Vacation rentals in Pleasure Bay
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Top-rated vacation rentals in Pleasure Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Pleasure Bay vacation rentals
Other great vacation rentals in Pleasure Bay
Guest favorite
Condo in Boston
4.96 out of 5 average rating, 426 reviewsCozy Back Bay Retreat with Parking!
Guest favorite
Guesthouse in Boston
4.96 out of 5 average rating, 25 reviewsPrivate Studio Guest House
Guest favorite
Guest suite in Medford
4.91 out of 5 average rating, 180 reviewsBeautiful 1 Bedroom, 1 Bathroom in Medford
Guest favorite
Rental unit in Winthrop
4.91 out of 5 average rating, 56 reviewsVibrant Winthrop Apartment - Close to Ocean!
Guest favorite
Guest suite in Everett
4.92 out of 5 average rating, 306 reviewsBasement Apartment in prime location near Boston
Guest favorite
Home in Weymouth
4.93 out of 5 average rating, 115 reviewsNewly remodeled home with ocean views!
Guest favorite
Rental unit in Salem
4.92 out of 5 average rating, 530 reviewsThe Family House - 3 Bedroom Condo with Parking
Guest favorite
Rental unit in Boston
5 out of 5 average rating, 27 reviewsHeart of Southie 1BR/1BA Retreat
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