Search results; 988 homes in Ashland

Top guest favourite
Cottage in Ashland
Vineyard Cottage-Winery, Hot Tub, Privacy
1 bedroom, 1 bed, 1 private bathroom
23–28 Aug
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4.93 out of 5 average rating, 259 reviews
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
1 bedroom, 2 beds, 1 bathroom
2–7 Nov
4.97 out of 5 average rating, 109 reviews
Guest favourite
Cottage in Ashland
Charming very well appointed cottage !
1 bedroom, 1 king bed, 1 bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 472 reviews
Home in Ashland
Come Stroll-Inn downtown Ashland
2 bedrooms, 2 beds, 2 bathrooms
27 Jul – 1 Aug
New place to stay
Top guest favourite
Farm stay in Ashland
Kelly’s Farm 4 miles to Ashland
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.93 out of 5 average rating, 808 reviews
Top guest favourite
Guest house in Ashland
Courtside Cottage - WalkScore 93 - Dog Friendly
2 beds, 1 bathroom
22–27 Jul
4.98 out of 5 average rating, 269 reviews
Top guest favourite
Apartment in Ashland
Plaza North Suite 201 Alexander
2 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 69 reviews
Top guest favourite
Home in Ashland
Abram's Cottage
2 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
4.93 out of 5 average rating, 122 reviews
Top guest favourite
Place to stay in Ashland
Beautiful, peaceful & private King size apt
1 bedroom, 1 king bed, 1 bathroom
13–18 Aug
4.97 out of 5 average rating, 407 reviews
Superhost
Dome in Ashland
The Acorn dome w/ sauna
1 bedroom, 1 queen bed, 1 bathroom
13–18 Aug
4.8 out of 5 average rating, 213 reviews
Superhost
Camper van/Motorhome in Ashland
Walk to town! Sweet Vintage Aloha
1 bedroom, 1 bed, 1 bathroom
5–10 Jul
4.84 out of 5 average rating, 74 reviews
Top guest favourite
Apartment in Ashland
Plaza North Suite 203 Windsor
1 bedroom, 2 beds, 1.5 bathrooms
28 Aug – 2 Sept
4.98 out of 5 average rating, 56 reviews
Guest favourite
Guest house in Ashland
Wood Hamlet - Picasso Cottage by Downtown, kitchen
1 bedroom, 1 queen bed, 1 bathroom
24–29 Jul
4.97 out of 5 average rating, 199 reviews
Top guest favourite
Home in Ashland
Secluded mountain retreat, 10m. to Ashland, by PCT
2 bedrooms, 3 beds, 1.5 bathrooms
26–31 Jul
4.96 out of 5 average rating, 310 reviews
Top guest favourite
Hotel room in Ashland
Swank Suites | King with Lux Tub
1 bedroom, 1 king bed, 1 bathroom
28 Jul – 2 Aug
4.97 out of 5 average rating, 90 reviews
Top guest favourite
Room in Ashland
Wood Hamlet - Noble Forest Room Private by DownTn
1 queen bed, 1 bathroom
14–19 Aug
4.97 out of 5 average rating, 221 reviews
Top guest favourite
Guest suite in Ashland
The Billiard Room, Winner 2025 Best of Ashland!
1 bedroom, 1 queen bed, 1 bathroom
4–9 Aug
4.88 out of 5 average rating, 206 reviews
Top guest favourite
Cabin in Ashland
Studio Cottage near downtown Ashland - Queen Bed!
1 bedroom, 1 queen bed, 1 bathroom
19–24 Aug
4.95 out of 5 average rating, 583 reviews
Top guest favourite
Guest suite in Ashland
RedTail Inn - Red McCall Suite | Sleeps up to 6
2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
4.96 out of 5 average rating, 114 reviews