Search for vacation rentals in Jamaica Plain.
Whether it's vacation home rentals, apartments, condos, or cabins/cottages, we have you covered -- search for rental properties in the entire Jamaica Plain area to find the perfect spot for your vacay.
1 Bowditch Rd |
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1 Bowditch RdJamaica Plain, MA$6,000
Vacation Rentals, Unknown
Recently renovated single family available for a July 1st move-in! Gleaming hardwood floors, central AC and an inviting open concept await in this remarkable Moss Hill residence! Enter into an...... |
100C Allandale St |
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100C Allandale StJamaica Plain, MA$6,500
Vacation Rentals, Unknown
Single family home on cul de sac street. Spacious 3 bedrooms including master bed/bath on top floor. Spacious 2 bedrooms 1 bath on bottom floor, can be in-law space. Enormous backyard with...... |
17-19 Moraine St |
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17-19 Moraine StJamaica Plain, MA$4,500
Vacation Rentals, Unknown
WALK OR BIKE TO EVERYTHING from this centrally located, massive, 4 bedroom, 3 bath plus parking, 1750 (!) square foot home! Medical professionals enjoy the neighborhood's proximity to the Longwood...... |
30 Dalrymple St |
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30 Dalrymple StJamaica Plain, MA$1,135
Vacation Rentals, Unknown
Private Bedroom in Spacious Egleston Square apartment by Stony Brook T Station is a Boston House located at 30 Dalrymple St. The property features a 1 BR rental unit available starting at $1135....... |
23 Moraine St |
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23 Moraine StJamaica Plain, MA$6,000
Vacation Rentals, Unknown
Huge 5 bedroom 2 Bathroom duplex apartment available on Moraine Street in Jamaica Plain. Located - Pond Side - this unit features oak floors, modern eat-in kitchen with garbage disposal and...... |
57 Day St |
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57 Day StJamaica Plain, MA$2,900
Vacation Rentals, Unknown
Bright, Spacious, Student Friendly, Cat Friendly, 2nd Floor, 2BR/2BA in Jamaica Plain! This sun-filled offering features high ceilings, an open floor plan, hardwood floors throughout, two large,...... |
2 Boylston St |
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2 Boylston StJamaica Plain, MA$3,800
Vacation Rentals, Unknown
AVAILABLE Sept 1ST, 2024 2 Boylston Beautiful 3 Bed 2 Bath in Jamaica Plains Updated Kitchen 2 Bathrooms 3 Bed plus Living Room Hardwood Floors Bay Windows Parking Included Pets negotiable Laundry...... | |
4 Boylston Pl #3 |
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4 Boylston Pl #3Jamaica Plain, MA$2,750
Vacation Rentals, Unknown
Hurry up and don't miss out on this great deal! Cozy 2 bedroom unit in JP for a bargain. It features vaulted ceilings, granite countertops and stainless kitchen appliances. The bathroom has a glass...... | |
8 Jamaicaway Ct |
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8 Jamaicaway CtJamaica Plain, MA$4,100
Vacation Rentals, Unknown
Pond view brick single-family house (attached) on private road in premier location of Jamaica Plain. Overlooking beautiful Jamaica Pond, walk & bike paths to parks; easy commute to longwood area &...... | |
6 Sylvia St #7 |
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6 Sylvia St #7Jamaica Plain, MA$4,400
Vacation Rentals, Unknown
Available July 1st! PROPERTY FEATURES: - 2 off-street parking spaces! - Private laundry! - Finished basement! - Private porch! - Hardwood floors throughout! Don't miss out on this awesome 3 story...... | |
18 Boylston St |
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18 Boylston StJamaica Plain, MA$3,700
Vacation Rentals, Unknown
AVAILABLE JULY 1ST, 2024 26 Boylston Beautiful 3 Bed 2 Bath in Jamaica Plains Updated Kitchen 2 Bathrooms 3 Bed plus Living Room Hardwood Floors Bay Windows Street Parking Pets allowed Laundry in...... |
81 Walden St |
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81 Walden StJamaica Plain, MA$3,500
Vacation Rentals, Unknown
Available 09/01 - Stunning 4 bedroom, 1 bathroom Unit in Jamaica Plain. Washer/Dryer in Building. Pet Friendly. Street Parking. Building is Professionally Managed. 57 Walden 1 Year Lease... | |
46 Goldsmith St |
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46 Goldsmith StJamaica Plain, MA$4,100
Vacation Rentals, Unknown
AVAILABLE 06/01 - Stunning newly renovated 3 bedroom, 1 bathroom unit in Jamaica Plain. Unit features central ac and central heat. Pet Friendly. Parking For Rent. Laundry Available. Walking...... |
Mossdale Rd |
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Mossdale RdJamaica Plain, MA$6,500
Vacation Rentals, Unknown
This MASSIVE 4800 square foot (approx.) SF house can be all yours. This wonderful home boasts a perfect blend of modern and vintage features. GREAT LOCATION!! -only a 5 minute drive to the...... |
36 Mozart St #1 |
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36 Mozart St #1Jamaica Plain, MA$2,595
Vacation Rentals, Unknown
Available for 9/1 move-in. Professionally managed. 2 bedrooms 1 bathroom apartment with a spacious Living room, Updated bathroom, Large eat-in Kitchen. Washer and Dryer in building. Enclosed common...... | |
74 Saint Rose St #1 |
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74 Saint Rose St #1Jamaica Plain, MA$2,750
Vacation Rentals, Unknown
An absolute gem of a unit! This unit is situated in a peaceful, quiet street but at the same time is conveniently located near South Street where shopping malls, stores and tones of food places...... | |
18 Hillcroft Rd |
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18 Hillcroft RdJamaica Plain, MA$7,995
Vacation Rentals, Unknown
Once in a lifetime opportunity in the heart of Moss Hill - a treelined cul de sac across from the Arboretum & steps to all JP has to offer. Owner occupied for the past two decades, this family home...... | |
50-56 Burnett St #3 |
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50-56 Burnett St #3Jamaica Plain, MA$2,300
Vacation Rentals, Unknown
Welcome to your newly updated 2 bedroom, 1 bathroom apartment on Burnett Street in JP! This spacious 1100 sq ft unit has everything you need to feel right at home. The location couldn't be more...... | |
43 Northbourne Rd |
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43 Northbourne RdJamaica Plain, MA$3,600
Vacation Rentals, Unknown
Available now! Renovated Hilltop 2BR Single Family Cape with an updated kitchen, cathedral ceilings, available in the JP neighborhood. The main floor contains living room, dining room, kitchen,...... | |
20 Mossdale Rd |
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20 Mossdale RdJamaica Plain, MA$6,500
Vacation Rentals, Unknown
MOSSDALE RD - HUGE 4800 square foot hidden GEM This MASSIVE 4800 square foot (approx.) SF house can be all yours. This wonderful home boasts a perfect blend of modern and vintage features. GREAT...... | |
5 Brewer St |
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5 Brewer StJamaica Plain, MA$8,750
Vacation Rentals, Unknown
Elegant 5 bedroom/3-1/2 bath Victorian in prime Pondside neighborhood on beautifully landscaped grounds. Gorgeous perennial gardens and classic front porch greet you stepping onto this choice...... |
47R Creighton St #3-4 |
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47R Creighton St #3-4Jamaica Plain, MA$5,000
Vacation Rentals, Unknown
Oversized penthouse duplex with bountiful natural light in an ideal location. This third floor town home style condo features a large living room, generous sitting room, 2 large bedrooms, one...... |
44 Day St |
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44 Day StJamaica Plain, MA$3,600
Vacation Rentals, Unknown
Email for video tour! Large 3 bedroom apartment available 9/1/24 in Jamaica Plain. Parking available for rent. Free laundry in the basement. Hardwood flooring throughout and updated appliances...... |
14 Lourdes Ave |
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14 Lourdes AveJamaica Plain, MA$3,050
Vacation Rentals, Unknown
3 Spacious Beds 1 Bath With Closet Space! Available 11/1. Hardwood Floors Throughout Unit. Lots Of Natural Light coming In. Granite Counter-Tops. Dishwasher. Great Size Living Room. Private...... |
6 Jamaicaway Ct |
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6 Jamaicaway CtJamaica Plain, MA$3,800
Vacation Rentals, Unknown
JUST LISTED! Don't miss this incredible SINGLE FAMLY with pond views! Property features: -Pond views -Primary en-suite -Central & wall unit A/C -Finished basement -Finished walk-up attic (no heat...... |
46 Sheridan St #B |
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46 Sheridan St #BJamaica Plain, MA$2,175
Vacation Rentals, Unknown
Available September 1! This 1 bedroom apartment is located on the garden level. It has been recently gut renovated. Hardwood floors throughout. The kitchen has granite countertops and stainless...... |
Chestnut Ave |
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Chestnut AveJamaica Plain, MA$1,450
Vacation Rentals, Unknown
Come live in a tranquil and trendy spot in Jamaica Plain! Great top-floor location in a three-level duplex on a quiet, green street. The apartment is less than a 5 minute walk from the Stony Brook...... |
$9999 Two bedroom in Jamaica Plain |
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$9999 Two bedroom in Jamaica PlainJamaica Plain, MA$9,999
Vacation Rentals, Apartments
Sublet.com Listing ID 4521443. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4521443. Contact a Sublet.com representative at 201-845-7300 if you have...... | |
$6810 One bedroom in Jamaica Plain |
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$6810 One bedroom in Jamaica PlainJamaica Plain, MA$6,810
Vacation Rentals, Apartments
Sublet.com Listing ID 4520186. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4520186. Contact a Sublet.com representative at 201-845-7300 if you have...... | |
$9999 Three bedroom in Jamaica Plain |
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$9999 Three bedroom in Jamaica PlainJamaica Plain, MA$9,999
Vacation Rentals, Apartments
Sublet.com Listing ID 4520187. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4520187. Contact a Sublet.com representative at 201-845-7300 if you have...... | |
$9999 Three bedroom in Jamaica Plain |
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$9999 Three bedroom in Jamaica PlainJamaica Plain, MA$9,999
Vacation Rentals, Apartments
Sublet.com Listing ID 4518383. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4518383. Contact a Sublet.com representative at 201-845-7300 if you have...... | |
$9999 Two bedroom in Jamaica Plain |
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$9999 Two bedroom in Jamaica PlainJamaica Plain, MA$9,999
Vacation Rentals, Apartments
Sublet.com Listing ID 4518382. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4518382. Contact a Sublet.com representative at 201-845-7300 if you have...... | |
$9999 Five bedroom in Jamaica Plain |
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$9999 Five bedroom in Jamaica PlainJamaica Plain, MA$9,999
Vacation Rentals, Apartments
Sublet.com Listing ID 4518381. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4518381. Contact a Sublet.com representative at 201-845-7300 if you have...... | |
$9999 Two bedroom in Jamaica Plain |
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$9999 Two bedroom in Jamaica PlainJamaica Plain, MA$9,999
Vacation Rentals, Apartments
Sublet.com Listing ID 4518740. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4518740. Contact a Sublet.com representative at 201-845-7300 if you have...... | |
$9999 Three bedroom in Jamaica Plain |
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$9999 Three bedroom in Jamaica PlainJamaica Plain, MA$9,999
Vacation Rentals, Apartments
Sublet.com Listing ID 4518739. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4518739. Contact a Sublet.com representative at 201-845-7300 if you have...... | |
$9999 Three bedroom in Jamaica Plain |
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$9999 Three bedroom in Jamaica PlainJamaica Plain, MA$9,999
Vacation Rentals, Apartments
Sublet.com Listing ID 4519799. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4519799. Contact a Sublet.com representative at 201-845-7300 if you have...... | |
$9999 Two bedroom in Jamaica Plain |
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$9999 Two bedroom in Jamaica PlainJamaica Plain, MA$9,999
Vacation Rentals, Apartments
Sublet.com Listing ID 4519798. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4519798. Contact a Sublet.com representative at 201-845-7300 if you have...... | |
$9999 Five bedroom in Jamaica Plain |
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$9999 Five bedroom in Jamaica PlainJamaica Plain, MA$9,999
Vacation Rentals, Apartments
Sublet.com Listing ID 4519800. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4519800. Contact a Sublet.com representative at 201-845-7300 if you have...... | |
$9999 Two bedroom in Jamaica Plain |
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$9999 Two bedroom in Jamaica PlainJamaica Plain, MA$9,999
Vacation Rentals, Apartments
Sublet.com Listing ID 4517992. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4517992. Contact a Sublet.com representative at 201-845-7300 if you have...... | |
$9999 Three bedroom in Jamaica Plain |
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$9999 Three bedroom in Jamaica PlainJamaica Plain, MA$9,999
Vacation Rentals, Apartments
Sublet.com Listing ID 4517991. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4517991. Contact a Sublet.com representative at 201-845-7300 if you have...... | |