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

Top guest favourite
Apartment in Jamaica Plain
Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt
1 bedroom, 1 bed, 1 private bathroom
9–14 Nov
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4.92 out of 5 average rating, 301 reviews
Top guest favourite
Rooms in Boston
2 sunny guest rooms in 1920s flat amid parks+cafés
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 111 reviews
Top guest favourite
Home in Jamaica Plain
Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt
1 bedroom, 1 queen bed, 1 bathroom
2–7 Nov
4.94 out of 5 average rating, 205 reviews
Top guest favourite
Apartment in Boston
Victorian house comfortable and cozy
4 bedrooms, 4 beds, 2 bathrooms
2–7 Oct
4.95 out of 5 average rating, 83 reviews
Top guest favourite
Guest suite in Boston
Cozy studio apartment in Jamaica plain!
1 bedroom, 1 queen bed, 1 bathroom
22–27 Nov
4.96 out of 5 average rating, 780 reviews
Top guest favourite
Flat in Boston
All new 2-bedroom garden apartment on great block.
2 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
4.98 out of 5 average rating, 94 reviews
Guest favourite
Home in Boston
Boston Buccaneer Retreat
3 bedrooms, 4 beds, 2 bathrooms
16–21 Nov
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Apartment in Boston
Spacious 5BR Condo w/parking near METRO
5 bedrooms, 6 beds, 2 bathrooms
19–24 Oct
4.93 out of 5 average rating, 255 reviews
Top guest favourite
Apartment in Boston
Lovely 2-Bedroom Condo by Jamaica Pond
2 bedrooms, 3 beds, 1 bathroom
10–16 Oct
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Boston
A Victorian Secret AMAZING apt. in Historic Home
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 392 reviews
Guest favourite
Guest suite in Boston
Jamaica Plain Suite w/ EV charger / MBTA
2 bedrooms, 2 beds, 1 bathroom
14–19 Oct
4.88 out of 5 average rating, 26 reviews
Guest favourite
Flat in Boston
3BR/ 2 BATHS JPWalk to T / off st parking
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Boston
Your own cottage in the city
1 bedroom, 1 queen bed, 1 bathroom
2–7 Nov
5.0 out of 5 average rating, 28 reviews
Guest favourite
Flat in Boston
Lovely 3rd Floor 3BR Apt in Boston
3 bedrooms, 4 beds, 1 bathroom
10–15 Nov
4.88 out of 5 average rating, 122 reviews
Top guest favourite
Flat in Boston
Classic 2 bedroom near Arboretum
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Flat in Jamaica Plain
Cozy JP Studio-Great Location!
1 bedroom, 1 queen bed, 1 bathroom
27 Nov – 2 Dec
4.86 out of 5 average rating, 464 reviews
Top guest favourite
Flat in Boston
Light-Filled Luxury Apartment with View
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 434 reviews
Top guest favourite
Home in Boston
Treetop Haven in the City
1 double bed, 1 bathroom
15–20 Nov
4.9 out of 5 average rating, 344 reviews
Top guest favourite
Guest suite in Boston
Light-filled Private Suite on Beautiful Street
1 bedroom, 2 single beds, 1 bathroom
2–7 Nov
4.96 out of 5 average rating, 224 reviews