Family-friendly vacation 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.

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Top guest favorite
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.
Apartment in Waltham
4.97 out of 5 average rating, 426 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)

Guest favorite
A spacious studio layout is featured, with a queen-sized bed covered in a plaid blanket against one wall. A black leather sofa with red accent pillows faces the bed. Light-colored walls and carpet create a bright atmosphere, with multiple doors leading to other areas.
Guest suite in Newton
4.76 out of 5 average rating, 174 reviews

Comfy Newton Guesthouse (STR-24-9)

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.

Top guest favorite
The exterior of a Victorian home is showcased, featuring a light-colored facade with decorative trim. A welcoming porch area is accented by potted plants, and steps lead up to a wooden front door flanked by tall windows. Lush greenery surrounds the property.
Apartment in Newton
4.88 out of 5 average rating, 585 reviews

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.

Superhost
A modern living room features a sleek fireplace beneath a wall-mounted television. Two stylish blue armchairs complement a sectional sofa adorned with textured cushions. A geometric rug anchors the space, and natural light flows in through large sliding doors that lead to a balcony.
Home in Watertown
4.87 out of 5 average rating, 125 reviews

Luxury large house minutes to Cambridge and Boston

Whether you looking for a vacation house or just work from home, call this perfect luxury house your home! Wonderfully located, spacious and comfortable house for all. The house has fully equipped kitchen, chef grade appliances, TV/Game room. There are four bedrooms, two full baths and two half baths, TV room and work from home desk setup. The home also has a beautiful backyard with outdoor furniture for you to relax and enjoy. FREE PARKING driveway for 2 cars, and inbuilt with Tesla charger

Top guest favorite
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.
Apartment in Watertown
4.91 out of 5 average rating, 847 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 favorite
Apartment in Cambridge
4.94 out of 5 average rating, 585 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 favorite
A cozy living room features a comfortable brown leather sofa and a modern accent chair. A round glass coffee table sits on a patterned area rug. A potted plant adds greenery, while large windows allow natural light to fill the space. A bright entryway leads to additional areas.
Apartment in Cambridge
4.95 out of 5 average rating, 109 reviews

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.

Guest favorite
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.
Condo in Watertown
4.83 out of 5 average rating, 161 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.

Guest favorite
A charming two-story yellow house is framed by lush green shrubs and trees. The front porch features a covered entrance with a set of steps leading up to double doors. Large windows are visible on the upper floors, enhancing the light and airy appearance.
Apartment in Cambridge
4.89 out of 5 average rating, 165 reviews

Urban oasis in Huron Village

The best of all possible worlds! Bright and airy cathedral-ceilinged two-bedroom unit in leafy and lovely Huron Village, across the street from Fresh Pond Reservoir trails, Blue Bikes docking station, and great nine-hole golf course. Walk, bike, drive, bus, or T to Harvard Square. Great bakeries and food from cheap eats to high end in easy walking distance. Additional guests can be accommodated for a $100/night charge. Mass. STR certificate C0107520491.

Guest favorite
A modern living area is furnished with a sectional couch and a vibrant red chair. A large television is mounted on the wall above a dark wood entertainment unit, which holds decorative items. Wooden floors and recessed lighting contribute to a bright and welcoming environment.
Apartment in Watertown
4.95 out of 5 average rating, 152 reviews

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.

Top guest favorite
Home in Cambridge
4.94 out of 5 average rating, 113 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 favorite
The exterior features a welcoming porch with a white railing, surrounded by lush greenery and colorful flowers. Sunlight filters through the leaves, highlighting the inviting entrance of the two-family home.
Guest suite in Cambridge
4.92 out of 5 average rating, 484 reviews

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

When is the best time to visit Watertown?

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Avg. priceﺩ.ﺇ 606ﺩ.ﺇ 610ﺩ.ﺇ 705ﺩ.ﺇ 823ﺩ.ﺇ 944ﺩ.ﺇ 925ﺩ.ﺇ 918ﺩ.ﺇ 903ﺩ.ﺇ 804ﺩ.ﺇ 845ﺩ.ﺇ 698ﺩ.ﺇ 705
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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!