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

Total vacation rentals
Explore 130 vacation rentals in Watertown

Nightly prices starting at
Watertown vacation rentals start at G$8,351 GYD per night before taxes and fees

Verified guest reviews
Over 7,610 verified reviews to help you choose

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
130 of Watertown vacation rentals include wi-fi access

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

4.7 Average rating
Watertown stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Watertown
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Quiet, convenient and cozy!
Clean and comfortable. 2 bedrooms, full bath and kitchen, and free parking spot. 1st floor of 2-family. Owner lives upstairs. Door to the guest's residence is through a rear hallway. Hallway is occasionally shared with owner. 1 block to 15 min bus ride to Harvard Sq. (directions below) Easy access to Boston but in green and quiet neighborhood. There's no living room but there is comfortable sitting area in one of the bedrooms. Work space can also be arranged. Please let us know what you need.
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Modern Cozy 2 Bed Near Cambridge
Brand new, stylish Airbnb in Cushing Square, Belmont! If you're planning a trip to Boston and seeking a clean, contemporary Airbnb, this is the ideal spot for you. Located in the heart of the recently developed Cushing Village, right across from cafes, restaurants & shops. Mass Pike- 2 miles Watertown Square- 1 mile Star Market - 1 mile Mount Auburn Hospital- 2 miles St. Elizabeth's Hospital- 2.5 miles Harvard- 3 miles MIT- 4 miles Boston Common- 7 miles Close to Route 95, Route 93, & Route 2
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Charming 2nd floor Suite w/ a Separate Entrance
Welcome to our retro-inspired one-bedroom apartment/suite with a separate entrance on the second floor of our two-family home. The space is newly renovated and includes all new linens, a rug, pillows, and a comfortable bed. It's perfect for those who want a homier feel than a hotel but don't need access to a kitchen. The suite includes an electric kettle and a mini-fridge, but no microwave or TV. Please note there is a flight of stairs to access the unit. Come enjoy a stay in our neighborhood.
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sofa-bed w 3” foam pad, b’room, bath & work space
A 3rd-floor bedroom has a fold-down sofabed with a futon mattress, 3” foam pad, flannel sheets now, draperied windows facing north, closet spaces, small writing desk and dresser. Private rear-door coded entrance. Complete bathroom w shower, mini-fridge, microwave oven and work space. Free wi-fi. Free on-street summer parking; from January 1 an overnight winter parking ban is in place til March 1. If you have a car we’ll provide a space for you. A new ductless mini-split provides AC /heat
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Lovely one bedroom apartment condo, with parking
The whole group will enjoy easy access to everything from this centrally located place. Entire unit. In the heart of Waltham Large and comfortable one bedroom apartment in quite condominium style place. Great location 5 minutes walk to train or bus to Boston, 6 minutes walk to Moody street where all the restaurants and attractions are currently open. Also 7 minutes drive from Brandeis university or Bentley College . We are located near everything you would need to do in Waltham. The
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Spacious Strawberry Hill Suite (West Cambridge)
This 3rd floor suite is less than 2 miles west of Harvard Sq. You'll have exclusive access to the space, which has a full bathroom and kitchenette. There is a queen bed suitable for two people and the couch in the living room converts to a bed for one. Our neighborhood is friendly, safe, and has a lot to offer. Public transportation (bus) is a 5 minute walk. The trip to Harvard Square is 10-15 minutes. I live in the home downstairs and am available should you need me during your stay.
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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
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Sunny apartment in gracious Victorian
Relax into your Boston stay! We offer a sunny in-law apartment on the first floor of a gracious owner-occupied Victorian house. Quiet, safe residential neighborhood. Private entrance. Spacious bedroom, living room with sofabed, kitchenette & bath. Strong Wi-fi. Driveway parking. Contactless check-in, Easy access to Boston, Cambridge, Rts. 128 & 90, and Charles River bike path. Let us welcome you!
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Modern 2-Story Near Boston & Harvard
Large, stylish, two-floor home in East Arlington, minutes from Cambridge and Boston. Set on a quiet street near Mass Ave, with easy access to Harvard University, MIT, and Tufts University. Public transit via Red Line and 77 bus, plus convenient access to Gillette Stadium. Spacious, quiet, and perfect for families or groups seeking comfort near the city.
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Private Carriage House near Newton Center and BC
Large studio above garage with private entrance located on famous Heartbreak Hill. Kitchenette with Fridge, Microwave, Keurig and full bathroom. Less than 1 mile to Boston College and just minutes to Cambridge and Boston. Easy walk to public transportation and Newton Center with great restaurants, bars, parks, and shopping. Free off-street parking.
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Modern and comfortable studio apartment
Cozy modern walk-in studio apartment with on-site parking. Located in the Captain Wyman-Pichette House dating from 1840, across from Spy Pond and in Arlington's Historic Pleasant Street district. Steps from public transit to downtown Boston, a short walk to Arlington Center shops, great restaurants and Minuteman Bike Trail.
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Charming 2-story private Guesthouse
The guesthouse is located on a lovely quiet street, less than 1 mile to I-90 and just minutes to Boston. Enjoy a kitchen, dining, living space, bedroom, 2 baths, solarium & deck with table & chairs. Space includes 2 twin beds & queen sleep-sofa.
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Popular amenities for Watertown family-friendly rentals
Family-friendly home rentals with a hot tub

Lakeside apartment, patio, hot tub, outside shower
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Romantic Getaway w/private Jacuzzi• Fire Pit•
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Oceanfront Pool. Close to Boston. Free Parking.
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Modern, Spacious 1BR for 4 - Easy Marathon Access!
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Wellesley Spacious and Modern
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Explore Boston in style! Dream home (STR-26-3)
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Cozy & convenient place with sunset & garden view
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New luxury 4BR/3 bath apt w/AC & EV charger
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Family- and pet-friendly home rentals

Dixie’s House, 1BD in Arlington
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Boston's Luxury Home: Pet-Friendly, 4BR, Sleeps 10
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The Brickhouz at Arlington !
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Conveniently Located Private Garden Apartment
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Urban oasis in Huron Village
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Flower Farm Getaway 2BR, 20 Min To Boston
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Unique Loft/ Studio Guesthouse (super convenient)
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Private Base: Boston Medical, BC, The CountryClub
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Family-friendly home rentals with a pool

Cozy Private Studio Unit w/ Laundry and Parking!
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The Weiss : Modern Gallery • Historic Property!
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Curated Designer Retreat • Pool • Gym • Dining
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Country Cottage in the City
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Amazing studio
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Pool Is Open in Sept! Steps from Harbor + Old Town
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Spacious vacation unit in premium suburban town
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Private Suite• Pool • Sleeps 4 • Boston • Airport
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When is the best time to visit Watertown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$34,449 GYD | G$34,658 GYD | G$40,086 GYD | G$51,151 GYD | G$55,118 GYD | G$59,503 GYD | G$52,195 GYD | G$51,360 GYD | G$45,723 GYD | G$48,020 GYD | G$39,669 GYD | G$40,086 GYD |
| Avg. temp | -2°C | -1°C | 3°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 6°C | 1°C |
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- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- Duxbury Beach
- North Hampton Beach
- MIT Museum
- Harvard Square
- Tufts University
- Crane Beach
- Quincy Market
- Snhu Arena
- Massachusetts Institute of Technology





