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Search results; Over 1,000 homes in Ashland

Top guest favourite
Cottage in Ashland
Abbott's Cottages- Raven
2 bedrooms, 3 beds, 1 private bathroom
29 Aug – 3 Sept
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4.99 out of 5 average rating, 87 reviews
Top guest favourite
Cabin in Ashland
Cozy Ashland Farm Cabin
1 queen bed, 1 bathroom
22–27 Aug
4.96 out of 5 average rating, 847 reviews
Guest favourite
Place to stay in Ashland
Ashland Dawn Room, Walk to town!
1 bedroom, 1 queen bed, 1 bathroom
13–18 Jul
4.86 out of 5 average rating, 161 reviews
Superhost
Home in Ashland
Harmony Cottage - 2bd/1ba, 10 min from downtown!
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Jul
4.77 out of 5 average rating, 154 reviews
Top guest favourite
Home in Ashland
The Aloha House - Hot Tub - Pool
2 bedrooms, 2 king beds, 2 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 149 reviews
Guest favourite
Yurt in Ashland
Yurt in the mountains
1 bedroom, 1 bed, 1 bathroom
6–11 Jul
4.95 out of 5 average rating, 43 reviews
Guest favourite
Home in Ashland
Beautiful and peaceful cottage close to downtown
1 bedroom, 2 beds, 2 bathrooms
15–20 Aug
4.91 out of 5 average rating, 153 reviews
Top guest favourite
Guest suite in Ashland
Eco-friendly Woodland Retreat
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.98 out of 5 average rating, 40 reviews
Superhost
Apartment in Ashland
Spacious Modern Condo Walk Downtown & OSF
2 bedrooms, 3 beds, 1 bathroom
1–6 Jul
4.8 out of 5 average rating, 40 reviews
Guest favourite
Cabin in Ashland
Whispering Pines Cabin near Hyatt Lake
3 bedrooms, 6 beds, 1.5 bathrooms
19–24 Jul
4.91 out of 5 average rating, 43 reviews
Superhost
Home in Phoenix
Craftsman cottage built in 2019
2 bedrooms, 5 beds, 1 bathroom
26–31 Jul
4.8 out of 5 average rating, 563 reviews
Top guest favourite
Cottage in Ashland
Sweet Breeze Bungalow
1 bedroom, 2 beds, 1 bathroom
12–17 Sept
4.98 out of 5 average rating, 128 reviews
Guest favourite
Farm stay in Ashland
Ashland Lavender Estate
4 bedrooms, 6 beds, 3 bathrooms
12–17 Sept
4.94 out of 5 average rating, 35 reviews
Home in Medford
Modern Pet-Friendly Stay | Near Downtown Medford
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Jul
New place to stay
Home in Ashland
Come Stroll-Inn downtown Ashland
2 bedrooms, 2 beds, 2 bathrooms
27 Jul – 1 Aug
New place to stay
Guest favourite
Home in Talent
Beautiful 3-bedroom Family House
3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
4.86 out of 5 average rating, 42 reviews
Guest favourite
Home in Talent
Meadowsweet Farm | Hot Tub | Outdoor Kitchen
7 bedrooms, 11 beds, 3 bathrooms
10–15 Aug
5.0 out of 5 average rating, 18 reviews
Home in Ashland
Casa Amore (Ashland)
1 bedroom, 2 beds, 1.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Ashland
Victorian Garden Carriage House
2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
4.97 out of 5 average rating, 506 reviews