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Search results; 965 homes in Ashland

Top guest favourite
Guest house in Ashland
JJ's Loft | Downtown | Large Deck | Kitchenette
1 bedroom, 1 bed, 1 private bathroom
29 Aug – 3 Sept
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4.95 out of 5 average rating, 136 reviews
Top guest favourite
Guest house in Ashland
Abbott's Cottages- Wren
4.97 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
15–22 Aug
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Guest house in Ashland
Stay in an iconic barn near the heart of Ashland
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Aug
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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
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Flat in Ashland
Mexico Apartment at Wood Hamlet, by Downtown
4.94 out of 5 average rating, 281 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Superhost
Room in Ashland
Cozy Sunset Loft Walk to town
4.87 out of 5 average rating, 174 reviews, 1 queen bed, 1 bathroom
1–6 Aug
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
Room in Ashland
Lovely light filled room with porch
4.7 out of 5 average rating, 904 reviews, 1 queen bed, 1 bathroom
20–25 Aug
Top guest favourite
Guest house in Ashland
Courtside Cottage - WalkScore 93 - Dog Friendly
4.98 out of 5 average rating, 273 reviews, 2 beds, 1 bathroom
2–7 Aug
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
1–6 Aug
Superhost
Cottage in Ashland
Ashland's InstaChill - Summer Cottage, AC, WfH, TV
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Flat in Ashland
Quiet Apt 4 Blocks Above Lithia Park and OSF
4.95 out of 5 average rating, 20 reviews, 1 bedroom, 2 beds, 1 bathroom
12–18 Aug
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Flat in Ashland
The Matriarch| Suite 3 | Pet friendly
4.97 out of 5 average rating, 174 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Oct
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Guest house in Ashland
Manzanita Cottage
4.98 out of 5 average rating, 216 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
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
18–23 Nov
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Guest house in Ashland
Modern Airy Retreat - Views, Walk to Everything
4.96 out of 5 average rating, 208 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
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Hotel room in Ashland
Swank Suites/ Boutique Travel
4.98 out of 5 average rating, 41 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
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Guest house in Ashland
C Street Station Cottage
4.99 out of 5 average rating, 186 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 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