Search results; Over 1,000 homes in Ashland

Top guest favourite
Guest house in Ashland
Manzanita Cottage
1 bedroom, 1 bed, 1 private bathroom
19–24 Jul
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4.98 out of 5 average rating, 210 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
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Place to stay in Ashland
Beautiful, peaceful & private King size apt
4.97 out of 5 average rating, 408 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Aug
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Cottage in Ashland
Sweet Breeze Bungalow
4.98 out of 5 average rating, 130 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Sept
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Home in Ashland
Creekside Retreat Close to Town
4.98 out of 5 average rating, 244 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
22–27 Oct
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Home in Ashland
Pioneer Vacation Rentals - Pioneer South
4.93 out of 5 average rating, 58 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
Top guest favourite
Guest house in Ashland
Charming cottage, walk to town.
4.97 out of 5 average rating, 553 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
18–23 Oct
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Farm stay in Ashland
Kelly’s Carriage House 4 miles from Ashland
4.97 out of 5 average rating, 375 reviews, 1 bedroom, 2 beds, 1 bathroom
17–22 Sept
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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
Superhost
Home in Ashland
Harmony Cottage - 2bd/1ba, 10 min from downtown!
4.77 out of 5 average rating, 154 reviews, 2 bedrooms, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Farm stay in Ashland
Kelly’s Farm 4 miles to Ashland
4.93 out of 5 average rating, 808 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
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
Top guest favourite
Cabin in Ashland
Cozy Ashland Farm Cabin
4.96 out of 5 average rating, 848 reviews, 1 bed, 1 bathroom
22–27 Aug
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Home in Talent
La Casetta Tuscana
4.97 out of 5 average rating, 73 reviews, 2 bedrooms, 2 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Guest house in Ashland
Mindy’s Ashland Hideaway
4.9 out of 5 average rating, 179 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Superhost
Loft in Ashland
Loft on the Lane
4.77 out of 5 average rating, 61 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Superhost
Tiny home in Ashland
Walk to town! Cozy Forest Teeny House
4.81 out of 5 average rating, 186 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 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 house in Ashland
Countryman-Fox Carriage House
5.0 out of 5 average rating, 277 reviews, 1 bed, 1 bathroom
18–23 Oct