
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.

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.

Private 1BR Pied-a-terre
Fully furnished suite with private entrance; walk in at ground level. Picture window view of, and use of, large back yard. Separate sitting and sleeping areas (full size bed), desk/workspace, bathroom with shower, kitchenette with small fridge, coffeemaker and microwave (no stove). Great take-out nearby. No pets, no smoking permitted. Car? There is off-street covered parkling. No car? 71 Bus to Harvard Square stops at our corner; short walk to other buses and public transportation.

New Super Modern 2 bed in Waltham
A tastefully decorated unit on the 1st floor. Just across from the Waltham Watch Factory. 10-min walk to Moody St. and Charles River path. Built in 2014, open living, dining, and kitchen areas are ideal for working or entertaining. Stainless steel appliances and high class kitchenware. Spacious 2 bedrooms and 1 bathroom. Private deck. In unit washer/dryer. Baby friendly. Parking spot#1. Tax of 11.7% starts 7/1/19. Open and no-contact fire stairway is accessible from the parking lot.

Wonderful Cambridge Apt. for Short and Long Stays!
Spacious and relaxed, this private, 2-bedroom/5-room apartment is located on the first floor of a classic "triple decker" near Porter and Davis Squares. The apartment has a full kitchen, living and dining room, and access to a shared laundry room. Surrounded by a native plant garden and mature trees, this is a wonderful base for exploring Cambridge's universities, or for longer, sabbatical stays. Harvard Square is one T stop away, or 10 minute by bike / 25 minutes by foot.

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.

Washer+Dryer+Parking!*Private suite*Cul de sac*
Bright spotless studio with private entrance to the ground level of a single family home. Ample street parking. Peaceful family neighborhood minutes from the Green line. Near BU, BC, St. E's, Coolidge Corner, Cleveland Circle, Washington Square. 30 minutes from downtown Boston. Ideal for professionals, tourists, student, or visiting parents. Hassle free with all basic amenities. Micro kitchen (no stove or oven), Central air, heat, Wi-Fi, private washer/dryer.

Hipster Basecamp | Modern • Fireplace • Parking
Welcome to Hipster Basecamp, a curated space where mid-century design meets modern comfort. Whether you're here for business or pleasure, enjoy bold touches like a double-sided fireplace, Smeg appliances, and a ceiling-mounted rain shower. Brew espresso or mix cocktails with everything at your fingertips, then head to the deck to unwind and take in the peaceful view. Admire original artwork throughout — and if a piece speaks to you, it's available for purchase.

Entire guest suite in Stoneham
Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

Historic JP Brownstone with Parking. Pets Welcome!
Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).

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.

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

Your Cozy 1 BR Apt & Relaxing Retreat

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

Spacious 3 bed, in unit laundry, central Air

Oceanfront Pool. Close to Boston. Free Parking.

Central Square Upscale Penthouse near MIT/Harvard

Heart of Southie - Hot Tub + Walk to Top Bars

Lakeside apartment, patio, hot tub, outside shower
Family- and pet-friendly home rentals

Flower Farm Getaway 2BR, 20 Min To Boston

Comfortable house w garden and parking, close to T

AKBrownstone: cozy private studio by T

Great Boston alternative, easy access to the city

Cambridge/Boston 3BR2Bth Parking, W/D, Subway, A/C

Dixie’s House, 1BD in Arlington

Unique Loft/ Studio Guesthouse (super convenient)

Scandi-Modern Apartment
Family-friendly home rentals with a pool

Bauhaus Retreat in Nature Preserve w/ Pool

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Beautiful Spacious 4BRM House!

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

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

Spacious vacation unit in premium suburban town

Cozy Private Suite halfway between Cape & Boston

Country Cottage in the City
When is the best time to visit Watertown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $249 SGD | $242 SGD | $271 SGD | $285 SGD | $327 SGD | $321 SGD | $318 SGD | $313 SGD | $279 SGD | $307 SGD | $279 SGD | $269 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 130 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 7,480 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
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- Family-friendly rentals Middlesex County
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- Family-friendly rentals United States
- Hampton Beach
- TD Garden
- Fenway Park
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- MIT Museum
- New England Aquarium
- Boston University
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Boston Seaport
- Duxbury Beach
- Boston Convention and Exhibition Center
- Museum of Fine Arts
- Quincy Market
- North Hampton Beach
- Prudential Center
- Roger Williams Park Zoo
- Roxbury Crossing Station
- Boston Children's Museum
- Salem Willows Park




