
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 100 holiday rentals in Chelsea

Nightly prices starting at
Chelsea holiday rentals start at $101 AUD per night before taxes and fees

Verified guest reviews
Over 9,050 verified reviews to help you choose

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
100 of Chelsea holiday 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.

Stunning Oceanview-4 Train Stop Logan Airport
Stunning 1 bedroom huge apartment with partial ocean views of Revere Beach. This upscale home has it all!! Just one flight up then you enter a hardwood floor foyer, opens to a huge living room with upscale decor, large eat in kitchen stainless steel appliance, country table has seating for 4, tile floor, gas range, and lots of cabinet space, with views of Revere Beach and ocean, giant bathroom complete with tiled shower and stackable laundry (Washer and Dryer) and huge bedroom with closet.

Renovated Cozy City Getaway
Newly renovated cozy 1 bedroom home located on the hills of Beachmont, walking distance from the MBTA train station and Revere Beach. Enjoy sitting on the deck overlooking the Belle Isle Marsh Reservation and Boston Logan Airport in the distance. Take a walk along the beach or take the train into Boston. The location is a 5-10 minute ride to the Airport and a 15 minute train ride to downtown Boston. The unit has new furnishings (2021), modern appliances, and is beautifully decorated.

Cozy Winter Cabin Near BOS, Airport w/Parking
Private and spacious lower level 550 sq ft studio close to the city. You'll be a quick 10-20 mins drive to downtown Boston, and 30-40 mins to coastal towns, including Salem. You'll have a reserved driveway parking spot on a quiet residential street. We provide guests with a professionally cleaned cabin, plenty of towels, and coziness! We are located on a quaint and low-traffic hill, so if you are walking to the bus, it is 0.7 mi away, with inclines. Access to our home requires steps

1BR Revere Stay | Beach, Airport & Boston Access
🏡 Spacious private 1BR guest suite in Revere near Revere Beach, Logan Airport, and Downtown Boston, making it an excellent choice for FIFA World Cup 2026 visitors, couples, solo travelers, business trips, and extended stays. Enjoy a Queen bed, fast WiFi, Smart TV with Netflix and Prime Video, dedicated workspace, fully equipped kitchen, free driveway parking, shared patio, air conditioning, heating, and easy access to MBTA transit, beaches, shopping, dining, and Boston attractions.

Bright Family Oasis Near Boston w/ Parking
Bright, plant-filled oasis in a quiet Medford neighborhood just minutes from Boston, with easy access to transit and free parking. Guests return again and again for the spotless cleanliness, curated art, and true “home away from home” feel. Enjoy a fully equipped chef’s kitchen and private backyard. Perfect for exploring the city, then relaxing in a peaceful, beautifully designed space. Or working from home. Conveniently located for day trips to Salem, Cambridge and downtown Boston.

10 minutes to Airport-Boston-Casino (2G)
(2G)=Your place is on the 2nd floor and your color code is Green. Do Not include it to the address when you navigate to us. We have a beautiful victorian house built in 1858, owned by our family in 1911, big spaces and high ceilings are a blessing! You can stay here with your family and kids, we have a play room with some toys for fun, a living room, a bedroom and a private full bathroom with a pressure shower. Chelsea is a nice quiet place with a lot to offer.

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

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.

Luxury Grand Oasis | Pool · Gym · Parking · 2BR
Discover your exclusive retreat in Everett. Immerse yourself in sleek, curated living with designer finishes and resort‑style amenities for an unforgettable stay. Highlights: • Steps from downtown Boston via easy Silver Line & Route 1 access • Sparkling pool with cabana seating and courtyard fire pits • 24/7 state‑of‑the‑art fitness center & dedicated yoga studio • Private music room, co‑working pods & on‑site community pet spa

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

Romantic Getaway w/private Jacuzzi• Fire Pit•

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

Wellesley Spacious and Modern

Luxury lake retreat- pool, fire pit, trails

Oceanfront Pool. Close to Boston. Free Parking.

Headers’ Haven

Heart of Southie - Hot Tub + Walk to Top Bars

Lakeside apartment, patio, hot tub, outside shower
Family- and pet-friendly home rentals

Licensed Boston airport studio 5 stars, subway

Spacious 3 Bedroom Apartment with King Bed

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

Ocean view studio with hot tub & access to Boston

Private apartment near Boston/Airport/Beach/Train

The Day-Burrill-Wadsworth-La Voix House

The Brickhouz at Arlington !

Conveniently Located Private Garden Apartment
Family-friendly home rentals with a pool

Private heated Pool *Easy Boston Access! STR-25-22

Cozy 1BR Near Boston w/ Pool & Gym

The Weiss : Modern Gallery • Historic Property!

the house of id; vintage shop, accessible space

Theatre | Arcade | Pool w. Free 3 Car Parking

Spacious vacation unit in premium suburban town

Cozy Private Suite halfway between Cape & Boston

Country Cottage in the City
When is the best time to visit Chelsea?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $216 AUD | $206 AUD | $217 AUD | $269 AUD | $315 AUD | $290 AUD | $297 AUD | $295 AUD | $302 AUD | $313 AUD | $268 AUD | $246 AUD |
| 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 a patio Chelsea
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- Fitness-friendly rentals Chelsea
- Rentals with pools Chelsea
- Rentals with a fireplace Chelsea
- Pet-friendly rentals Chelsea
- Apartment rentals Chelsea
- Rentals with outdoor seating Chelsea
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- Family-friendly rentals Suffolk County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Revere Beach
- Gillette Stadium
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- MIT Museum
- Canobie Lake Park
- Duxbury Beach
- North Hampton Beach
- Crane Beach
- Boston College
- Northeastern University
- Quincy Market
- Tufts University
- Museum of Fine Arts





