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 140 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 7,330 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    140 of Watertown holiday rentals include wifi 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.

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Top guest favourite
A welcoming entrance is framed by neatly trimmed shrubs and seasonal planters, featuring vibrant flowers and a pumpkin. The stairs lead to a door with a yellow hue, flanked by windows with green shutters, set against the backdrop of a quiet neighborhood.
Flat in Belmont
4.77 out of 5 average rating, 173 reviews

Quiet, convenient and cozy!

Clean and comfortable. 2 bedrooms, full bath and kitchen, and free parking spot. 1st floor of 2-family. Owner lives upstairs. Door to the guest's residence is through a rear hallway. Hallway is occasionally shared with owner. 1 block to 15 min bus ride to Harvard Sq. (directions below) Easy access to Boston but in green and quiet neighborhood. There's no living room but there is comfortable sitting area in one of the bedrooms. Work space can also be arranged. Please let us know what you need.

Top guest favourite
A washing machine and dryer are positioned side by side against a wall. A small dining table with white chairs is situated near a window, while a desk and chair are also present in the space. Light-colored walls and a nautical-themed clock add to the room's design.
Flat in Waltham
4.97 out of 5 average rating, 415 reviews

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)

Top guest favourite
A welcoming living area features a gray sofa and a green couch, complemented by a patterned area rug. A television sits on a stand against the wall, while indoor plants add a touch of greenery. Natural light illuminates the space from well-placed ceiling lights.
Home in Newtonville
4.96 out of 5 average rating, 157 reviews

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.

Guest favourite
A bright bedroom features a spacious bed with crisp white linens and three decorative pillows. A dark wood dresser and nightstand complement the space, while natural light streams in through a large window. Soft curtains frame the window, adding a touch of elegance.
Flat in Watertown
4.91 out of 5 average rating, 846 reviews

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.

Top guest favourite
The dining area features a wooden table surrounded by sleek black chairs. Artwork adorns the walls, adding character to the space. A cozy illumination is provided by a pendant light, while warm hardwood flooring complements the inviting atmosphere.
Flat in Cambridge
4.94 out of 5 average rating, 100 reviews

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!

Top guest favourite
Flat in Strawberry Hill
4.94 out of 5 average rating, 579 reviews

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.

Top guest favourite
A cozy living area is presented with a comfortable gray sofa and a dark wooden coffee table. A small dining table with two chairs is positioned near the patio doors, which are flanked by light curtains. A patterned area rug adds warmth to the hardwood floor.
Flat in Newton
4.93 out of 5 average rating, 396 reviews

Conveniently Located Private Garden Apartment

Garden-level apartment next to public park, yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy access to Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or enjoy the outdoors sitting on the patio. Come and go as you please with a private entry. Great for quick visits or extended stay. Newton Short Term Rental - STRA-23

Superhost
A sleek kitchen features modern stainless steel appliances, including a gas stove and a kettle. White cabinetry complements the glossy white subway tile backsplash. Light reflects off the countertops, enhancing the bright and clean appearance of the space.
Apartment in Watertown
4.82 out of 5 average rating, 156 reviews

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.

Top guest favourite
A spacious living area features a sectional sofa and a wooden coffee table on a patterned rug. A single armchair in a rich hue complements the brick chimney, while natural light enters through a large skylight, enhancing the comfortable atmosphere.
Guest suite in Newton Corner
4.98 out of 5 average rating, 737 reviews

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. City of Newton Registration Number: STR-26-5

Top guest favourite
A brick exterior is adorned with colorful foliage, including grapevines. A wooden bench is positioned near the entrance, surrounded by potted plants. A mailbox is visible, completing the welcoming look of the outdoor space.
Flat in North Cambridge
4.97 out of 5 average rating, 379 reviews

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.

Top guest favourite
Home in Strawberry Hill
4.94 out of 5 average rating, 108 reviews

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!

Top guest favourite
A spacious living area features a comfortable grey sectional sofa adorned with blue accent pillows. A dark wooden coffee table sits on a decorative area rug with floral patterns. A flat-screen TV is mounted on the wall, and natural light streams in through large windows.
Townhouse in Watertown
5 out of 5 average rating, 175 reviews

Recently Renovated 2 BR Close to Boston w/Parking!

Take a break and unwind at this peaceful oasis which has all the amenities you would need to be comfortable including a coffee maker, air conditioning, powerful wifi, work desk, washer & dryer and private outdoor patio with dining table and Adirondack chairs.

Popular amenities for Watertown family-friendly rentals

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