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Search results; 962 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
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4.97 out of 5 average rating, 556 reviews
Guest favourite
Guest suite in Ashland
RedTail Inn - Louisa Suite | Hot Tub |DWTN
4.91 out of 5 average rating, 75 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
4.97 out of 5 average rating, 113 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Nov
Guest favourite
Guest house in Ashland
Neil Creek Cottage
4.93 out of 5 average rating, 150 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Aug
Home in Medford
Cozy Cottage
New place to stay, 2 bedrooms, 2 beds, 1.5 bathrooms
18–23 Jul
Guest favourite
Camper van/Motorhome in Ashland
Walk to town! The Deep Blue Metallic Dream Machine
4.86 out of 5 average rating, 199 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Room in Ashland
Cozy/rural close to town
4.9 out of 5 average rating, 944 reviews, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
Top guest favourite
Place to stay in Ashland
Beautiful, peaceful & private King size apt
4.97 out of 5 average rating, 414 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Ashland
The Aloha House - Hot Tub - Pool
4.96 out of 5 average rating, 156 reviews, 2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
Guest favourite
Cottage in Talent
Paschal Winery - Dream 1 Cottage
4.93 out of 5 average rating, 71 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Aug
Top guest favourite
Room in Ashland
Wood Hamlet - Noble Forest Room Private by DownTn
4.97 out of 5 average rating, 222 reviews, 1 queen bed, 1 bathroom
15–20 Aug
Guest favourite
Home in Medford
Modern Pet-Friendly Stay | Near Downtown Medford
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1 bathroom
7–12 Aug
Top guest favourite
Home in Medford
New 1BR House | Hot Tub | W/D | Full Kitchen
4.99 out of 5 average rating, 71 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Aug
Home in Medford
Viewtacular Estate House, Pool, Hot tub & Sauna!
New place to stay, 4 bedrooms, 4 beds, 3.5 bathrooms
19–24 Jul
Superhost
Room in Ashland
Lovely light filled room with porch
4.69 out of 5 average rating, 900 reviews, 1 queen bed, 1 bathroom
20–25 Aug
Top guest favourite
Guest suite in Ashland
Wood Hamlet - Miro Room, walk to town
4.97 out of 5 average rating, 232 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
Top guest favourite
Apartment in Ashland
Plaza North Suite 201 Alexander
5.0 out of 5 average rating, 71 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
Guest favourite
Home in Ashland
Pioneer Vacation Rentals - Pioneer South
4.92 out of 5 average rating, 60 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
Guest favourite
Flat in Ashland
Chateau Herbe ~ Rosalind Carriage House 1Bdr Apt
4.87 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul