House vacation rentals in South Boston

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Top-rated house rentals in South Boston

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Guest favorite

Home in South Boston

4.99 out of 5 average rating, 155 reviews

Family Friendly City Oasis! Free Parking, King Bed

Welcome to The Southie House! An epic private home for a family vacation or conference in the Heart of Boston! Close to the Red line T for access to downtown, Cambridge & local universities, and short ride to the BCEC. At the same time a short walk to the beach for relaxing. Enjoy the back yard oasis with the whole group! This home provides you with a private place to relax after a full day of exploring, ensuring you have all the comforts of home while traveling. COME SEE OUR NEW GAME-ROOM & GYM

Guest favorite

Home in West Roxbury

4.99 out of 5 average rating, 257 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 favorite

Home in Somerville

4.98 out of 5 average rating, 125 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.

Guest favorite

Home in South Boston

4.92 out of 5 average rating, 374 reviews

3 BR Private Family Home, S. Boston/Seaport/BCEC

A beautiful, renovated single home all to yourself with a private entrance AND GARAGE PARKING in bustling South Boston! Equipped with 3 private bedrooms as well as two bathrooms and outdoor deck space that opens to a small park, this home features luxurious amenities in an unbeatable location with access to a plethora of shops and restaurants. One mile exactly to the Convention Center (BCEC).This is the perfect place for large groups and companies who seek a quiet comfortable Boston experience.

Superhost

Home in Cambridge

4.84 out of 5 average rating, 386 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

Home in Jamaica Central - South Sumner

4.93 out of 5 average rating, 149 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 favorite

Home in Hyde Park

4.91 out of 5 average rating, 318 reviews

~*30min to Downtown*~ THE COSMOPOLITAN

Stylish contemporary kid-friendly apartment on the first floor of a multi-family. Bright and roomy bedrooms with a large eat-in kitchen. Central air conditioning. Plenty of free street parking. Access to shared laundry room. Located in Hyde Park neighborhood, 30 minute drive into downtown Boston. Professionally cleaned and disinfected. Room 1: Queen size bed, closet, TV Room 2: Queen size bed, closet Room 3: Living room couch bed, closet, TV Entryway: Includes Mrs. Pac Man wall arcade

Guest favorite

Home in South End

4.97 out of 5 average rating, 110 reviews

Charming South End Farmhouse - Near Northeastern!

Charming 3-bedroom, 2.5-bathroom house located in Boston's vibrant South End! Our cozy and dog-friendly home has a private patio, dining area, a fully equipped kitchen, 1G Fiber wifi and sleeping accommodations for up to 7 guests. Perfect for families or larger groups! Featuring two TV's with streaming and essentials like fresh linens, towels, toiletries, extra pull out trundle couch. Just a short walk from Northeastern University, walkable to Fenway Park and a <5 minute walk to the T!

Guest favorite

Home in Quincy

4.96 out of 5 average rating, 141 reviews

Artist's Haven (2)

Explore Quincy/Boston from my artistic retreat! Before booking, please research the area to ensure it's ideal for you. As a Superhost, I strive to deliver a 5-star experience. Experience a vibrant, artsy, and tranquil environment that mirrors my passion for art. This immaculate, peaceful 1-bedroom apartment on the 2nd 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.

Guest favorite

Home in Jamaica Central - South Sumner

4.89 out of 5 average rating, 311 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 favorite

Home in East Boston

4.98 out of 5 average rating, 164 reviews

Boston Best with Parking - GREAT reviews

**READ our reviews :) - 10min walk to Airport Blue line subway T-stop - 10min drive to Downtown Boston - Local dining options in walking distance - 1 parking spot available upon request - Spacious and comfortable house Welcome to your Best Boston experience. I am Rafael and I will ensure that you get any attention needed with a text, call, or email. We hope that you enjoy our recommendations for activities and meals - we based them on our lifelong East Boston experiences.

Guest favorite

Home in Cambridge

4.92 out of 5 average rating, 245 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.