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Search results; 954 homes in Ashland

Superhost
Room in Ashland
Nightingales Inn Queen Room
1 bedroom, 1 bed, 1 private bath
Aug 28–Sep 2
,
4.9 out of 5 average rating, 124 reviews
Top guest favourite
Cottage in Ashland
Sweet Breeze Bungalow
1 bedroom, 2 beds
Oct 12–17
4.98 out of 5 average rating, 141 reviews
Guest favourite
Cottage in Ashland
Charming very well appointed cottage !
1 bedroom, 1 king bed
Sep 26–Oct 1
4.95 out of 5 average rating, 493 reviews
Guest favourite
Cabin in Ashland
Studio Cottage near downtown Ashland - Queen Bed!
1 bedroom, 1 queen bed
Sep 27–Oct 2
4.95 out of 5 average rating, 607 reviews
Top guest favourite
Home in Talent
La Casetta Tuscana
2 bedrooms, 2 beds
Aug 29–Sep 3
4.98 out of 5 average rating, 81 reviews
Hotel in Ashland
Ashland Abode | Swim. Ski Nearby.
1 bedroom, 2 queen beds
Aug 21–26
4.66 out of 5 average rating, 50 reviews
Guest favourite
Room in Ashland
Château Herbe ~ Vienna Room
1 king bed
Aug 31–Sep 5
4.89 out of 5 average rating, 122 reviews
Top guest favourite
Guesthouse in Ashland
Historic carriage house close to downtown Ashland
1 bedroom, 2 beds
Nov 7–12
4.98 out of 5 average rating, 124 reviews
Superhost
Cabin in Gold Hill
Rogue Riverside Log Cabin
2 bedrooms, 2 beds
Aug 30–Sep 4
New place to stay
Top guest favourite
Home in Ashland
The Aloha House - Hot Tub - Pool
2 bedrooms, 2 king beds
Oct 25–30
4.96 out of 5 average rating, 162 reviews
Top guest favourite
Guesthouse in Ashland
Countryman-Fox Carriage House
1 king bed
Nov 16–21
5.0 out of 5 average rating, 297 reviews
Top guest favourite
Farm stay in Ashland
Kelly’s Carriage House 4 miles from Ashland
1 bedroom, 2 beds
Sep 20–25
4.97 out of 5 average rating, 389 reviews
Guest favourite
Camper/RV in Ashland
Nice 250sq ft camper in town
1 bedroom, 1 double bed
Aug 25–30
4.86 out of 5 average rating, 14 reviews
Superhost
Tiny homes in Ashland
Walk to town! Cozy Forest Teeny House
1 bedroom, 1 bed
Aug 21–26
4.79 out of 5 average rating, 196 reviews
Guest favourite
Guesthouse in Ashland
The Cedar Cottage - creekside studio
2 beds
Oct 4–9
4.93 out of 5 average rating, 207 reviews
Superhost
Yurt in Ashland
Yurt in the mountains
1 bedroom, 1 bed
Sep 3–8
4.91 out of 5 average rating, 57 reviews
Top guest favourite
Tiny homes in Rogue River
Comfortable cozy private space, country setting!
1 bedroom, 1 bed
Sep 12–17
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Apartment in Ashland
The Carriage House, Winner 2025 Best of Ashland!
1 bedroom, 2 beds
Aug 21–26
4.89 out of 5 average rating, 295 reviews
Guest favourite
Guesthouse in Ashland
Country Studio, Peaceful Retreat
2 beds
Aug 22–27
4.93 out of 5 average rating, 14 reviews