Search results; Over 1,000 homes in Ashland

Guest favourite
Boutique hotel in Ashland
modern botanical spaces!
1 bedroom, 1 bed, 1.5 private bathrooms
18–23 Jul
,
4.72 out of 5 average rating, 313 reviews
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
1 bedroom, 2 beds, 1 bathroom
2–7 Nov
4.97 out of 5 average rating, 109 reviews
Guest favourite
Guest house in Ashland
The Cedar Cottage - creekside studio
2 beds, 1 bathroom
28 Aug – 2 Sept
4.92 out of 5 average rating, 197 reviews
Superhost
Home in Ashland
Harmony Cottage - 2bd/1ba, 10 min from downtown!
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Jul
4.77 out of 5 average rating, 154 reviews
Top guest favourite
Place to stay in Ashland
Beautiful, peaceful & private King size apt
1 bedroom, 1 king bed, 1 bathroom
13–18 Aug
4.97 out of 5 average rating, 408 reviews
Top guest favourite
Room in Ashland
Wood Hamlet - Noble Forest Room Private by DownTn
1 queen bed, 1 bathroom
14–19 Aug
4.97 out of 5 average rating, 221 reviews
Superhost
Dome in Ashland
The Acorn dome w/ sauna
1 bedroom, 1 queen bed, 1 bathroom
13–18 Aug
4.8 out of 5 average rating, 214 reviews
Home in Ashland
Come Stroll-Inn downtown Ashland
2 bedrooms, 2 beds, 2 bathrooms
27 Jul – 1 Aug
New place to stay
Guest favourite
Cabin in Ashland
Bluemoon Vacation Rentals - Cabin 52
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
4.84 out of 5 average rating, 112 reviews
Top guest favourite
Guest house in Ashland
Courtside Cottage - WalkScore 93 - Dog Friendly
2 beds, 1 bathroom
22–27 Jul
4.98 out of 5 average rating, 270 reviews
Superhost
Camper van/Motorhome in Ashland
Walk to town! Sweet Vintage Aloha
1 bedroom, 1 bed, 1 bathroom
5–10 Jul
4.84 out of 5 average rating, 74 reviews
Top guest favourite
Room in Ashland
Château Herbe ~ Vienna Room
1 king bed, 1 bathroom
24–29 Jul
4.91 out of 5 average rating, 114 reviews
Top guest favourite
Guest house in Ashland
Manzanita Cottage
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
4.98 out of 5 average rating, 210 reviews
Top guest favourite
Farm stay in Ashland
Kelly’s Farm 4 miles to Ashland
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.93 out of 5 average rating, 808 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, 149 reviews
Guest favourite
Cabin in Ashland
Whispering Pines Cabin near Hyatt Lake
3 bedrooms, 6 beds, 1.5 bathrooms
19–24 Jul
4.91 out of 5 average rating, 43 reviews
Top guest favourite
Guest suite in Ashland
The Billiard Room, Winner 2025 Best of Ashland!
1 bedroom, 1 queen bed, 1 bathroom
4–9 Aug
4.88 out of 5 average rating, 206 reviews
Top guest favourite
Cabin in Ashland
Studio Cottage near downtown Ashland - Queen Bed!
1 bedroom, 1 queen bed, 1 bathroom
19–24 Aug
4.95 out of 5 average rating, 583 reviews
Top guest favourite
Apartment in Ashland
Plaza North Suite 201 Alexander
2 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 69 reviews