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Search results; Over 1,000 homes in Ashland

Top guest favourite
Home in Ashland
Lodging and Art Gallery, walk everywhere.
1 bedroom, 2 beds, 1 private bathroom
26–31 Jul
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4.93 out of 5 average rating, 61 reviews
Top guest favourite
Apartment in Ashland
Plaza North Suite 201 Alexander
2 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
5.0 out of 5 average rating, 68 reviews
Top guest favourite
Guest house in Ashland
Private Garden Cottage w Sauna in RR District
1 bedroom, 2 beds, 1 bathroom
8–13 Sept
4.89 out of 5 average rating, 441 reviews
Superhost
Home in Ashland
Savage Upon Siskiyou | Prime OSF Location
3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
New place to stay
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, 576 reviews
Top guest favourite
Place to stay in Ashland
executive retreat overlooking Ashland w/ views
1 queen bed, 1 bathroom
26 Jun – 1 Jul
4.99 out of 5 average rating, 114 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, 201 reviews
Top guest favourite
Farm stay in Ashland
Kelly’s Carriage House 4 miles from Ashland
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.98 out of 5 average rating, 367 reviews
Top guest favourite
Room in Talent
Talent Home/Room with a View
1 queen bed, 1 bathroom
9–14 Jul
4.97 out of 5 average rating, 171 reviews
Guest favourite
Farm stay in Ashland
Ashland Lavender Estate
4 bedrooms, 6 beds, 3 bathrooms
12–17 Sept
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Home in Ashland
The Aloha House - Hot Tub - Pool
2 bedrooms, 2 king beds, 2 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 147 reviews
Top guest favourite
Home in Ashland
Pioneer Vacation Rentals - Pioneer Craftsman House
3 bedrooms, 4 beds, 2 bathrooms
23–28 Oct
4.96 out of 5 average rating, 50 reviews
Top guest favourite
Guest house in Ashland
C Street Station Cottage
1 bedroom, 1 bed, 1 bathroom
4–9 Aug
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Place to stay in Ashland
Beautiful, peaceful & private King size apt
1 bedroom, 1 king bed, 1 bathroom
3–8 Aug
4.97 out of 5 average rating, 405 reviews
Superhost
Room in Ashland
Cozy Sunset Loft Walk to town
1 queen bed, 1 bathroom
28 Jun – 3 Jul
4.86 out of 5 average rating, 169 reviews
Guest favourite
Room in Ashland
Château Herbe ~ Vienna Room
1 king bed, 1 bathroom
31 Jul – 5 Aug
4.91 out of 5 average rating, 109 reviews
Superhost
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, 210 reviews
Top guest favourite
Place to stay in Ashland
$135 a night! LARGE flat one block to town!
1 bedroom, 1 queen bed, 1 bathroom
22–27 Aug
4.96 out of 5 average rating, 252 reviews
Superhost
Home in Ashland
Casa Bella
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.89 out of 5 average rating, 180 reviews