
Family-friendly holiday rentals in Watertown
Find and book unique family-friendly homes on Airbnb
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.

Cozy Private Studio Unit w/ Laundry and Parking!
Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You'll love this good sized 300 sq. ft PRIVATE 1 bedroom studio. This unit has its own entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

Newly Renovated Lovely 2 bedroom unit - Newton MA
Only a 10 minute drive to the heart of Boston's downtown area and other central Boston colleges and universities. This is a newly renovated 2 bedroom unit with 2 bathrooms on the first floor for parties up to 7 people (convertable couches) in a quiet and peaceful Irish suburban community. Driveway and street parking is always available. About an 11 minute walk to the nearest commuter rail line. Laundry access in the basement. No indoor smoke and no open flames, fines will be issued if caught.

Luxury 2 Bedroom 2 Bath Suite in Watertown Square
Located in Watertown Square, walking distance to Starbucks, CVS, shops and restaurants. Boston is minutes away. You’ll love our place because no one lives there now, it's absent of all the stuff you'd find in someone's home. This is a really nice, really clean, 1,300 SF suite with 2 bedrooms, 2 full baths and a sleeper sofa. The bus stop to Boston and Harvard Square is across the street, rapid transit takes you to all points in the city. Easy and close major highway access and free parking.

Elegant 2-Bed Oasis in Cambridge Near Harvard/MIT
Welcome to your Cambridge retreat! This spacious, newly remodeled 2-bedroom home offers 1,250 sq ft of stylish, light-filled space just steps from the Charles River and minutes from Harvard Square. With two and a half baths, it's perfect for families, business travelers, and friends. Enjoy nearby scenic paths, easy access to cafes, shops, and transit to Boston. High-speed Wi-Fi, smart TVs, and a fully equipped kitchen ensure comfort. Book now to experience the best of Cambridge and Boston!

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.

Conveniently Located Private Garden Apartment
Garden-level apartment next to public park, yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy access to Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or enjoy the outdoors sitting on the patio. Come and go as you please with a private entry. Great for quick visits or extended stay. Newton Short Term Rental - STRA-23

Nice Condo to Harvard, MIT, Fenway, with parking
3 bedrooms with queen bed and an extra sunroom with twin bed. This condo is located in a very quiet neighborhood with off street parking. Newly renovated. It's on the second floor. Very convenient location, 3 miles to Harvard, MIT, Boston College and 15 minutes to Boston University, Northeastern, Fenway, Newbury street. Bus 70, 71 are in walking distance directly to Harvard or MIT. Arsenal mall is in walking distance. Excellent restaurants from all the ethnicities.

Spacious suite with private entrance, parking spot
Spacious suite on the third floor of a Victorian home. Private entrance. Off-street parking for one car. Short walk to Boston express bus and other bus lines to Fenway, downtown, Cambridge and other areas. Less than two miles from Boston College. Seven miles from the center of Boston. City of Newton Registration Number: STR-26-5

Picture-perfect Cambridge guest apartment, parking
Welcome to Cambridge: Red brick, cottage green trim, grape vines, roses and dogwood. Living room, kitchen, bedroom, bath. All the amenities, separate entrance, gas fireplace, off street parking. Walk to: Davis Square, subway, cafes, restaurants, playground, bike path and bikes.

Private Apartment. Dog friendly. Parking
Take advantage of our private, cozy Cambridge home. It is minutes from Harvard Sq. and Boston. Its close proximity to Fresh Pond is a bonus. Our friendly, Strawberry Hill neighborhood offers easy parking, great local eateries or a quiet night in. Dog friendly at no extra fee!

Recently Renovated 2 BR Close to Boston w/Parking!
Take a break and unwind at this peaceful oasis which has all the amenities you would need to be comfortable including a coffee maker, air conditioning, powerful wifi, work desk, washer & dryer and private outdoor patio with dining table and Adirondack chairs.
Popular amenities for Watertown family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy & convenient place with sunset & garden view

Romantic Getaway w/private Jacuzzi• Fire Pit•

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

1 BR full apt w/ private hot tub, yard; sleeps 4

Oceanfront Pool. Close to Boston. Free Parking.

Central Square Upscale Penthouse near MIT/Harvard

Explore Boston in style! Dream home (STR-26-3)

Headers’ Haven
Family- and pet-friendly home rentals

#9 Modern Home 15 min to Boston w/ Yard & Parking

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod

Harvard House-The Gathering Place.

Flower Farm Getaway 2BR, 20 Min To Boston

Brookline/Allston/Brighton studio, FREE Parking

#2A Harvard MIT Academic Semester!

Great Boston alternative, easy access to the city

1 Free parking spot - 1BR/1Bath - Location - Walk!
Family-friendly home rentals with a pool

The Murthy : Bright • Spotless • W/D

Beautiful Spacious 4BRM House!

the house of id; vintage shop, accessible space

Luxurious 2BR w/ Pool, Gym & W/D, nr Blue Line,

Spacious vacation unit in premium suburban town

Cozy Private Suite halfway between Cape & Boston

Country Cottage in the City

Quiet/Private Neighborhood
When is the best time to visit Watertown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $211 SGD | $212 SGD | $245 SGD | $286 SGD | $328 SGD | $322 SGD | $319 SGD | $314 SGD | $280 SGD | $294 SGD | $243 SGD | $245 SGD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Watertown

Total holiday rentals
Explore 140 holiday rentals in Watertown

Nightly prices starting at
Watertown holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 7,330 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
140 of Watertown holiday rentals include wifi access

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

4.8 Average rating
Watertown stays are highly rated by guests – averaging 4.8 out of 5!
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Northeastern University
- Gillette Stadium
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Canobie Lake Park
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- Duxbury Beach
- Quincy Market
- Roxbury Crossing Station
- North Hampton Beach
- Museum of Fine Arts
- Boston College
- Good Harbor Beach





