House vacation rentals in South Boston

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.

4.99 out of 5 average rating, 203 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

4.98 out of 5 average rating, 151 reviews

An outdoor deck features two ornate chairs and a small table, overlooking a serene sunset. The horizon displays soft hues of orange and blue, with the silhouette of rooftops adding depth to the scene. Lush greenery can be observed nearby.

Home in Somerville

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.

4.77 out of 5 average rating, 220 reviews

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.

4.93 out of 5 average rating, 128 reviews

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 Tufts University

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.

4.93 out of 5 average rating, 180 reviews

A cozy living room features a dark sofa adorned with decorative pillows, positioned beside a glass coffee table. Light fixtures cast a warm glow, while elegant artwork and a decorative chest add character. Natural light filters in through large windows, enhancing the tranquil ambiance.

Home in Jamaica Plain

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.

Superhost

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

4.9 out of 5 average rating, 355 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

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 Roxbury

4.95 out of 5 average rating, 171 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!

4.92 out of 5 average rating, 293 reviews

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

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.

A modern kitchen features sleek white cabinets and stainless steel appliances. A spacious island with a cooktop is surrounded by red metal stools. Natural light fills the area through a nearby window, complementing the contemporary design and providing a warm, inviting atmosphere.

4.92 out of 5 average rating, 420 reviews

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.

Home in Meeting House Hill

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.

4.96 out of 5 average rating, 130 reviews

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.

4.94 out of 5 average rating, 301 reviews

A spacious bedroom is illuminated by natural light from large windows, featuring a comfortable bed with soft linens. Two plush armchairs are positioned across from a cozy sofa. A modern glass coffee table holds a magazine, while decorative elements add charm to the setting.

Home in Cambridge

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.

4.93 out of 5 average rating, 167 reviews

Home in Malden

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free

Stay in our elegant Boho-Modern Home Only 15min from Boston's Major Attractions. ✔Queen Beds+Organic bedding, cleaned w/ natural cleaners for your BEST rest w/o combatting toxins/fragrances ✔Ideal for Families and Staycations ✔Inviting Dinning and Large Kitchen ✔Fast WIFI+Netflix ✔Off-Street Parking ✔Self check-ins with secure keypad ✔Laundry Everything you need is provided - Just pack up your clothes and enjoy your stay with us! Book today to reserve our luxury home!

Popular amenities for South Boston house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An open-concept kitchen and dining area features modern furnishings, including a long dining table surrounded by black chairs. Large windows offer views of greenery, allowing natural light to fill the space. A sleek kitchen island with bar stools complements the contemporary design.

Home in Newton

4.71 out of 5 average rating, 7 reviews

Luxury Ultra Modern House in Newton ; Boston

5 out of 5 average rating, 21 reviews

A welcoming living area features a large yellow sectional sofa, paired with woven chairs. A colorful area rug anchors the space, complemented by a light wood floor. The walls are adorned with a tropical mural, and a kitchen area is visible in the background.

Home in Hull

NEW! Walk To Beach! Sunshine House

5 out of 5 average rating, 15 reviews

Home in Bedford

Bauhaus Retreat in Nature Preserve

The bright kitchen features white cabinetry and a large island with a marble countertop. Stainless steel appliances, including a refrigerator and a stove, are visible. Natural light filters through multiple windows, enhancing the spacious feel. A dining area with dark chairs complements the design.

Home in Revere

4.81 out of 5 average rating, 57 reviews

Boston 15 min away.

Home in North Weymouth

4.67 out of 5 average rating, 3 reviews

Waterfront Beauty

4.96 out of 5 average rating, 45 reviews

The exterior of a two-story house is displayed, featuring white siding and red shutters. A well-maintained front yard is visible, showcasing green grass and shrubs. A brick pathway leads to the front door, framed by two planters with greenery.

Home in Arlington

Beautiful Spacious 4BRM House!

4.97 out of 5 average rating, 62 reviews

An inviting bedroom features wood-paneled ceilings and soft lighting. A spacious bed is situated near a window with light filtering through. A vintage-style chair and a wooden bench add to the room's charm, complemented by a decorative area rug underfoot.

Home in Norwood

the house of id; vintage shop, accessible space

4.97 out of 5 average rating, 106 reviews

Home in Weston

Spacious vacation unit in premium suburban town

Weekly house rentals

4.96 out of 5 average rating, 74 reviews

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

5 out of 5 average rating, 18 reviews

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

The modern kitchen features white cabinetry and stainless steel appliances, including a refrigerator, microwave, and a stove. A gold faucet is highlighted above the sink, while pendant lights provide soft illumination. Wood flooring complements the overall contemporary design.

5 out of 5 average rating, 7 reviews

5BR3B By Subway Downtown

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.

4.96 out of 5 average rating, 78 reviews

Beautiful Southie Single Family

4.98 out of 5 average rating, 115 reviews

A modern living area is equipped with a large sectional sofa adorned with decorative pillows. A wooden coffee table is centered on a geometric area rug. Bright overhead lights illuminate the neutral walls, complemented by framed art pieces on display. A cozy workspace shelf is neatly arranged with plants and appliances.

Home in Davis Square

1000sf 2 Bed Condo Near Tufts, Harvard & Train

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.

4.9 out of 5 average rating, 40 reviews

Three level townhouse near South Boston's Best!

4.84 out of 5 average rating, 125 reviews

A charming three-story Queen Anne Victorian is showcased amidst lush greenery and well-maintained landscaping. Large windows invite natural light, while a nestled car sits on a brick driveway, enhancing the home's welcoming exterior. The distinctive turret adds character to the architecture.

Home in Medford

Queen Anne Victorian in Excellent Location

4.92 out of 5 average rating, 127 reviews

A modern living area features a stylish orange sectional sofa, paired with decorative pillows. To the rear, the kitchen showcases stainless steel appliances, white cabinetry, and a dining space, while a staircase is visible in the background.

Home in North Weymouth

Beautiful 3BR Home by the Water - Family Friendly

Private house rentals

4.99 out of 5 average rating, 77 reviews

A spacious living room is shown, featuring comfortable grey sofas adorned with orange cushions. A round coffee table sits centrally, surrounded by a natural wood floor. A large television is mounted on the wall, with soft lighting from recessed ceiling fixtures enhancing the space.

Home in Boston

Brand New 4BR 2.5Bath House 20Min Downtown Boston

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.

4.97 out of 5 average rating, 68 reviews

Cozy, comfortable and convenient

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.

4.97 out of 5 average rating, 29 reviews

Private Parking! 4BR Family Home in South Boston

4.95 out of 5 average rating, 22 reviews

Home in West End

North End Entire House Downtown/TD Garden

5 out of 5 average rating, 23 reviews

A vibrant flag with a tree emblem is displayed on a pole next to a brown wooden building. A wooden bench is positioned along the side, with planted flowers adding color. Natural light illuminates the alleyway, surrounded by greenery.

Home in Charlestown

1850s Charlestown Cottage

5 out of 5 average rating, 6 reviews

Home in Jamaica Plain

Boston Buccaneer Retreat

5 out of 5 average rating, 16 reviews

A spacious living area is designed with large windows providing expansive views of the ocean. A comfortable white sofa faces a wooden coffee table, complemented by a cozy throw. Natural light fills the room, accentuating the warm wooden floors and tasteful decor.

Home in Nahant

Sea Forever - Oceanfront Home in Nahant!