
Family-friendly holiday rentals in Watertown Town
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Top-rated family-friendly rentals in Watertown Town
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)

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.

Convenience, Cozy, and Free Parking
Due to severe allergies that my spouse has, we are UNABLE to host any animals on our property as we share a central AC/heating. Furnished basement STUDIO- cozy, comfortable, and luxurious place- historic neighborhood with peace. Private laundry in the unit-kitchenette, Hi-speed Internet - free parking on street 3/4 min walking to MBTA bus lines 71,74and 75 20 -/+ mins walking to Harvard Square Walking dist to Hospitals, supermarkets, restaurants, cafes, Fresh Pond Lake and Mount A. Cemetery

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.

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.

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.

Modern Farmhouse Suite in Historic Lexington
Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests

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!

Absolutely Gorgeous 3 Bedroom Close to Boston
Enjoy a stylish experience at this recently-renovated, modern 3-bedroom apartment. Centrally-located, modern, bright and located in a historic Boston suburb on a quiet, private-way with plenty of free, off-street parking and within walking distance to the town center, river walk, bike paths and dog park.

51 Belmont Street
Recently renovated first floor 2 bedroom apartment 2 miles outside of Harvard Square. Restaurants and markets are within 5 minutes walking distance of apartment. Public transportation directly across the street gets you to Harvard Station in 5 minutes. From there take Red line into Boston.

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.
Popular amenities for Watertown Town 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

Oceanfront Pool. Close to Boston. Free Parking.

Lakeside apartment, patio, hot tub, outside shower

1790 Stone Manor Farm

By the Ocean - Egg Rock House - 4 bed 4.5 bath

Modern, Spacious 1BR for 4 - Easy Marathon Access!
Family- and pet-friendly home rentals

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

Cheerful 1-bedroom New England Ranch

Historic JP Brownstone with Parking. Pets Welcome!

Large One Bedroom Apartment

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

Modern Suite Near Boston, Airport & Downtown

AKBrownstone: cozy private studio by T

Large Studio Apt w/ Full Kitchen & Bath + Parking!
Family-friendly home rentals with a pool

Peaceful suite in Boston with city views

Cozy Maynard duplex: 3BR•Wood stove•kid friendly

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

Spacious vacation unit in premium suburban town

Stylish and Cozy at Revere Beach

Country Cottage in the City

Headers’ Haven
Quick stats about holiday rentals that are family-friendly in Watertown Town
Total rentals
140 properties
Nightly prices starting at
£37 before taxes and fees
Total number of reviews
7.3K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Wifi availability
140 properties include access to wifi
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- Family-friendly rentals Middlesex County
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- Family-friendly rentals United States
- Hampton Beach
- Fenway Park
- Boston Common
- TD Garden
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- Duxbury Beach
- New England Aquarium
- Good Harbor Beach
- Canobie Lake Park
- MIT Museum
- Freedom Trail
- Crane Beach
- Faneuil Hall Marketplace
- Museum of Fine Arts, Boston
- Jenness State Beach
- North Hampton Beach
- Rye North Beach
- Oakland Beach
- Quincy Market
- Prudential Center
- White Horse Beach