House holiday rentals in Brookline

Find and book unique houses on Airbnb

Top-rated house rentals in Brookline

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in West Roxbury

4.99 out of 5 average rating, 261 reviews

The Red Door Carriage House

The Red Door Carriage house is a historic 90 year-old structure that was the carriage house for the original farmhouse (our home) on the property. Located in beautiful West Roxbury Mass., the unit is 3 miles from Fenway (Red Sox), Longwood Medical Center (all of the major hospitals) and 2 miles from Boston College. A 5 minute walk to the West Roxbury commuter rail station (10 minutes to South Station) and all bus lines into Boston, this apartment is a spectacular private and tranquil retreat.

Guest favourite

Home in Somerville

4.98 out of 5 average rating, 127 reviews

The Nest | A peaceful retreat in the city

Unwind and relax on a quiet street in the heart of Somerville. With easy access to Harvard, MIT, Tufts, and Boston, this newly updated Victorian home is a perfect base to explore all that New England has to offer. You can also visit an abundance of local restaurants and coffeeshops within walking distance. During your stay, you will enjoy full use of a smart TV, comfortable work-from-home setup, brand new washer/dryer/dishwasher/range, off-street parking, and multizone heating/ cooling systems.

Superhost

Home in Jamaica Plain

4.91 out of 5 average rating, 146 reviews

Now avail. Jamaica Pd and Arboretum 20 min Boston

Light Airy windows overlooking garden. Wooden floors and area rugs. Steps to transist, parking on-site. Stores nearby. Quality Convenience for your Pleas Very spacious separate apartment (1600 sq. ft.) Sleeps 2-3 and brings quality and style together with a contemporary flair in this treetop haven with cathedral ceilings. Across the street from the Arboretum and Jamaica Pond this apartment offers HDTV, 3 TV’s cable, WIFI, and a fully equipped kitchen. Enhanced cleaning routine after each stay

Superhost

Home in Cambridge

4.83 out of 5 average rating, 389 reviews

City Oasis |Yard |Walk To Harvard MIT Train

One bedroom and kitchen apartment in great part of town on a quiet street. Close to everything Boston and Cambridge has to offer. Walk down to the river, MIT, or Harvard, or jump on the red line to tour the rest of town. Apartment consists of a kitchen with an eat in table, a bedroom, and a bathroom. Central AC. Please note there is no parking provided with the unit so leave the car behind and Uber or walk. More details about parking can be found in the Getting Around section of this listing.

Guest favourite

Home in Newtonville

4.96 out of 5 average rating, 106 reviews

Newly Renovated Lovely 2 bedroom unit - Newton MA

Only a 10 minute drive to the heart of Boston's downtown area and other central Boston colleges and universities. This is a newly renovated 2 bedroom unit with 2 bathrooms on the first floor for parties up to 7 people (convertable couches) in a quiet and peaceful Irish suburban community. Driveway and street parking is always available. About an 11 minute walk to the nearest commuter rail line. Laundry access in the basement. No indoor smoke and no open flames, fines will be issued if caught.

Guest favourite

Home in Brighton

4.93 out of 5 average rating, 306 reviews

All the comforts of home, quiet city neighborhood

Sleep peacefully in this beautiful home above Oak Square>Brighton>Boston. Updated, comfortably furnished, well-stocked with electronics, appliances, and housewares. Driveway parking spot. Ideal for couples, solo adventurers, and business travelers with auto or use ride services. Laundry service one mile away. Newbury Street: 8 miles away, North End: 9 miles, Seaport: 9 miles, Logan airport: 11 miles. Close to BC/Harvard; 1 mile from I-90/Mass Pike in Newton Corner, restaurants, attractions.

Guest favourite

Home in Coolidge Corner

4.78 out of 5 average rating, 112 reviews

Lovely sunny 2 BD home, great area. Free Parking

Beautiful sunny 2 bedroom, bottom unit in 2 family house. A wonderful residential neighborhood just a few houses away from JFK birthplace. Nice tree-lined side street but close to all amenities, shopping etc. There are restaurants, stores and conveniences nearby. Fully equipped and beautifully appointed. A/C units in every room during summer. Parking onsite included. Great location close to public transportation and Boston University, Longwood med center and Fenway and parks nearby.

Guest favourite

Home in Jamaica Central - South Sumner

4.93 out of 5 average rating, 152 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

Home in Jamaica Central - South Sumner

4.89 out of 5 average rating, 312 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 Brighton

4.84 out of 5 average rating, 176 reviews

Comfortable house w garden and parking, close to T

The house is conveniently located 15-20 mins from downtown and 25 mins from the airport by taxi. There is a train and bus stations close by and there are lots of restaurants and stores (whole foods has everything) in a walking distance. There is a driveway parking that fits 3 cars. The house offers 7 sleeping places which is perfect for families and groups however there is no living room. Great place to stay with dogs as there is a backyard and lots of walking options.

Guest favourite

Home in Newton

4.94 out of 5 average rating, 192 reviews

Modern, warm & inviting home!

Looking for a place to gather family for a week away or need a short term corporate rental? Great spot whether you need a place to stay while in town for a wedding, sporting event, visit w/ relatives or friends, or business. Bring the whole family and explore Boston and surrounding areas while here! Brand new construction 5 bedroom home recently furnished to suit your needs. Centrally located with access to public transportation for those looking to explore!

Guest favourite

Home in Cambridge

4.92 out of 5 average rating, 249 reviews

Harvard Square - spacious, free on street parking

WE NOW HAVE VERY FAST INTERNET SERVICE! Located in Harvard Square, minutes away from the HARVARD ,HARVARD LAW, and HARVARD BUSINESS SCHOOL The two bedroom home has two large living rooms with books and original art. An easy walk to reach two excellent cafe's or visit the Harvard Art Museum to see a Van Gogh or Cezanne or have a fabulous meal. *Also, this apartment is not owned by an investment firm or controlled by a property management company.