
Family-friendly holiday rentals in Watertown
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Top-rated family-friendly rentals in Watertown
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

1 Free parking spot - Large studio - First floor
Lovely, clean and cozy studio with one free parking spot for solo adventurers or couples Located on a main road that takes you directly Downtown in no time! Close to public transportation and a few minutes driving from Harvard Business School, Boston University, and Boston College. Walking distance to Vegan Gastronomic Square, so many international restaurants, bars, grocery stores, pharmacy, Brighton's Medical Area, and so much more! It's got everything you need to truly feel like home! :)

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
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.

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.

Entire Apartment in Stoneham
Welcome to our cozy, beautiful, and well-equipped home—your perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. You’ll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether you’re here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.

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.

Convenient 2BR Condo W/Private Parking in Newton
This is a duplex condo that can comfortably accommodate two families. The upper level has 2 bedrooms and 1.5 bathrooms, suitable for 2–4 guests. The lower level (basement) has 1 bedroom and 1 bathroom, also suitable for 2–4 guests. If you would like to use the basement space, please let us know in advance. The basement suite will be opened for group of 5 guests or more.

Private guest house on beautiful country road
Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

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

Your Cozy 1 BR Apt & Relaxing Retreat

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.

Explore Boston in style! Dream home, pool, sauna.

Headers’ Haven

Lakeside apartment, patio, hot tub, outside shower

Family-friendly House at Prime Location
Family- and pet-friendly home rentals

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

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

Historic JP Brownstone with Parking. Pets Welcome!

Flower Farm Getaway 2BR, 20 Min To Boston

Renovated Cozy City Getaway

Peaceful 2BR near US Route 1 and Boston.

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

New Super Modern 2 bed in Waltham
Family-friendly home rentals with a pool

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Beautiful Spacious 4BRM House!

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

Spacious vacation unit in premium suburban town

Stylish and Cozy at Revere Beach

Ideal for long stays | Spacious suite in Boston

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 | $293 AUD | $284 AUD | $318 AUD | $335 AUD | $384 AUD | $376 AUD | $373 AUD | $368 AUD | $327 AUD | $360 AUD | $327 AUD | $315 AUD |
| 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 $75 AUD per night before taxes and fees

Verified guest reviews
Over 7,340 verified reviews to help you choose

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
140 of Watertown holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- MIT Museum
- New England Aquarium
- Freedom Trail
- Good Harbor Beach
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Quincy Market
- Rye North Beach
- Prudential Center
- North Hampton Beach
- Oakland Beach
- White Horse Beach
- Roger Williams Park Zoo




