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Search results; Over 1,000 homes in Ashland

Top guest favourite
Cottage in Ashland
Vineyard Cottage-Winery, Hot Tub, Privacy
1 bedroom, 1 bed, 1 private bathroom
19–24 Sept
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4.93 out of 5 average rating, 260 reviews
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
4.97 out of 5 average rating, 110 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Nov
Home in Ashland
Casa Amore (Ashland)
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
2–7 Aug
Farm stay in Ashland
Peace and Joy Mini Farm
4.7 out of 5 average rating, 211 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Ashland
The Aloha House - Hot Tub - Pool
4.96 out of 5 average rating, 149 reviews, 2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
Guest favourite
Place to stay in Ashland
Walk to town! Ashland Paris Room
4.85 out of 5 average rating, 93 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Jul
Top guest favourite
Guest suite in Ashland
Eco-friendly Woodland Retreat
4.98 out of 5 average rating, 40 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
Guest favourite
Cabin in Ashland
Whispering Pines Cabin near Hyatt Lake
4.91 out of 5 average rating, 43 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
19–24 Jul
Guest favourite
Home in Talent
Meadowsweet Farm | Hot Tub | Outdoor Kitchen
5.0 out of 5 average rating, 18 reviews, 7 bedrooms, 11 beds, 3 bathrooms
10–15 Aug
Guest favourite
Guest house in Ashland
Country Studio, Peaceful Retreat
5.0 out of 5 average rating, 5 reviews, 2 beds, 1 bathroom
19–24 Jul
Superhost
Room in Ashland
Lovely light filled room with porch
4.7 out of 5 average rating, 896 reviews, 1 queen bed, 1 bathroom
20–25 Aug
Top guest favourite
Cottage in Ashland
Sweet Breeze Bungalow
4.98 out of 5 average rating, 130 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Sept
Top guest favourite
Cottage in Ashland
Victorian Garden Carriage House
4.97 out of 5 average rating, 506 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
Hotel in Ashland
Ashland Abode | Swim. Ski Nearby.
4.74 out of 5 average rating, 34 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Jul
Guest favourite
Home in Ashland
Grandview of Ashland | Hot tub | Sauna | Firepit
4.97 out of 5 average rating, 35 reviews, 2 bedrooms, 3 beds, 3 bathrooms
24–29 Jul
Top guest favourite
Guest suite in Ashland
Bear Hollow Retreat
4.94 out of 5 average rating, 69 reviews, 2 bedrooms, 2 beds, 2 bathrooms
7–12 Jul
Guest favourite
Home in Ashland
Cozy Ashland Getaway
4.92 out of 5 average rating, 113 reviews, 2 bedrooms, 2 beds, 1 bathroom
25–30 Jul
Top guest favourite
Guest suite in Ashland
RedTail Inn - Red McCall Suite | Sleeps up to 6
4.97 out of 5 average rating, 115 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
Guest favourite
Home in Ashland
Hideaway Suite at Second Street Cottages
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept