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Search results; Over 1,000 homes in Jamaica Plain, Boston

Guest favourite
Home in Jamaica Plain
Now availJamaica Plain & Arboretum 20min toBoston
2 bedrooms, 2 beds, 1 private bathroom
15–20 Jul
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4.9 out of 5 average rating, 178 reviews
Top guest favourite
Room in Boston
A tree house like room in Jamaica Plain
5.0 out of 5 average rating, 49 reviews, 1 double bed, 1 bathroom
12–17 Jul
Top guest favourite
Room in Boston
Pvt tree top suite in great location
4.98 out of 5 average rating, 434 reviews, 1 queen bed, 1 bathroom
26–31 Jul
Superhost
Bed and breakfast in Boston
Quiet bedroom in large house
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
13–18 Jul
Top guest favourite
Guest suite in Boston
Cozy studio apartment in Jamaica plain!
4.96 out of 5 average rating, 764 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Top guest favourite
Guest suite in Boston
Printing Press Loft
4.98 out of 5 average rating, 132 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Flat in Boston
Apartment in Boston's Jamaica Plain
4.98 out of 5 average rating, 57 reviews, 3 bedrooms, 3 beds, 1 bathroom
15–20 Aug
Guest favourite
Home in Boston
Your own cottage in the city
5.0 out of 5 average rating, 13 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Guest favourite
Home in Boston
Airy 2BR: A Blend of East & West
5.0 out of 5 average rating, 39 reviews, 2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
Top guest favourite
Home in Jamaica Plain
Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt
4.94 out of 5 average rating, 198 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Oct
Top guest favourite
Townhouse in Boston
Modern JP Townhouse w Parking - quiet & convenient
4.95 out of 5 average rating, 118 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Flat in Jamaica Plain
Cozy JP Studio-Great Location!
4.86 out of 5 average rating, 456 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Top guest favourite
Room in Boston
Private room for 1 person, separate private bath
4.89 out of 5 average rating, 334 reviews, 1 queen bed, 1 bathroom
21–26 Jul
Top guest favourite
Guest suite in Boston
Skylit Suite in Musical home, easy access Boston
4.95 out of 5 average rating, 184 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Jul
Guest favourite
Room in Boston
Charming room, in hip JP near The T #2
4.92 out of 5 average rating, 356 reviews, 1 double bed, 1.5 bathrooms
11–16 Jul
Top guest favourite
Flat in Boston
Luxury 3brm/1bath Duplex in JP
4.95 out of 5 average rating, 38 reviews, 3 bedrooms, 3 beds, 1 bathroom
20–25 Jul
Top guest favourite
Rooms in Boston
2 sunny guest rooms in 1920s flat amid parks+cafés
5.0 out of 5 average rating, 107 reviews, 2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
Top guest favourite
Apartment in Jamaica Plain
Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt
4.92 out of 5 average rating, 295 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Sept
Guest favourite
Guest suite in Boston
Charming home Away from Home, close to parks
4.88 out of 5 average rating, 344 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Jul