Family-friendly vacation rentals in Watertown

4.97 out of 5 average rating, 451 reviews

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

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)

4.78 out of 5 average rating, 182 reviews

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

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.

4.93 out of 5 average rating, 106 reviews

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

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

4.97 out of 5 average rating, 158 reviews

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

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.

4.92 out of 5 average rating, 276 reviews

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

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

4.84 out of 5 average rating, 153 reviews

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

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

4.95 out of 5 average rating, 474 reviews

Apartment in Newton

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!

Guesthouse in Chestnut Hill

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.

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.

4.95 out of 5 average rating, 154 reviews

4.98 out of 5 average rating, 763 reviews

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

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

4.97 out of 5 average rating, 396 reviews

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.

Apartment in Cambridge

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.

4.94 out of 5 average rating, 119 reviews

Home in Cambridge

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!

4.94 out of 5 average rating, 257 reviews

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

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 221 reviews

Apartment in Arlington

Lakeside apartment, patio, hot tub, outside shower

4.93 out of 5 average rating, 242 reviews

Apartment in Woburn

Romantic Getaway w/private Jacuzzi• Fire Pit•

4.78 out of 5 average rating, 359 reviews

The open layout showcases a living area with a comfortable sofa and decorative pillows. A granite counter separates the kitchen from the space, which features natural light from large windows adorned with light-filtering shades. A piece of framed art and a potted plant complete the ambiance.

Apartment in Roxbury

Modern, Spacious 1BR for 4 - Easy Marathon Access!

4.96 out of 5 average rating, 285 reviews

A vibrant flower pot filled with colorful flowers is positioned near a sparkling saltwater pool. In the background, ocean views are visible, complemented by lounge chairs and a hot tub. Gentle water splashes from the pool add a lively touch to the serene setting.

Apartment in Winthrop

Oceanfront Pool. Close to Boston. Free Parking.

4.95 out of 5 average rating, 37 reviews

A modern bathroom features double vanities with stylish circular mirrors and a glass shelf above. Natural light floods in from the window, highlighting the neutral tile floor and sleek cabinetry. A contemporary toilet is positioned nearby, promoting a clean and functional space.

Guest suite in Waltham

Cozy & convenient place with sunset & garden view

5.0 out of 5 average rating, 35 reviews

Home in Wellesley

Wellesley Spacious and Modern

5.0 out of 5 average rating, 17 reviews

Home in Medford

Hot tub - Arcade - Boston themed rooms

4.95 out of 5 average rating, 91 reviews

An open-concept living space is highlighted by warm wood flooring and soft lighting. A modern kitchen with wooden cabinets and sleek countertops is visible in the background. Comfortable seating is arranged around a glass coffee table, inviting relaxation and conversation.

Home in Newton

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

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 416 reviews

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.

Apartment in Newton

Conveniently Located Private Garden Apartment

4.88 out of 5 average rating, 234 reviews

The spacious living area features warm wooden flooring and a central table with seating. Natural light enters through a nearby door, complemented by modern pendant lighting. A kitchenette is visible with a stylish shelf displaying decorative items, creating a functional yet inviting environment.

Apartment in Arlington

Dixie’s House, 1BD in Arlington

4.99 out of 5 average rating, 119 reviews

A stylish living room features a green sectional sofa complemented by colorful throw pillows. A round coffee table rests on a patterned area rug. Art pieces adorn the walls, and natural light enters through windows, illuminating the warm wooden flooring and brick fireplace.

Home in Arlington

The Brickhouz at Arlington !

4.93 out of 5 average rating, 162 reviews

A spacious living area features two gray sofas with yellow accent pillows, arranged around a circular wooden coffee table. A gas fireplace is centered against a white mantel, complemented by large windows allowing natural light and views of greenery.

Townhouse in Waltham

Boston's Luxury Home: Pet-Friendly, 4BR, Sleeps 10

4.86 out of 5 average rating, 230 reviews

A small studio space features a cozy sleeping area with a floral patterned bedspread and vibrant pillows. The kitchenette includes wooden cabinetry, a stove, and a refrigerator. A dining table with chairs is present, alongside a comfortable seating area with a sofa, creating a functional living arrangement.

Apartment in Allston

1 Free parking spot - Harvard School of Business

4.89 out of 5 average rating, 171 reviews

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

Urban oasis in Huron Village

4.74 out of 5 average rating, 275 reviews

The image displays a modern, two-story home with a brown exterior featuring horizontal siding. A unique sculpture is situated on the front lawn, surrounded by landscaped greenery. A stone pathway leads to the entrance, which is framed by tall trees and shrubs.

Guesthouse in Lexington

Unique Loft/ Studio Guesthouse (super convenient)

4.97 out of 5 average rating, 117 reviews

Home in Cambridge

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St

Family-friendly home rentals with a pool

4.87 out of 5 average rating, 112 reviews

Apartment in Brighton

The Weiss : Modern Gallery • Historic Property!

4.96 out of 5 average rating, 117 reviews

Apartment in Everett

Curated Designer Retreat • Pool • Gym • Dining

Guesthouse in West Roxbury

A bright bedroom features a spacious bed with a white coverlet and colorful pillows. Natural light filters through multiple windows, enhancing the wooden accents of the walls and furniture. A television is mounted on the wall above a wooden dresser, creating a comfortable and inviting space.

Country Cottage in the City

4.95 out of 5 average rating, 218 reviews

4.99 out of 5 average rating, 169 reviews

Cottage in Marblehead

Steps from Harbor + Walk to Old Town + Restaurants

4.87 out of 5 average rating, 210 reviews

A cozy living area features a spacious daybed flanked by decorative pillows. Two armchairs are positioned across from a coffee table, enhancing the seating arrangement. A decorative vase adds charm beside the fireplace, while natural light filters through the window, illuminating the wood flooring.

Guest suite in Revere

Amazing studio

Guest suite in Framingham

A small seating area is presented with a pink loveseat adorned with patterned pillows, positioned beside a bedside table. A soft lamp is placed atop the table, and a tissue box is situated nearby. Light wood flooring complements the neutral color scheme.

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

4.78 out of 5 average rating, 104 reviews

4.97 out of 5 average rating, 120 reviews

A spacious living area features hardwood flooring and large glass doors that provide natural light and views of the outdoors. Two comfortable sofas are positioned around a coffee table, with a dining area visible in the background. Wall sconces add soft illumination.

Home in Weston

Spacious vacation unit in premium suburban town