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Search results; 968 homes in Ashland

Guest favourite
Cottage in Ashland
Charming very well appointed cottage !
1 bedroom, 1 bed, 1 private bathroom
31 Aug – 5 Sept
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4.94 out of 5 average rating, 481 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, 116 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, 422 reviews
Guest favourite
Cottage in Talent
Paschal Winery - Dream 1 Cottage
1 bedroom, 2 beds, 1 bathroom
15–20 Aug
4.93 out of 5 average rating, 71 reviews
Top guest favourite
Room in Ashland
Wood Hamlet - Noble Forest Room Private by DownTn
1 queen bed, 1 bathroom
2–7 Aug
4.97 out of 5 average rating, 222 reviews
Top guest favourite
Cabin in Ashland
Cozy Ashland Farm Cabin
1 queen bed, 1 bathroom
2–7 Oct
4.96 out of 5 average rating, 857 reviews
Hotel in Ashland
Ashland Abode | Swim. Ski Nearby.
1 bedroom, 2 queen beds, 1 bathroom
1–6 Aug
4.64 out of 5 average rating, 45 reviews
Guest favourite
Guest suite in Ashland
RedTail Inn - Louisa Suite | Hot Tub |DWTN
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.91 out of 5 average rating, 75 reviews
Top guest favourite
Cabin in Ashland
Studio Cottage near downtown Ashland - Queen Bed!
1 bedroom, 1 queen bed, 1 bathroom
27 Aug – 1 Sept
4.95 out of 5 average rating, 596 reviews
Guest favourite
Camper van/Motorhome in Ashland
Walk to town! Sweet Vintage Aloha
1 bedroom, 1 bed, 1 bathroom
2–7 Aug
4.83 out of 5 average rating, 83 reviews
Top guest favourite
Guest house in Ashland
Countryman-Fox Carriage House
1 king bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 291 reviews
Guest favourite
Home in Ashland
Mountain Ave House by WanderLodges
3 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
4.93 out of 5 average rating, 67 reviews
Top guest favourite
Guest house in Ashland
Charming cottage, walk to town.
1 bedroom, 2 beds, 1.5 bathrooms
18–23 Oct
4.97 out of 5 average rating, 558 reviews
Superhost
Flat in Ashland
Château Herbe ~ Oberon Private suite w/ Kitchen
1 bedroom, 2 beds, 1 bathroom
27 Aug – 1 Sept
4.76 out of 5 average rating, 25 reviews
Dome in Ashland
Honeycomb Glamping Dome
1 bedroom, 1 queen bed, 1 bathroom
3–8 Aug
4.85 out of 5 average rating, 72 reviews
Superhost
Home in Ashland
Harmony Cottage - 2bd/1ba, 10 min from downtown!
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Aug
4.77 out of 5 average rating, 159 reviews
Guest favourite
Home in Ashland
Grandview of Ashland | Hot tub | Sauna | Firepit
2 bedrooms, 3 beds, 3 bathrooms
10–15 Aug
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Flat in Ashland
The Carriage House, Winner 2025 Best of Ashland!
1 bedroom, 2 beds, 1 bathroom
21–26 Aug
4.89 out of 5 average rating, 294 reviews
Guest favourite
Hotel room in Ashland
Swank Boutique Suites | Double Shower
1 bedroom, 1 king bed, 1 bathroom
31 Aug – 5 Sept
4.97 out of 5 average rating, 38 reviews