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Search results; Over 1,000 homes in Winthrop

Descriptions are based on details hosts provide
Guest favourite
Guest suite in Winthrop
Licensed Boston airport studio 5 stars, subway
1 bedroom, 2 beds, 1 private bathroom
29 Jul – 3 Aug
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4.92 out of 5 average rating, 1386 reviews
Guest favourite
Room in Winthrop
Historic home, 2-minute walk to beach
1 queen bed, 1 bathroom
15–20 Jul
4.97 out of 5 average rating, 1439 reviews
Guest favourite
Home in Winthrop
Sunny 3 bedroom on beach
3 bedrooms, 5 beds, 1 bathroom
10–15 Aug
4.85 out of 5 average rating, 123 reviews
Top guest favourite
Apartment in Winthrop
Oceanviews! Boston Gathering Place: ChezBlue
3 bedrooms, 3 queen beds, 2 bathrooms
12–17 Aug
4.99 out of 5 average rating, 75 reviews
Top guest favourite
Apartment in Winthrop
Oceanfront with lighthouse-speckled views
3 bedrooms, 4 beds, 2 bathrooms
5–10 Sept
4.99 out of 5 average rating, 233 reviews
Top guest favourite
Apartment in Winthrop
Historic penthouse with a private roof deck
3 bedrooms, 4 beds, 1 bathroom
29 Jul – 3 Aug
4.98 out of 5 average rating, 113 reviews
Top guest favourite
Cottage in Winthrop
Breakfast included, steps from the beach
4 beds, 1 bathroom
16–21 Jul
4.98 out of 5 average rating, 497 reviews
Superhost
Place to stay in Winthrop
Victorian room near the beach
1 bedroom, 1 double bed, 1 bathroom
1–6 Nov
4.79 out of 5 average rating, 285 reviews
Top guest favourite
Flat in Winthrop
Brick fireplace in a coastal neighborhood
2 bedrooms, 2 queen beds, 1 bathroom
15–20 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Winthrop
Oceanside community, minutes from Boston
1 bedroom, 1 king bed, 1 bathroom
26–31 Jul
4.97 out of 5 average rating, 105 reviews
Top guest favourite
Room in Winthrop
Nautical home with harbor views, near Boston
1 queen bed, 1.5 bathrooms
16–21 Jul
4.97 out of 5 average rating, 428 reviews
Guest favourite
Home in Winthrop
Cozy & Modern Entire Residential Home ❤️
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
4.9 out of 5 average rating, 90 reviews
Guest favourite
Flat in Winthrop
Chic Spacious Living near Ocean and city /parking
3 bedrooms, 4 beds, 1 bathroom
27 Aug – 1 Sept
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Winthrop
Oceanfront with direct beach access
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
4.98 out of 5 average rating, 45 reviews
Guest favourite
Room in Winthrop
Private suite 2 blocks from the ocean
2 beds, 1 bathroom
17–22 Jul
4.96 out of 5 average rating, 79 reviews
Top guest favourite
Flat in Winthrop
Private Suite• Pool • Sleeps 4 • Boston • Airport
1 bedroom, 4 queen beds, 1 bathroom
21–26 Aug
4.97 out of 5 average rating, 339 reviews
Top guest favourite
Home in Winthrop
Amazing 6 bedrooms on the beach
6 bedrooms, 12 beds, 2 bathrooms
22–27 Aug
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Room in Winthrop
Large yard with deck near the beach
1 single bed, 1 bathroom
18–23 Jul
4.9 out of 5 average rating, 105 reviews
Place to stay in Winthrop
Ocean View- Winthrop Ma
1 bedroom, 4 beds, 1 bathroom
15–20 Jul
4.78 out of 5 average rating, 18 reviews