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Search results; Over 1,000 homes in Winthrop

Guest favorite
Guest suite in Winthrop
Licensed Boston airport studio 5 stars, subway
1 bedroom, 2 beds, 1 private bath
Aug 21 – 26
,
4.92 out of 5 average rating, 1394 reviews
Apartment in Winthrop
Beachfront escape
2 bedrooms, 2 beds, 1 bath
Aug 28 – Sep 2
5.0 out of 5 average rating, 3 reviews
Top guest favorite
Apartment in Winthrop
Oceanfront Escape Near Boston - Steps to Sand
1 bedroom, 2 beds, 1 bath
Aug 20 – 25
4.98 out of 5 average rating, 52 reviews
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Cottage in Winthrop
J&K's BnB .... Private studio Airbnb with parking
4 beds, 1 bath
Aug 16 – 21
4.98 out of 5 average rating, 503 reviews
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Condo in Winthrop
Truly Oceanfront! Spacious Family Petfriendly Home
3 bedrooms, 4 beds, 2 baths
Sep 5 – 10
4.99 out of 5 average rating, 237 reviews
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Condo in Winthrop
The Day-Burrill-Wadsworth-La Voix House
3 bedrooms, 4 beds, 1 bath
Aug 31 – Sep 5
4.98 out of 5 average rating, 116 reviews
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Apartment in Winthrop
Private Suite• Pool • Sleeps 4 • Boston • Airport
1 bedroom, 4 queen beds, 1 bath
Aug 21 – 26
4.97 out of 5 average rating, 344 reviews
Top guest favorite
Condo in Winthrop
Oceanviews! Boston Gathering Place: ChezBlue
3 bedrooms, 3 queen beds, 2 baths
Aug 12 – 17
4.99 out of 5 average rating, 80 reviews
Superhost
Room in Winthrop
Ocean oasis
1 double bed, 1 bath
Nov 1 – 6
4.79 out of 5 average rating, 285 reviews
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Apartment in Winthrop
Pleasant Place 2
1 bedroom, 1 king bed, 1 bath
Aug 16 – 21
4.96 out of 5 average rating, 112 reviews
Guest favorite
Home in Winthrop
Cozy & Modern Entire Residential Home ❤️
2 bedrooms, 2 beds, 1 bath
Aug 15 – 20
4.86 out of 5 average rating, 92 reviews
Apartment in Winthrop
Ocean view 2 bedroom spacious apartment w/parking
2 bedrooms, 2 queen beds, 1 bath
Aug 22 – 27
New place to stay
Top guest favorite
Home in Winthrop
Forever Green Manor | 6 br | Stunning Ocean Views
6 bedrooms, 10 beds, 3.5 baths
Aug 24 – 29
4.98 out of 5 average rating, 52 reviews
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Room in Winthrop
Winthrop Home With A View
1 single bed, 1 bath
Aug 16 – 21
4.91 out of 5 average rating, 108 reviews
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Room in Winthrop
Sky harbor wine lounge experience Plane Watching
1 queen bed, 1.5 baths
Aug 12 – 17
4.97 out of 5 average rating, 433 reviews
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Room in Winthrop
Shirley's Sea Breeze airport getaway 2 single beds
2 single beds, 1.5 baths
Aug 16 – 21
4.95 out of 5 average rating, 418 reviews
Guest favorite
Home in Winthrop
Sunny 3 bedroom on beach
3 bedrooms, 5 beds, 1 bath
Nov 5 – 10
4.85 out of 5 average rating, 127 reviews
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Apartment in Winthrop
Oceanfront Pool. Close to Boston. Free Parking.
1 bedroom, 1 queen bed, 1 bath
Aug 15 – 20
4.96 out of 5 average rating, 280 reviews
Top guest favorite
Apartment in Winthrop
Bright & Cozy 2BR • Clean, Comfortable Near Boston
2 bedrooms, 2 queen beds, 1 bath
Aug 21 – 26
4.95 out of 5 average rating, 19 reviews