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Search results; 956 homes in Ashland

Top guest favourite
Guest house in Ashland
Charming cottage, walk to town.
1 bedroom, 2 beds, 1.5 private bathrooms
18–23 Oct
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4.98 out of 5 average rating, 560 reviews
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
1 bedroom, 2 beds, 1 bathroom
10–15 Nov
4.97 out of 5 average rating, 118 reviews
Guest favourite
Room in Ashland
Château Herbe ~ Vienna Room
1 king bed, 1 bathroom
31 Aug – 5 Sept
4.91 out of 5 average rating, 120 reviews
Top guest favourite
Guest suite in Ashland
Wood Hamlet - Miro Room, walk to town
1 bedroom, 1 queen bed, 1 bathroom
14–19 Aug
4.97 out of 5 average rating, 236 reviews
Guest favourite
Camper van/Motorhome in Ashland
Walk to town! Sweet Vintage Aloha
1 bedroom, 1 bed, 1 bathroom
9–14 Aug
4.83 out of 5 average rating, 84 reviews
Superhost
Room in Ashland
Lovely light filled room with porch
1 queen bed, 1 bathroom
10–15 Sept
4.7 out of 5 average rating, 909 reviews
Top guest favourite
Room in Ashland
Wood Hamlet - Noble Forest Room Private by DownTn
1 queen bed, 1 bathroom
12–17 Oct
4.97 out of 5 average rating, 223 reviews
Guest favourite
Guest house in Ashland
1853 Farmhouse-country yet five minutes to Ashland
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
4.8 out of 5 average rating, 41 reviews
Top guest favourite
Place to stay in Ashland
Beautiful, peaceful & private King size apt
1 bedroom, 1 king bed, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 424 reviews
Top guest favourite
Cabin in Ashland
Cozy Ashland Farm Cabin
1 queen bed, 1 bathroom
12–17 Aug
4.96 out of 5 average rating, 861 reviews
Guest favourite
Flat in Ashland
Beautiful Ashland Flat
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.81 out of 5 average rating, 21 reviews
Top guest favourite
Flat in Ashland
Affordable Luxury- One block to Downtown
1 bedroom, 1 king bed, 1 bathroom
18–23 Oct
4.94 out of 5 average rating, 229 reviews
Top guest favourite
Room in Talent
1-bedroom on a small country farm.
2 beds, 1 bathroom
24–29 Aug
4.94 out of 5 average rating, 305 reviews
Top guest favourite
Farm stay in Ashland
Kelly’s Farm 4 miles to Ashland
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 814 reviews
Top guest favourite
Guest house in Jacksonville
Cozy Jacksonville Cottage
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 1197 reviews
Guest favourite
Room in Ashland
Modern Botanical Stay
1 king bed, 1 bathroom
20–25 Aug
4.83 out of 5 average rating, 125 reviews
Tiny home in Ashland
Ashland tiny home and barrel sauna
1 bedroom, 1 queen bed, 1 bathroom
14–19 Aug
4.78 out of 5 average rating, 285 reviews
Top guest favourite
Farm stay in Talent
Little Hooves Farm & Vineyard
1 king bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 54 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
4.89 out of 5 average rating, 212 reviews