Holiday rentals in Jamaica Pond

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Top-rated holiday rentals in Jamaica Pond

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Guest favourite

Rental unit in Boston

4.89 out of 5 average rating, 179 reviews

Artistic charm in hip J.P.

It's a quaint efficiency apartment with a private entrance, private bathroom, full kitchen, eat in area and a work space. The bedroom is roomy with a comfy bed perfect for a single traveler or a couple. The apartment is thoroughly cleaned for each guest and all bedding is washed prior to your stay. 5 minute walk to the MBTA train downtown. 10 walk to the bus to hospitals and Museum of Fine Arts. Close to Jamaica Pond and many parks, restaurants, Sam Adams Brewery, grocery shops and bike rentals.

Guest favourite

Guest suite in Boston

4.92 out of 5 average rating, 213 reviews

Cozy Private Garden Studio near the Heart of JP

Best of both worlds: this airy and light, newly renovated private studio is set in a beautiful, secluded backyard/garden. Easy walk 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 a microwave, fridge, counter and and sink but no stove or cooking options.

Guest favourite

Guest suite in Boston

4.99 out of 5 average rating, 105 reviews

Printing Press Loft

Your stay is in a former printing company from 1922. Now a ground-floor loft-style home. We're an easy walk to all JP has to offer. The Longwood Medical area. Chinatown, downtown & Cambridge are all a short Uber/Lyft/ subway ride away. The bedroom has a queen-size bed, closet, bureau, bookcase & private access to the bathroom. The main area also has bathroom access, a double-size futon sofa/bed. There's a small desk, TV & a kitchenette with full-size fridge, microwave, and 2 burner cooking.

Guest favourite

Home in Jamaica Plain

4.93 out of 5 average rating, 149 reviews

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.

Guest favourite

Guest suite in Boston

4.97 out of 5 average rating, 276 reviews

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); ten minutes to Back Bay Station on the T. 1/2 block from Jamaica Pond. 5 min. walk to the Arboretum. Our space is NOT good for people with huge luggage! Tons (truly) of street parking, no permit or restrictions.

Superhost

Guest suite in Boston

4.88 out of 5 average rating, 358 reviews

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.

Guest favourite

Rental unit in Boston

4.98 out of 5 average rating, 249 reviews

Welcoming 2 Bedroom Apt, Steps from MBTA

If you're looking to just enjoy all that Boston has to offer or are here to celebrate a graduation, attend a sporting event, milestone birthday or anything else, we promise you this apartment will suit all of your needs. You can access the entire city while feeling cozy and content sipping your coffee or tea on the front or back porch decks. This second floor walk up is a 4 minute walk to the Forest Hill's Train Station and is minutes from a variety of restaurants and coffee shops.

Guest favourite

Home in Boston

4.89 out of 5 average rating, 311 reviews

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.

Guest favourite

Guest suite in Boston

4.92 out of 5 average rating, 315 reviews

Washer+Dryer+Parking!*Private suite*Cul de sac*

Bright spotless studio with private entrance to the ground level of a single family home. Ample street parking. Peaceful family neighborhood minutes from the Green line. Near BU, BC, St. E's, Coolidge Corner, Cleveland Circle, Washington Square. 30 minutes from downtown Boston. Ideal for professionals, tourists, student, or visiting parents. Hassle free with all basic amenities. Micro kitchen (no stove or oven), Central air, heat, Wi-Fi, private washer/dryer.

Superhost

Rental unit in Jamaica Plain, Boston

4.78 out of 5 average rating, 232 reviews

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.

Superhost

Rental unit in Boston

4.81 out of 5 average rating, 104 reviews

Separate entrance in-law suite in heart of JP

Pet friendly, sunny, separate entrance, in law suite in the heart of Jamaica Plain. Pets have 24 hour access to tree-covered fenced in yard. Unit has full bathroom, two large-ish rooms and one small room. Home located 1 short block from 39 bus route or short walk to Orange Line stations. Area is surrounded by fantastic restaurants. 2 blocks from Arnold Arboretum. Off-street parking available in driveway.

Guest favourite

Guest suite in Boston

4.96 out of 5 average rating, 193 reviews

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.