Holiday houses in Jamaica Pond

Classic 2 bedroom near Arboretum

2 b'rm apt w. CENTRAL AC in a well-maintained triple decker in unique & diverse Jamaica Plain area of Boston. Spacious, colorful, sunny. Ideal if visiting JP, W. Roxbury, Roslindale or Brookline. Steps from Arboretum, 1 mile from Jamaica Pond, 15-20 min walk (2 min. uber) to subway. Access to shared laundry. Excl. use of front & back decks and shared use of expansive outside patio. 1 queen & 1 full bed. Sorry-No Pets/Smoking. Please inquire before making reservations that include children.

Location · Family · Decor

New 3 bedroom, 2 bath unit, meadow view!

Located on the 2nd floor of a brand-new building, this modern unit is perfect for family and group trips! Living in this quiet, residential neighborhood, you will be minutes away from many universities (BC, BU, Harvard, MIT, NEU, etc.), downtown Boston, and many major attractions (Boston Common, Newbury Street, Freedom Trail, etc.). Relax and enjoy the peaceful meadow views at the back of the building. Subway stations, bus stops, and restaurants and grocery store are within walking distance!

Location · Value · View

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.

Location · Value · Laundry

JP Studio - As Seen on Apartment Therapy

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!

Location · Value · Check-in

Modern JP Townhouse w Parking - quiet & convenient

Hi! Welcome to my beautiful place in the coolest part of Boston! My home 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.)

Family · Value · Accuracy

Boston Rooftop Retreat

A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions!

Location · Value · Cleanliness

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).

Family · Location · Nearby

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.

Family · Value · Check-in

JP Artist Loft Apartment

Take it easy at this unique and tranquil getaway in the Jamaica Plain neighborhood of Boston. Enjoy this entire apartment with sleeping for up to six. Steps away from great Centre Street restaurants, bars, coffee shops, Whole Foods, and Sam Adams brewery! Quick access on the T to exciting downtown Boston, or stay and enjoy peaceful and eclectic JP. Off street parking for 1 car and free street parking year round.

Family · Value · Amenities

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.

Value · Location · Quiet

Peaceful Garden Apartment

Your beautiful garden guest unit is a tranquil getaway. The layout is ideal - a bedroom with an ensuite bath; living room with a pull out couch and a door that transforms the living room into a private bedroom; a second full bath; and a kitchen/dining area. Best of all, it's less than a ten minute walk to 500 acres of parkland and "JP" center with great restaurants, pubs, bakeries and shops.

Family · Location · Parking

Now availJamaica Plain & Arboretum 20min toBoston

Bright and sunny 2-bedroom retreat with a fully equipped kitchen, spacious bath with rain shower and tub, and TVs in each room. Enjoy fresh coffee daily with espresso maker, milk steamer, and grinder provided. Including a blender..A selection of teas .WiFi and off-street parking included. Private, peaceful, and filled with natural light—perfect for relaxing mornings and cozy evenings!

Value · Family · Sleep quality