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Search results; 960 homes in Ashland

Top guest favourite
Guest suite in Ashland
Bear Hollow Retreat
2 bedrooms, 2 beds, 2 private bathrooms
16–21 Aug
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4.94 out of 5 average rating, 72 reviews
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
1 bedroom, 2 beds
10–15 Nov
4.97 out of 5 average rating, 118 reviews
Guest favourite
Home in Ashland
Grandview of Ashland | Hot tub | Sauna | Firepit
2 bedrooms, 3 beds
26–31 Aug
4.97 out of 5 average rating, 39 reviews
Guest favourite
Guest house in Ashland
The Cedar Cottage - creekside studio
2 beds
2–7 Nov
4.93 out of 5 average rating, 204 reviews
Guest favourite
Cabin in Ashland
Studio Cottage near downtown Ashland - Queen Bed!
1 bedroom, 1 queen bed
27 Sept – 2 Oct
4.95 out of 5 average rating, 601 reviews
Top guest favourite
Farm stay in Ashland
Kelly’s Carriage House 4 miles from Ashland
1 bedroom, 2 beds
20–25 Sept
4.97 out of 5 average rating, 384 reviews
Top guest favourite
Guest house in Ashland
C Street Station Cottage
1 bedroom, 1 bed
19–24 Sept
4.99 out of 5 average rating, 186 reviews
Guest favourite
Cottage in Talent
Paschal Winery - Dream 1 Cottage
1 bedroom, 2 beds
18–23 Aug
4.93 out of 5 average rating, 72 reviews
Guest favourite
Place to stay in Ashland
Ashland Dawn Room, Walk to town!
1 bedroom, 1 queen bed
18–23 Aug
4.87 out of 5 average rating, 167 reviews
Home in Ashland
Ashland creekside home
3 bedrooms, 3 queen beds
19–24 Sept
4.69 out of 5 average rating, 74 reviews
Top guest favourite
Flat in Ashland
The Carriage House, Winner 2025 Best of Ashland!
1 bedroom, 2 beds
21–26 Aug
4.89 out of 5 average rating, 295 reviews
Guest favourite
Home in Medford
New 1BR House | Hot Tub | W/D | Full Kitchen
1 bedroom, 2 beds
22–27 Aug
4.98 out of 5 average rating, 82 reviews
Top guest favourite
Guest house in Ashland
Charming cottage, walk to town.
1 bedroom, 2 beds
18–23 Oct
4.98 out of 5 average rating, 560 reviews
Top guest favourite
Tiny home in Rogue River
Comfortable cozy private space, country setting!
1 bedroom, 1 bed
19–24 Sept
5.0 out of 5 average rating, 35 reviews
Guest favourite
Room in Ashland
Château Herbe ~ Vienna Room
1 king bed
31 Aug – 5 Sept
4.91 out of 5 average rating, 120 reviews
Superhost
Cabin in Ashland
Bluemoon Vacation Rentals - Cabin 52
2 bedrooms, 3 beds
16–21 Aug
4.85 out of 5 average rating, 119 reviews
Top guest favourite
Guest suite in Ashland
RedTail Inn - Red McCall Suite | Sleeps up to 6
2 bedrooms, 3 beds
12–17 Oct
4.97 out of 5 average rating, 121 reviews
Tiny home in Ashland
Ashland tiny home and barrel sauna
1 bedroom, 1 queen bed
15–20 Aug
4.77 out of 5 average rating, 286 reviews
Guest favourite
Farm stay in Jacksonville
Sunrise Cabin at Yale Creek Ranch
2 bedrooms, 2 queen beds
23–28 Aug
4.92 out of 5 average rating, 85 reviews