Holiday houses in Jamaica Pond

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.

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.

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!

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 $200/night-no Instant booking-msg me to adjust price in calendar.

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!

In the heart of Jamaica Plain near Longwood

One bedroom, modern, and newly renovated apartment with fully equipped kitchen is located in a calm, tree-lined neighborhood just 2 miles from the Longwood Medical Area. This great location is 3.5 miles from downtown Boston or a 3 min walk to public transportation, and 1 block away from the beautiful Jamaica Pond with its neo-colonial mansions, peaceful trails, & sunsets. You'll enjoy high-speed wifi, and love the many excellent restaurants and shops right next door.

Brookline Carriage House, Longwood, Fresh Eggs!

Brookline is a vibrant town that blends suburban tranquility with urban convenience. Just minutes from downtown Boston, it offers rich history, culture, and natural beauty. Visitors can explore historic homes, boutique shopping, and dining in Coolidge Corner, or enjoy a stroll through its many parks. With easy public transportation, top-rated schools, and a strong sense of community, Brookline is an ideal destination for a comfortable and convenient stay.

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).

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.