
Family-friendly holiday rentals in Chelsea
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chelsea
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Modern Somerville Cottage
My place is a beautiful new house located in the Hip neighborhood of Davis Sq in Somerville. Conveniently on the bike bath leading to Davis Sq with its T stop and all its great restaurants and bars (15 min walk). 2 Mins walk to the new Green line extension that takes you to Cambridge and Boston. Modern furnishings throughout with amazing light from all sides and double height cathedral ceilings in the living/dinning room. I also have 2 beautiful condos in Killington VT please ask for info

Country Charm minutes from the Hub - 1st Floor Apt
Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Cozy place to relax! 14min to Salem - 25 to Boston
Due to your allergies, we are unable to Host any animals Private entrance-Basement - H 6' - entrance 5' 6" Relax in this calm, stylish space after a day of exploration! Perfect for travelers /work trips. Stay with US! I live on-site to ensure a safe and welcoming stay You will get to enjoy: - Salem MA - - Boston MA - Beaches - Beverly MA - Gloucester MA - Marblehead MA - Trails Our mattress is fairly firm, which can provide a very good night sleep! - Illegal activities will be reported -

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.

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.

Stylish and Cozy at Revere Beach
Unwind in the stylish Studio apt in the heart of Revere. Enjoy the apartment all to yourself and your family. The city is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through Revere and the metro Boston region easily from this prime location with very close walking distance to Blue Line subway station and Revere Beach. â Fully Equipped Kitchen â Comfortable Bedroom w/ Full Bed â Office Desk â High-Speed Wi-Fi â Free Parking â Pool â Gym

Private Suite-Free Parking,near Boston Airp-Train
--> 7 miles N of Boston & a near subway, beaches, & airport (93, 95 & Rte 1), youâll find the quaint city of Melrose. During 11/25 - 3/26 longer stay are possible. Please inquire. The Melrosian Suite is nestled behind other houses. Wake up to the chirping birds instead of Bostonâs noise. 225 acres of ponds, trails & conservation lands are at top of street w/ distant views of Boston & the ocean. Before booking, check out info required when you book & house rules.

Prime location near Boston
Home in Everett, MA. Located just a 20 minute walk from Encore Boston Harbor Casino. This location is also just a 15 minute drive from downtown Boston. Room in the basement has a microwave, refrigerator, coffee maker, and hot water for making tea which is provided along with light snacks and coffee. There is a desk for laptop. Queen Tempurpedic Mattress topper as well as a pull out sofa. Private bathroom with spacious shower. See guide book for more info on the area!

#5 Modern Suite w/ King Bed & Jacuzzi near Boston
Stay in this fully renovated suite featuring a King-size memory foam bed designed for your comfort. đ Private driveway & entry for easy, stress-free parking. đł Fully equipped kitchen with modern stainless steel appliances, including a gas stove, microwave & dishwasher. đ Private bathroom with relaxing Jacuzzi tub. đ˝ď¸ Dining area, work desk, high-speed Wi-Fi, and Smart TV for your convenience. đ Relax in comfort near Boston, read our glowing 5-star reviews!

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.

5 minutes to downtown. Charming. Clean. Cozy.
THE CHELSEA HOUSE: A well-maintained 1900s apartment located on the third floor of a quiet, clean three-family brick building on a small one-way street. It features hardwood floors, exposed brick, and slanted loft ceilings creating a charming, warm, and cozy atmosphere. Parking is included. The Chelsea House is our home away from home, and we have decided to share it with others. Thank you in advance!

Entire guest suite in Stoneham
Come enjoy this quiet and comfy home in the heart of Stonehamâyour perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.
Popular amenities for Chelsea family-friendly rentals
Family-friendly home rentals with a hot tub

Your Cozy 1 BR Apt & Relaxing Retreat

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

Oceanfront Pool. Close to Boston. Free Parking.

Headersâ Haven

4Bed AP/5 min walk to T-Logan- downtown to Boston

Lakeside apartment, patio, hot tub, outside shower

Peaceful Retreatâ3BR/2Bathâ20 Min to BostonâHotTub

Newly renovated, close to Foxboro and Boston
Family- and pet-friendly home rentals

Spacious 3 Bedroom Apartment with King Bed

Modern Space With Pool Close To Singing Beach

Modern, Cozy 3 BR Apartment! Minutes to Downtown!

Private apartment near Boston/Airport/Beach/Train

Salem House

Danvers 1800's Home Apartment

AKBrownstone: cozy private studio by T

2-Bedroom Unit w/ Private Parking & Walk to MBTA
Family-friendly home rentals with a pool

Cozy, with Lots of Space

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Serenity - 36â Aft Cabin Carver

Spacious vacation unit in premium suburban town

Cozy Private Suite halfway between Cape & Boston

Country Cottage in the City

Explore Boston in style! Dream home, pool, sauna.

Monthly Skyline Apartment
When is the best time to visit Chelsea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $180 SGD | $173 SGD | $203 SGD | $240 SGD | $281 SGD | $258 SGD | $265 SGD | $263 SGD | $270 SGD | $294 SGD | $249 SGD | $209 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 |
Quick stats about holiday rentals that are family-friendly in Chelsea

Total holiday rentals
Explore 90 holiday rentals in Chelsea

Nightly prices starting at
Chelsea holiday rentals start at $90Â SGD per night before taxes and fees

Verified guest reviews
Over 8,290 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
90 of Chelsea holiday rentals include wifi 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 â averaging 4.8 out of 5!
Destinations to explore
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- Rentals with a patio Chelsea
- Rentals with a fireplace Chelsea
- Flat rentals Chelsea
- Apartment rentals Chelsea
- Rentals with outdoor seating Chelsea
- Rentals with a washing machine and dryer Chelsea
- Rentals with pools Chelsea
- House rentals Chelsea
- Fitness-friendly rentals Chelsea
- Pet-friendly rentals Chelsea
- Family-friendly rentals Suffolk County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- MIT Museum
- New England Aquarium
- Freedom Trail
- Good Harbor Beach
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Quincy Market
- Onset Beach
- Rye North Beach
- Prudential Center
- North Hampton Beach
- White Horse Beach
- Roger Williams Park Zoo




