
Family-friendly holiday rentals in Boston
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Boston

Total holiday rentals
Explore 3,750 holiday rentals in Boston

Nightly prices starting at
Boston holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 194,800 verified reviews to help you choose

Pet-friendly holiday rentals
Find 1,330 rentals that welcome pets

Holiday rentals with a pool
210 properties feature pools

Rentals with dedicated workspaces
2,390 properties have a dedicated workspace

Wifi availability
3,720 of Boston holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Boston rentals

4.8 Average rating
Boston stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Boston’s top spots include Fenway Park, Boston Common and TD Garden
Top-rated family-friendly rentals in Boston
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

New Spacious Home in Boston
Welcome to our spacious urban retreat in the heart of Boston. This well maintained 4 bedroom unit is conveniently located near many city attractions. Enjoy quiet patio, backyard and free coffee bar. Great for a quick getaway or special gathering. 5 min walk to access bus and train 10 min drive to UMass Boston and JFK Library 20 min drive to Fenway Park and TD garden sports 10 min drive to the famous Franklin Park Zoo/Golf Course 20 min drive to Historical Downtown Boston and Prudential Shopping

Spacious Sunlit 3BR at Downtown Boston and Garden
❤️ Welcome to our large 1,200 sqft condo in a historic stone building right in the CENTER of Downtown Boston. Perfect for families & professionals. T-Station is literally next door & supermarket is just across the street. Walkable to all downtown historic highlights. — 3BR, high ceilings, hardwood floors — 2xFull, 2xKing (1 x Pullout) — Stainless steel appliances — Fully stocked kitchen — LG washer/dryer in unit — 3 large-screen smart TVs — Central AC/HT — 2 Elevators — Step-free BLEACHED CLEAN!

🎖The Ashmont Suite | Close to Subway + Downtown🎖
This high end & unique 3 bed / 2 bath unit is brand new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. There’s also plenty of parking available in front of the property. As well as a local coffee shop & a Dunkin just across Ashmont T station.

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!

Designer 3-BR Apt in Historic Charlestown, Boston
Enjoy this beautifully appointed home in the historic Boston neighborhood of Charlestown. The space was designed and renovated to highlight historic details while incorporating modern finishes & amenities. The unit is conveniently located near shops, restaurants, the MBTA, Whole Foods, Freedom Trail, and USS Constitution. We are a family who prioritizes wellness, is passionate about our community, and loves traveling. Our hope is that we incorporate pieces of these into your stay.

4br SouthBoston free parkg nrBeach, 6 min>BCEC
Bring the whole family or team -- you'll love our quiet, safe, beachside neighborhood. Our location on the South Boston peninsula means more peace and less traffic, yet a short scenic walk up K Street brings you to great restaurants. <5min walk to a great grocery store, the legendary L St Tavern and L St Bathhouse. <1.5 mi to Convention Center & Seaport. 3 BRs w queen beds and 1 sm BR w bunks, large kitchen, liv & dining rooms, & bonus sunroom w/desk. Call us today -- we'd

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee
A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.

Hipster Basecamp | Fireplace • Deck • Parking
Welcome to Hipster Basecamp, a curated space where mid-century design meets modern comfort. Enjoy bold touches like a double-sided fireplace, Smeg appliances, and a ceiling-mounted rain shower. Brew espresso or mix cocktails with everything at your fingertips, then head to the deck to unwind and take in the peaceful view. Admire original artwork throughout — and if a piece speaks to you, it's available for purchase. (*note: record player is currently out of order)

Family Home + Near Downtown + Cool Backyard!
Welcome to our family home. It's convenient, comfortable, safe, and close to downtown Boston! We have a backyard and open space with a beautiful deck. It's a great place to spend time and enjoy a peaceful outdoor setting in the city. Located in the waterfront neighborhood of Jeffries Point, East Boston. A 5-minute walk to lovely parks and the HarborWalk. And just ONE SUBWAY STOP to downtown Boston. We love Boston - and hope we can share it with you!

Renovated 1-Bed w/ private deck
Newly-renovated, modern apartment located directly above Remnant Brewing Satellite, in the vibrant and culturally diverse neighborhood of Wellington-Harrington. The location is perfect for someone who wants quick access to: Inman Square, East Cambridge, Harvard Square, Kendall Square, Union Square, Central Square, Davis Square, Charlestown, and Downtown Boston. Easy access to Fenway, TD Bank North, theaters, venues, and the hospitals.

Curated Designer Retreat • Pool • Gym • Dining
Experience modern Everett living in this bright 2BR/2BA home! Enjoy a fully equipped kitchen with stainless steel appliances, in-unit laundry, and spacious sunlit living areas. Relax by the courtyard pool, stay active in the 24/7 fitness center, or unwind in the outdoor lounges and fire pits. Close to Encore, Assembly Row and major highways for easy access to Greater Boston.

Light-Filled Luxury Apartment with View
Beautiful top floor luxury apartment in stately Victorian home. Extraordinary views of historic park as your front yard! Your own entrance through a private garden. Apartment is a studio-style open living space with full kitchen, living area, and bedroom bay with queen bed. Also includes loft bedroom with 2 twin beds.
Popular amenities for Boston family-friendly rentals
Family-friendly home rentals with a hot tub

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

Oceanfront Pool. Close to Boston. Free Parking.

Lakeside apartment, patio, hot tub, outside shower

Romantic Getaway w/private Jacuzzi• Fire Pit•

Oceanfront home w/Amazing Views, Hottub! Sleeps 10

Hot tub - Arcade - Boston themed rooms

Amazing Location in Little Italy with Roof Deck

Wellesley Spacious and Modern
Family- and pet-friendly home rentals

Charming 2-story private Guesthouse

Cozy, Spacious Home in the Heart of Cambridge

The Brickhouz at Arlington !

Flower Farm Getaway 2BR, 20 Min To Boston

Truly Oceanfront! Spacious Family Petfriendly Home

Pretzel Factory Loft w/Peloton

Cozy, historic 3 bedroom home close to Boston!

Condo in downtown Boston
Family-friendly home rentals with a pool

The Murthy : Bright • Spotless • W/D

Amazing studio

Country Cottage in the City

Pool Is Open in Sept! Steps from Harbor + Old Town

Private Suite• Pool • Sleeps 4 • Boston • Airport

Cozy Private Studio Unit w/ Laundry and Parking!

Private Pool Retreat w/Fire Pit Near Singing Beach

Spacious vacation unit in premium suburban town
When is the best time to visit Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $246 SGD | $244 SGD | $278 SGD | $338 SGD | $360 SGD | $408 SGD | $356 SGD | $350 SGD | $341 SGD | $346 SGD | $299 SGD | $272 SGD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Destinations to explore
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- Rentals with pools Boston
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- Rentals with a hot tub Boston
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- Pet-friendly rentals Boston
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- Family-friendly rentals Suffolk County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- Onset Beach
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- Duxbury Beach
- North Hampton Beach
- MIT Museum
- Harvard Square
- Tufts University
- Crane Beach
- Quincy Market
- Snhu Arena
- Things to do Boston
- Cultural tours Boston
- Landmarks Boston
- Food tours Boston
- Things to do Suffolk County
- Things to do Massachusetts
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- Outdoors Massachusetts
- Art workshops Massachusetts
- Food tours Massachusetts
- Landmarks Massachusetts
- Water sports Massachusetts
- Wildlife Massachusetts
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