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Search results; 997 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
Courtside Cottage - WalkScore 93 - Dog Friendly
2 beds, 1 bathroom
20–25 Jul
4.98 out of 5 average rating, 268 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, 107 reviews
Guest favourite
Camper van/Motorhome in Ashland
Walk to town! The Deep Blue Metallic Dream Machine
1 bedroom, 1 king bed, 1 bathroom
26–31 Jul
4.86 out of 5 average rating, 195 reviews
Top guest favourite
Cabin in Ashland
Cozy Ashland Farm Cabin
1 queen bed, 1 bathroom
22–27 Aug
4.96 out of 5 average rating, 847 reviews
Guest favourite
Dome in Jacksonville
The Sky Dome at Yale Creek Ranch
1 bedroom, 1 bed, 1 bathroom
5–10 Jul
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Guest suite in Ashland
Wood Hamlet - Miro Room, walk to town
1 bedroom, 1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.97 out of 5 average rating, 225 reviews
Guest favourite
Home in Ashland
Pioneer Vacation Rentals - Pioneer South
3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
4.93 out of 5 average rating, 57 reviews
Top guest favourite
Home in Ashland
Creekside Retreat Close to Town
2 bedrooms, 3 beds, 1.5 bathrooms
22–27 Oct
4.98 out of 5 average rating, 244 reviews
Home in Ashland
Lithia Park Beauty
2 bedrooms, 2 double beds, 1.5 bathrooms
10–17 Jul
New place to stay
Top guest favourite
Guest suite in Ashland
Eco-friendly Woodland Retreat
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Cabin in Ashland
Studio Cottage near downtown Ashland - Queen Bed!
1 bedroom, 1 queen bed, 1 bathroom
5–10 Aug
4.95 out of 5 average rating, 582 reviews
Guest favourite
Yurt in Ashland
Yurt in the mountains
1 bedroom, 1 bed, 1 bathroom
6–11 Jul
4.95 out of 5 average rating, 43 reviews
Guest favourite
Home in Medford
Manor Hill Haven | Hot Tub & Accessible Features
2 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
4.95 out of 5 average rating, 110 reviews
Guest favourite
Home in Phoenix
Artsy MCM Guesthouse w/ Spa Soaking Tub
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Jul
4.83 out of 5 average rating, 150 reviews
Guest favourite
Room in Ashland
Château Herbe ~ Vienna Room
1 king bed, 1 bathroom
24–29 Jul
4.91 out of 5 average rating, 109 reviews
Superhost
Home in Ashland
Harmony Cottage - 2bd/1ba, 10 min from downtown!
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Jul
4.77 out of 5 average rating, 154 reviews
Top guest favourite
Guest suite in Ashland
The Billiard Room, Winner 2025 Best of Ashland!
1 bedroom, 1 queen bed, 1 bathroom
27 Jul – 1 Aug
4.88 out of 5 average rating, 205 reviews
Home in Ashland
Hideaway Suite at Second Street Cottages
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews