Family-friendly holiday rentals in Braintree

4.96 out of 5 average rating, 124 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.

Apartment 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

FamilyKitchenHospitality

4.93 out of 5 average rating, 156 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!

KitchenIndoor spacesLayout

4.88 out of 5 average rating, 356 reviews

Townhouse in Quincy

FREE Parking, Cozy Kid-Friendly Near Adams Park

🔥 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

KitchenIndoor spacesWi-Fi

4.96 out of 5 average rating, 230 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

Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.

KitchenFamilyLocation

4.97 out of 5 average rating, 102 reviews

A bright living space is displayed, featuring a brown sofa, a wooden coffee table, and a large area rug. Natural light streams through large windows, illuminating the open layout that includes a kitchenette with stainless steel appliances.

Guesthouse in Weymouth

Cozy Guesthouse Near T-Station - Family Friendly

Welcome to your getaway home! You are sure to enjoy a wonderful experience in this newly renovated Guesthouse Studio, situated in Weymouth Landing. • Just a 5-minute walk to the Commuter Rail station for easy access to Boston and beyond. • Explore local stores, restaurants, and bars, all within walking distance. • Only 10 minutes away from South Shore Hospital. • A short 12-mile drive to Downtown Boston. Perfect for couples, small families, groups, business stays, and long-term rentals.

Indoor spacesFamilyHeating

4.87 out of 5 average rating, 120 reviews

A serene view of the lake at sunset is framed by lush greenery and a manicured lawn. Three blue Adirondack chairs are positioned near the water's edge, offering a perfect spot to enjoy the fading light. The sky displays warm hues reflecting on the calm surface of the lake.

Guest suite in Braintree

Sunset LAKE VIEW studio. Recently upgraded!

Welcome to Sunset Lake! Enjoy beautiful sunsets year round! Cozy in the winter with plenty of extra blankets and a great heating system! Light a fire at night. We are walking distance to South Braintree Square. You will enjoy nature and still have close proximity to city. Walk to a super market, pharmacy, nail salon, bank, a tavern w/ live music. Other restaurants within walking distance include Mexican, Thai, Sushi, Italian, Vietnamese (pho), pizza and a great local coffee shop ☀️ 🌅

KitchenIndoor spacesLayout

4.95 out of 5 average rating, 144 reviews

The living room features light-colored sofas and a coffee table placed on a warm area rug. Bright natural light enters through several windows, illuminating the space. A wall-mounted TV is visible, and a stylish coat rack adds a modern touch.

Home in Braintree

Near Boston w/ parking & deck, 3-bedroom home

Bright and cozy space located in Braintree Center, just 10-miles outside of Boston. Our home is an ideal location for families, friends, business travelers, and even wedding parties looking for more space, while also enjoying the proximity to Boston, Logan Airport, and more! Have a wedding, event, or want to see a sunset view of the Boston skyline? Granite Links Golf Course is 4 miles away! Looking to see a concert or Patriots Game at Gillette stadium? Arrive there in just 25 minutes!

FamilyIndoor spacesAir conditioning

Guesthouse 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, 215 reviews

Country Cottage in the City

This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. The cottage is a studio apartment that has a microwave and mini-fridge as well as sitting area and table. It has a lovely view of the pool and gardens. Besides the pool, there are two garden ponds where we keep ornamental fish. Outside the garden fence there is often a parade of various types of birds, bunnies and even wild turkeys and deer.

KitchenFamilySolo travel

4.89 out of 5 average rating, 352 reviews

The layout of the luxury in-law suite is displayed, featuring designated spaces including a bedroom, living room, kitchen, and dining room. The dimensions of each area are noted, along with a small deck, providing an overview of the suite's structure and flow.

Guest suite in Abington

South Shore Luxury Apartment

Luxury in-law suite with new appliances, new bed and bedroom furniture, heated bathroom floors, jacuzzi tub, electric fireplace, and off street parking just steps from your own private entrance nestled into the Ames Nowell State Park. Just minutes away from the South Shore Hospital, make this your home away from home! FireTV and an Echo Studio, all lights are controlled by Alexa. This apartment is not suitable for children. 2 hours Early Check-in/Late Check-out available $30

KitchenFamilyValue

4.8 out of 5 average rating, 343 reviews

A spacious studio apartment features a king-size bed with colorful bedding and wall art. A futon is positioned near a circular coffee table on a patterned rug. Two small windows bring in natural light, while a ceiling fan ensures comfort.

Guest suite in Weymouth

Lovely studio on the coast! Beach close by!

Wonderful location located in north Weymouth. Quiet, Spacious studio apartment. Outdoor deck with patio furniture. Plenty of space for 3 guests max. - Walking distance to George lane beach & Wessagusset beach. - Convenience store, Pizza & Sandwich shop on our block. - 2 miles to Hingham shipyard - 5 miles to Nantasket beach - In between several commuter rail stations and across the street from a bus stop. - 4 miles to Quincy center - 30 minute drive to Boston!

KitchenIndoor spacesBathroom

4.95 out of 5 average rating, 103 reviews

A spacious bedroom features a large bed with a light-colored comforter and decorative pillows. Two lamps provide soft lighting. Mirrored closet doors reflect the room, and artwork hangs on the wall, adding a touch of character. Warm wooden flooring complements the neutral decor.

Home in Canton

Gorgeous 2nd Floor Home with Private Entry

Welcome to your home away from home! This beautiful second-floor 2 BR unit keyless self check in offers a private entrance and private stairs. Features: · Newly Installed AC · Fully Kitchen: Equipped with smart utilities, including an oven, microwave, dishwasher, washer, and dryer. · High-speed internet. · Comfortable Sleeping Arrangements: 2 beds & a sofa bed, perfect for accommodating up to 4 guests.

FamilyIndoor spacesBackyard

4.82 out of 5 average rating, 195 reviews

Home in Canton

3 bedroom impeccable private home, quiet street

Clean, quiet house with 3 bedrooms, full kitchen, fenced in yard, smart TVs (no cable). Quiet, safe, clean neighborhood, close to restaurants, and amazing outdoor destinations (Blue Hills reservation for hiking, swimming, photography, biking, etc), also golf course, horse barns, rock climbing, ice rink and more! Please note, the driveway and yard are shared with the downstairs unit.

KitchenIndoor spacesCondition

Popular amenities for Braintree family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5 out of 5 average rating, 4 reviews

Home in Randolph

Spacious Family-Friendly 5BR 3BA House w/Parking

Indoor spacesDecorComfort

4.92 out of 5 average rating, 235 reviews

Apartment in Woburn

Romantic Getaway w/private Jacuzzi• Fire Pit•

Indoor spacesKitchenDecor

5 out of 5 average rating, 32 reviews

Home in Wellesley

Wellesley Spacious and Modern

KitchenFamilyCheckout

4.89 out of 5 average rating, 331 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

KitchenIndoor spacesLaundry

4.96 out of 5 average rating, 281 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.

Apartment in Winthrop

Oceanfront Pool. Close to Boston. Free Parking.

FamilyIndoor spacesAmenities

4.94 out of 5 average rating, 100 reviews

An oceanfront backyard is showcased with comfortable seating arranged around a circular table. A hot tub is visible nearby, and additional seating is provided by lounge chairs. The expansive view of the ocean under a partly cloudy sky enhances the coastal atmosphere.

Home in Scituate

Oceanfront home w/Amazing Views, Hottub! Sleeps 10

FamilyKitchenAmenities

4.98 out of 5 average rating, 217 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.

Apartment in Arlington

Lakeside apartment, patio, hot tub, outside shower

FamilyIndoor spacesNearby

5 out of 5 average rating, 33 reviews

A charming beach house features wooden shingle siding with white accents. A large American flag flies proudly above a front porch, which is furnished with white chairs. Lush greenery and vibrant shrubs frame the property, enhancing the inviting exterior.

Home in Marshfield

Humarock Beach: 4BR Getaway

FamilyIndoor spacesPets

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 187 reviews

An open-concept living area features a spacious sectional sofa arranged around a coffee table. Light oak flooring extends throughout the space, leading to a dining area visible in the background. A staircase with wooden steps ascends to the second floor, adding an airy feel.

Townhouse in Quincy

Modern 3BR Beach Townhouse - Easy Boston Access 39

Indoor spacesFamilyCheck-in

4.98 out of 5 average rating, 102 reviews

The exterior of a charming barn retreat is displayed, featuring weathered cedar shingles and multiple windows that invite natural light. A gravel path leads to the door, framed by lush greenery, while a small weather vane sits atop the roof, adding a quaint touch.

Barn in Cohasset

The Landing at Cohasset Harbor

KitchenFamilyComfort

5 out of 5 average rating, 148 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 Scituate

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

FamilyIndoor spacesNearby

4.88 out of 5 average rating, 153 reviews

A small, red-roofed structure is visible in the foreground, surrounded by a neatly maintained grassy area. A white fence encloses the space, with trees and lush greenery present in the background. Two horses can be seen grazing peacefully, adding to the serene rural setting.

Tiny home in Pembroke

Tiny Farm House on a Horse Farm

Indoor spacesKitchenWalkability

4.91 out of 5 average rating, 377 reviews

A newly remodeled kitchen features modern stainless steel appliances and ample counter space. White cabinetry contrasts with warm wood paneling and flooring. A dining area with a wooden table and chairs is visible, along with soft lighting from pendant fixtures above.

Cabin in Cohasset

Lionsgate at Cohasset

KitchenFamilyAir conditioning

4.93 out of 5 average rating, 121 reviews

An updated kitchen features granite countertops, white cabinetry, and stainless steel appliances. A large island with seating for four is complemented by a dining nook with natural light. Potted plants add a touch of greenery, enhancing the inviting kitchen space.

Apartment in Hull

Coastal Cottage Home

KitchenFamilyBreakfast

4.87 out of 5 average rating, 113 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

Indoor spacesKitchenAccess

4.98 out of 5 average rating, 300 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!

Indoor spacesFamilyValue

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 157 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.

Apartment in Brighton

The Murthy : Bright • Spotless • W/D

FamilyIndoor spacesDecor

Guest suite in Framingham

A small seating area is presented with a pink loveseat adorned with patterned pillows, positioned beside a bedside table. A soft lamp is placed atop the table, and a tissue box is situated nearby. Light wood flooring complements the neutral color scheme.

4.78 out of 5 average rating, 104 reviews

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

FamilyKitchenCondition

4.97 out of 5 average rating, 118 reviews

The backyard features a shared pool surrounded by a brick patio, reflecting the greenery of nearby trees. The area is enclosed by a fence, providing a sense of privacy. A wooden bench is visible nearby, offering a spot to relax by the water.

Home in Weston

Spacious vacation unit in premium suburban town

Indoor spacesFamilyView

Apartment in Manchester-by-the-Sea

4.91 out of 5 average rating, 196 reviews

Private Pool Retreat w/Fire Pit Near Singing Beach

FamilyKitchenEV charging

4.87 out of 5 average rating, 45 reviews

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

FamilyKitchenOutdoor spaces

4.97 out of 5 average rating, 443 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.

Apartment in Waltham

Cozy Private Studio Unit w/ Laundry and Parking!

Indoor spacesFamilyHeating

4.99 out of 5 average rating, 163 reviews

Cottage in Marblehead

Pool Is Open! Steps from Harbor + Walk to Old MHD

KitchenIndoor spacesBathroom