
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 140 vacation rentals in Watertown

Nightly prices starting at
Watertown vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
140 of Watertown vacation rentals include wi-fi 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!
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)

Comfy Newton Guesthouse (STR-24-9)
Priced for solo travelers but perfect for 2! Cozy studio, private entrance. Fully furnished w/queen sized bed (memory foam mattress), dresser, a/c, washer/dryer, bathroom with shower stall, closet, high speed Wi-Fi, kitchenette with a small fridge/freezer, griddle, sink, microwave, kettle, toaster, and rice cooker. On-street parking throughout the year on our quiet one-way street, driveway in the winter. Please note that the ceilings are 7 ft tall and shorter in some areas. Cameras outside.

Country Charm minutes from the Hub - 1st Floor Apt
Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

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.

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.

Urban oasis in Huron Village
The best of all possible worlds! Bright and airy cathedral-ceilinged two-bedroom unit in leafy and lovely Huron Village, across the street from Fresh Pond Reservoir trails, Blue Bikes docking station, and great nine-hole golf course. Walk, bike, drive, bus, or T to Harvard Square. Great bakeries and food from cheap eats to high end in easy walking distance. Additional guests can be accommodated for a $100/night charge. Mass. STR certificate C0107520491.

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!

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

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!
Popular amenities for Watertown family-friendly rentals
Family-friendly home rentals with a hot tub

Nana-tucket Inn

Cozy & convenient place with sunset & garden view

Hopkinton Mass 3+ Bedrooms - Great location!

* * Crooked_Spring_Colonial * *

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.
Family- and pet-friendly home rentals

Newly Built En Suite

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

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod

Private suite 1 BR, 1 BA, 1 LR, 1 FLR

The Day-Burrill-Wadsworth-La Voix House

Great Boston alternative, easy access to the city

The Brickhouz at Arlington !

Dixie’s House, 1BD in Arlington
Family-friendly home rentals with a pool

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

Private Pool Retreat w/Fire Pit Near Singing Beach

Cozy Private Suite halfway between Cape & Boston

Country Cottage in the City

Fifa 2026-Private Pool-1 Mi to Team France HQ

Pool Is Open! Steps from Harbor + Walk to Old MHD
When is the best time to visit Watertown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 606 | ﺩ.ﺇ 610 | ﺩ.ﺇ 705 | ﺩ.ﺇ 823 | ﺩ.ﺇ 944 | ﺩ.ﺇ 925 | ﺩ.ﺇ 918 | ﺩ.ﺇ 903 | ﺩ.ﺇ 804 | ﺩ.ﺇ 845 | ﺩ.ﺇ 698 | ﺩ.ﺇ 705 |
| 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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- Family-friendly rentals Middlesex County
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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
- Gillette Stadium
- Northeastern University
- Boston Convention and Exhibition Center
- Freedom Trail
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Roxbury Crossing Station
- Quincy Market
- North Hampton Beach
- Museum of Fine Arts
- Prudential Center
- Roger Williams Park Zoo





