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Search results; 956 homes in Ashland

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Top guest favourite
Guest house in Ashland
Charming cottage, walk to town.
1 bedroom, 2 beds, 1.5 private bathrooms
26–31 Oct
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4.98 out of 5 average rating, 566 reviews
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Home in Ashland
Cute & Cozy Bungalow in the heart of Ashland
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
New place to stay
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Guest favourite
Home in Ashland
Looking Glass Cottage
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Flat in Ashland
Affordable Luxury- One block to Downtown
1 king bed, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 233 reviews
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Top guest favourite
Flat in Ashland
Ashland Zen Den
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 144 reviews
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Top 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, 59 reviews
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Top guest favourite
Hotel room in Ashland
Swank Suites/ Boutique Travel
1 bedroom, 1 king bed, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 44 reviews
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Top guest favourite
Room in Ashland
The Billiard Room, Winner 2025 Best of Ashland!
1 queen bed, 1 bathroom
3–8 Oct
4.89 out of 5 average rating, 218 reviews
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Top guest favourite
Home in Ashland
Pioneer Vacation Rentals - Pioneer Craftsman House
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 58 reviews
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Hotel in Ashland
Ashland Motel, King Room
1 bedroom, 1 bed, 1 bathroom
2–7 Oct
4.53 out of 5 average rating, 149 reviews
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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, 262 reviews
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Top guest favourite
Guest house in Ashland
Countryman-Fox Carriage House
1 king bed, 1 bathroom
28 Nov – 3 Dec
5.0 out of 5 average rating, 307 reviews
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Top guest favourite
Flat in Ashland
The Carriage House, Winner 2025 Best of Ashland!
1 bedroom, 2 beds, 1 bathroom
22–27 Oct
4.88 out of 5 average rating, 302 reviews
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Top guest favourite
Guest house in Ashland
Mindy’s Ashland Hideaway
1 bedroom, 2 beds, 1 bathroom
2–7 Nov
4.9 out of 5 average rating, 202 reviews
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Top guest favourite
Cottage in Ashland
Victorian Garden Carriage House
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
4.97 out of 5 average rating, 517 reviews
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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, 462 reviews
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Guest favourite
Cottage in Ashland
Charming very well appointed cottage !
1 bedroom, 1 king bed, 1 bathroom
18–23 Oct
4.94 out of 5 average rating, 501 reviews
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Home in Ashland
Ashland creekside cottage w/ sauna
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
4.63 out of 5 average rating, 106 reviews
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Top guest favourite
Farm stay in Ashland
Kelly’s Carriage House 4 miles from Ashland
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.97 out of 5 average rating, 399 reviews