Vacation rentals in Jamaica Pond

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Top-rated vacation rentals in Jamaica Pond

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Guest favourite

Apartment in Boston

4.9 out of 5 average rating, 183 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

4.85 out of 5 average rating, 243 reviews

New Decor! Cozy Modern Renovated Private Suite!

Delightful cozy suite with a private entrance in historic Roxbury. Your very own place with a private bedroom and bathroom. There is not a full kitchen, but rather key essentials, including a microwave, small fridge and coffee maker. This suite is located 1 miles from the orange line, is very close to bus lines and a short drive to Downtown. Northeastern University, Longwood Medical, Boston Medical Center and the world renowned Fenway park are all just a few miles and short uber ride away!

Guest favourite

Condo in Boston

5 out of 5 average rating, 29 reviews

Lovely 2-Bedroom Condo by Jamaica Pond

Convenient to all the best that Boston has to offer! Walk to Jamaica Pond, Brookline Village, Hyde Square, and the shops of Centre Street. Steps from the 39 bus which will take you to the museums, Back Bay, the Commons, and all the way to downtown. 15 minute walk to the Orange Line at Stonybrook or 10 minutes to the Green Line at Heath Street. Easily reachable from the major hospitals, Harvard Medical School, Northeastern and BU. Enjoy the back porch in summer and the gas fireplace in winter.

Guest favourite

Guest suite in Boston

4.93 out of 5 average rating, 84 reviews

Private Guest Suite with Parking & Fire Pit

Experience the joys of Boston in this guest suite in the quiet, tree-lined Jamaica Hills neighborhood. Cozy up around the fire pit in the yard, stroll through the 300 acres of the Arboretum (just one block away!), and explore JP with its diverse restaurants and bars, shops, and farmers markets. Free off-street parking & EV charger available. Bus & MBTA hub at Forest Hills one mile away. Please note: we have a toddler who you may hear toddling around, playing, and maybe crying upstairs.

Superhost

Apartment in Boston

4.81 out of 5 average rating, 90 reviews

Cozy 1B1B in the heart of JP

Nestled in the vibrant heart of Jamaica Plain, a family-friendly neighborhood of Boston, this property is walking distance from diverse dining options, a weekly Farmer's Market, and regular pop-up beer gardens. Enjoy nature walks at the nearby Jamaica Plain Pond and Arnold Arboretum. Easy access to downtown Boston and Fenway Park via the 39 bus or Orange Line ensures you're never far from the city's vibrant culture and sports scene. A perfect blend of local charm and urban convenience!

Guest favourite

Home in Boston

4.89 out of 5 average rating, 324 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

Home in Jamaica Plain, Boston

4.92 out of 5 average rating, 156 reviews

Now availJamaica Plain & Arboretum 20min toBoston

Discover comfort and convenience in this 1,600 sq. ft. private apartment. Bathed in natural light overlooking a serene garden, this unit offers the perfect blend of peace and practicality. Featuring cathedral ceilings and hardwood floors, enjoy a fully equipped gourmet kitchen, 3 TVs, cable, and WiFi. Just steps from transit, with on-site parking. Across from the Arnold Arboretum and Jamaica Pond, walkable to shops and dining. Enhanced cleaning ensures a relaxing stay every time.

Top guest favourite

Guest suite in Boston

4.98 out of 5 average rating, 50 reviews

JP Studio - Featured on Home&Texture

We’re thrilled to share our newly finished garden-level studio! Thoughtfully designed for comfort, it includes a queen-sized bed, cozy living area, kitchen, and private bathroom. Just a 5-minute walk to the Stony Brook train stop, it offers easy access to Boston. Nearby, explore attractions like the Zoo, Arnold Arboretum, and Jamaica Pond. The neighborhood features excellent dining, breweries, and cafes. Let us know if you’d like recommendations—we’d love to share!

Guest favourite

Townhouse in Boston

4.94 out of 5 average rating, 97 reviews

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.)

Guest favourite

Apartment in Boston

4.95 out of 5 average rating, 144 reviews

Quirky studio in Jamaica Plain

Private entrance, bath, and kitchen. Located in an 1870 Victorian farmhouse, the studio has two single (twin) beds, for two people maximum. Convenient to T, near the shops and restaurants of JP, 20 min from downtown. PLEASE NOTE the STEEP STAIRS and a NARROW SPIRAL STAIRCASE which may not suit people with mobility or balance issues. (This is part of my larger listing for 4 people, "light and airy separate apartment in JP" with 200+ reviews, 4.9).

Guest favourite

Guest suite in Boston

4.97 out of 5 average rating, 294 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); 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.

Guest favourite

Home in Boston

5 out of 5 average rating, 11 reviews

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.