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Search results; Over 1,000 homes in Winthrop

Top guest favourite
Flat in Winthrop
Oceanfront Pool. Close to Boston. Free Parking.
1 bedroom, 1 bed, 1 private bathroom
27 Aug – 1 Sept
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4.96 out of 5 average rating, 281 reviews
Top guest favourite
Flat in Winthrop
Beachfront escape
2 bedrooms, 2 beds, 1 bathroom
9–14 Nov
5.0 out of 5 average rating, 6 reviews
Flat in Winthrop
Ocean view 2 bedroom spacious apartment w/parking
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Winthrop
Truly Oceanfront! Spacious Family Petfriendly Home
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.99 out of 5 average rating, 240 reviews
Top guest favourite
Apartment in Winthrop
Oceanviews! Boston Gathering Place: ChezBlue
3 bedrooms, 3 queen beds, 2 bathrooms
26–31 Aug
4.99 out of 5 average rating, 82 reviews
Top guest favourite
Room in Winthrop
Boston Airport Subway, we're a licensed 5* Airbnb
1 queen bed, 1 bathroom
31 Aug – 5 Sept
4.97 out of 5 average rating, 1450 reviews
Guest favourite
Home in Winthrop
Sunny 3 bedroom on beach
3 bedrooms, 5 beds, 1 bathroom
5–10 Nov
4.85 out of 5 average rating, 128 reviews
Top guest favourite
Cottage in Winthrop
J&K's BnB .... Private studio Airbnb with parking
4 beds, 1 bathroom
19–24 Aug
4.98 out of 5 average rating, 504 reviews
Top guest favourite
Flat in Winthrop
Private Suite• Pool • Sleeps 4 • Boston • Airport
1 bedroom, 4 queen beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 344 reviews
Top guest favourite
Room in Winthrop
Sky harbor wine lounge experience Plane Watching
1 queen bed, 1.5 bathrooms
19–24 Aug
4.97 out of 5 average rating, 433 reviews
Top guest favourite
Room in Winthrop
Winthrop Home With A View
1 single bed, 1 bathroom
19–24 Aug
4.91 out of 5 average rating, 108 reviews
Superhost
Room in Winthrop
Ocean oasis
1 double bed, 1 bathroom
1–6 Nov
4.79 out of 5 average rating, 285 reviews
Top guest favourite
Home in Winthrop
Forever Green Manor | 6 br | Stunning Ocean Views
6 bedrooms, 10 beds, 3.5 bathrooms
24–29 Aug
4.98 out of 5 average rating, 53 reviews
Guest favourite
Home in Winthrop
Cozy & Modern Entire Residential Home ❤️
2 bedrooms, 2 beds, 1 bathroom
19–24 Aug
4.86 out of 5 average rating, 93 reviews
Top guest favourite
Flat in Winthrop
Oceanfront Escape Near Boston - Steps to Sand
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.98 out of 5 average rating, 52 reviews
Top guest favourite
Apartment in Winthrop
The Day-Burrill-Wadsworth-La Voix House
3 bedrooms, 4 beds, 1 bathroom
2–7 Sept
4.98 out of 5 average rating, 117 reviews
Top guest favourite
Flat in Winthrop
Pleasant Place 2
1 bedroom, 1 king bed, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 112 reviews
Guest favourite
Room in Winthrop
Winthrop By The Sea
2 beds, 1 bathroom
21–26 Aug
4.96 out of 5 average rating, 80 reviews
Top guest favourite
Flat in Winthrop
Bright & Cozy 2BR • Clean, Comfortable Near Boston
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 19 reviews