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

Total holiday rentals
Explore 130 holiday rentals in Watertown

Nightly prices starting at
Watertown holiday rentals start at £30 per night before taxes and fees

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

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
130 of Watertown holiday rentals include wifi 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.

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)

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.

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.

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

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

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.

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.

Harvard Square Home in Heart of Cambridge!
Harvard Square apartment with treetop views. Come visit the heart of Cambridge in this quiet, bright unit with a mix of modern and period pieces. Harvard campus and libraries, restaurants, shops, public transportation all minutes away. 3 Day visitor Parking pass available for surrounding streets. We continuously strive to create an eco-friendly environment by using products that are biodegradable. Relax in this peaceful apartment. Your yoga mat awaits.

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!

Deluxe and Bright 3Br, King Bed,W/D,Parking
Fully renovated 1200 Sq Ft condo, modern space with lots of windows that welcomes an abundance of natural light, illuminating the sleek interiors. Prime location in Arlington, easy to explore nearby Boston and Cambridge, with a more relaxed, family-friendly atmosphere, smaller crowds and very safe.

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.
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

Wellesley Spacious and Modern

Peaceful Guest House | Hot Tub | 20 Min to Boston

Oceanfront Pool. Close to Boston. Free Parking.

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

Heart of Southie - Hot Tub + Walk to Top Bars
Family- and pet-friendly home rentals

2-Bedroom Ocean View Walk to Beach and Downtown

2bed/2bath Apt at Waltham Landing. Middle Unit

Boston's Luxury Home: Pet-Friendly, 4BR, Sleeps 10

Just Renovated, Private & Quiet 2 Bedroom Condo

Cozy, historic 3 bedroom home close to Boston!

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St

The Brickhouz at Arlington !

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

The Weiss : Modern Gallery • Historic Property!

the house of id; vintage shop, accessible space

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

Theatre | Arcade | Pool w. Free 3 Car Parking

Spacious vacation unit in premium suburban town

Cozy Private Suite halfway between Cape & Boston

Country Cottage in the City

Private/Quiet Single Family Home
When is the best time to visit Watertown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £123 | £123 | £143 | £182 | £196 | £212 | £186 | £183 | £163 | £171 | £141 | £143 |
| 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 |
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Atlantic City Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Gillette Stadium
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Canobie Lake Park
- MIT Museum
- Duxbury Beach
- Boston College
- North Hampton Beach
- Northeastern University
- Crane Beach
- Quincy Market
- Tufts University
- Harvard Square
- Roger Williams Park Zoo
- Prudential Center





