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Search results; 775 homes in Winthrop

Guest favourite
Cabin in Winthrop
Three Brothers Cabin
3 bedrooms, 6 beds, 2 shared bathrooms
30 Aug – 4 Sept
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4.95 out of 5 average rating, 231 reviews
Superhost
Villa in Brewster
Secluded Getaway with Sauna, Hot Tub & Cold Plunge
4.84 out of 5 average rating, 74 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Home in Brewster
Mountaintop Hideaway | Private HotTub Gamble Sands
4.98 out of 5 average rating, 42 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Home in Winthrop
The Bournhouse~ cozy home on the river in Winthrop
4.98 out of 5 average rating, 121 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Barn in Winthrop
Private bedroom suite with office a mile to town
4.98 out of 5 average rating, 126 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Sept
Guest favourite
Home in Winthrop
Sunflower Resort Balsam Cabin ~ 2 Queens
4.98 out of 5 average rating, 51 reviews, 2 bedrooms, 2 beds, 2 bathrooms
30 Jul – 4 Aug
Top guest favourite
Home in Winthrop
Winthrop Trailside Getaway 2
5.0 out of 5 average rating, 83 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
28 Sept – 3 Oct
Top guest favourite
Tiny home in Winthrop
A Haven For Couples and Solo Travelers
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Sept
Guest favourite
Home in Winthrop
Stylish Winthrop Farmhouse
4.73 out of 5 average rating, 112 reviews, 2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Top guest favourite
Hotel in Winthrop
Luxury King Suite w/Fireplace and Spa Bath
5.0 out of 5 average rating, 22 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Guest favourite
Cabin in Mazama
Adeline - cute Mazama meadow cabin with sauna
4.98 out of 5 average rating, 49 reviews, 2 bedrooms, 2 beds, 1 bathroom
21–26 Sept
Guest favourite
Cabin in Winthrop
Alpine Woods cabin close to trails, ski in/out
4.85 out of 5 average rating, 145 reviews, 2 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
Top guest favourite
Cabin in Winthrop
Cozy cabin in ideal spot, perfect for all seasons!
4.94 out of 5 average rating, 230 reviews, 2 bedrooms, 2 beds, 1 bathroom
25–30 Aug
Superhost
Hostel in Winthrop
Eldorado Peak Room (Room E)
4.84 out of 5 average rating, 62 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Flat in Winthrop
410 Bluff Street
4.99 out of 5 average rating, 187 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Sept
Guest favourite
Cabin in Winthrop
Cozy cabin close to Mazama and Winthrop
4.97 out of 5 average rating, 261 reviews, 2 bedrooms, 5 beds, 2 bathrooms
25–30 Aug
Guest favourite
Boutique hotel in Winthrop
#3 / River Pines Inn - Queen Suite (Dog-Friendly)
4.93 out of 5 average rating, 84 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Cabin in Winthrop
#7 / River Pines Inn - River Cabin (Dog-Friendly)
4.9 out of 5 average rating, 128 reviews, 1 bedroom, 2 beds, 1 bathroom
14–19 Oct
Guest favourite
Cabin in Mazama
Creekside Bunkhouse on Early Winters Creek
4.99 out of 5 average rating, 73 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul