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

Total vacation rentals
Explore 110 vacation rentals in Chelsea

Nightly prices starting at
Chelsea vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 9,740 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
110 of Chelsea vacation rentals include wi-fi access

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

4.8 Average rating
Chelsea stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Chelsea
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Boston Luxury home +Free Parking 5 mins to Casino
Welcome to The Cottage 1925, The Best home on the East Coast! , luxury vacation rental with Game Room and Bonus Den. Enjoy your family reunion, Friendsgiving, Couples retreats and more at The Cottage. This two level home has plenty of space to relax, unique decor , plenty of off street parking and a car on site to rent for your convenience. Enjoy the Scenes of Downtown Boston , “Little Italy” in the North End and of course the state of the art Encore Casino. 13 minutes away from the airport.
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Eco-friendly Studio near Beach, Boston & Airport
Modern and cozy basement studio just 10 minutes drive from Logan Airport, 5 minutes from Revere Beach, and 14 minutes from Downtown Boston. Fully equipped with a kitchenette, full bathroom, high-speed internet, and a 75-inch Smart TV. Enjoy entertainment options like a foosball table, Xbox, and board games. Step outside to a private lounge area with a fireplace and grill. Free driveway parking and plenty of nearby restaurants make this the perfect home base for comfort, convenience, and fun.
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-2 Traditional 3 BR/2 Bath/Prkng By Arprt/Bos
Our 2nd floor condo is close to the airport and was gutted and totally rebuilt with high-end finishes. There is plenty of space for guests in your group to sit, relax, and mingle. There is a kitchen. a formal dining room, a master BR with en suite bathroom, 2 more BRs and a 2nd bath. Please specify the number of guests in your group when booking. Access and rate depend on the number of guests. See our other listings https://www.airbnb.com/h/reveregem1 https://www.airbnb.com/h/reveregem
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Charming 4R Boston home w/parking, 5 min to Casino
• Bus stop in front with big parking • Short drive or public transit to downtown Boston, Fenway, Encore Casino, tourist spots • 4 renovated cozy bedrooms and office with height adjustable desk • Master bedroom on third floor with privacy bathroom • 3 bedrooms on second floor share renovated bathroom with washlet • Open floor connect living room, dining room, kitchen • Entertainment room and Laundry in basement • Covered-front deck, relax patio backyard • Nearby public park Came
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Modern Farmhouse Suite in Historic Lexington
Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests
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Rio Stays
Our place is your place with a combination of modern and colonial touches, we made it thinking about you, either for fun, recreation or business, close to the casino, downtown, revere beach, and the most prestigious colleges and universities, and don't forget museums and historical places, with amazing places, with a great night and day view , and coffee maker to start or finish your day!!
Indoor spacesFamilyHospitality

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.
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Modern Suite Near Boston, Airport & Downtown
Enjoy a spacious, private suite with its own entry and free parking on Admiral's Hill. Nestled in a secure, gated community, this peaceful retreat offers stunning city views and direct access to Mary O'Malley State Park. Perfectly located minutes from Logan Airport. Easy access to downtown Boston via public transit, it’s ideal for both relaxation and convenience.
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Comfort apartment 3bed/2bath near Boston
Recently renovated apartment with new supplies, sheets, and 3 new mattresses!! My apartment is located near Boston in a very quiet, safe, and peaceful neighborhood. Great Location! 15 minutes from the Airport! 10 minutes away from the new Casino!! 15 minutes away from Downtown Boston! Very Close to Whidden Hospital in case of an emergency. NO PARTIES ALLOWED.
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Modern 2-bedroom w/parking near Encore and Logan
Modern two bedroom with free parking, conveniently located 7 minutes from Boston Logan Airport, 5 minutes from Revere Beach and only 12 minutes to Encore Casino and downtown Boston. No parties or events are allowed in the unit. Penalties apply. DISCLAIMER: For your safety and the safety of others, surveillance cameras are installed outdoors at this property.
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Convenient Cozy Clean Public Trans Free parking
THE CHELSEA HOUSE: A charming 1900s third-floor (24 steps) apartment in a quiet, clean three-family brick building on a one-way street. Features include hardwood floors, exposed brick, and sloped loft-style ceilings that create a warm, cozy feel. Parking included. This is our home away from home, and we’re happy to share it with you. Thank you for staying.
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Hermoso apartamento.
lovely one bedroom apartment with free parking, at just 1 minute away from Revere Beach and 10 min from Boston Logan international airport, 15 min from downtown Boston and 5 min from the Train Station also close to many Nice restaurants and Night Clubs for enjoyment. unit includes a SmartTV with Netflix included for your entertainment.
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Popular amenities for Chelsea family-friendly rentals
Family-friendly home rentals with a hot tub

Oceanfront Pool. Close to Boston. Free Parking.
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Lakeside apartment, patio, hot tub, outside shower
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Heart of Southie - Hot Tub + Walk to Top Bars
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Romantic Getaway w/private Jacuzzi• Fire Pit•
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Modern, Spacious 1BR for 4 - Easy Marathon Access!
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Modern 2BR Retreat Minutes from Boston
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Luxury lake retreat- pool, fire pit, trails
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3BR Hot Tub Retreat, Fire Pit & Parking
Indoor spacesFamilyWalkability
Family- and pet-friendly home rentals

Sunny 3 bedroom on beach
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#9 Modern Home 15 min to Boston w/ Yard & Parking
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Renovated Cozy City Getaway
Indoor spacesFamilyWalkability

Designer 3-BR Apt in Historic Charlestown, Boston
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Family Home + Near Downtown + Cool Backyard!
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Cozy Apt, minutes from Boston!
FamilyKitchenHospitality

Private apartment near Boston/Airport/Beach/Train
FamilyIndoor spacesHeating

Truly Oceanfront! Spacious Family Petfriendly Home
FamilyKitchenAccess
Family-friendly home rentals with a pool

Charming 2-story private Guesthouse
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Private Suite• Pool • Sleeps 4 • Boston • Airport
FamilyIndoor spacesAmenities

Pool Is Open in Sept! Steps from Harbor + Old Town
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The Murthy : Bright • Spotless • W/D
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Cozy Private Studio Unit w/ Laundry and Parking!
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Country Cottage in the City
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Private Pool Retreat w/Fire Pit Near Singing Beach
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Spacious vacation unit in premium suburban town
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When is the best time to visit Chelsea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 551 | ﺩ.ﺇ 525 | ﺩ.ﺇ 555 | ﺩ.ﺇ 712 | ﺩ.ﺇ 775 | ﺩ.ﺇ 911 | ﺩ.ﺇ 757 | ﺩ.ﺇ 753 | ﺩ.ﺇ 771 | ﺩ.ﺇ 797 | ﺩ.ﺇ 683 | ﺩ.ﺇ 628 |
| 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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- 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





