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Search results; 955 homes in Ashland

Guest favourite
Apartment in Ashland
Spacious Modern Condo Walk To Downtown & OSF
2 bedrooms, 3 beds, 2 private bathrooms
10–15 Mar
,
4.92 out of 5 average rating, 64 reviews
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.98 out of 5 average rating, 120 reviews
Guest favourite
Home in Ashland
Grandview of Ashland | Hot tub | Sauna | Firepit
2 bedrooms, 3 beds, 3 bathrooms
26–31 Aug
4.97 out of 5 average rating, 39 reviews
Guest favourite
Cottage in Ashland
Charming very well appointed cottage !
1 bedroom, 1 king bed, 1 bathroom
26 Sept – 1 Oct
4.94 out of 5 average rating, 489 reviews
Guest favourite
Cabin in Ashland
Studio Cottage near downtown Ashland - Queen Bed!
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 602 reviews
Guest favourite
Cottage in Talent
Paschal Winery - Dream 1 Cottage
1 bedroom, 2 beds, 1 bathroom
18–23 Aug
4.93 out of 5 average rating, 72 reviews
Guest favourite
Camper van/Motorhome in Ashland
Walk to town! Sweet Vintage Aloha
1 bedroom, 1 bed, 1 bathroom
26–31 Aug
4.84 out of 5 average rating, 87 reviews
Dome in Ashland
The Acorn dome w/ sauna
1 bedroom, 1 queen bed, 1 bathroom
17–22 Aug
4.8 out of 5 average rating, 230 reviews
Top guest favourite
Guest suite in Medford
Parkside East Medford Studio (Easy I-5 Access)
2 beds, 1 bathroom
15–20 Aug
4.99 out of 5 average rating, 289 reviews
Top guest favourite
Place to stay in Ashland
Beautiful, peaceful & private King size apt
1 bedroom, 1 king bed, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 425 reviews
Superhost
Room in Ashland
Lovely light filled room with porch
1 queen bed, 1 bathroom
10–15 Sept
4.7 out of 5 average rating, 910 reviews
Top guest favourite
Room in Ashland
Cozy/rural close to town
1 queen bed, 1 bathroom
14–19 Aug
4.9 out of 5 average rating, 947 reviews
Top guest favourite
Guest house in Ashland
Charming cottage, walk to town.
1 bedroom, 2 beds, 1.5 bathrooms
18–23 Oct
4.98 out of 5 average rating, 561 reviews
Top guest favourite
Guest house in Ashland
Courtside Cottage - WalkScore 93 - Dog Friendly
2 beds, 1 bathroom
29 Aug – 3 Sept
4.98 out of 5 average rating, 276 reviews
Top guest favourite
Hotel room in Ashland
Swank Suites/ Boutique Travel
1 bedroom, 1 king bed, 1 bathroom
3–8 Oct
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Flat in Ashland
The Carriage House, Winner 2025 Best of Ashland!
1 bedroom, 2 beds, 1 bathroom
21–26 Aug
4.89 out of 5 average rating, 295 reviews
Top guest favourite
Guest house in Ashland
Mindy’s Ashland Hideaway
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.9 out of 5 average rating, 189 reviews
Guest favourite
Guest house in Ashland
Country Studio, Peaceful Retreat
2 beds, 1 bathroom
22–27 Aug
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Ashland
Clean, Stylish Apt w/kitchen. block from Downtown
1 bedroom, 1 queen bed, 1 bathroom
3–8 Nov
4.89 out of 5 average rating, 874 reviews