
Holiday houses in Jamaica Pond
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Top-rated holiday rentals in Jamaica Pond
Guests agree: these stays are highly rated for location, cleanliness and more.

Ann and Esther's Cozy Studio near the Heart of JP
This airy and light private studio is set in a beautiful, secluded backyard/garden. Close to restaurants, shops and acres of green space. Your reservation confirms that you have read "Other Things to Note" in The Space section below and "House Rules" before booking. Guests can only book for themselves. We are 5-7 minutes from the 39 bus and 15 from the Orange line. There is microwave, fridge, counter w/ sink. No stove or cooking. DO NOT request >6 mos ahead. Insta-Book when calendar opens

Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt
This is a 1st floor private unit nestled in a serene urban enclave. Conveniently surrounded by public transit, shops, and dining options within a 0.6-mile radius. Originally a charming Victorian abode, meticulously renovated in 2016 to seamlessly blend historic elegance with contemporary comforts. Revel in a fully-equipped kitchen, private rear porch, and a tranquil bedroom boasting a plush queen-size bed. Tailored for your short or extended stay needs, with central air for optimal comfort.

Light and airy separate apt in funky Jamaica Plain
The apt. has 4 twin beds in our quirky 1880 Victorian farmhouse in central Jamaica Plain. Fast transportation to downtown Boston, Cambridge, and LMA. Separate entrance, kitchen and bathroom, shared deck. PLEASE NOTE: there are STEEP STAIRS to the unit, and a NARROW SPIRAL STAIRCASE inside the unit. Ceiling in the bathroom is LOW. People with mobility issues may find these difficult. Bulky luggage may have to stay on the main floor. PLEASE read description carefully before booking.

Treetop Haven in the City
This is a sweet, cozy space that is not fancy but homey. You will have everything you need for a comfortable stay including a complete kitchen with everything you will need to make your own meals. We are conveniently located, near the subway and buses, supermarkets, restaurants, and coffee shops. We are within two blocks of the jewel of the Emerald Necklace, Jamaica Pond, and other green spaces. Read our reviews so you can see what previous guests have loved about Treetop Haven.

Beaut private close univ+hospital
Serene+relaxing environment. Yoga lovers-In a sunny day LR first to be filled with sunlight. DR next to receive sunlight. Kitchen is next. I find relaxing to do dishes with natural light around. BR some sun in the afternoon, next house 6-7 ft away. BR is conductive to relax before getting up to a sunny house (in a sunny day). I really love my yard, you're welcome :) **single night and 2 nights reservat.-flat rate $250/night plus $60 cleaning-msg me to adjust price in calendar.

Modern JP Townhouse w Parking - quiet & convenient
Hi! Welcome to my beautiful place in the coolest part of Boston! Mine is a well-appointed two-story townhome on a quiet street in fabulous JP. My place has its own off-street parking spot, beautiful windows and light, central heat and air conditioning, and all modern appliances including dishwasher, garbage disposal, gas stove and oven, microwave, and even instant hot water! (Please note that my house is not child-friendly and is available for two people maximum.)

Private & serene getaway in beautiful JP
Quiet, private & serene walk-up 3rd floor apt. Separate entrance, full bath & kitchenette. Bright and spacious. 3 blocks from the center of JP with great restaurants and shopping. 5 min. walk to the 39 bus to Longwood Area and Back Bay. 15 min. walk to the Orange Line T (subway); 1/2 block from Jamaica Pond. 5 min. walk to the Arboretum. Our space is NOT good for people with large luggage! Tons (truly) of street parking, no permit or restrictions.

Airy 2BR: A Blend of East & West
Airy 2BR retreat blending Victorian charm with Eastern-inspired touches. Enjoy tea or an optional futon setup in the tatami nook, with skylights and modern comforts throughout. Just 5 min to Jamaica Pond and T station, 1 min to bus stop. Features central heating and A/C, smart lock self-check-in, updated appliances, stylish bathroom, street parking, and nearby EV-friendly public lot. A peaceful, well-connected Boston stay.

2 BR | 1 BA Close to DWTN & Medical, Free PRKG
Private apartment is located in the Boston neighborhood of Jamaica Plain is only 20 minutes away from the heart of Boston and the Longwood Medical area plus you'll have a place to park your car. There is a full kitchen and access to a shared washer and dryer. It offers privacy for couples, close friends, business travelers, & families. Self check-in anytime after 3 PM or drop your bags earlier if you need.

Light-filled Private Suite on Beautiful Street
In the heart of hip JPVillage. Peaceful - and private - 3rd floor suite - in our home. This is a great place to be based for visiting Boston: attending conferences, seeing your kids, the various hospital complexes and the sights. Two minute walk to Jamaica Pond and five minute walk to one of Boston's park gems, the Arnold Arboretum. Plenty of Hubway bicycle kiosks as well as bus and "T" access close by.

Urban Guest Suite
Come stay at the guest suite in our quirky, historic home in Jamaica Plain, one of Boston's most diverse and exciting areas. The suite is on the ground floor with a private patio and private entrance. Guests enjoy their own private space with a bathroom, queen size bed, and work area. Located 2 blocks away from the Stony Brook Orange line βTβ and a 10 minute walk to local restaurants and super markets.

Light-Filled Luxury Apartment with View
Beautiful top floor luxury apartment in stately Victorian home. Extraordinary views of historic park as your front yard! Your own entrance through a private garden. Apartment is a studio-style open living space with full kitchen, living area, and bedroom bay with queen bed. Also includes loft bedroom with 2 twin beds.
Popular amenities for Jamaica Pond holiday rentals
Other great holiday rentals in Jamaica Pond

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- Hampton Beach
- TD Garden
- Fenway Park
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- Freedom Trail
- Boston University
- New England Aquarium
- MIT Museum
- Boston Seaport
- Canobie Lake Park
- Boston Convention and Exhibition Center
- Crane Beach
- Duxbury Beach
- Museum of Fine Arts
- Gillette Stadium
- Quincy Market
- Onset Beach
- North Hampton Beach
- Prudential Center
- Roger Williams Park Zoo
- Roxbury Crossing Station




