
Family-friendly holiday rentals in Weymouth
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Weymouth

Total holiday rentals
Explore 50 holiday rentals in Weymouth

Nightly prices starting at
Weymouth holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 3,220 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Weymouth holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Weymouth rentals

4.8 Average rating
Weymouth stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated family-friendly rentals in Weymouth
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.
4.92 out of 5 average rating, 149 reviews
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.
4.91 out of 5 average rating, 128 reviews
FREE Parking 5BR-4BA Adams Shore Single House 284
Spacious 5-bedroom, 4-bathroom coastal townhouse - ideal for families and groups. Walk to Marina, Harbor & Wollaston Beach, with easy access to Downtown Boston. 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
4.88 out of 5 average rating, 192 reviews
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 .
4.92 out of 5 average rating, 110 reviews
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 limited on-street parking. Pet friendly!
4.92 out of 5 average rating, 160 reviews
Stella Maris, 6 bedroom coastal home, water views
Stella Maris is an inter-coastal sanctuary, located on a private, tree lined street, with ever changing views of Cohasset Harbor & surrounding marsh & waterways. The airy floor plan of this contemporary home is perfect for entertaining family and friends. Gathering on the deck at sunset is a favorite. A short walk to Minot Beach and the lovely Minot neighborhood. Close to charming Scituate & Cohasset Harbors with their great restaurant scenes. 5 minutes to the Commuter rail into Boston.
5.0 out of 5 average rating, 107 reviews
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.
4.9 out of 5 average rating, 143 reviews
3BR Immaculate and Sunny Home Near the Beach!
This lovely private, upper duplex is perfect for couples and small families. Great location - 7 houses back from 4-mile long, Nantasket beach; 2 blocks from a quaint shopping area; less than 5 miles to the train or ferry (30-min ferry ride to downtown Boston). Beautifully decorated with nautical decor, a fully equipped kitchen and open living space for gathering together. Beach supplies provided. Absolutely no smoking/animals/drugs/parties. Max: 4 guests. Proudly hosting for over 10 years.
4.89 out of 5 average rating, 113 reviews
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!
4.95 out of 5 average rating, 148 reviews
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.
4.87 out of 5 average rating, 114 reviews
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!
4.81 out of 5 average rating, 351 reviews
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
4.97 out of 5 average rating, 189 reviewsPopular amenities for Weymouth family-friendly rentals
Family-friendly home rentals with a hot tub

Lakeside apartment, patio, hot tub, outside shower
4.98 out of 5 average rating, 221 reviews
Heart of Southie - Hot Tub + Walk to Top Bars
4.93 out of 5 average rating, 116 reviews
Romantic Getaway w/private Jacuzzi• Fire Pit•
4.93 out of 5 average rating, 242 reviews
Manomet Boathouse Station #31
4.95 out of 5 average rating, 126 reviews
Oceanfront Pool. Close to Boston. Free Parking.
4.96 out of 5 average rating, 285 reviews
Modern, Spacious 1BR for 4 - Easy Marathon Access!
4.78 out of 5 average rating, 359 reviews
John Alden Condo
4.94 out of 5 average rating, 161 reviews
Hot Tub, Gazebo, Pool table & Fire Table
5.0 out of 5 average rating, 78 reviewsFamily- and pet-friendly home rentals

Lionsgate at Cohasset
4.91 out of 5 average rating, 382 reviews
The Landing at Cohasset Harbor
4.98 out of 5 average rating, 108 reviews
Quincy Beach Home Next to Boston & T, Free Parking
4.98 out of 5 average rating, 180 reviews
Cheery Beach Bungalow
4.87 out of 5 average rating, 159 reviews
Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod
4.96 out of 5 average rating, 235 reviews
Cozy, historic 3 bedroom home close to Boston!
4.98 out of 5 average rating, 306 reviews
Modern 3BR Beach Townhouse - Easy Boston Access 39
4.88 out of 5 average rating, 193 reviews
The Day-Burrill-Wadsworth-La Voix House
4.98 out of 5 average rating, 123 reviewsFamily-friendly home rentals with a pool

Country Cottage in the City
4.95 out of 5 average rating, 218 reviews
Charming 2-story private Guesthouse
4.94 out of 5 average rating, 257 reviews
Pool Is Open in Sept! Steps from Harbor + Old Town
4.99 out of 5 average rating, 169 reviews
Seaview Summit | Ocean Views, Indoor Pool, Beach
4.89 out of 5 average rating, 179 reviews
The Secret Garden 4 Bedroom, 7 Bed 3 Baths
4.9 out of 5 average rating, 199 reviews
Amazing studio
4.87 out of 5 average rating, 209 reviews
Cozy Private Studio Unit w/ Laundry and Parking!
4.97 out of 5 average rating, 450 reviews
Curated Designer Retreat • Pool • Gym • Dining
4.96 out of 5 average rating, 116 reviewsWhen is the best time to visit Weymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $205 SGD | $189 SGD | $205 SGD | $263 SGD | $300 SGD | $357 SGD | $306 SGD | $248 SGD | $268 SGD | $263 SGD | $236 SGD | $241 SGD |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 14°C | 19°C | 22°C | 22°C | 18°C | 11°C | 6°C | 0°C |
Destinations to explore
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Mayflower Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- Onset Beach
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- East Sandwich Beach
- Duxbury Beach
- MIT Museum
- Harvard Square
- Tufts University
- Crane Beach
- Quincy Market





