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 130 vacation rentals in Watertown

  • Nightly prices starting at

    Watertown vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 7,610 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Watertown vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Watertown rentals

  • 4.7 Average rating

    Watertown stays receive an average rating of 4.7 out of 5 from guests

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 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.
Apartment in Belmont
4.78 out of 5 average rating, 181 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.

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, 176 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.

Guest favorite
A contemporary living area is showcased with a large flat-screen TV positioned on a wooden console. A cozy armchair and a plush area rug complement the warm hardwood flooring, while a framed artwork decorates the wall above. A decorative item is displayed on the console.
Apartment in Belmont
4.93 out of 5 average rating, 106 reviews

Modern Cozy 2 Bed Near Cambridge

Brand new, stylish Airbnb in Cushing Square, Belmont! If you're planning a trip to Boston and seeking a clean, contemporary Airbnb, this is the ideal spot for you. Located in the heart of the recently developed Cushing Village, right across from cafes, restaurants & shops. Mass Pike- 2 miles Watertown Square- 1 mile Star Market - 1 mile Mount Auburn Hospital- 2 miles St. Elizabeth's Hospital- 2.5 miles Harvard- 3 miles MIT- 4 miles Boston Common- 7 miles Close to Route 95, Route 93, & Route 2

Top guest favorite
A well-lit bedroom features a spacious bed covered in a warm yellow quilt. Two teal cushions and a decorative pillow add a pop of color. Light streams in through two window frames with wooden blinds, creating a bright and inviting atmosphere.
Guest suite in Watertown
4.97 out of 5 average rating, 156 reviews

Charming 2nd floor Suite w/ a Separate Entrance

Welcome to our retro-inspired one-bedroom apartment/suite with a separate entrance on the second floor of our two-family home. The space is newly renovated and includes all new linens, a rug, pillows, and a comfortable bed. It's perfect for those who want a homier feel than a hotel but don't need access to a kitchen. The suite includes an electric kettle and a mini-fridge, but no microwave or TV. Please note there is a flight of stairs to access the unit. Come enjoy a stay in our neighborhood.

Top guest favorite
A cozy bedroom features a fold-down sofabed dressed in red linens, complemented by a fluffy pillow. Warm light from wall sconces casts a soft glow over the space. A decorative area rug with a world map adds character, while a bookshelf offers storage and décor.
Guest suite in Watertown
4.92 out of 5 average rating, 274 reviews

sofa-bed w 3” foam pad, b’room, bath & work space

A 3rd-floor bedroom has a fold-down sofabed with a futon mattress, 3” foam pad, flannel sheets now, draperied windows facing north, closet spaces, small writing desk and dresser. Private rear-door coded entrance. Complete bathroom w shower, mini-fridge, microwave oven and work space. Free wi-fi. Free on-street summer parking; from January 1 an overnight winter parking ban is in place til March 1. If you have a car we’ll provide a space for you. A new ductless mini-split provides AC /heat

Top guest favorite
A modern kitchen with sleek cabinetry and a spacious island features three high-backed bar stools. Stainless steel appliances are visible, along with a contemporary backsplash. Natural light brightens the space through large windows, offering views of the green meadow outside.
Apartment in Brighton
4.99 out of 5 average rating, 142 reviews

New 3 bedroom, 2 bath unit, meadow view!

Located on the 2nd floor of a brand-new building, this modern unit is perfect for family and group trips! Living in this quiet, residential neighborhood, you will be minutes away from many universities (BC, BU, Harvard, MIT, NEU, etc.), downtown Boston, and many major attractions (Boston Common, Newbury Street, Freedom Trail, etc.). Relax and enjoy the peaceful meadow views at the back of the building. Subway stations, bus stops, and restaurants and grocery store are within walking distance!

Superhost
A spacious bedroom features two neatly made beds, one larger and one smaller, adorned with white bedding. A bedside table holds a lamp, and a window with light curtains allows natural light to enter, complemented by warm LED ceiling lights.
Condo in Waltham
4.83 out of 5 average rating, 151 reviews

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

Top guest favorite
Apartment in Cambridge
4.94 out of 5 average rating, 594 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.

Guest favorite
Apartment in Newton
4.95 out of 5 average rating, 472 reviews

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!

Top guest favorite
A light-filled living room is presented with large windows offering views of the surrounding neighborhood. A navy blue sofa is paired with a yellow accent chair, and a wooden coffee table is centered on a patterned rug. A tall bookshelf holds various books and decorative items.
Townhouse in Arlington
4.94 out of 5 average rating, 113 reviews

Modern 2-Story Near Boston & Harvard

Large, stylish, two-floor home in East Arlington, minutes from Cambridge and Boston. Set on a quiet street near Mass Ave, with easy access to Harvard University, MIT, and Tufts University. Public transit via Red Line and 77 bus, plus convenient access to Gillette Stadium. Spacious, quiet, and perfect for families or groups seeking comfort near the city.

Top guest favorite
A spacious studio features natural wood beams overhead and a combination of seating areas. A comfortable bed is positioned alongside a decorative side table. A dining table with chairs is visible, and light streams in through the windows, enhancing the bright and inviting atmosphere.
Guesthouse in Chestnut Hill
4.95 out of 5 average rating, 154 reviews

Private Carriage House near Newton Center and BC

Large studio above garage with private entrance located on famous Heartbreak Hill. Kitchenette with Fridge, Microwave, Keurig and full bathroom. Less than 1 mile to Boston College and just minutes to Cambridge and Boston. Easy walk to public transportation and Newton Center with great restaurants, bars, parks, and shopping. Free off-street parking.

Top guest favorite
A spacious outdoor area features a dining table surrounded by chairs, complemented by loungers and a hot tub. An umbrella provides shade over the seating area, while lush greenery and well-maintained landscaping create a peaceful environment. The in-ground pool is visible in the foreground.
Guesthouse in Newton
4.94 out of 5 average rating, 255 reviews

Charming 2-story private Guesthouse

The guesthouse is located on a lovely quiet street, less than 1 mile to I-90 and just minutes to Boston. Enjoy a kitchen, dining, living space, bedroom, 2 baths, solarium & deck with table & chairs. Space includes 2 twin beds & queen sleep-sofa.

Popular amenities for Watertown family-friendly rentals

When is the best time to visit Watertown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$34,518 GYDG$34,727 GYDG$40,166 GYDG$51,254 GYDG$55,228 GYDG$59,622 GYDG$52,300 GYDG$51,463 GYDG$45,815 GYDG$48,116 GYDG$39,748 GYDG$40,166 GYD
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