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Search results; Over 1,000 homes in Winthrop

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Top guest favourite
Flat in Winthrop
Oceanfront Pool. Close to Boston. Free Parking.
1 bedroom, 1 bed, 1 private bathroom
27 Sept – 2 Oct
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4.96 out of 5 average rating, 285 reviews
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Top guest favourite
Flat in Winthrop
Beachfront escape
2 bedrooms, 2 beds, 1 bathroom
5–10 Dec
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Home in Winthrop
Forever Green Manor | 6 br | Stunning Ocean Views
6 bedrooms, 10 beds, 3.5 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 56 reviews
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Superhost
Flat in Winthrop
Seaside Boston Home Beach at Your Door w/ AC Wi-Fi
3 bedrooms, 3 beds, 1.5 bathrooms
18–23 Oct
New place to stay
Photo 1 of 29
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, 122 reviews
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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
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Guest favourite
Home in Winthrop
Cozy & Modern Entire Residential Home ❤️
2 bedrooms, 2 beds, 1 bathroom
19–24 Sept
4.86 out of 5 average rating, 95 reviews
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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
Photo 1 of 29
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, 55 reviews
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Top guest favourite
Flat in Winthrop
Charming condo steps from beach
1 bedroom, 2 beds, 1 bathroom
18–23 Sept
4.94 out of 5 average rating, 78 reviews
Photo 1 of 29
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
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Guest favourite
Flat in Winthrop
Oceanfront apartment, 15min from Boston!
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
4.88 out of 5 average rating, 89 reviews
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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, 505 reviews
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Top guest favourite
Room in Winthrop
Winthrop Home With A View
1 single bed, 1 bathroom
27 Sept – 2 Oct
4.91 out of 5 average rating, 110 reviews
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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, 1458 reviews
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Superhost
Room in Winthrop
Ocean oasis
1 double bed, 1 bathroom
1–6 Nov
4.79 out of 5 average rating, 285 reviews
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Top guest favourite
Flat in Winthrop
Pleasant Place 2
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
4.96 out of 5 average rating, 116 reviews
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Top guest favourite
Room in Winthrop
Sky harbor wine lounge experience Plane Watching
1 queen bed, 1.5 bathrooms
1–6 Oct
4.97 out of 5 average rating, 434 reviews
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Top guest favourite
Flat in Winthrop
Bright & Cozy 2BR • Clean, Comfortable Near Boston
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Sept
4.95 out of 5 average rating, 21 reviews