
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 G$14,643 GYD 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.

Studio Close to Beach, Boston, Airport & Train
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.
Indoor spacesFamilyLocation

#9 Modern Home 15 min to Boston w/ Yard & Parking
Discover comfort & convenience minutes from Boston, Cambridge, & Salem. Whether you're here for work, family, or fun, this stylish 2-story home has everything you need for a relaxing & memorable stay, plus we are experienced Superhosts! 🛏 3 Comfy Bedrooms + 1.5 Baths 🍳 Fully Equipped Kitchen 📶 High-Speed Wi-Fi + Smart TVs 🚗 Private Parking for 2 Cars 🧺 In-Unit Laundry 🔥 Backyard BBQ + Fire Pit + Outdoor Seating for 4 🌆 Easy Access to Local Attractions 5⭐ Reviews 🐾 Dogs
Indoor spacesFamilyAir conditioning

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
FamilyIndoor spacesLayout

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)
FamilyKitchenAmenities

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
KitchenFamilyValue

Apartment in Revere near the airport
Enjoy the simplicity of this quiet and central accommodation. Located in a strategic area. Close to the airport, beaches, shopping malls, train station, Downtown Boston, etc. The apartment has a bedroom, large kitchen, living-dining room, full bathroom and an outside terrace overlooking the interior of the property. The living-dining room has the peculiarity of having a door with a lock so it can be used as an additional private room if required.
Indoor spacesFamilyDecor

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!!
FamilyIndoor spacesGrill

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.
Indoor spacesFamilyCondition

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.
KitchenIndoor spacesComfort

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.
FamilyKitchenCleanliness

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.
Indoor spacesFamilyLocation

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.
KitchenFamilyHeating
Popular amenities for Chelsea family-friendly rentals
Family-friendly home rentals with a hot tub

Lakeside apartment, patio, hot tub, outside shower
KitchenIndoor spacesDecor

Oceanfront Pool. Close to Boston. Free Parking.
Indoor spacesFamilyDecor

Heart of Southie - Hot Tub + Walk to Top Bars
FamilyIndoor spacesBackyard

Romantic Getaway w/private Jacuzzi• Fire Pit•
KitchenFamilyWalkability

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

Modern 2BR Retreat Minutes from Boston
FamilyIndoor spacesCheck-in

Luxury Bayfront Stay | Beach + Firepit
FamilyIndoor spacesBathroom

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

The Day-Burrill-Wadsworth-La Voix House
KitchenFamilyEV charging

Renovated Cozy City Getaway
FamilyIndoor spacesDecor

Designer 3-BR Apt in Historic Charlestown, Boston
Indoor spacesKitchenLayout

Truly Oceanfront! Spacious Family Petfriendly Home
KitchenIndoor spacesBiking

Cozy Apt, minutes from Boston!
KitchenFamilyDecor

Private apartment near Boston/Airport/Beach/Train
FamilyKitchenDecor

Luke 1 House | Safe | Parking | Stylish | MBTA
FamilyIndoor spacesCondition

Sunny 3 bedroom on beach
FamilyIndoor spacesGetting around
Family-friendly home rentals with a pool

Private Suite• Pool • Sleeps 4 • Boston • Airport
Indoor spacesKitchenGrill

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

Charming 2-story private Guesthouse
FamilyKitchenAir conditioning

Country Cottage in the City
Indoor spacesKitchenAccuracy

The Murthy : Bright • Spotless • W/D
KitchenFamilyValue

Cozy Private Studio Unit w/ Laundry and Parking!
FamilyIndoor spacesParking

Private Pool Retreat w/Fire Pit Near Singing Beach
Indoor spacesFamilyWalkability

Cozy Private Suite halfway between Cape & Boston
KitchenIndoor spacesAmenities
When is the best time to visit Chelsea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,379 GYD | G$29,914 GYD | G$31,588 GYD | G$40,583 GYD | G$44,139 GYD | G$51,879 GYD | G$43,093 GYD | G$42,884 GYD | G$43,930 GYD | G$45,394 GYD | G$38,909 GYD | G$35,772 GYD |
| 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
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Atlantic City Vacation rentals
- Newport Vacation rentals
- Providence Vacation rentals
- Salem Vacation rentals
- Bar Harbor Vacation rentals
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- Boston College
- Northeastern University
- MIT Museum
- Duxbury Beach
- North Hampton Beach
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
- Roger Williams Park Zoo





