub
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

Ashland
9.8 out of 10, Exceptional, (60)
"Perfect spot.We really enjoyed our stay."
United States
Cecilia K.
The price is ￥26,961
￥73,694 total
includes taxes & fees
Nov 14 - Nov 15
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Main House | Terrace/patio
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3.0 star property
Ashland
9.8 out of 10, Exceptional, (40)
"This place is serene, beautiful and has a perfect location for walking downtown"
United States
Seth
The price is ￥20,798
￥31,778 total
includes taxes & fees
Nov 16 - Nov 17
A Cowslip's Belle Inn
Exterior
The Red Dragon House

The Red Dragon House

Ashland
10.0 out of 10, Exceptional, (102)
"Our hosts were excellent communicators and the house is clean, quiet and fun!"
United States
Kent F.
The price is ￥26,961
￥30,963 total
includes taxes & fees
Nov 17 - Nov 18
The Red Dragon House
Interior
Hyatt Prairie Mountain Cabin

Hyatt Prairie Mountain Cabin

Ashland
10.0 out of 10, Exceptional, (57)
"Great, cozy cabin in a beautiful location."
United States
Sara F.
The price is ￥27,731
￥63,488 total
includes taxes & fees
Nov 14 - Nov 15
Hyatt Prairie Mountain Cabin
Sauna
Gorgeous Lakeside HOUSE + Indoor SAUNA!

Gorgeous Lakeside HOUSE + Indoor SAUNA!

Ashland
8.8 out of 10, Excellent, (5)
"This is a wonderful large house with lots of amenities and ease of use.It's proximity to Howard.Prairie lake was just what we were looking for we had a terrific time"
United States
Robert G.
The price is ￥42,983
￥55,043 total
includes taxes & fees
Nov 16 - Nov 17
Gorgeous Lakeside HOUSE + Indoor SAUNA!
Terrace/patio
Grandview of Ashland

Grandview of Ashland

3.0 star property
Ashland
10.0 out of 10, Exceptional, (1)
"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 ￥53,147
￥87,261 total
includes taxes & fees
Nov 14 - Nov 15
Grandview of Ashland
Outdoor spa tub
Chateau Herb ~ Miranda Carriage House Apt

Chateau Herb ~ Miranda Carriage House Apt

Ashland
9.6 out of 10, Exceptional, (4)
"The grounds were beautiful. There was access to the main house common areas, a coffee nook, library, sitting room, dining room, and a 1/2 bath. The half bath was handy for us because we rented an apartment with one bathroom but we were traveling with teenage girls. That allowed us to pop over to the main house when they were in the shower. We also had an issue with the air conditioning the first night. The property manager was prompt about working with us and went above and beyond to make things...
United States
Sean S.
The price is ￥24,819
￥35,355 total
includes taxes & fees
Nov 16 - Nov 17
Chateau Herb ~ Miranda Carriage House Apt
Fridge, microwave, oven, stovetop
New Downtown 3 Bedroom Upstairs Flat with views

New Downtown 3 Bedroom Upstairs Flat with views

Historic Railroad District
9.8 out of 10, Exceptional, (33)
"The apartment is clean and nicely decorated. Location was amazing. We’ll stay there again soon!!"
United States
Nancy N.
New Downtown 3 Bedroom Upstairs Flat with views
Exterior
Homey Rustic Cabin in the Cascades

Homey Rustic Cabin in the Cascades

Jackson County
10.0 out of 10, Exceptional, (1)
"Great location cabin was perfect for a group large upstairs sleeping areas. Outside was great "
United Kingdom
Troy K.
The price is ￥24,626
￥54,215 total
includes taxes & fees
Nov 16 - Nov 17
Homey Rustic Cabin in the Cascades
Fridge, microwave, stovetop, dining tables
Anne Hathaway, 8 bedrooms, 9 bathrooms, a commercial kitchen and dining room.

Anne Hathaway, 8 bedrooms, 9 bathrooms, a commercial kitchen and dining room.

Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (5)
"This is our 4th time staying at the Anne Hathaway House and it is always an exceptional experience."
United States
Anne G.
The price is ￥76,876
￥142,613 total
includes taxes & fees
Nov 16 - Nov 17
Anne Hathaway, 8 bedrooms, 9 bathrooms, a commercial kitchen and dining room.
Fridge, microwave, oven, stovetop
Hyatt Lake Mountain Retreat

Hyatt Lake Mountain Retreat

Ashland
9.8 out of 10, Exceptional, (86)
"Very peaceful and quiet, comfortable and cozy, nice place to relax and reconnect, had a perfect trip, will definitely book again "
United States
Ira F.
Hyatt Lake Mountain Retreat
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-size fridge, microwave, oven, stovetop
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

4.0 star property
Ashland
10.0 out of 10, Exceptional, (6)
"Hannah was such a good communicator and so helpful for my husband and I… We were in Ashland to visit friends and it was such a great place to be. So centrally located but also spacious and clean and beautiful… We would stay there anytime and hope to stay there again"
United States
Eileen
The price is ￥24,209
￥46,996 total
includes taxes & fees
Nov 14 - Nov 15
Barclay Klum House by WanderLodges
Property grounds
The Maple Apartment at Tudor House Vacation Rentals

The Maple Apartment at Tudor House Vacation Rentals

Siskiyou-Hargadine Historic District
9.6 out of 10, Exceptional, (155)
"This a comfortable and (apart from the tiny kitchenette) spacious apartment. The location is quiet and convenient. We appreciated the central air conditioning! "
United States
Mary Louise M.
The Maple Apartment at Tudor House Vacation Rentals
Exterior
BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown

BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown

Historic Railroad District
9.6 out of 10, Exceptional, (75)
"Great house within walking distance of downtown shops and restaurants "
United States
Bill D.
BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown
Terrace/patio
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)
"This was the perfect place for 4 friends (3 travelers, one local) to relax, hang out, laugh, and rest. The upstairs is definitely not for very tall people, but we women made it work. The fact that this location, despite all the other cabins in the area, has quiet hours is a major plus. We were really able to enjoy ourselves and spend precious time together. "
United States
Sara L.
The price is ￥24,626
￥46,188 total
includes taxes & fees
Nov 18 - Nov 19
Hot Tub! Quiet Comfy Cabin at Hyatt Lake 44
Outdoor spa tub
Chateau Herbe ~ Oberon Suite w/ Kitchen

Chateau Herbe ~ Oberon Suite w/ Kitchen

Ashland
9.4 out of 10, Exceptional, (16)
"The apartment was lovely and host responsive. Our only issue was being secluded and away from town, but if you’re looking for a getaway, this is it."
United States
Billie P.
The price is ￥23,433
￥33,794 total
includes taxes & fees
Nov 19 - Nov 20
Chateau Herbe ~ Oberon Suite w/ Kitchen
City Bungalow, Garden Area | Private kitchen | Oven, stovetop, dishwasher, toaster
Hanna's House by WanderLodges

Hanna's House by WanderLodges

4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (2)
"This is a true gem!!! "
United States
Deirdre
The price is ￥23,800
￥38,809 total
includes taxes & fees
Nov 22 - Nov 23
Hanna's House by WanderLodges
TV, fireplace, video games, offices
Luxury Ashland Mountain Escape: Pool, Hot Tub

Luxury Ashland Mountain Escape: Pool, Hot Tub

Ashland
9.4 out of 10, Exceptional, (3)
"This property was wonderful for our family of 5 teens. The kitchen was well stocked, beds comfortable and it also had a nice quiet and calm feel. Can't wait to come back. "
United States
siobhan c.
Luxury Ashland Mountain Escape: Pool, Hot Tub
Outdoor dining
Hot Tub! Peaceful Mountain Cabin at Hyatt Lake

Hot Tub! Peaceful Mountain Cabin at Hyatt Lake

Jackson County
9.0 out of 10, Wonderful, (2)
"Beautiful spot. My son and i had a lot of fun here. Perect sleeping weather at night and lucky enough to experience the mountains in a whole new way. Thank you for the opportunity to stay. Now get the water heater looked at lol."
United States
Joshua T.
The price is ￥22,855
￥43,766 total
includes taxes & fees
Nov 23 - Nov 24
Hot Tub! Peaceful Mountain Cabin at Hyatt Lake
Terrace/patio
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

Ashland
10.0 out of 10, Exceptional, (31)
"Great spot in the forest. We enjoyed the wildlife (deer, jackrabbits, birds) and lovely,.peaceful views from the deck. Comfortable and clean, with many thoughtful touches to make our stay more enjoyable."
United States
Jennifer B.
The price is ￥22,046
￥39,265 total
includes taxes & fees
Nov 16 - Nov 17
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.
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

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

10/10 Excellent
"Clean and friendly staff"
Liza Rene 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Ashland by IHG

Find out more about Ashland

Search for holiday rentals in Ashland on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Ashland!

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?

Barclay Klum House by WanderLodges: This highly rated vacation home rental in Ashland is located near the airport and has a private yard, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. Some other homes for rent in Ashland include Chateau Herb ~ Miranda Carriage House Apt and Gorgeous Lakeside HOUSE + Indoor SAUNA!.

How many vacation rentals are there in Ashland?

Choose from 100 Expedia vacation rentals in Ashland for a memorable vacation.

What can I see and do in Ashland?

Cultural attractions include Allen Elizabethan Theatre and Oregon Shakespeare Festival, whereas Lithia Park and Emigrant Lake are a couple of picturesque spots to enjoy the outdoors. Oregon Cabaret Theatre and Ashland Library 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.