filters

Search results; 964 homes in Ashland

Top guest favourite
Farm stay in Ashland
Kelly’s Farm 4 miles to Ashland
1 bedroom, 2 beds, 1 private bathroom
31 Aug – 5 Sept
,
4.93 out of 5 average rating, 809 reviews
Top guest favourite
Cabin in Ashland
Cozy Ashland Farm Cabin
4.96 out of 5 average rating, 850 reviews, 1 bed, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
4.97 out of 5 average rating, 112 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Nov
Guest favourite
Farm stay in Ashland
Kelly’s Carriage House 4 miles from Ashland
4.97 out of 5 average rating, 376 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Sept
Dome in Ashland
The Acorn dome w/ sauna
4.8 out of 5 average rating, 219 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Guest favourite
Guest suite in Ashland
RedTail Inn - Louisa Suite | Hot Tub |DWTN
4.91 out of 5 average rating, 74 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Home in Talent
Beautiful 3-bedroom Family House
4.86 out of 5 average rating, 42 reviews, 3 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
Guest favourite
Cabin in Ashland
Cabin 48 at Hyatt Prairie
4.91 out of 5 average rating, 46 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Jul
Guest favourite
Room in Ashland
Château Herbe ~ Vienna Room
4.9 out of 5 average rating, 115 reviews, 1 king bed, 1 bathroom
31 Jul – 5 Aug
Guest favourite
Flat in Ashland
Beautiful Ashland Flat
4.82 out of 5 average rating, 17 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Superhost
Home in Ashland
Harmony Cottage - 2bd/1ba, 10 min from downtown!
4.78 out of 5 average rating, 156 reviews, 2 bedrooms, 2 beds, 1 bathroom
4–9 Aug
Top guest favourite
Guest suite in Ashland
The Billiard Room, Winner 2025 Best of Ashland!
4.89 out of 5 average rating, 209 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Home in Medford
Modern Pet-Friendly Stay | Near Downtown Medford
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Guest favourite
Home in Ashland
Grandview of Ashland | Hot tub | Sauna | Firepit
4.97 out of 5 average rating, 35 reviews, 2 bedrooms, 3 beds, 3 bathrooms
24–29 Jul
Guest favourite
Guest house in Ashland
Wood Hamlet - Picasso Cottage by Downtown, kitchen
4.97 out of 5 average rating, 200 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Jul
Top guest favourite
Apartment in Ashland
Plaza North Suite 203 Windsor
4.98 out of 5 average rating, 58 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
28 Aug – 2 Sept
Top guest favourite
Home in Ashland
The Garden Cottage at Second Street Cottages
4.91 out of 5 average rating, 11 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
Top guest favourite
Guest house in Ashland
Countryman-Fox Carriage House
5.0 out of 5 average rating, 285 reviews, 1 bed, 1 bathroom
28 Sept – 3 Oct
Guest favourite
Home in Ashland
Charming house two blocks from downtown Ashland
4.91 out of 5 average rating, 171 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct