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Search results; 976 homes in Ashland

Top guest favourite
Cottage in Ashland
Victorian Garden Carriage House
2 bedrooms, 2 beds, 1 private bathroom
17–22 Oct
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4.97 out of 5 average rating, 509 reviews
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
4.97 out of 5 average rating, 114 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Sept
Home in Phoenix
2 bedroom remodeled home in downtown Phoenix
4.66 out of 5 average rating, 422 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Top guest favourite
Cabin in Ashland
Studio Cottage near downtown Ashland - Queen Bed!
4.95 out of 5 average rating, 590 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Sept
Guest favourite
Guest suite in Ashland
RedTail Inn - Louisa Suite | Hot Tub |DWTN
4.91 out of 5 average rating, 75 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Home in Ashland
Grandview of Ashland | Hot tub | Sauna | Firepit
4.97 out of 5 average rating, 36 reviews, 2 bedrooms, 3 beds, 3 bathrooms
8–13 Aug
Superhost
Home in Ashland
Harmony Cottage - 2bd/1ba, 10 min from downtown!
4.78 out of 5 average rating, 157 reviews, 2 bedrooms, 2 beds, 1 bathroom
21–26 Aug
Superhost
Camper van/Motorhome in Ashland
Walk to town! Sweet Vintage Aloha
4.82 out of 5 average rating, 79 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Dome in Ashland
The Acorn dome w/ sauna
4.8 out of 5 average rating, 222 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Top guest favourite
Room in Ashland
Wood Hamlet - Noble Forest Room Private by DownTn
4.97 out of 5 average rating, 222 reviews, 1 queen bed, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Place to stay in Ashland
Beautiful, peaceful & private King size apt
4.97 out of 5 average rating, 417 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Bungalow in Ashland
Hanna's House | Downtown Retreat, Steps to OSF
5.0 out of 5 average rating, 41 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Superhost
Cottage in Ashland
Ashland's InstaChill - Summer Cottage, AC, WfH, TV
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Home in Ashland
Pioneer Vacation Rentals - Pioneer South
4.92 out of 5 average rating, 60 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
Superhost
Tiny home in Ashland
Walk to town! Cozy Forest Teeny House
4.79 out of 5 average rating, 190 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Superhost
Room in Ashland
Lovely light filled room with porch
4.7 out of 5 average rating, 902 reviews, 1 queen bed, 1 bathroom
20–25 Aug
Top guest favourite
Guest suite in Ashland
Eco-friendly Woodland Retreat
4.98 out of 5 average rating, 42 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
Top guest favourite
Guest house in Ashland
Mindy’s Ashland Hideaway
4.9 out of 5 average rating, 182 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Guest suite in Ashland
The Billiard Room, Winner 2025 Best of Ashland!
4.89 out of 5 average rating, 211 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug