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Search results; 966 homes in Ashland

Top guest favourite
Cabin in Ashland
Cozy Ashland Farm Cabin
4.96 out of 5 average rating, 848 reviews, 1 bed, 1 bathroom
22–27 Aug
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
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
12–17 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
Guest favourite
Cottage in Talent
Paschal Winery - Dream 1 Cottage
4.94 out of 5 average rating, 68 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Aug
Home in Phoenix
2 bedroom remodeled home in downtown Phoenix
4.67 out of 5 average rating, 418 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
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
Superhost
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
Top guest favourite
Home in Ashland
The Garden Cottage at Second Street Cottages
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
Superhost
Cabin in Ashland
Bluemoon Vacation Rentals - Cabin 52
4.84 out of 5 average rating, 113 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
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
Superhost
Camper van/Motorhome in Ashland
Walk to town! Sweet Vintage Aloha
4.84 out of 5 average rating, 75 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Room in Talent
Talent Home/Room with a View
4.97 out of 5 average rating, 175 reviews, 1 queen bed, 1 bathroom
22–27 Jul
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
4.97 out of 5 average rating, 111 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Sept
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
Guest favourite
Home in Phoenix
Artsy MCM Guesthouse w/ Spa Soaking Tub
4.83 out of 5 average rating, 155 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Jul – 4 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
12–17 Jul
Top guest favourite
Apartment in Ashland
Plaza North Suite 201 Alexander
5.0 out of 5 average rating, 69 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Oct