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Search results; 950 homes in Ashland

Top guest favourite
Guest house in Ashland
Manzanita Cottage
1 bedroom, 1 bed, 1 private bathroom
1–6 Nov
,
4.98 out of 5 average rating, 225 reviews
Guest favourite
Home in Ashland
The Aloha House - Hot Tub - Pool
2 bedrooms, 2 king beds
27 Sept – 2 Oct
4.95 out of 5 average rating, 165 reviews
Top guest favourite
Guest house in Ashland
Countryman-Fox Carriage House
1 king bed
16–21 Nov
5.0 out of 5 average rating, 301 reviews
Top guest favourite
Guest house in Ashland
Bush Street Carriage House- beautiful and cozy
1 bedroom, 1 queen bed
5–10 Nov
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Ashland
Ashland Zen Den
2 bedrooms, 3 beds
25–30 Oct
4.94 out of 5 average rating, 141 reviews
Top guest favourite
Camper van/Motorhome in Ashland
Walk to town! The Deep Blue Metallic Dream Machine
1 bedroom, 1 king bed
19–24 Sept
4.86 out of 5 average rating, 211 reviews
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
1 bedroom, 2 beds
7–12 Nov
4.98 out of 5 average rating, 126 reviews
Top guest favourite
Guest house in Ashland
Private Garden Cottage w Sauna in RR District
1 bedroom, 2 beds
1–6 Nov
4.9 out of 5 average rating, 459 reviews
Top guest favourite
Place to stay in Ashland
Beautiful, peaceful & private King size apt
1 bedroom, 1 king bed
28 Sept – 3 Oct
4.97 out of 5 average rating, 429 reviews
Guest favourite
Guest house in Ashland
Country Studio, Peaceful Retreat
2 beds
7–12 Oct
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Home in Ashland
Stroll-Inn, Downtown Ashland
2 bedrooms, 2 beds
18–23 Oct
5.0 out of 5 average rating, 12 reviews
Home in Ashland
Cute 2 bdr house near downtown (pet friendly)
2 bedrooms, 2 queen beds
29 Oct – 3 Nov
4.82 out of 5 average rating, 140 reviews
Guest favourite
Home in Talent
Meadowsweet Farm | Hot Tub | Outdoor Kitchen
7 bedrooms, 11 beds
4–9 Oct
5.0 out of 5 average rating, 24 reviews
Guest favourite
Apartment in Ashland
Plaza North Suite 203 Windsor
1 bedroom, 2 beds
23–28 Oct
4.97 out of 5 average rating, 63 reviews
Guest favourite
Home in Ashland
Casa Bella Bungalow
1 bed
1–6 Nov
4.81 out of 5 average rating, 140 reviews
Top guest favourite
Guest suite in Ashland
The Billiard Room, Winner 2025 Best of Ashland!
1 bedroom, 1 queen bed
3–8 Oct
4.89 out of 5 average rating, 214 reviews
Hotel in Ashland
Ashland Abode | Swim. Ski Nearby.
1 bedroom, 2 queen beds
6–11 Sept
4.62 out of 5 average rating, 53 reviews
Top guest favourite
Guest house in Ashland
Historic Cottage close to plaza
1 bedroom, 2 beds
3–8 Oct
4.96 out of 5 average rating, 258 reviews
Top guest favourite
Farm stay in Ashland
Kelly’s Farm 4 miles to Ashland
1 bedroom, 2 beds
17–22 Oct
4.93 out of 5 average rating, 824 reviews