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Search results; Over 1,000 homes in Winthrop

Guest favourite
Home in Winthrop
Sunny 3 bedroom on beach
5 beds
10–15 Aug
4.85 out of 5 average rating, 123 reviews
Guest favourite
Room in Winthrop
Stay with Ken N Jez
Boston Airport Subway, we're a licensed 5* Airbnb
14–19 Jul
4.97 out of 5 average rating, 1438 reviews
Top guest favourite
Apartment in Winthrop
The Day-Burrill-Wadsworth-La Voix House
4 beds
29 Jul – 3 Aug
4.98 out of 5 average rating, 113 reviews
Top guest favourite
Apartment in Winthrop
Oceanviews! Boston Gathering Place: ChezBlue
3 queen beds
12–17 Aug
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Apartment in Winthrop
Truly Oceanfront! Spacious Family Petfriendly Home
4 beds
5–10 Sept
4.99 out of 5 average rating, 232 reviews
Top guest favourite
Cottage in Winthrop
J&K's BnB .... Private studio Airbnb with parking
4 beds
16–21 Jul
4.98 out of 5 average rating, 497 reviews
Superhost
Place to stay in Winthrop
Ocean oasis
1 double bed
1–6 Nov
4.79 out of 5 average rating, 285 reviews
Top guest favourite
Flat in Winthrop
Pleasant Place 2
1 king bed
26–31 Jul
4.97 out of 5 average rating, 105 reviews
Guest favourite
Home in Winthrop
Cozy & Modern Entire Residential Home ❤️
2 beds
9–14 Aug
4.9 out of 5 average rating, 90 reviews
Top guest favourite
Flat in Winthrop
Bright & Cozy 2BR • Clean, Comfortable Near Boston
2 queen beds
14–19 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Room in Winthrop
Stay with Ken N Jez
Sky harbor wine lounge experience Plane Watching
16–21 Jul
4.97 out of 5 average rating, 428 reviews
Guest favourite
Flat in Winthrop
Chic Spacious Living near Ocean and city /parking
4 beds
27 Aug – 1 Sept
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Winthrop
Oceanfront Escape Near Boston - Steps to Sand
2 beds
22–27 Aug
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Winthrop
Amazing 6 bedrooms on the beach
12 beds
22–27 Aug
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Winthrop
Private Suite• Pool • Sleeps 4 • Boston • Airport
4 queen beds
21–26 Aug
4.97 out of 5 average rating, 339 reviews
Guest favourite
Room in Winthrop
Stay with Howard
Winthrop By The Sea
16–21 Jul
4.96 out of 5 average rating, 79 reviews
Top guest favourite
Flat in Winthrop
Sunny 2br appt close to Boston/Airport/Beaches.
2 queen beds
6–11 Sept
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Room in Winthrop
Stay with Lana
Winthrop Home With A View
18–23 Jul
4.9 out of 5 average rating, 105 reviews