
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.

Private Studio 10 min from Airport
Private guest suite is centrally-located for easy access to the city. Professionally cleaned. You’ll have a private entrance to come and go as you’d like with a code keypad door. Our newly renovated BASEMENT 500 sq ft is perfect for a guests to escape for a few days. Private bathroom and kitchenette, 10 min away from airport. Bus and train station walking distance. 15 min walk to Revere Beach We are in close proximity to Downtown Boston as well as Salem and other areas. Free wifi Street parking

Huge 1BR w/King Bed near Airport, Boston, Salem
Location: Quick 10-20 mins to the center of Boston, 25 mins to Salem. Easy access via multiple major highways, or walk 0.7mi (HILL) to bus, taking you directly into the city. This unit is an upper-level apartment of our home (i.e., STAIRS). Enjoy self-check-in and a reserved parking spot. Living room: Roku enabled TV. Mini-kitchen: Two burner stovetop, microwave, a 4 cu. sqft fridge, and a Keurig. Bedroom: king-sized bed with down alternative pillows and tempur-pedic memory foam topper.

10 min Logan Airport- 2 Bed/2 Bath, Sleep 5
Welcome to our charming townhouse in the heart of Chelsea. An ideal retreat for your stay near Boston. Conveniently located just a few miles away from all the Bostons attractions, our townhouse offers easy access to the best that Boston has to offer. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay right at your fingertips. Book your stay at our townhouse today and experience the perfect blend of comfort and convenience for your Boston trip!

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.

Hipster Basecamp | fireplace • views • parking
Welcome to Hipster Basecamp, a thoughtfully curated space where mid-century design meets modern comfort. Whether you're here for business or pleasure, 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.

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free
Stay in our elegant Boho-Modern Home Only 15min from Boston's Major Attractions. ✔Queen Beds+Organic bedding, cleaned w/ natural cleaners for your BEST rest w/o combatting toxins/fragrances ✔Ideal for Families and Staycations ✔Inviting Dinning and Large Kitchen ✔Fast WIFI+Netflix ✔Off-Street Parking ✔Self check-ins with secure keypad ✔Laundry Everything you need is provided - Just pack up your clothes and enjoy your stay with us! Book today to reserve our luxury home!

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!

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.

Couples Retreat - Apt in Charming Colonial Home
Newly renovated, open concept apartment in a private home located on a quiet residential street. Single, queen-sized adjustable bed, steam shower, and oversized bubble jet tub make this an ideal retreat for stress free relaxation. Includes off-street parking, full-size washer and dryer, and the use of both front and rear porches with seating in season. This apartment is great for couples or individuals looking to relax and get a break from their busy lives.

Chic/Cozy2BR-nearAirport & Beach
LOCATION, LOCATION, LOCATION! Located right in the middle of great cities (Boston, North End, Seaport District and Encore Casino). Your family will be close to everything when you stay at this centrally-located place. The airport is about 10 mins away, the train station is about 2-3 min drive, Salem is about 25 min drive and the beach is 3 mins drive as well with amazing restaurants and food all around.

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!

Contemporary Apartment in Beautiful Historic Home
Stunning, newly renovated 800sq ft one bedroom apartment. Stylishly decorated with many modern amenities. Located on the first floor level of a historical Grand Victorian home dating to 1900. Gorgeous original details throughout the apartment and high ceilings. A perfect representation of a classic Boston period home. Find style and comfort in this amazing new apartment!
Popular amenities for Chelsea family-friendly rentals
Family-friendly home rentals with a hot tub

Nana-tucket Inn

Your Cozy 1 BR Apt & Relaxing Retreat

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

Oceanfront Pool. Close to Boston. Free Parking.

Winery Studio w/ Private Hot Tub,Fireplace,Tasting

Headers’ Haven

Lakeside apartment, patio, hot tub, outside shower

Amazing Location in Little Italy with Roof Deck
Family- and pet-friendly home rentals

#5 Modern Suite w/ King Bed & Jacuzzi near Boston

Family Home + Near Downtown + Cool Backyard!

Recently Renovated 2 BR Close to Boston w/Parking!

Flower Farm Getaway 2BR, 20 Min To Boston

Tribeca chic | 2 BR w/private patio

Ocean view studio with hot tub & access to Boston

AKBrownstone: cozy private studio by T

Luxe Serene 1BR 15 min from Boston with Gym & More
Family-friendly home rentals with a pool

Peaceful suite in Boston with city views

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Luxurious 2BR w/ Pool, Gym & W/D, nr Blue Line,

Spacious vacation unit in premium suburban town

Modern Space With Pool Close To Singing Beach

Country Cottage in the City

Sunny Condo only 15 mins to Boston, with Parking!

Monthly Skyline Apartment
Quick stats about holiday rentals that are family-friendly in Chelsea
Total rentals
90 properties
Nightly prices starting at
$108 AUD before taxes and fees
Total number of reviews
8.3K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wi-Fi availability
90 properties include access to Wi-Fi
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- Family-friendly rentals United States
- Hampton Beach
- Fenway Park
- Boston Common
- TD Garden
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- Duxbury Beach
- New England Aquarium
- Good Harbor Beach
- Canobie Lake Park
- MIT Museum
- Freedom Trail
- Crane Beach
- Faneuil Hall Marketplace
- Onset Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
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- Quincy Market
- Prudential Center
- White Horse Beach