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Search results; 934 homes in Ashland

Guest favourite
Apartment in Ashland
Plaza North Suite 203 Windsor
1 bedroom, 2 beds, 1.5 private bathrooms
23–28 Oct
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4.97 out of 5 average rating, 62 reviews
Hotel in Ashland
Ashland Abode | Swim. Ski Nearby.
1 bedroom, 2 queen beds, 1 bathroom
1–6 Sept
4.66 out of 5 average rating, 50 reviews
Superhost
Flat in Medford
Bright 1br Apartment; Pet Friendly + EV Charging
1 bedroom, 1 king bed, 1 bathroom
3–8 Sept
New place to stay
Dome in Ashland
The Acorn dome w/ sauna
1 bedroom, 1 queen bed, 1 bathroom
11–16 Sept
4.79 out of 5 average rating, 233 reviews
Guest favourite
Camper van/Motorhome in Ashland
Walk to town! Sweet Vintage Aloha
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
4.84 out of 5 average rating, 87 reviews
Top guest favourite
Hotel room in Ashland
Swank Boutique Suites | Double Shower
1 bedroom, 1 king bed, 1 bathroom
19–24 Oct
4.98 out of 5 average rating, 40 reviews
Guest favourite
Guest house in Ashland
Country Studio, Peaceful Retreat
2 beds, 1 bathroom
28 Sept – 3 Oct
4.93 out of 5 average rating, 14 reviews
Guest favourite
Guest house in Ashland
Silver Frog Guesthouse- downtown Ashland 'hood
2 beds, 1 bathroom
26 Sept – 1 Oct
4.95 out of 5 average rating, 58 reviews
Guest favourite
Guest house in Ashland
The Cedar Cottage - creekside studio
2 beds, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 207 reviews
Guest favourite
Home in Ashland
Barclay Klum House | Soaking Tub & Gourmet Kitchen
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
4.87 out of 5 average rating, 63 reviews
Guest favourite
Cottage in Talent
Paschal Winery - Dream 2 Cottage
2 bedrooms, 2 king beds, 1 bathroom
1–6 Sept
4.91 out of 5 average rating, 57 reviews
Guest favourite
Boutique hotel in Ashland
Swank Suites + Private Porch Patio
1 king bed, 1 bathroom
12–17 Oct
4.99 out of 5 average rating, 75 reviews
Top guest favourite
Farm stay in Ashland
Kelly’s Carriage House 4 miles from Ashland
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 389 reviews
Guest favourite
Home in Ashland
Pioneer Vacation Rentals - Pioneer South
3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
4.92 out of 5 average rating, 60 reviews
Guest favourite
Cottage in Ashland
Charming very well appointed cottage !
1 bedroom, 1 king bed, 1 bathroom
26 Sept – 1 Oct
4.95 out of 5 average rating, 493 reviews
Top guest favourite
Bungalow in Ashland
Penthouse Suite, easy walk to downtown.
3 bedrooms, 5 beds, 2.5 bathrooms
23–28 Sept
4.99 out of 5 average rating, 140 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, 916 reviews
Guest favourite
Home in Ashland
European Style Straw Bale Retreat
2 bedrooms, 5 beds, 1 bathroom
4–9 Oct
4.86 out of 5 average rating, 78 reviews
Top guest favourite
Guest suite in Ashland
The Billiard Room, Winner 2025 Best of Ashland!
1 bedroom, 1 queen bed, 1 bathroom
3–8 Oct
4.89 out of 5 average rating, 214 reviews