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Search results; Over 1,000 homes in Winthrop

Guest favourite
Room in Winthrop
Shirley's Sea Breeze airport getaway 2 single beds
1 bedroom, 2 beds, 1.5 shared bathrooms
20–25 Sept
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4.95 out of 5 average rating, 421 reviews
Guest favourite
Flat in Winthrop
Sunny 3 bedroom on beach
3 bedrooms, 5 beds, 1 bathroom
25–30 Oct
4.84 out of 5 average rating, 132 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, 10 reviews
Top guest favourite
Home in Winthrop
Forever Green Manor | 6 br | Stunning Ocean Views
6 bedrooms, 10 beds, 3.5 bathrooms
13–18 Sept
4.98 out of 5 average rating, 56 reviews
Top guest favourite
Apartment in Winthrop
The Day-Burrill-Wadsworth-La Voix House
3 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.98 out of 5 average rating, 121 reviews
Top guest favourite
Apartment in Winthrop
Oceanviews! Boston Gathering Place: ChezBlue
3 bedrooms, 3 queen beds, 2 bathrooms
13–18 Sept
4.99 out of 5 average rating, 82 reviews
Top guest favourite
Home in Winthrop
Amazing 6 bedrooms on the beach
6 bedrooms, 12 beds, 2 bathrooms
1–6 Apr
4.97 out of 5 average rating, 30 reviews
Guest favourite
Home in Winthrop
Cozy & Modern Entire Residential Home ❤️
2 bedrooms, 2 beds, 1 bathroom
11–16 Sept
4.86 out of 5 average rating, 94 reviews
Top guest favourite
Flat in Winthrop
Oceanfront Pool. Close to Boston. Free Parking.
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 284 reviews
Guest favourite
Room in Winthrop
Ocean breeze-Logan Airport-Winthrop, Ma
3 beds, 1 bathroom
25–30 Oct
4.78 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Winthrop
Ocean View Beachfront | Near Boston | Free Parking
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Flat in Winthrop
Private Suite• Pool • Sleeps 4 • Boston • Airport
1 bedroom, 2 queen beds, 1 bathroom
1–6 Nov
4.97 out of 5 average rating, 346 reviews
Guest favourite
Flat in Winthrop
Oceanfront apartment, 15min from Boston!
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.88 out of 5 average rating, 89 reviews
Top guest favourite
Cottage in Winthrop
J&K's BnB .... Private studio Airbnb with parking
4 beds, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 504 reviews
Top guest favourite
Flat in Winthrop
Pleasant Place 1
1 bedroom, 1 queen bed, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 69 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
Flat in Winthrop
Bright & Cozy 2BR • Clean, Comfortable Near Boston
2 bedrooms, 2 queen beds, 1 bathroom
10–15 Sept
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Room in Winthrop
Boston Airport Subway, we're a licensed 5* Airbnb
1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.97 out of 5 average rating, 1456 reviews
Top guest favourite
Flat in Winthrop
Charming condo steps from beach
1 bedroom, 2 beds, 1 bathroom
2–8 Nov
4.94 out of 5 average rating, 77 reviews