Holiday houses in Jamaica Pond

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Jamaica Pond

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
A cozy bedroom features soft pink walls and a large window dressed with light curtains. A plant enriches the space atop a wooden dresser, while framed artwork decorates the walls. A comfortable armchair and a small footstool are positioned on a vibrant area rug.
Apartment in Boston
4.9 out of 5 average rating, 192 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
A spacious studio features a comfortable bed with a decorative pillow against the warm wood headboard. Soft, natural light fills the room, highlighting the wooden floors and cozy seating area. A kitchenette is visible in the background with cabinets and a small coffee setup.
Guest suite in Boston
4.92 out of 5 average rating, 237 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 w/ sink. No stove or cooking. We declined ALL requests for dates >6 mos ahead/not open yet

Guest favourite
A cozy living room features a dark sofa adorned with decorative pillows, positioned beside a glass coffee table. Light fixtures cast a warm glow, while elegant artwork and a decorative chest add character. Natural light filters in through large windows, enhancing the tranquil ambiance.
Home in Jamaica Plain
4.93 out of 5 average rating, 177 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
A micro studio space features a wall-mounted television positioned near a built-in bookcase. Natural light enters through two large windows, illuminating the minimalist decor and a cozy, spacious bed with crisp white bedding. A small white table and chair enhance the functionality of the room.
Apartment in Boston
4.9 out of 5 average rating, 913 reviews

AKBrownstone: cozy private studio by T

🏠 Live like a local: designed micro studio, in a classic Boston Brownstone 🌳 Your very own cozy 170sqft (15sqm) pied-à-terre on the ground level, overlooking Victorian homes on a tree lined street 🚇 5 mins walk to the T (subway), 3rd stop to Back Bay city center or go on bike & walking path 👣 Walk to Longwood Medical Area (Harvard Medical, etc), Museums (MFA, Gardner), Northeastern, & Fenway Park 🇺🇸 Located in residential & historic Fort Hill/Highland Park, free street parking

Guest favourite
The front of a Victorian farmhouse is framed by lush greenery and colorful flowers. Stone steps lead to a welcoming porch adorned with potted plants and decorative furnishings. A sunny atmosphere highlights the charming details of the home's exterior and surrounding landscaping.
Guest suite in Boston
4.88 out of 5 average rating, 390 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
A lush garden filled with various plants and trees is viewed, with sunlight filtering through the branches. An assortment of colorful items can be seen among the greenery, creating a vibrant and natural environment. Nearby buildings are visible, set back from the garden.
Home in Boston
4.89 out of 5 average rating, 333 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.

Top Guest favourite
A cozy sleeping area showcases a spacious bed with soft white linens. Two round pendant lights are suspended on either side, illuminating abstract artwork above the headboard. Textured wall decor adds warmth, creating an inviting atmosphere.
Guest suite in Boston
4.98 out of 5 average rating, 65 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
A spacious living area is highlighted by a large leather sectional sofa adorned with colorful cushions. An upholstered ottoman sits in the center, surrounded by vibrant artworks on the walls. Natural light filters through the windows, illuminating the warm wooden flooring.
Townhouse in Boston
4.94 out of 5 average rating, 107 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.)

Top Guest favourite
A cozy corner is visible, featuring an upholstered chair beside a vintage table lamp. Two skylights allow natural light to fill the space. A small table holds plants, and colorful rugs create a warm atmosphere while leading to an inviting bedroom beyond.
Guest suite in Boston
4.97 out of 5 average rating, 307 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
The living area features warm wood beams overhead and a minimalist layout. A light-colored sofa and two armchairs are arranged around a central coffee table, complemented by a decorative plant. Wall art enhances the space, and natural light streams in through nearby windows.
Home in Boston
5 out of 5 average rating, 24 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.

Superhost
A modern living space features large windows allowing natural light to fill the room. A sleek black wall contrasts with a warm golden hue. A wall-mounted TV is positioned above a wooden media console, with a cozy seating area on a patterned rug adding comfort.
Apartment in Boston
4.83 out of 5 average rating, 30 reviews

The Harvey: Large • Near T • Gym • Kitchen • W/D

Experience Boston in this beautiful studio unit near the heart of the city! Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> Fully Stocked Kitchen -> Washer & Dryer -> 1 Queen Bed Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Guest favourite
A historic brick brownstone is shown from the street, featuring a classic architectural style with bay windows. The building is framed by vibrant green trees and neatly trimmed bushes, contributing to the residential charm of the neighborhood.
Condo in Boston
4.88 out of 5 average rating, 563 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).

Popular amenities for Jamaica Pond holiday rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Suffolk County
  5. Boston
  6. Jamaica Pond