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Search results; 986 homes in Ashland

Top guest favourite
Bungalow in Ashland
Historic Stage Coach Stop
1 bedroom, 1 bed, 1 private bathroom
29 Jul – 3 Aug
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4.96 out of 5 average rating, 344 reviews
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
1 bedroom, 2 beds, 1 bathroom
2–7 Nov
4.97 out of 5 average rating, 111 reviews
Guest favourite
Room in Phoenix
Cozy Room with Mountain View
1 sofa bed, No bathroom
5–10 Jul
4.95 out of 5 average rating, 78 reviews
Guest favourite
Dome in Jacksonville
The Sky Dome at Yale Creek Ranch
1 bedroom, 1 bed, 1 bathroom
5–10 Jul
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Apartment in Ashland
Plaza North Suite 203 Windsor
1 bedroom, 2 beds, 1.5 bathrooms
28 Aug – 2 Sept
4.98 out of 5 average rating, 57 reviews
Superhost
Camper van/Motorhome in Ashland
Walk to town! Sweet Vintage Aloha
1 bedroom, 1 bed, 1 bathroom
5–10 Jul
4.84 out of 5 average rating, 74 reviews
Top guest favourite
Guest house in Ashland
Courtside Cottage - WalkScore 93 - Dog Friendly
2 beds, 1 bathroom
22–27 Jul
4.98 out of 5 average rating, 270 reviews
Guest favourite
Bungalow in Ashland
Hanna's House | Downtown Retreat, Steps to OSF
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Guest house in Ashland
Manzanita Cottage
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
4.98 out of 5 average rating, 211 reviews
Superhost
Tiny home in Ashland
Walk to town! Cozy Forest Teeny House
1 bedroom, 1 bed, 1 bathroom
9–14 Jul
4.81 out of 5 average rating, 186 reviews
Top guest favourite
Guest suite in Ashland
RedTail Inn - Red McCall Suite | Sleeps up to 6
2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
4.97 out of 5 average rating, 115 reviews
Top guest favourite
Home in Ashland
Abram's Cottage
2 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
4.93 out of 5 average rating, 122 reviews
Top guest favourite
Guest suite in Ashland
The Billiard Room, Winner 2025 Best of Ashland!
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.88 out of 5 average rating, 207 reviews
Top guest favourite
Cabin in Ashland
Studio Cottage near downtown Ashland - Queen Bed!
1 bedroom, 1 queen bed, 1 bathroom
19–24 Aug
4.95 out of 5 average rating, 584 reviews
Superhost
Cabin in Ashland
Bluemoon Vacation Rentals - Cabin 52
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
4.84 out of 5 average rating, 112 reviews
Top guest favourite
Flat in Ashland
Clean, Stylish Apt w/kitchen. block from Downtown
1 bedroom, 1 queen bed, 1 bathroom
27 Jul – 1 Aug
4.89 out of 5 average rating, 864 reviews
Top guest favourite
Farm stay in Ashland
Kelly’s Farm 4 miles to Ashland
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.93 out of 5 average rating, 808 reviews
Superhost
Home in Ashland
Savage Upon Siskiyou | Prime OSF Location
3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 3 reviews
Home in Eagle Point
Private Mtn-View Pool! Rogue River Valley Escape
2 bedrooms, 2 beds, 2 bathrooms
16–21 Sept
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