
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.

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.

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.

2bed/2bath Apt at Waltham Landing. Corner Unit
This apartment complex was built in 2016. It is 1 block from The Charles River and Waltham's famous Moody Street, aka "Restaurant Row." Across the street from Waltham Station: Fitchburg Line - Commuter Rail. Bentley and Brandeis are 1 mile away. Monthly rentals accepted (inquire for best rate), discounts for groups and long-term rentals. Perfect for business travelers, families, anyone in between housing or visiting town! Free parking in the parking lot. Yes there is an Elevator.

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!

Lovely one bedroom apartment condo, with parking
The whole group will enjoy easy access to everything from this centrally located place. Entire unit. In the heart of Waltham Large and comfortable one bedroom apartment in quite condominium style place. Great location 5 minutes walk to train or bus to Boston, 6 minutes walk to Moody street where all the restaurants and attractions are currently open. Also 7 minutes drive from Brandeis university or Bentley College . We are located near everything you would need to do in Waltham. The

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.

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.

Private apartment with off street parking
Enjoy your private retreat in this spacious 1-bedroom lower-level apartment, comfortably accommodating up to 4 guests. Features a fully equipped kitchen, a cozy living room with a 65" Smart TV, and access to a beautiful, enclosed backyard. Located minutes from shops and restaurants, it's the perfect blend of comfort and convenience for your stay.

Modern and comfortable studio apartment
Cozy modern walk-in studio apartment with on-site parking. Located in the Captain Wyman-Pichette House dating from 1840, across from Spy Pond and in Arlington's Historic Pleasant Street district. Steps from public transit to downtown Boston, a short walk to Arlington Center shops, great restaurants and Minuteman Bike Trail.

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!

Sunny Huron Village Apt. w/ Terrace
Our two-family home in West Cambridge includes a new one bedroom apartment on first floor, with sunny bedroom, living room, new kitchen & bath, as well as a wonderful private garden terrace. Easy commute to Harvard Sq on foot or by bus. Excellent WiFi for working remotely.
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

1BR—Peaceful Guest House—20 Min to Boston—Hot Tub

Oceanfront Pool. Close to Boston. Free Parking.

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

Headers’ Haven
Family- and pet-friendly home rentals

Newly Built En Suite

Home Away from Home | Next to Boston & Beach, EV+

White Pine Cottage – Cozy 3BR w/ Fireplace

Just Renovated, Private & Quiet 2 Bedroom Condo

Ocean view studio with hot tub & access to Boston

Great Boston alternative, easy access to the city

1 Free parking spot - Small & Cozy studio - Clean

The Brickhouz at Arlington !
Family-friendly home rentals with a pool

Summer heated Pool ~Easy Boston Access! STR-25-22

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
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 |
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Apartment rentals Watertown
- Fitness-friendly rentals Watertown
- House rentals Watertown
- Hotel rooms Watertown
- Rentals with outdoor seating Watertown
- Condo rentals Watertown
- Rentals with a patio Watertown
- Rentals with a fireplace Watertown
- Pet-friendly rentals Watertown
- Rentals with a washer and dryer Watertown
- Rentals with breakfast Watertown
- Family-friendly rentals Middlesex County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- 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





