Family-friendly vacation rentals in Weymouth

4.95 out of 5 average rating, 147 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 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.

FamilyKitchenLong stay

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

Come have fun at The Coastal Cottage. This newly updated home is only a minute walk to your private beach and is the main floor of the home. Enter into the comfortable living room, with coastal boho vibes and a large sectional couch. One bedroom has a Queen bed, the other has a full and twin bunk bed and a crib. Enjoy the large kitchen with large dining table, breakfast nook and massive granite island. Enjoy grilling, the outdoor shower, or hang in the courtyard to relax with family and friends.

Indoor spacesFamilyDecor

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 spacesSleep quality

4.96 out of 5 average rating, 126 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

KitchenFamilyParking

4.92 out of 5 average rating, 108 reviews

Guest suite in Hanover

Spacious one bedroom apartment with private patio

Spacious and private one bedroom apartment in a quiet residential neighborhood near Hanover Center minutes away to Route 3. In-law unit attached to a private residence, has a private entrance, patio with fire pit, own driveway. Comes fully equipped: king size bed, sleeper sofa, full size refrigerator, range, dishwasher, washer/dryer, cable tv, high speed internet including Netflix, HBO Max and more. Also whole house water filtration system providing clean purified water throughout the house .

FamilyKitchenOutdoor spaces

4.91 out of 5 average rating, 378 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

Lionsgate is the perfect retreat to refresh the soul. Newly remodeled fully stocked kitchen with comfortable amenities provide a home away from feel. Enjoy a roaring fire in a rustic cabin during the winter or the coolness of a mini split in the summer. Cohasset, jewel of the South Shore is a quintessential New England seaside village located half way between Boston and Cape Cod. The ocean offers abundant recreation opportunities as well as plentiful parks for hiking and biking. A must visit.

FamilyIndoor spacesTV

4.91 out of 5 average rating, 139 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 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.

Indoor spacesKitchenQuiet

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 spacesBathroom

4.87 out of 5 average rating, 114 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

Large private room located in the Basement of a single family home. The home is conveniently located less than one minute from route 3 half way between Boston and Cape Cod. The room has a full size bed, and a euro lounger that can be used to relax and watch TV or reclyned for sleeping. There is a kitchenette located in the room which has a Fridge with top freezer, a microwave and a Keurig . The private bath is located inside the bedroom. Cool off in the pool during summer months.

KitchenFamilyValue

4.88 out of 5 average rating, 188 reviews

Home in Quincy

5BR/4BA Adams Shore Home w/ Parking & W/D 284

Pet-Friendly 5-Bedroom Coastal Home – Walkable to Marina, Harbor & Wollaston Beach | Perfect for Families & Groups | Easy Downtown Boston Access Why Guests Love Our Home: ★ Five Free On-Site Parking ★ Great Location - Close to restaurants and public transport. ★ First-Floor Bedroom & Bathroom – Elderly-friendly setup ★ Dedicated Workspace – Perfect for remote work ★ High-Speed Wi-Fi ★ Self Check-In ★ Fully Equipped Kitchen ★ Washer & Dryer ★ Fresh Linens & Toiletries Included

Indoor spacesKitchenDecor

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!

FamilyKitchenParks

4.97 out of 5 average rating, 183 reviews

A private entrance to the basement suite is framed by a modern railing and steps leading down. Lush greenery surrounding the entrance enhances the serene setting, while a light fixture is positioned above the door. A children's playset can be seen in the background.

Guest suite in Lexington

Modern Farmhouse Suite in Historic Lexington

Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests

KitchenFamilyHospitality

Popular amenities for Weymouth family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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

FamilyKitchenBackyard

4.96 out of 5 average rating, 282 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.

Indoor spacesKitchenLaundry

4.78 out of 5 average rating, 359 reviews

The open layout showcases a living area with a comfortable sofa and decorative pillows. A granite counter separates the kitchen from the space, which features natural light from large windows adorned with light-filtering shades. A piece of framed art and a potted plant complete the ambiance.

Apartment in Roxbury

Modern, Spacious 1BR for 4 - Easy Marathon Access!

KitchenFamilyValue

4.95 out of 5 average rating, 124 reviews

An open living area is highlighted by vaulted ceilings and large windows that allow natural light to illuminate the space. A comfortable seating arrangement faces a coffee table, while a dining area with bar stools is situated near the kitchen. A spiral staircase leads to the upper level.

Guest suite in Plymouth

Manomet Boathouse Station #31

Indoor spacesFamilyWalkability

4.92 out of 5 average rating, 235 reviews

Apartment in Woburn

Romantic Getaway w/private Jacuzzi• Fire Pit•

FamilyIndoor spacesParking

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

FamilyIndoor spacesHospitality

4.94 out of 5 average rating, 160 reviews

An open living space features a comfortable sectional sofa and a wooden dining table with six chairs. Natural light enters through large windows, with light curtains softly framing the views. A television is positioned in the corner, and decorative mirrors adorn the walls.

Condo in Plymouth

John Alden Condo

FamilyIndoor spacesLocation

5.0 out of 5 average rating, 76 reviews

Home in Brockton

Hot Tub, Gazebo, Pool table & Fire Table

FamilyIndoor spacesGrill

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 197 reviews

Apartment in Quincy

Beach Home next to Boston & T, King Bed, Park Free

Indoor spacesKitchenAir conditioning

4.79 out of 5 average rating, 141 reviews

A lighthouse stands tall against a colorful sunset over the waterfront. A rocky shore leads up to the lighthouse, with the light beacon prominently displayed. Nearby, a quaint building and lamp posts are visible, contributing to the serene coastal atmosphere.

Home in Scituate

Charming Scituate Ranch near Harbor & Town Center

Indoor spacesKitchenSolo travel

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 spacesFamilyLocation

4.98 out of 5 average rating, 104 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

Indoor spacesFamilyBathroom

4.99 out of 5 average rating, 241 reviews

Condo in Winthrop

Truly Oceanfront! Spacious Family Petfriendly Home

KitchenFamilyTV

4.87 out of 5 average rating, 157 reviews

An aerial view captures a residential neighborhood with lush green trees and well-kept yards. The ocean is visible in the distance, complementing the coastal atmosphere. Various single-story and multi-story homes are positioned throughout the area, highlighting the community's family-friendly charm.

Home in Scituate

Cheery Beach Bungalow

FamilyIndoor spacesSleep quality

4.86 out of 5 average rating, 194 reviews

A charming blue-gray house is framed by a well-maintained lawn and flower beds. Two skylights are visible on the roof, and a small set of stairs leads to the front door. Lush greenery and shrubs surround the property, contributing to a welcoming outdoor space.

Apartment in Avon

Welcoming and Sunny

FamilyKitchenBathroom

4.96 out of 5 average rating, 231 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

FamilyIndoor spacesParks

Family-friendly home rentals with a pool

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, 216 reviews

Country Cottage in the City

FamilyIndoor spacesCondition

4.9 out of 5 average rating, 198 reviews

A serene pool area is surrounded by lush gardens, featuring vibrant flowers in planters. A pool house is visible in the background, framed by greenery. The clear water of the pool reflects the surrounding natural beauty, inviting relaxation and enjoyment.

Home in Plymouth

The Secret Garden 4 Bedroom, 7 Bed 3 Baths

KitchenIndoor spacesParking

4.99 out of 5 average rating, 165 reviews

Cottage in Marblehead

Pool Is Open in Sept! Steps from Harbor + Old Town

KitchenIndoor spacesLocation

4.94 out of 5 average rating, 254 reviews

A spacious outdoor area features a dining table surrounded by chairs, complemented by loungers and a hot tub. An umbrella provides shade over the seating area, while lush greenery and well-maintained landscaping create a peaceful environment. The in-ground pool is visible in the foreground.

Guesthouse in Newton

Charming 2-story private Guesthouse

FamilyIndoor spacesWalkability

4.88 out of 5 average rating, 206 reviews

A cozy living area features a spacious daybed flanked by decorative pillows. Two armchairs are positioned across from a coffee table, enhancing the seating arrangement. A decorative vase adds charm beside the fireplace, while natural light filters through the window, illuminating the wood flooring.

Guest suite in Revere

Amazing studio

FamilyIndoor spacesGetting around

4.97 out of 5 average rating, 345 reviews

The spacious bedroom features two queen beds with light green bedding, positioned beside a large window that allows natural light to fill the room. A modern bathroom is visible in the background, with neutral tones and elegant fixtures. Wooden benches provide additional seating.

Apartment in Winthrop

Private Suite• Pool • Sleeps 4 • Boston • Airport

Indoor spacesKitchenAir conditioning

4.97 out of 5 average rating, 445 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!

KitchenFamilyComfort