Family-friendly holiday rentals in Quincy

4.9 out of 5 average rating, 177 reviews

A bright and airy room features a comfortable bed adorned with colorful bedding. Two wooden desks with chairs are positioned thoughtfully, along with various seating options. Natural light filters through a window, accentuating the room's warm wood flooring and blue walls.

Guest suite in Boston

Boston arbor oasis - cute one bedroom suite

Upbeat, beautiful one bedroom with attached bathroom. Have the ground floor / lower level of our home to yourself. Your own private entrance, come and go as you like. Located on a quiet, dead end street in a very safe, residential Boston neighborhood, with big beautiful evergreen trees. Convenient to 93. Five minute Uber or short bus ride to Ashmont station, from here take the train downtown Boston. Free off street parking. Easy walk to coffee shops, restaurants, bars, and Neponset River trail!

4.94 out of 5 average rating, 138 reviews

The exterior of the home is captured under cloudy skies, displaying a two-story structure with navy blue siding and white trim. Stairs lead to an upper deck, while a small landscaped area is visible at the base. Snow covers the ground, adding to the serene ambiance.

Home in North Weymouth

Newly remodeled home with ocean views!

Spacious home newly remodeled with all high end touches. This house has views of the Boston skyline and harbor Islands. Each bedroom and floor has it's own split system air conditioning for maximum comfort. Preferred neighborhood of North Weymouth which is 10 miles from Boston. This house provides a convenient location for you and your family to explore the city with all the comforts of home. Full laundry facilities are on the same floor with the bedrooms. 2 decks to relax and enjoy the views.

4.96 out of 5 average rating, 117 reviews

A modern dining area features a glass-top table surrounded by four black chairs, positioned over a decorative rug. A colorful wall art piece is displayed nearby, and an electric fireplace adds warmth to the space. Light-colored walls and flooring enhance the ambiance.

Flat in Quincy

“Very Modern Apartment” Dedicated Driveway Parking

Whether you are just getting away for the weekend or looking for an extended stay, we are committed to creating a comfortable experience. Professionally cleaned & sanitized Great customer service High quality linens and towels. Very spacious 1100 sq ft 2 bedrooms and 1 bath unit with high ceiling. Each bedroom features a queen bed with foldable twin beds. Fully stocked with everything you might need for longer comfortable stay. Located in a very nice residential area.Dedicated driveway parking

4.99 out of 5 average rating, 161 reviews

The living area features a comfortable gray sofa paired with wooden coffee tables. A mounted TV is positioned on the wall opposite the seating, while blue chairs surround a dining table. Artwork and stored towels enhance the inviting atmosphere of the space.

Flat in North Quincy

Quincy Beach Home Next to Boston & T, Free Parking

Enjoy a comfortable stay in this beautiful, newly renovated 3 bedroom apartment only 150 yards to the beach and convenient access to Boston by car (15-25min) or public transport (30-45min). It's a spacious 1000 sqft, was just fully remodeled, retains plenty of character and boasts loads of windows and light. Recharge from your trip in style with a fully equipped kitchen, 3 new queen mem foam beds, 55" TV, new sofa, work & dining areas, new bathroom, walk-in closet, and free off-street parking.

4.91 out of 5 average rating, 319 reviews

A modern living area showcases an open layout with a comfortable seating arrangement. Natural light fills the space through large windows. A dining table is set nearby, complemented by stainless steel appliances in the kitchen. Decorative elements enhance the overall design.

Flat in Dorchester

Swanky unit Convenient to Downtown nr Restaurants

My Swanky pad is a modern renovated garden level unit with a great open layout. Is very clean, comfortable, has private entrance, high ceilings, large windows which project great natural light into the space. Consist of: -- Kitchen w. Dining Space (work space) --Stainless steel appliances, full stove, refrigerator & over the range microwave --Keurig Coffee ( Complimentary coffee ), Electric hot water kettle --Large closets --55" Smart Tv in living room --High Speed WIFI --Full Bath with Tub

4.94 out of 5 average rating, 143 reviews

A welcoming entryway showcases a wooden staircase leading to the upper levels. The space is enhanced by decorative topiary arrangements and features light-colored flooring providing a bright ambiance. Natural light emanates from a nearby doorway, revealing glimpses of the outdoor area.

Home in Stoughton

Modern home 22 min Boston, 20 min Gillette Stadium

Experience New England charm in this luxury home, with over 3,500 sq. feet of living space. This home has many unique characteristics that includes a Koi pond, a majestic backyard and an indoor sauna to make your short term or long term stay more comfortable. It's located in a quiet neighborhood that is walking distance to Glen Echo Park, where hiking, and fishing is available. It's 2 min away from shops, major highways, and has a 6-car driveway and abundance on-street parking. Pet friendly!

4.88 out of 5 average rating, 349 reviews

Townhouse in Quincy

Cozy Kid Friendly Home near Adams Park•Parking 383

🔥 SPECIAL OFFER: SAVE UP TO 30% ON SELECTED STAYS! Step into a bright, modern townhouse designed for comfort, space, and effortless living. Ideal for family getaways, business trips, or group stays, this home combines upscale finishes with thoughtful amenities to make every stay smooth and enjoyable. ★ Convenient Parking ★ Baby crib provided – kid-friendly ★ Central A/C & heating ★ High-speed Wi-Fi ★ Fully equipped modern kitchen ★ Fresh linens, towels & essential toiletries ★ Washer & dryer

4.92 out of 5 average rating, 133 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

Welcome to our newly renovated 3-bed, 2-bath single-family home nestled in a serene and welcoming neighborhood in North Weymouth: • Walk to Wessagusset Beach and George Lane Beach • Just a 2-mile drive to Hingham Shipyard's dining, shops, and commuter boat to Boston • 11 miles from Downtown Boston • 3 miles from commuter rail or subway stations (bus #220, a 2-minute walk, takes you to Quincy Center or Hingham Shipyard) Ideal for families or groups seeking relaxation and easy city access.

4.87 out of 5 average rating, 174 reviews

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 North Quincy

Spacious, Cozy Home in Greater Boston - 4 Beds

Modern, spacious, and family friendly home in lovely North Quincy neighborhood of historic Quincy. Thoughtfully designed with large family room, 55 inch TV, Large parking lot, and porch. Comfortably sleeps at least 8! 10 Minute walk to Red Line Subway , only a 20 minute ride to downtown Boston! Easy access to South Station, Logan Airport, North End, Faneuil Hall, Government Center, Boston Common, Harvard Square, Back Bay, Fenway Park, and Beacon Hill.

4.97 out of 5 average rating, 484 reviews

A charming log cabin is surrounded by lush greenery. Two miniature horses graze leisurely on the grass in front of the cabin, which features a covered porch and simple landscaping with flowers. Sunlight filters through the trees, highlighting the serene woodland setting.

Cabin in Rockport

The Solar Powered Dogtown Cabin at Applecart Farm

Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walking distance to down town Rockport and waterfront. Friendly miniature horses just 200 feet away that children love to visit. Applecart Farm is happy to have guests of diverse backgrounds and interests. Pets are allowed only with advanced request to ensure safety of guest and residents pets. NEM 1450 plug for EV charging.

4.98 out of 5 average rating, 283 reviews

A two-story white house features a welcoming front porch and black shutters. Lush greenery surrounds the property, with a well-kept lawn and flower beds. A pathway leads from the road to the entrance, and a driveway is visible beside the house.

Home in Dedham

Cozy, historic 3 bedroom home close to Boston!

Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.

4.86 out of 5 average rating, 175 reviews

Townhouse in Quincy

Large 3BR Home•Easy Access Boston/Logan•Parking 39

🔥 SPECIAL OFFER: SAVE UP TO 30% ON SELECTED STAYS! Step into a bright, spacious townhouse where everyone has room to relax, gather, and enjoy quality time together. Whether you’re traveling with family, meeting up with friends, or staying for work, this warm and modern home offers the perfect blend of comfort and convenience — all just minutes from the best of Boston.

Popular amenities for Quincy family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 172 reviews

An outdoor swimming pool is surrounded by a spacious patio and lush greenery. Sun loungers are arranged around the pool, with a shaded seating area nearby. The house features a multi-level deck overlooking the pool, creating a relaxing outdoor space for guests.

Home in Hopkinton

Hopkinton Mass 3+ Bedrooms - Great location!

4.92 out of 5 average rating, 217 reviews

Flat in Woburn

Romantic Getaway w/private Jacuzzi• Fire Pit•

4.92 out of 5 average rating, 131 reviews

A modern kitchen is showcased, featuring gray cabinetry and a large island with seating for four. Stainless-steel appliances are integrated seamlessly, while light reflects off the marble countertops. A dining area is visible in the background, with natural light filtering through a window.

Apartment in Brighton

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

4.9 out of 5 average rating, 325 reviews

A view overlooking a well-maintained pool surrounded by green grass, with beach access visible in the distance. The landscape features a mix of trees and charming houses, set against a clear blue sky and tranquil water.

Home in Plymouth

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

4.96 out of 5 average rating, 266 reviews

A vibrant flower pot filled with colorful flowers is positioned near a sparkling saltwater pool. In the background, ocean views are visible, complemented by lounge chairs and a hot tub. Gentle water splashes from the pool add a lively touch to the serene setting.

Flat in Winthrop

Oceanfront Pool. Close to Boston. Free Parking.

4.94 out of 5 average rating, 86 reviews

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)

4.93 out of 5 average rating, 109 reviews

A modern open-concept living space features a well-equipped kitchen with stainless steel appliances and a large island with seating for five. A cozy living area displays a sectional couch facing a wall-mounted TV, with large windows allowing natural light to brighten the room.

Home in South Boston

Heart of Southie - Hot Tub + Walk to Top Bars

4.98 out of 5 average rating, 207 reviews

A single-story home is set amidst lush greenery, showcasing a stone-accented facade and a spacious driveway. Skylights adorn the roof, and the property offers views of the adjacent lake, creating a serene lakeside atmosphere.

Flat in Arlington

Lakeside apartment, patio, hot tub, outside shower

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 143 reviews

The exterior of a two-story house is illuminated at night, highlighting a welcoming front entrance. A paved pathway leads to the door, surrounded by landscaped grass and light fixtures that create a charming ambiance. The house is set against a darkening sky.

Home in Weymouth

Entire House Near South Shore Hospital/Whole Foods

4.97 out of 5 average rating, 215 reviews

The exterior of a spacious guesthouse showcases a blend of siding and stone finishes. A paved driveway leads to a two-car garage. Lush greenery and flower beds enhance the inviting entrance, while multiple windows allow natural light to fill the interior.

Guest suite in Sharon

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod

4.81 out of 5 average rating, 297 reviews

A charming coastal house is presented with a light blue exterior. A welcoming porch is accessed by steps, surrounded by manicured landscaping featuring grass and decorative stones. The driveway is paved, providing easy entry to the home, with trees and greenery in the background.

Cottage in Cohasset

Beechwood Cottage

4.96 out of 5 average rating, 144 reviews

A modern living area is furnished with a sectional couch and a vibrant red chair. A large television is mounted on the wall above a dark wood entertainment unit, which holds decorative items. Wooden floors and recessed lighting contribute to a bright and welcoming environment.

Home in Watertown

Absolutely Gorgeous 3 Bedroom Close to Boston

5 out of 5 average rating, 129 reviews

A charming farmhouse exterior is showcased, featuring a weathered wooden facade and bright blue shutters. A welcoming front porch is adorned with pumpkins, while well-maintained landscaping and a mailbox are visible in the foreground.

Home in North Scituate

Cozy, well-equipped beach cottage, steps to beach!

4.99 out of 5 average rating, 193 reviews

A charming farmhouse stands amidst a lush garden, surrounded by vibrant purple irises. The white exterior of the house contrasts beautifully with the greenery, providing a serene atmosphere. Tall trees and a manicured lawn enhance the inviting landscape of the property.

Guest suite in Weston

Flower Farm Getaway 2BR, 20 Min To Boston

5 out of 5 average rating, 245 reviews

A bright yellow two-family home is positioned amidst greenery, featuring a welcoming entry with a red door. A small flowering tree adds a splash of color in front, while a large deck is visible in the background, perfect for outdoor gatherings.

Home in North Chelmsford

Newly renovated, spacious, clean, 3 bedroom home.

4.94 out of 5 average rating, 158 reviews

A private deck features comfortable green seating and a glass table, surrounded by colorful potted flowers. Ocean views extend beyond the railing, with trees visible in the background, creating a peaceful outdoor space for relaxation.

Flat in Nahant

Ocean view studio with hot tub & access to Boston

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 137 reviews

A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.

Flat in Brighton

Peaceful suite in Boston with city views

4.97 out of 5 average rating, 111 reviews

Home in Weston

Spacious vacation unit in premium suburban town

Flat in Manchester-by-the-Sea

A spacious living area features a large, sectional sofa with neutral upholstery, oriented towards a wooden coffee table. Bright light filters through multiple windows, illuminating the room. A dining area with wooden chairs is visible in the background, along with built-in storage cabinets.

4.9 out of 5 average rating, 184 reviews

Private Pool Retreat w/Fire Pit Near Singing Beach

4.84 out of 5 average rating, 235 reviews

A spacious studio apartment is presented, featuring a full bed with soft linens and decorative pillows. Natural light fills the room through large windows, which are dressed with elegant curtains. A modern seating area includes a sleek black sofa and an armchair, creating a comfortable relaxation space.

Flat in Beachmont

Stylish and Cozy at Revere Beach

4.88 out of 5 average rating, 104 reviews

A spacious room features a full-sized bed with light bedding. A euro lounger is positioned in front, decorated with a soft throw. Mirrors on the opposite wall reflect the room's layout, and a window offers natural light, contributing to the overall bright atmosphere.

Guest suite in Rockland

Cozy Private Suite halfway between Cape & Boston

Guest house in West Roxbury

A bright bedroom features a spacious bed with a white coverlet and colorful pillows. Natural light filters through multiple windows, enhancing the wooden accents of the walls and furniture. A television is mounted on the wall above a wooden dresser, creating a comfortable and inviting space.

4.95 out of 5 average rating, 207 reviews

Country Cottage in the City

4.97 out of 5 average rating, 408 reviews

A washing machine and dryer are positioned side by side against a wall. A small dining table with white chairs is situated near a window, while a desk and chair are also present in the space. Light-colored walls and a nautical-themed clock add to the room's design.

Flat in Waltham

Cozy Private Studio Unit w/ Laundry and Parking!