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Search results; Over 1,000 homes in Winthrop

Top guest favourite
Cottage in Winthrop
J&K's BnB .... Private studio Airbnb with parking
Studio, 4 beds, 1 private bathroom
19–24 Jul
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4.98 out of 5 average rating, 498 reviews
Top guest favourite
Apartment in Winthrop
Oceanviews! Boston Gathering Place: ChezBlue
3 bedrooms, 3 queen beds
12–17 Aug
4.99 out of 5 average rating, 75 reviews
Guest favourite
Home in Winthrop
Sunny 3 bedroom on beach
3 bedrooms, 5 beds
10–15 Aug
4.85 out of 5 average rating, 123 reviews
Top guest favourite
Apartment in Winthrop
Truly Oceanfront! Spacious Family Petfriendly Home
3 bedrooms, 4 beds
25–30 Oct
4.99 out of 5 average rating, 234 reviews
Top guest favourite
Room in Winthrop
Boston Airport Subway, we're a licensed 5* Airbnb
1 queen bed
26–31 Jul
4.97 out of 5 average rating, 1439 reviews
Top guest favourite
Flat in Winthrop
Pleasant Place 2
1 bedroom, 1 king bed
26–31 Jul
4.97 out of 5 average rating, 107 reviews
Top guest favourite
Apartment in Winthrop
The Day-Burrill-Wadsworth-La Voix House
3 bedrooms, 4 beds
20–25 Aug
4.98 out of 5 average rating, 113 reviews
Top guest favourite
Home in Winthrop
Cozy & Modern Entire Residential Home ❤️
2 bedrooms, 2 beds
15–20 Aug
4.86 out of 5 average rating, 91 reviews
Top guest favourite
Flat in Winthrop
Bright & Cozy 2BR • Clean, Comfortable Near Boston
2 bedrooms, 2 queen beds
7–12 Aug
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Winthrop
Oceanfront Escape Near Boston - Steps to Sand
1 bedroom, 2 beds
22–27 Aug
4.98 out of 5 average rating, 46 reviews
Superhost
Place to stay in Winthrop
Ocean oasis
1 bedroom, 1 double bed
1–6 Nov
4.79 out of 5 average rating, 285 reviews
Flat in Winthrop
Chic Spacious Living near Ocean and city /parking
3 bedrooms, 4 beds
27 Aug – 1 Sept
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Room in Winthrop
Winthrop Home With A View
1 single bed
20–25 Jul
4.9 out of 5 average rating, 105 reviews
Top guest favourite
Home in Winthrop
Amazing 6 bedrooms on the beach
6 bedrooms, 12 beds
22–27 Aug
4.96 out of 5 average rating, 27 reviews
Guest favourite
Room in Winthrop
Winthrop By The Sea
2 beds
21–26 Jul
4.96 out of 5 average rating, 79 reviews
Top guest favourite
Room in Winthrop
Sky harbor wine lounge experience Plane Watching
1 queen bed
28 Jul – 2 Aug
4.97 out of 5 average rating, 429 reviews
Top guest favourite
Home in Winthrop
Forever Green Manor | 6 br | Stunning Ocean Views
6 bedrooms, 10 beds
18–23 Aug
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Flat in Winthrop
Private Suite• Pool • Sleeps 4 • Boston • Airport
1 bedroom, 4 queen beds
21–26 Aug
4.97 out of 5 average rating, 339 reviews
Place to stay in Winthrop
Ocean View- Winthrop Ma
1 bedroom, 4 beds
19–24 Jul
4.78 out of 5 average rating, 18 reviews