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Search results; 959 homes in Ashland

Top guest favourite
Farm stay in Ashland
Kelly’s Farm 4 miles to Ashland
1 bedroom, 2 beds, 1 private bathroom
17–22 Aug
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4.93 out of 5 average rating, 814 reviews
Guest favourite
Cottage in Ashland
Charming very well appointed cottage !
1 bedroom, 1 king bed
26 Sept – 1 Oct
4.94 out of 5 average rating, 489 reviews
Top guest favourite
Guest house in Ashland
Historic carriage house close to downtown Ashland
1 bedroom, 2 beds
10–15 Nov
4.97 out of 5 average rating, 118 reviews
Guest favourite
Home in Ashland
Grandview of Ashland | Hot tub | Sauna | Firepit
2 bedrooms, 3 beds
26–31 Aug
4.97 out of 5 average rating, 38 reviews
Guest favourite
Cottage in Talent
Paschal Winery - Dream 1 Cottage
1 bedroom, 2 beds
15–20 Aug
4.93 out of 5 average rating, 71 reviews
Guest favourite
Guest house in Ashland
The Cedar Cottage - creekside studio
2 beds
2–7 Nov
4.93 out of 5 average rating, 204 reviews
Top guest favourite
Guest house in Ashland
C Street Station Cottage
1 bedroom, 1 bed
19–24 Sept
4.99 out of 5 average rating, 186 reviews
Guest favourite
Cabin in Ashland
Studio Cottage near downtown Ashland - Queen Bed!
1 bedroom, 1 queen bed
27 Sept – 2 Oct
4.95 out of 5 average rating, 600 reviews
Guest favourite
Camper van/Motorhome in Ashland
Walk to town! The Deep Blue Metallic Dream Machine
1 bedroom, 1 king bed
16–21 Aug
4.86 out of 5 average rating, 207 reviews
Top guest favourite
Guest house in Ashland
Charming cottage, walk to town.
1 bedroom, 2 beds
18–23 Oct
4.98 out of 5 average rating, 560 reviews
Top guest favourite
Flat in Ashland
The Carriage House, Winner 2025 Best of Ashland!
1 bedroom, 2 beds
21–26 Aug
4.89 out of 5 average rating, 295 reviews
Guest favourite
Farm stay in Jacksonville
Sunrise Cabin at Yale Creek Ranch
2 bedrooms, 2 queen beds
9–14 Aug
4.92 out of 5 average rating, 85 reviews
Guest favourite
Home in Ashland
European Style Straw Bale Retreat
2 bedrooms, 5 beds
16–21 Aug
4.86 out of 5 average rating, 76 reviews
Guest favourite
Guest house in Ashland
Country Studio, Peaceful Retreat
2 beds
14–19 Aug
4.92 out of 5 average rating, 12 reviews
Home in Ashland
Ashland creekside home
3 bedrooms, 3 queen beds
19–24 Sept
4.7 out of 5 average rating, 73 reviews
Guest favourite
Home in Medford
New 1BR House | Hot Tub | W/D | Full Kitchen
1 bedroom, 2 beds
22–27 Aug
4.98 out of 5 average rating, 81 reviews
Guest favourite
Cabin in Ashland
Cabin 48 at Hyatt Prairie
2 bedrooms, 3 beds
25–30 Aug
4.9 out of 5 average rating, 50 reviews
Guest favourite
Home in Talent
Dream House at Paschal Winery
3 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Farm stay in Ashland
Kelly’s Carriage House 4 miles from Ashland
1 bedroom, 2 beds
17–22 Sept
4.97 out of 5 average rating, 383 reviews