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Search results; Over 1,000 homes in Winthrop

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Top guest favourite
Apartment in Winthrop
Truly Oceanfront! Spacious Family Petfriendly Home
3 bedrooms, 4 beds, 2 private bathrooms
8–13 Nov
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4.99 out of 5 average rating, 242 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
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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
1–6 Oct
4.98 out of 5 average rating, 57 reviews
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Flat in Winthrop
Bright & Cozy 1BR Minutes to Beach & Boston
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
New place to stay
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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, 15 reviews
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Guest favourite
Flat in Winthrop
Ocean view 2 bedroom spacious apartment w/parking
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Room in Winthrop
Winthrop Home With A View
1 single bed, 1 bathroom
5–10 Oct
4.91 out of 5 average rating, 110 reviews
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Top guest favourite
Apartment in Winthrop
The Day-Burrill-Wadsworth-La Voix House
3 bedrooms, 3 beds, 1 bathroom
21–26 Oct
4.98 out of 5 average rating, 123 reviews
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Guest favourite
Flat in Winthrop
Oceanfront apartment, 15min from Boston!
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Oct
4.88 out of 5 average rating, 90 reviews
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Guest favourite
Home in Winthrop
Cozy & Modern Entire Residential Home ❤️
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
4.86 out of 5 average rating, 95 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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Top guest favourite
Room in Winthrop
Boston Airport Subway, we're a licensed 5* Airbnb
1 queen bed, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 1461 reviews
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Guest favourite
Room in Winthrop
Ocean breeze-Logan Airport-Winthrop, Ma
3 beds, 1 bathroom
1–6 Nov
4.76 out of 5 average rating, 41 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
Room in Winthrop
Sky harbor wine lounge experience Plane Watching
1 queen bed, 1.5 bathrooms
11–16 Oct
4.97 out of 5 average rating, 437 reviews
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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, 79 reviews
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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, 348 reviews
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Top guest favourite
Flat in Winthrop
Oceanfront Pool. Close to Boston. Free Parking.
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.96 out of 5 average rating, 285 reviews
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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, 56 reviews