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House vacation rentals in South Boston

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Quick stats about house rentals in South Boston

  • Total vacation rentals

    Explore 50 vacation rentals in South Boston

  • Nightly prices starting at

    South Boston vacation rentals start at G$12,552 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    50 of South Boston vacation rentals include wi-fi 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

Top-rated house rentals in South Boston

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

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Guest favorite
An inviting entryway is adorned with a decorative mirror and a houseplant next to a console table. The living area is visible in the background, featuring a comfortable black sofa, a patterned area rug, and a mounted television on the wall.
Home in Dorchester

New Spacious Home in Boston

Welcome to our spacious urban retreat in the heart of Boston. This well maintained 4 bedroom unit is conveniently located near many city attractions. Enjoy quiet patio, backyard and free coffee bar. Great for a quick getaway or special gathering. 5 min walk to access bus and train 10 min drive to UMass Boston and JFK Library 20 min drive to Fenway Park and TD garden sports 10 min drive to the famous Franklin Park Zoo/Golf Course 20 min drive to Historical Downtown Boston and Prudential Shopping

4.92 out of 5 average rating, 178 reviews
Top guest favorite
Home in Cambridge

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

One (1) private bedroom with new queen bed, private bath and private kitchenette in renovated 1860's house on a quiet, tree lined street in Cambridge. Separate dedicated entrance for the exclusive use of our guests. Short walk to Red Line T-stop, Charles River, neighborhood parks and great local coffee shops and restaurants. Only one mile to Harvard, MIT or BU. Free visitor parking permit available upon request. Note: House rules include: no smoking, no fire arms, and no vaping on property.

4.97 out of 5 average rating, 117 reviews
Top guest favorite
Home in Cambridge

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. House-trained pets are 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

5.0 out of 5 average rating, 235 reviews
Guest favorite
The kitchen features white cabinetry and stainless steel appliances, with a spacious layout for cooking. A game table is shown with a pool table in the background. A cozy living area includes a light blue accent wall and comfortable seating. The backyard displays a grassy area with a slide and a playset.
Home in South Boston

Family Friendly City Oasis! 2 Free Parking Spots!

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!

4.99 out of 5 average rating, 241 reviews
Guest favorite
A stone sign marked 'BEACHMONT' stands prominently at the entrance of a landscaped area. Surrounding features include a stone-paved pathway, a bench, and several tables. Lush greenery lines the background, providing a natural backdrop to the welcoming space.
Home in East 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.

4.78 out of 5 average rating, 247 reviews
Guest favorite
The living area features a modern design with hardwood flooring. A dark leather sofa and a gray chaise lounge are arranged for relaxation. A dining table with wooden chairs sits near a vibrant area rug, while a 50-inch TV is positioned against the wall.
Home in Cambridge

Sunny Apt near MIT/Harvard Central Sq-FreeParking

BIG & BRIGHT renovated 1 bdrm apt w/10 FT ceilings. Walk to MIT or HARVARD. We’re in Cambridge Central Sq., 5 min walk to Red Line Central Sq. Station, 8-12 min walk to MIT & Harvard Square. Parking Pass available upon request. KEY PAD CODE ENTRY! SELF-check in/out. Private entrance. Free coffee (Keurig). MINIMALIST KITCHEN: Pots, pans, cutlery, silverware, cups, plates, bowls w/20 spice rack. 50" TV w/Cable 1 Queen bed, 1 leather sleeper sofa, 1 chaise sleeper & 1 Gray sleeper sofa

4.75 out of 5 average rating, 328 reviews
Superhost
The exterior of a charming brick house is presented, featuring rounded corners and a dark front door. Large windows allow natural light to enter, while greenery adorns the adjacent wall. The inviting entrance is complemented by stone steps leading to the doorway.
Home in South End

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!

4.94 out of 5 average rating, 204 reviews
Top guest favorite
A bright living area features a plush blue sofa adorned with a light throw blanket, complemented by a glass coffee table. Natural light filters through sheer curtains, illuminating the space. A stylish armchair and a dining area with a wooden table are visible in the background.
Home in Dorchester

LargeDuplex10Beds w/prkg near Downton

Blending modern conveniences with historic charm, this newly renovated duplex features 5 bedrooms/2 bathrooms. Open space kitchen-living room, 55"Roku TV. Free Wifi. Free Laundry 8mns to Beach Free Street Parking 4.6 miles to Downtown, Convention. Perfect for large groups Close to major Universities. 8 Minutes walk to train Free coffee/tea, toaster, blender. Free linens, towels. 10 mns to Dorchester brewing, South Bay center & beach. We love and look forward to hosting you.

4.96 out of 5 average rating, 142 reviews
Top guest favorite
The living room features a leather sofa and an armchair with light upholstery, arranged around a central ottoman. Natural light enters through the large windows, adorned with curtains. A small wooden table and a plant add to the inviting atmosphere, alongside a mounted television.
Home in South Boston

Beautiful Southie Single Family

Your whole family can enjoy this single-family rental in the heart of Southie. Five bedrooms with lots of room for families of all ages! This house is situated in a picture-perfect, calm, and quiet part of Boston but is centrally located a short walk from beaches, parks, shopping, and top-rated restaurants. Easy public transit connects you directly to the Back Bay, Seaport, or Downtown. Plus you can bring your car and park in our garage spot a 10 min walk from the front door.

4.97 out of 5 average rating, 103 reviews
Top guest favorite
The living room features a crimson couch paired with patterned armchairs, arranged around a central coffee table. The space is enhanced by natural light from large windows with shutters. Decorative plants are positioned nearby, contributing to a cozy and welcoming environment.
Home in East Boston

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.

4.98 out of 5 average rating, 222 reviews
Superhost
An airy living space features high ceilings with slanted angles and large windows allowing natural light to filter in. Wooden floors are complemented by simple furnishings, including a dining table with chairs and a bright arrangement of flowers. Nearby, cabinets provide ample storage.
Home in Jamaica Plain

Now availJamaica Plain & Arboretum 20min toBoston

Bright and sunny 2-bedroom retreat with a fully equipped kitchen, spacious bath with rain shower and tub, and TVs in each room. Enjoy fresh coffee daily with espresso maker, milk steamer, and grinder provided. Including a blender..A selection of teas .WiFi and off-street parking included. Private, peaceful, and filled with natural light—perfect for relaxing mornings and cozy evenings!

4.89 out of 5 average rating, 183 reviews
Top guest favorite
The living area features a glass dining table surrounded by wooden chairs. A comfortable gray sofa is positioned nearby, complemented by decorative cushions. Natural light floods in through multiple large windows, enhancing the airy and bright ambiance of the space.
Home in Revere

Modern 2-bedroom w/parking near Encore and Logan

Modern two bedroom with free parking, conveniently located 7 minutes from Boston Logan Airport, 5 minutes from Revere Beach and only 12 minutes to Encore Casino and downtown Boston. No parties or events are allowed in the unit. Penalties apply. DISCLAIMER: For your safety and the safety of others, surveillance cameras are installed outdoors at this property.

4.94 out of 5 average rating, 198 reviews

Popular amenities for South Boston house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
A spacious living area features hardwood flooring and large glass doors that provide natural light and views of the outdoors. Two comfortable sofas are positioned around a coffee table, with a dining area visible in the background. Wall sconces add soft illumination.
Home in Weston

Spacious vacation unit in premium suburban town

4.97 out of 5 average rating, 120 reviews
Top guest favorite
Home in Chelsea

Theatre | Arcade | Pool w. Free 3 Car Parking

5.0 out of 5 average rating, 21 reviews
Top guest favorite
Home in Newton

Spacious quiet Newton Villa *Easy Boston Access!

5.0 out of 5 average rating, 42 reviews
Guest favorite
Home in Canton

Luxury lake retreat- pool, fire pit, trails

4.76 out of 5 average rating, 38 reviews
Guest favorite
A well-maintained swimming pool is featured in the backyard, surrounded by a patio. Lush greenery and mature trees offer privacy. The two-story house is visible in the background, with large windows allowing light to enter. A basketball hoop is positioned adjacent to the pool area.
Home in Arlington

Beautiful Spacious 4BRM House!

4.93 out of 5 average rating, 59 reviews
Superhost
A welcoming entrance is displayed with a polished brick pathway leading to a well-maintained white house. The front features large black-framed windows and a pair of bold red doors flanked by pots of colorful flowers, complemented by lush green landscaping.
Home in Canton

Hidden Gem near Boston w/ Private lake access

4.83 out of 5 average rating, 48 reviews
Guest favorite
An open-concept living space is highlighted by warm wood flooring and soft lighting. A modern kitchen with wooden cabinets and sleek countertops is visible in the background. Comfortable seating is arranged around a glass coffee table, inviting relaxation and conversation.
Home in Newton

Explore Boston in style! Dream home (STR-26-3)

4.95 out of 5 average rating, 91 reviews
Top guest favorite
Home in Waltham

Private/Quiet Single Family Home

4.94 out of 5 average rating, 84 reviews

Weekly house rentals

Top guest favorite
A spacious living area features a mix of comfortable seating, including a large sofa and a cozy armchair. Natural light streams through multiple windows covered with woven shades. Shelves filled with books and decorative items line one wall, while a light-colored rug adds warmth to the concrete floor.
Home in Brookline

Pretzel Factory Loft w/Peloton

4.93 out of 5 average rating, 178 reviews
Superhost
A spacious bedroom is shown, featuring a black bed with a textured bedding set displaying ocean waves. A cozy armchair sits beside a radiator, and a small folding table is placed nearby. Natural light enters through a window with patterned curtains.
Home in Chelsea

10 minutes to Airport-Boston-Casino (2G)

4.83 out of 5 average rating, 427 reviews
Top guest favorite
The living room features a cozy arrangement of soft gray sofas adorned with decorative pillows. A rustic brick fireplace is framed by a wooden mantel, above which a large flat-screen TV is mounted. A round coffee table sits at the center, complemented by a light-colored area rug.
Home in Revere

Spacious and Luxurious House

4.91 out of 5 average rating, 180 reviews
Guest favorite
The living room features a comfortable couch adorned with a soft throw blanket. A large piece of artwork hangs on the wall, showcasing a vibrant floral design. Two stylish glass tables are positioned in front of the couch, accompanied by a decorative rug.
Home in Hyde Park

~*30min to Downtown*~ THE COSMOPOLITAN

4.9 out of 5 average rating, 392 reviews
Top guest favorite
A cozy living area features two comfortable sofas flanking a light wood coffee table, with a decorative plant positioned atop it. A flat-screen television is displayed across from the seating. Large windows allow natural light to illuminate the space, complemented by soft lighting from a nearby lamp.
Home in Medford

Cozy & Modern 2 Bedrooms House - FREE Parking !

4.94 out of 5 average rating, 163 reviews
Guest favorite
A charming outdoor seating area is framed by a white fence and vibrant greenery. Comfortable seating is arranged around a low table, with bright orange cushions adding a lively touch. Potted plants with colorful flowers complement the inviting space, creating a pleasant atmosphere.
Home in Everett

Prime location near Boston

4.93 out of 5 average rating, 434 reviews
Top guest favorite
A stylish living room features a green sectional sofa complemented by colorful throw pillows. A round coffee table rests on a patterned area rug. Art pieces adorn the walls, and natural light enters through windows, illuminating the warm wooden flooring and brick fireplace.
Home in Arlington

The Brickhouz at Arlington !

4.99 out of 5 average rating, 120 reviews
Top guest favorite
A collage of a modern kitchen with stainless steel appliances, an outdoor patio with a propane fire pit and seating, a cozy living room featuring a sofa and television, and a basement area with a poker table and arcade game, all designed for comfort and entertainment.
Home in Somerville

E1 New HUGE Home Boston Harvard MIT 1 Free Parking

4.99 out of 5 average rating, 129 reviews

Private house rentals

Guest favorite
A spacious family room is presented with a large television mounted on the wall. Two comfortable sofas are arranged around a coffee table. Natural light filters through multiple windows adorned with wooden blinds, enhancing the room's welcoming ambiance.
Home in Quincy

Spacious, Cozy Home in Greater Boston - 4 Beds

4.87 out of 5 average rating, 189 reviews
Top guest favorite
The modern two-story home features a blue exterior with white trim and three windows on the ground level, complemented by decorative planters. A bold red front door is centrally positioned, enhancing the welcoming entrance.
Home in Charlestown

Spacious & Pet-Friendly Modern Home in Charlestown

4.94 out of 5 average rating, 108 reviews
Superhost
A cozy lounge area features a large flat-screen TV displaying a streaming service. Soft seating is provided with gray sofas and blue armchairs. A light-colored coffee table is centered on a blue and cream patterned rug, complementing the room's neutral walls and bright window treatments.
Home in South Boston

Three level townhouse near South Boston's Best!

4.9 out of 5 average rating, 68 reviews
Guest favorite
A cozy living area is highlighted by a navy blue sofa adorned with decorative throw pillows. A small marble coffee table is topped with a candle and design-related books. Fresh greenery is placed in a neutral vase, adding a touch of nature to the space.
Home in South Boston

Single House 2BR - Backyard+Walk to BCEC & Seaport

4.86 out of 5 average rating, 58 reviews
Superhost
A spacious living room is furnished with a leather sectional couch adorned with various throw pillows. Light enters through large windows dressed with sheer curtains. A square coffee table is centered in the room, featuring decorative items and artworks displayed on the walls.
Home in South Boston

2-Car Parking! Southie Family Home + Office

4.86 out of 5 average rating, 36 reviews
Superhost
Home in South Boston

Spacious 3-Bedroom Home Near Convention Center

5.0 out of 5 average rating, 4 reviews
Top guest favorite
A welcoming living room features brown leather sofas arranged around a circular wooden table. A patterned area rug adds warmth to the hardwood floor. Natural light enters through multiple windows, with plants positioned near the corners. Decorative artwork is displayed on the walls.
Home in South Boston

Cozy, comfortable and convenient

4.98 out of 5 average rating, 88 reviews
Top guest favorite
Home in South Boston

S Boston | 5BD/2BA · Sky Deck | Downtown · Airport

5.0 out of 5 average rating, 10 reviews

When is the best time to visit South Boston?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$77,613 GYDG$41,840 GYDG$41,840 GYDG$108,156 GYDG$121,126 GYDG$102,926 GYDG$98,951 GYDG$94,140 GYDG$94,558 GYDG$94,140 GYDG$41,840 GYDG$74,893 GYD
Avg. temp-1°C0°C4°C9°C15°C20°C23°C23°C19°C13°C7°C2°C