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Compare 285 Vacation Homes in Ashland with updated reviews, rates, and availability.

Quiet and peaceful cottage close to downtown

9.8 out of 10, Exceptional, (56)
"My daughter, my dog and I had a wonderful stay in this guest house! Perfect location? Ideal for dogs (doggy door and fenced yard), and we had everything we needed. We would definitely stay again!"
The price is AED 679
AED 1,212 total
includes taxes & fees
5 Jun - 6 Jun
Quiet and peaceful cottage close to downtown

Tastefully remodeled 3 bedroom 2 bath home with large private back yard

10.0 out of 10, Exceptional, (41)
"Large fenced in yard for dogs. Nice location and house was very pet friendly. "
The price is AED 595
AED 1,355 total
includes taxes & fees
18 Jun - 19 Jun
Tastefully remodeled 3 bedroom 2 bath home with large private back yard

1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

2.0 star property
10.0 out of 10, Exceptional, (9)
"My Daughter & husband & Granddaughter stayed, and they said it was just perfect. Great backyard & well taken care of. Great Place to Stay. Thank You"
The price is AED 397
AED 893 total
includes taxes & fees
11 Jun - 12 Jun
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

Jacksonville Mountain Retreat

9.6 out of 10, Exceptional, (66)
"This is a very nice home. "
Jacksonville Mountain Retreat

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

10.0 out of 10, Exceptional, (19)
"Very nice place and I loved being surrounded by forest."
The price is AED 621
AED 995 total
includes taxes & fees
8 Jun - 9 Jun
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown

9.6 out of 10, Exceptional, (74)
"Property was very comfortable & met our expectations."
BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown

California Cottage: Downtown!

9.8 out of 10, Exceptional, (29)
"We loved the cozy quiet cottage. It was an easy walk to everything in Jacksonville no driving necessary. "
The price is AED 418
AED 835 total
includes taxes & fees
5 Jun - 6 Jun
California Cottage: Downtown!

Restful River Retreat

9.0 out of 10, Wonderful, (27)
"So relaxing, the place was beautiful. "
The price is AED 404
AED 853 total
includes taxes & fees
8 Jun - 9 Jun
Restful River Retreat

Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views

9.6 out of 10, Exceptional, (41)
"Very large home with everything we needed and more. Great setting and very close to Crater Lake."
Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views

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

10.0 out of 10, Exceptional, (41)
"Very charming home with everything you need to relax and enjoy a vacation in Ashland, Oregon."
The price is AED 744
AED 1,886 total
includes taxes & fees
9 Jun - 10 Jun
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

ZZ ZANY ZOO II - Townhome, with Carport & Garage

10.0 out of 10, Exceptional, (84)
"Nice, clean, and a good location to stay when in the Medford area. "
ZZ ZANY ZOO II - Townhome, with Carport & Garage

Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.

10.0 out of 10, Exceptional, (16)
"Very good ratio value vs price. "
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.

Upgraded Rustic Themed Retreat w/screened porch in Rocky Point.

9.8 out of 10, Exceptional, (19)
"Great place to stay near Harrison Springs Resort."
Upgraded Rustic Themed Retreat w/screened porch in Rocky Point.

New house with king beds and 3 full bathrooms

9.4 out of 10, Exceptional, (30)
"I will be staying here every time I come to Medford. "
The price is AED 724
AED 1,120 total
includes taxes & fees
8 Jun - 9 Jun
New house with king beds and 3 full bathrooms

Small house perfect for families and pets

8.8 out of 10, Excellent, (15)
"It was easy to feel at home"
The price is AED 347
AED 824 total
includes taxes & fees
5 Jun - 6 Jun
Small house perfect for families and pets

The Original ZZ ZANY ZOO Townhome, with Carport & Garage #1

10.0 out of 10, Exceptional, (182)
"Beautiful cozy place to spend your time away from home. "
The Original ZZ ZANY ZOO Townhome, with Carport & Garage #1

Spectacular large custom home with a pool!

9.8 out of 10, Exceptional, (10)
"Beautiful home and beautiful stay"
Spectacular large custom home with a pool!

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

9.6 out of 10, Exceptional, (66)
"My friends and I booked both the blue and pink houses and it was the perfect setup, walkable to the town and the theatres but a nice quiet area around the houses. Totally recommend and will try and come back again!"
BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown

Station House Suite A

9.8 out of 10, Exceptional, (17)
"Every detail thought of for an enjoyable stay. "
The price is AED 807
AED 1,753 total
includes taxes & fees
2 Jul - 3 Jul
Station House Suite A

In the historic railroad district, walking distance to all the best of Ashland!

10.0 out of 10, Exceptional, (179)
"Lovely old-fashioned cottage for friends to share"
In the historic railroad district, walking distance to all the best of Ashland!
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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