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Search results; Over 1,000 homes in Winthrop

Top guest favourite
Room in Winthrop
Shirley's Sea Breeze airport getaway 2 single beds
1 bedroom, 2 beds, 1.5 shared bathrooms
1–6 Aug
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4.95 out of 5 average rating, 413 reviews
Guest favourite
Home in Winthrop
Sunny 3 bedroom on beach
4.85 out of 5 average rating, 124 reviews, 3 bedrooms, 5 beds, 1 bathroom
10–15 Aug
Top guest favourite
Apartment in Winthrop
Oceanviews! Boston Gathering Place: ChezBlue
4.99 out of 5 average rating, 76 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–17 Aug
Top guest favourite
Apartment in Winthrop
Truly Oceanfront! Spacious Family Petfriendly Home
4.99 out of 5 average rating, 234 reviews, 3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
Superhost
Room in Winthrop
Ocean oasis
4.79 out of 5 average rating, 285 reviews, 1 double bed, 1 bathroom
1–6 Nov
Top guest favourite
Flat in Winthrop
Private Suite• Pool • Sleeps 4 • Boston • Airport
4.97 out of 5 average rating, 340 reviews, 1 bedroom, 4 beds, 1 bathroom
8–13 Aug
Top guest favourite
Apartment in Winthrop
The Day-Burrill-Wadsworth-La Voix House
4.98 out of 5 average rating, 114 reviews, 3 bedrooms, 4 beds, 1 bathroom
20–25 Aug
Top guest favourite
Flat in Winthrop
Pleasant Place 2
4.95 out of 5 average rating, 108 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Cottage in Winthrop
J&K's BnB .... Private studio Airbnb with parking
4.98 out of 5 average rating, 499 reviews, 4 beds, 1 bathroom
7–12 Aug
Guest favourite
Home in Winthrop
Cozy & Modern Entire Residential Home ❤️
4.86 out of 5 average rating, 91 reviews, 2 bedrooms, 2 beds, 1 bathroom
15–20 Aug
Flat in Winthrop
Chic Spacious Living near Ocean and city /parking
4.86 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 1 bathroom
27 Aug – 1 Sept
Top guest favourite
Home in Winthrop
Forever Green Manor | 6 br | Stunning Ocean Views
4.98 out of 5 average rating, 50 reviews, 6 bedrooms, 10 beds, 3.5 bathrooms
18–23 Aug
Top guest favourite
Room in Winthrop
Boston Airport Subway, we're a licensed 5* Airbnb
4.97 out of 5 average rating, 1439 reviews, 1 queen bed, 1 bathroom
11–16 Aug
Top guest favourite
Flat in Winthrop
Bright & Cozy 2BR • Clean, Comfortable Near Boston
4.94 out of 5 average rating, 17 reviews, 2 bedrooms, 2 beds, 1 bathroom
7–12 Aug
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Room in Winthrop
Winthrop Home With A View
4.9 out of 5 average rating, 105 reviews, 1 single bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Winthrop
Amazing 6 bedrooms on the beach
4.96 out of 5 average rating, 28 reviews, 6 bedrooms, 12 beds, 2 bathrooms
5–10 Nov
Top guest favourite
Flat in Winthrop
Oceanfront Escape Near Boston - Steps to Sand
4.98 out of 5 average rating, 46 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Aug
Top guest favourite
Room in Winthrop
Sky harbor wine lounge experience Plane Watching
4.97 out of 5 average rating, 429 reviews, 1 queen bed, 1.5 bathrooms
7–12 Aug
Room in Winthrop
Ocean View- Winthrop Ma
4.78 out of 5 average rating, 18 reviews, 4 beds, 1 bathroom
1–6 Aug