Vacation rentals in Jamaica Pond

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Top-rated vacation rentals in Jamaica Pond

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Guest favorite

Apartment in Boston

4.89 out of 5 average rating, 186 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 favorite

Guest suite in Boston

4.92 out of 5 average rating, 231 reviews

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 and sink but no stove or cooking. Pls don't request to book more than 6 months in advance.

Superhost

Apartment in Boston

4.77 out of 5 average rating, 94 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!

Superhost

Guest suite in Boston

4.88 out of 5 average rating, 383 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 favorite

Home in Boston

4.89 out of 5 average rating, 326 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.

Superhost

Home in Jamaica Plain, Boston

4.91 out of 5 average rating, 158 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 favorite

Guest suite in Boston

4.98 out of 5 average rating, 55 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!

Top guest favorite

Guest suite in Boston

4.97 out of 5 average rating, 298 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.

Top guest favorite

Guest suite in Boston

4.96 out of 5 average rating, 206 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.

Guest favorite

Home in Boston

4.91 out of 5 average rating, 323 reviews

Urban oasis trendy JP 'hood - suite

PLEASE NOTE: This space is the entire third floor of our house and shares an entrance and stairway with the rest of the house. Entire third floor of our historic Victorian home with equal doses of period detail and contemporary design will be yours. 2 bedroom, 1 bath, lounge area w/dining nook. Artsy neighborhood with great urban vibe, lots of green space, close to T.

Guest favorite

Condo in Boston

4.88 out of 5 average rating, 550 reviews

Historic JP Brownstone with Parking. Pets Welcome!

Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).

Guest favorite

Apartment in Boston

4.97 out of 5 average rating, 361 reviews

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 light-filled open living space with full kitchen, living area, and bedroom bay with queen bed. Also includes loft bedroom with 2 twin beds.