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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
1–6 Jul
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4.9 out of 5 average rating, 176 reviews
Top guest favourite
Room in Boston
A tree house like room in Jamaica Plain
1 double bed
8–13 Jul
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Room in Boston
Pvt tree top suite in great location
1 queen bed
11–16 Jul
4.98 out of 5 average rating, 434 reviews
Top guest favourite
Guest suite in Boston
Skylit Suite in Musical home, easy access Boston
1 bedroom, 1 queen bed
1–6 Jul
4.95 out of 5 average rating, 184 reviews
Apartment in Boston
Sunny Clean Renovated Apt + parking in heart of JP
2 bedrooms, 3 beds
2–7 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Boston
Spacious 2BR w/ Free Parking • Steps to Train
2 bedrooms, 3 beds
1–6 Jul
4.88 out of 5 average rating, 258 reviews
Top guest favourite
Room in Boston
Sweet Little House in JP, Boston
1 double bed
19–24 Aug
4.85 out of 5 average rating, 448 reviews
Top guest favourite
Flat in Boston
Serene Studio in a Perfect Location
1 bedroom, 1 queen bed
15–20 Aug
4.89 out of 5 average rating, 597 reviews
Top guest favourite
Flat in Boston
Apartment in Boston's Jamaica Plain
3 bedrooms, 3 double beds
1–6 Jul
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Guest suite in Boston
Ann and Esther's Cozy Studio near the Heart of JP
2 double beds
4–9 Nov
4.92 out of 5 average rating, 260 reviews
Top guest favourite
Rooms in Boston
2 sunny guest rooms in 1920s flat amid parks+cafés
2 bedrooms, 2 queen beds
1–6 Sept
5.0 out of 5 average rating, 107 reviews
Top guest favourite
Room in Boston
Private room for 1 person, separate private bath
1 queen bed
21–26 Jul
4.89 out of 5 average rating, 333 reviews
Top guest favourite
Home in Jamaica Plain
Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt
1 bedroom, 1 queen bed
15–20 Sept
4.94 out of 5 average rating, 196 reviews
Guest favourite
Guest suite in Boston
Jamaica Plain Suite w/ EV charger / MBTA
2 bedrooms, 2 beds
1–6 Jul
4.88 out of 5 average rating, 17 reviews
Top guest favourite
Townhouse in Boston
Modern JP Townhouse w Parking - quiet & convenient
1 bedroom, 1 queen bed
12–17 Jul
4.95 out of 5 average rating, 118 reviews
Top guest favourite
Apartment in Jamaica Plain
Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt
1 bedroom, 1 king bed
6–11 Sept
4.91 out of 5 average rating, 293 reviews
Guest favourite
Guest suite in Boston
Private & serene getaway in beautiful JP
1 bedroom, 2 beds
9–14 Jul
4.96 out of 5 average rating, 316 reviews
Place to stay in Boston
Morden King Room in Central Boston king room#2
1 bedroom, 1 bed
1–6 Jul
New place to stay
Guest favourite
Home in Boston
Your own cottage in the city
1 bedroom, 1 queen bed
9–14 Aug
5.0 out of 5 average rating, 11 reviews