
House vacation rentals in South Boston
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Top-rated house rentals in South Boston
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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

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.

Cozy, Spacious Home in the Heart of Cambridge
Welcome to your home away from home in the heart of Cambridge! This spacious 4bd/2ba home is perfect for family visits, getaways with friends, and long-term stays. Furry friends are also welcome! We are very conveniently located in Central Square: <5 min walk from H Mart, Target, CVS, restaurants, cafes <5 min walk from the Central T station and bus stop 1 stop/15 min walk from MIT/Kendall Square 1 stop/20 min walk from Harvard University 3 stops/15 min ride from Boston Common/Downtown Boston

Spacious, Modern, Comfy close to Boston and Beach
Come relax in this beautiful 3 bedroom unit in the first floor of a two-family house in North Quincy with walking distance to the train station, supermarkets, bars, and restaurants. * Easy self check-in * Get here easily from Airport train. * Beach 0.3 miles away * Public Transportation - Only 0.7 miles to the red line MBTA train(subway) * Free wifi internet * Free parking spaces provided! * Bottled water provided, coffee, tea * TV in the living room No pets No parties No smoking No candles

Renovated Cozy City Getaway
Newly renovated cozy 1 bedroom home located on the hills of Beachmont, walking distance from the MBTA train station and Revere Beach. Enjoy sitting on the deck overlooking the Belle Isle Marsh Reservation and Boston Logan Airport in the distance. Take a walk along the beach or take the train into Boston. The location is a 5-10 minute ride to the Airport and a 15 minute train ride to downtown Boston. The unit has new furnishings (2021), modern appliances, and is beautifully decorated.

Cozy & Modern 2 Bedroom House - Free Parking !
Welcome to our charming, renovated bungalow near Tufts University has been meticulously cared by owner and is ready to welcome new guests. Enjoy 2 beds/1 bath, private parking, and walkable access to Medford's attractions including; banks, shopping centers, local restaurants/cafes, Encore casino, public transportation, Middlesex Fells Reservation and much more. Tastefully furnished with new queen beds, remote work setup, a relaxing living area, and a fully equipped kitchen for your comfort.

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.

~*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

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!

3 BR Private Family Home, S. Boston/Seaport/BCEC
A beautiful 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 plenty of 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.

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.

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.
Popular amenities for South Boston house rentals
House rentals with a pool

NEW! Walk To Beach! Sunshine House

Large Pool, Nature Trails, Redd's Pond, 4-Bed

Bauhaus Retreat in Nature Preserve

Boston 15 min away.

Beautiful Spacious 4BRM House!

Spacious vacation unit in premium suburban town

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

Large & beautiful home, shared pool and yard
Weekly house rentals

Spacious & Pet-Friendly Modern Home in Charlestown

Southie Dream 5BD/2Bath w/Sky Deck | Near Airport

Private Parking! 4BR Family Home in South Boston

5BR3B By Subway Downtown

Beautiful Southie Single Family

1000sf 2 Bed Condo Near Tufts, Harvard & Train

Ocean Views at Casa de Mar near Salem & Boston

Sea Forever - Oceanfront Home in Nahant!
Private house rentals

Bright & Spacious Boston Home | near T

Cozy, comfortable and convenient

North End Entire House Downtown/TD Garden

Upscale Boston 2 BR w/ Off Street Parking

Boston Buccaneer Retreat

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St

Airy 2BR: A Blend of East & West

Cozy 4BD/2BA Near Boston-Encore-T-Station & Diners
When is the best time to visit South Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $281 CAD | $281 CAD | $267 CAD | $632 CAD | $645 CAD | $703 CAD | $665 CAD | $632 CAD | $635 CAD | $228 CAD | $242 CAD | $284 CAD | 
| Avg. temp | -1 °C | 0 °C | 4 °C | 9 °C | 15 °C | 20 °C | 23 °C | 23 °C | 19 °C | 13 °C | 7 °C | 2 °C | 
Quick stats about house rentals in South Boston

Total vacation rentals
Explore 30 vacation rentals in South Boston

Nightly prices starting at
South Boston vacation rentals start at $84 CAD per night before taxes and fees

Verified guest reviews
Over 2,240 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
30 of South Boston vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across South Boston rentals

4.9 Average rating
South Boston stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
South Boston’s top spots, include Castle Island, Andrew Station, and Broadway Station
Destinations to explore
- Rentals with a washer and dryer South Boston
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 - Rentals with beach access South Boston
 - Rentals with pools South Boston
 - Rentals with outdoor seating South Boston
 - Rentals with a patio South Boston
 - Rentals with a fireplace South Boston
 - Condo rentals South Boston
 - Pet-friendly rentals South Boston
 - Family-friendly rentals South Boston
 - Fitness-friendly rentals South Boston
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- Hampton Beach
 - Fenway Park
 - Boston Common
 - TD Garden
 - Harvard University
 - Revere Beach
 - Brown University
 - Lynn Beach
 - New England Aquarium
 - Duxbury Beach
 - Good Harbor Beach
 - Freedom Trail
 - MIT Museum
 - Canobie Lake Park
 - Crane Beach
 - Museum of Fine Arts, Boston
 - Onset Beach
 - Jenness State Beach
 - Quincy Market
 - Rye North Beach
 - North Hampton Beach
 - Oakland Beach
 - Prudential Center
 - Roger Williams Park Zoo