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

Total holiday rentals
Explore 110 holiday rentals in Chelsea

Nightly prices starting at
Chelsea holiday rentals start at $119 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
110 of Chelsea holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.

The Day-Burrill-Wadsworth-La Voix House
The Day-Burrill-Wadsworth-La Voix House is located in Winthrop, MA in the North Shore of Boston. Super close to Logan Airport for your traveling needs. A Level 2 EV Charger is available! This renovated 3 Bedroom penthouse apartment features a private roof deck, off-street parking, sunroom, and free in-unit laundry! A safe, spacious, and serene space. An historic building, it was one of the first handful of homes in Winthrop... built in 1860 (but since converted to two condos and renovated).

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.

Corner Cottage - cozy studio just north of Boston
Whether you’re a tourist visiting Boston for the weekend, a traveling nurse in search of a medium-term stay, or a pilot/flight attendant needing overnight accommodations, this completely renovated and professionally cleaned AirBnB is perfect for you! Finding living accommodations is tough; finding a reliable and responsive host is even tougher. Not only is this unit well equipped with almost everything you may need, but I will do my best to ensure your stay is the most comfortable.

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.

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!!

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.

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.

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.

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.

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.

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

Oceanfront Pool. Close to Boston. Free Parking.

Lakeside apartment, patio, hot tub, outside shower

Heart of Southie - Hot Tub + Walk to Top Bars

Romantic Getaway w/private Jacuzzi• Fire Pit•

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

Modern 2BR Retreat Minutes from Boston

Wellesley Spacious and Modern

Headers’ Haven
Family- and pet-friendly home rentals

Renovated Cozy City Getaway

Sunny 3 bedroom on beach

#9 Modern Home 15 min to Boston w/ Yard & Parking

Private apartment near Boston/Airport/Beach/Train

Truly Oceanfront! Spacious Family Petfriendly Home

Designer 3-BR Apt in Historic Charlestown, Boston

Cozy Apt, minutes from Boston!

Private Cozy Third Floor Space
Family-friendly home rentals with a pool

Private Suite• Pool • Sleeps 4 • Boston • Airport

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

Charming 2-story private Guesthouse

Country Cottage in the City

The Murthy : Bright • Spotless • W/D

Cozy Private Studio Unit w/ Laundry and Parking!

Private Pool Retreat w/Fire Pit Near Singing Beach

Cozy Private Suite halfway between Cape & Boston
When is the best time to visit Chelsea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $255 NZD | $243 NZD | $257 NZD | $330 NZD | $359 NZD | $422 NZD | $350 NZD | $349 NZD | $357 NZD | $369 NZD | $316 NZD | $291 NZD |
| 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
- 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
- New England Aquarium
- Onset Beach
- Boston College
- Canobie Lake Park
- Northeastern University
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Tufts University
- Crane Beach
- Harvard Square
- Quincy Market
- Saquish Beach





