House vacation rentals in Brookline

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Top-rated house rentals in Brookline

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Guest favorite

A charming multi-family house is featured, showcasing a well-maintained exterior. The light-colored siding is complemented by dark shutters. A white picket fence borders the property, and the driveway provides access to the main entrance, flanked by a small garden area.

Home in Hyde Park

4.85 out of 5 average rating, 314 reviews

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

Relax in the Bostonian, a stylish, pet-friendly apartment on the semi-basement level of a charming multi-family house. The apartment is air conditioned & overlooks a beautiful patio and backyard. Located in quiet Hyde Park neighborhood, a 30 minute drive into downtown Boston. Plenty of free streetside parking. Private in unit laundry. Professionally cleaned. Room 1: Queen size bed Room 2: Queen size bed Room 3: Living room couch, TV, electric fireplace Dining room: includes two wall arcades

Superhost

The bedroom features a spacious bed with a soft gray throw draped across it. A wooden dresser sits against the wall, complemented by a flat-screen TV. A small desk by the window offers natural light, while fresh flowers in a vase add a touch of color.

Home in Cambridgeport

4.83 out of 5 average rating, 419 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 favorite

A cozy living room is highlighted by wood paneling and exposed beams. Plush seating includes a sofa and two armchairs. A coffee table is centered in the space, with a television displaying programming. Natural light fills the room through multiple windows adorned with soft curtains.

Home in Brighton

4.93 out of 5 average rating, 342 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 favorite

A cozy living area is presented, featuring a modern black sofa and two soft pink ottomans. Natural light streams in through the window, illuminating the space. Decorative shelves with plants and artwork add a touch of greenery and charm to the room.

Home in Stoneham

4.92 out of 5 average rating, 280 reviews

Entire Apartment in Stoneham

Welcome to our cozy, beautiful, and well-equipped home—your perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. You’ll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether you’re here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.

Guest favorite

A large, historic house showcases a vibrant green exterior with detailed architectural trim and a welcoming front porch. A fenced yard is visible, along with neighboring houses and greenery. The roof features multiple gables, and windows are adorned with shutters.

Home in Jamaica Plain

4.9 out of 5 average rating, 331 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 favorite

The exterior of a historic blue residence is showcased, surrounded by a well-maintained grassy lawn. A deck can be seen at the rear, providing outdoor gathering space. The property is partially enclosed by a fence, adding to the inviting atmosphere of the home.

Home in Fort Hill

4.97 out of 5 average rating, 103 reviews

Boston Home: 5BR, 6 Beds, Sleeps 12, Free Parking!

Welcome to your historic Boston retreat! Our stunning 5-bedroom Airbnb spans over 3,000 sq ft, offering the perfect blend of modern comfort and timeless charm. Whether you're in Boston for a family vacation, group getaway, or special event, this spacious home comfortably accommodates up to 12 guests. Located just minutes from Fenway Park, Boston Common, and Northeastern University, you'll enjoy easy access to Boston’s top attractions, shopping, dining, and cultural landmarks.

Top guest favorite

Home in Cambridge

4.93 out of 5 average rating, 288 reviews

Stunning urban hideaway nearby Harvard Square

Charming apartment in a 19th century Victorian house conserves its period architectural details in recently renovated comfort. Light streams into this en-suite guest residence through gracious windows. Beautiful cabinetry and bookcases offer some evening reading. Enjoy the marble bathroom and hardware floors and well-appointed kitchenette. A stone's throw from Porter Square, where bars, cafes, boutiques, and transportation options abound. Minutes to Harvard, MIT and Boston.

Guest favorite

A welcoming entrance is depicted, featuring a bright blue door framed by shrubs and flowers. A row of mailboxes can be seen beside the path, complemented by a wrought iron railing and planters that add greenery to the scene.

Home in Quincy

4.97 out of 5 average rating, 150 reviews

Artist's Haven (2)

Explore Quincy/Boston from my spotless home! As a Superhost, I'm committed to providing a memorable stay to earn your 5-star review. Experience a vibrant, artsy, and tranquil environment that mirrors my passion for art. This immaculate, peaceful 1-bedroom apartment on the SECOND floor is crafted for a perfect energy flow—a sanctuary of creativity, designed, and adorned with my original artworks, adding a unique and inspiring touch to every corner. Certificate # STR-23-8

Top guest favorite

A white two-story house is shown, featuring a sloped roof and multiple windows with awnings. A driveway, accommodating several cars, leads to the front entrance. Neighboring greenery and additional residential structures create a quiet neighborhood atmosphere.

Home in Brighton

4.86 out of 5 average rating, 205 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.

Top guest favorite

The exterior of a two-family home is presented, featuring a dark wooden facade and a welcoming porch. Lush greenery, including flowering shrubs and trees, frames the entrance. A stone path leads to the front door, while neatly arranged plants add a touch of natural beauty.

Home in Harvard Square

4.93 out of 5 average rating, 271 reviews

Harvard Square - free permitted on street parking

WE NOW HAVE VERY FAST INTERNET SERVICE! Located in Harvard Square, minutes away from 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.

Guest favorite

A modern kitchen features a central wooden island with a gas stove and a griddle, surrounded by fresh produce. The space includes a dining table with wooden chairs and is adorned with colorful art on the walls, illuminated by natural light from large windows.

Home in Brookline Village

4.92 out of 5 average rating, 142 reviews

Pretzel Factory Loft w/Peloton

Creative loft style house that is home to a fashion designer and her family! Two floor loft like living very centrally located in Brookline MA. Very centrally located in Brookline Village. A few minutes walk to the T and very close to the hospital district. Whole house perfect for the whole family with fast Wifi and garage parking. Search for 'Everywhere Architecture' & click on 'White Place' to see more pictures!

Top guest favorite

A two-story white house features a welcoming front porch and black shutters. Lush greenery surrounds the property, with a well-kept lawn and flower beds. A pathway leads from the road to the entrance, and a driveway is visible beside the house.

Home in Dedham

4.98 out of 5 average rating, 261 reviews

Cozy, historic 3 bedroom home close to Boston!

Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.