
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 $116 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.

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.
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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.
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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!
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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.
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Modern, Naturally lit Loft
Enjoy a quiet getaway, with private entrance, in a private loft apartment situated in South Shore, MA. The loft is a large, open floorplan flooded with natural light. Enjoy nature walks at the Abington/Hanover rail trail for a great morning walk or a nice evening on the private balcony. There is a small kitchen in the loft at your disposal. We have a parking space in front of the house, fast WIFI, and a designated desk for work if you need it. This loft Is amazingly comfortable and peaceful.
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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.
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Tiny Farm House on a Horse Farm
Set in a quiet cul-de-sac at the end of our driveway, this tiny house is part of our family compound and working horse farm. We have many animals. Enjoy your space, knowing we are just 50 yards away should you need anything. This is a true tiny house experience. The kitchenette has everything you need. The sleep loft is accessible by a ladder and has a low ceiling. Disclaimer there is no door on the toilet, which is tucked away in the kitchen area. WiFi connection is not guaranteed.
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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.
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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 spacesComfort

Private Scituate Getaway - walk to harbor
Delightful studio apartment with private entrance off historic First Parish Road. Located a mile from Scituate Harbor, beaches, restaurants, golf course, movie theater, shops, and Greenbush train into Boston. Space includes comfortable queen-sized bed, full bathroom, sofa, cable TV and wifi. Additional amenities include ceiling fan, air-conditioning, mini-fridge, Keurig, and microwave.
FamilyIndoor spacesAmenities

Deep Tangled Wildwood Cottage
This property sits on three green acres with a pond in the historic, mid 1700's settlement of Old Oaken Bucket Road and is part of a family compound. Within ten minutes of Scituate Harbor, beaches and quaint New England shops and restaurants . The GREENBUSH train station into BOSTON is just 3 blocks away. So to South Station in Boston, 55 minutes by train
KitchenFamilyQuiet

Entire House Near South Shore Hospital/Whole Foods
Located in desirable South Weymouth by Columbian Sq. This convenient area offers guests a dense urban feel while still providing a quaint and cozy neighborhood experience. Our fenced-in backyard is dog-friendly. The location is near major roads and highways. About a 23-minute drive to downtown Boston without traffic.
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Popular amenities for Weymouth family-friendly rentals
Family-friendly home rentals with a hot tub

Spacious Family-Friendly 5BR 3BA House w/Parking
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Romantic Getaway w/private Jacuzzi• Fire Pit•
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BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA
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Manomet Boathouse Station #31
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Oceanfront Pool. Close to Boston. Free Parking.
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Headers’ Haven
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Oceanfront home w/Amazing Views, Hottub! Sleeps 10
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Lakeside apartment, patio, hot tub, outside shower
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Family- and pet-friendly home rentals

Licensed Boston airport studio 5 stars, subway
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2-Bedroom Ocean View Walk to Beach and Downtown
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Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod
KitchenIndoor spacesHiking

The Landing at Cohasset Harbor
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Cozy, well-equipped beach cottage, steps to beach!
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Ocean view studio with hot tub & access to Boston
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Large Family 5BR 4BA Home Near Boston w/Parking
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Cozy, historic 3 bedroom home close to Boston!
KitchenFamilyCondition
Family-friendly home rentals with a pool

the house of id; vintage shop, accessible space
FamilyIndoor spacesNearby

Spacious vacation unit in premium suburban town
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Private Pool Retreat w/Fire Pit Near Singing Beach
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Country Cottage in the City
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Cozy Private Studio Unit w/ Laundry and Parking!
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Pool Is Open! Steps from Harbor + Walk to Old MHD
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Lux 2BR Apt w/ Pool and Gym
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Private Suite• Pool • Sleeps 4 • Boston • Airport
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When is the best time to visit Weymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 SGD | $190 SGD | $207 SGD | $264 SGD | $302 SGD | $359 SGD | $308 SGD | $249 SGD | $270 SGD | $264 SGD | $237 SGD | $243 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
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Bar Harbor Holiday rentals
- Salem Holiday rentals
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Revere Beach
- Mayflower Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- MIT Museum
- East Sandwich Beach
- Duxbury Beach
- Northeastern University
- Crane Beach
- Quincy Market
- Tufts University
- Harvard Square
- Roger Williams Park Zoo





