
House holiday 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

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.

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.

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!

Tribeca chic | 2 BR w/private patio
Welcome to our cozy, beautiful, newly renovated home! The house includes free wifi, washer/dryer, recently renovated kitchen along with a dedicated patio. A 2-minute walk to Shaws grocery store & shopping plaza (Marshalls, etc.). A 10-minute walk to the MBTA (silver/blue line). 4-minute drive to Logan Airport. Top-rated restaurants, waterfront, city views, & easy access to downtown Boston. Please note that hosts occupy the bottom floor and are available 24/7 for whatever you may need!

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.

Prime location near Boston
Home in Everett, MA. Located just a 20 minute walk from Encore Boston Harbor Casino. This location is also just a 15 minute drive from downtown Boston. Room in the basement has a microwave, refrigerator, coffee maker, and hot water for making tea which is provided along with light snacks and coffee. There is a desk for laptop. Queen Tempurpedic Mattress topper as well as a pull out sofa. Private bathroom with spacious shower. See guide book for more info on the area!

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

NEW! Walk To Beach! Sunshine House

Nana-tucket Inn

Hopkinton Mass 3+ Bedrooms - Great location!

Rockport Pool House|4BR/3BA Walk to Bearskin Neck

Beautiful Spacious 4BRM House!

Spacious vacation unit in premium suburban town

Ocean Side, Amazing View, close to town/beach, Spa

Quiet/Private Neighborhood
Weekly house rentals

John Edwards House

Spacious & Pet-Friendly Modern Home in Charlestown

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

The Gatehouse, Cheerful 3 bedroom 3 bathroom house

5BR3B By Subway Downtown

1000sf 2 Bed Condo Near Tufts, Harvard & Train

Luxurious House-Harvard/PorterT 4BR/4Bath, Parking

Three level townhouse near South Boston's Best!
Private house rentals

Brand New 4BR 2.5Bath House 20Min Downtown Boston

Cozy, comfortable and convenient

North End Entire House Downtown/TD Garden

Boston Buccaneer Retreat

Sea Forever - Oceanfront Home in Nahant!

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

Airy 2BR: A Blend of East & West

Boston by the Beach — Steps to T Station
When is the best time to visit South Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $308 AUD | $308 AUD | $293 AUD | $694 AUD | $708 AUD | $771 AUD | $729 AUD | $694 AUD | $697 AUD | $250 AUD | $265 AUD | $311 AUD |
| 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 holiday rentals
Explore 30 holiday rentals in South Boston

Nightly prices starting at
South Boston holiday rentals start at $93 AUD per night before taxes and fees

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

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

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
30 of South Boston holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 washing machine and dryer South Boston
- Apartment rentals South Boston
- 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