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Search results; 956 homes in Ashland

Top guest favourite
Guest house in Ashland
Manzanita Cottage
1 bedroom, 1 bed, 1 private bathroom
1–6 Nov
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4.98 out of 5 average rating, 225 reviews
Guest favourite
Home in Ashland
The Aloha House - Hot Tub - Pool
2 bedrooms, 2 king beds, 2 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 165 reviews
Top guest favourite
Guest house in Ashland
Countryman-Fox Carriage House
1 king bed, 1 bathroom
16–21 Nov
5.0 out of 5 average rating, 301 reviews
Top guest favourite
Guest house in Ashland
Bush Street Carriage House- beautiful and cozy
1 bedroom, 1 queen bed, 1 bathroom
5–10 Nov
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Cottage in Ashland
Charming very well appointed cottage !
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 496 reviews
Top guest favourite
Place to stay in Ashland
Beautiful, peaceful & private King size apt
1 bedroom, 1 king bed, 1 bathroom
28 Sept – 3 Oct
4.97 out of 5 average rating, 429 reviews
Hotel in Ashland
Ashland Abode | Swim. Ski Nearby.
1 bedroom, 2 queen beds, 1 bathroom
5–10 Sept
4.62 out of 5 average rating, 53 reviews
Guest favourite
Guest house in Ashland
Silver Frog Guesthouse- downtown Ashland 'hood
2 beds, 1 bathroom
14–19 Oct
4.95 out of 5 average rating, 58 reviews
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
1 bedroom, 2 beds, 1 bathroom
7–12 Nov
4.98 out of 5 average rating, 126 reviews
Guest favourite
Home in Talent
Meadowsweet Farm | Hot Tub | Outdoor Kitchen
7 bedrooms, 11 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 24 reviews
Guest favourite
Guest house in Ashland
Country Studio, Peaceful Retreat
2 beds, 1 bathroom
7–12 Oct
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Place to stay in Ashland
$150 a night! LARGE flat one block to town!
1 bedroom, 1 queen bed, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 261 reviews
Top guest favourite
Guest house in Ashland
Private Garden Cottage w Sauna in RR District
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.9 out of 5 average rating, 459 reviews
Superhost
Yurt in Ashland
Yurt in the mountains
1 bedroom, 1 bed, 1 bathroom
8–13 Sept
4.9 out of 5 average rating, 61 reviews
Superhost
Tiny home in Ashland
Walk to town! Cozy Forest Teeny House
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
4.79 out of 5 average rating, 198 reviews
Top guest favourite
Farm stay in Ashland
Kelly’s Farm 4 miles to Ashland
1 bedroom, 2 beds, 1 bathroom
17–22 Oct
4.93 out of 5 average rating, 824 reviews
Guest favourite
Apartment in Ashland
Plaza North Suite 203 Windsor
1 bedroom, 2 beds, 1.5 bathrooms
23–28 Oct
4.97 out of 5 average rating, 63 reviews
Top guest favourite
Guest suite in Ashland
The Billiard Room, Winner 2025 Best of Ashland!
1 bedroom, 1 queen bed, 1 bathroom
3–8 Oct
4.89 out of 5 average rating, 214 reviews
Top guest favourite
Farm stay in Ashland
Kelly’s Carriage House 4 miles from Ashland
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 394 reviews