filters

Search results; 966 homes in Ashland

Top guest favourite
Guest house in Ashland
Charming cottage, walk to town.
1 bedroom, 2 beds, 1.5 private bathrooms
18–23 Oct
,
4.97 out of 5 average rating, 556 reviews
Top guest favourite
Cabin in Ashland
Cozy Ashland Farm Cabin
1 queen bed, 1 bathroom
31 Aug – 5 Sept
4.96 out of 5 average rating, 850 reviews
Dome in Ashland
The Acorn dome w/ sauna
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.8 out of 5 average rating, 220 reviews
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, 376 reviews
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
1 bedroom, 2 beds, 1 bathroom
10–15 Nov
4.97 out of 5 average rating, 112 reviews
Guest favourite
Cabin in Ashland
Cabin 48 at Hyatt Prairie
2 bedrooms, 3 beds, 1 bathroom
17–22 Jul
4.91 out of 5 average rating, 46 reviews
Guest favourite
Home in Talent
Beautiful 3-bedroom Family House
3 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
4.86 out of 5 average rating, 42 reviews
Guest favourite
Room in Ashland
Château Herbe ~ Vienna Room
1 king bed, 1 bathroom
31 Jul – 5 Aug
4.9 out of 5 average rating, 115 reviews
Guest favourite
Guest suite in Ashland
RedTail Inn - Louisa Suite | Hot Tub |DWTN
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
4.91 out of 5 average rating, 74 reviews
Superhost
Home in Ashland
Harmony Cottage - 2bd/1ba, 10 min from downtown!
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Aug
4.78 out of 5 average rating, 157 reviews
Guest favourite
Flat in Ashland
Beautiful Ashland Flat
1 bedroom, 1 queen bed, 1 bathroom
26–31 Jul
4.82 out of 5 average rating, 17 reviews
Home in Medford
Modern Pet-Friendly Stay | Near Downtown Medford
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Ashland
The Billiard Room, Winner 2025 Best of Ashland!
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.89 out of 5 average rating, 209 reviews
Guest favourite
Cottage in Talent
Paschal Winery - Dream 1 Cottage
1 bedroom, 2 beds, 1 bathroom
15–20 Aug
4.93 out of 5 average rating, 69 reviews
Top guest favourite
Home in Ashland
The Garden Cottage at Second Street Cottages
2 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
4.91 out of 5 average rating, 11 reviews
Guest favourite
Camper van/Motorhome in Ashland
Walk to town! The Deep Blue Metallic Dream Machine
1 bedroom, 1 king bed, 1 bathroom
2–7 Aug
4.86 out of 5 average rating, 197 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, 58 reviews
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, 41 reviews
Top guest favourite
Guest house in Ashland
Countryman-Fox Carriage House
1 king bed, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 285 reviews