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Family-friendly vacation 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.

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Top guest favorite
The exterior of a Victorian home is showcased, featuring a light-colored facade with decorative trim. A welcoming porch area is accented by potted plants, and steps lead up to a wooden front door flanked by tall windows. Lush greenery surrounds the property.
Apartment in Newtonville
4.87 out of 5 average rating, 566 reviews

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.

Guest favorite
An open-concept living area is highlighted by modern light fixtures and a spacious kitchen island with bar seating. A grey sofa adorned with colorful pillows faces a decorative coffee table on a patterned rug, while large windows allow ample natural light to fill the room.
Apartment in Everett
4.9 out of 5 average rating, 115 reviews

Luxury Boston Home +Free Parking +5 mins to Casino

The Cottage 1925 is the epitome of a fun filled getaway. Offering a wine fridge in the main room, 90 inch waterfall peninsula, 70 inch TV, central air and off street parking. Spend the day shopping at Assembly row mall or game night with friends at Lucky Strike. Have a night out at a 5 star restaurant or try your luck at Encore Boston Casino. Make sure to visit “Little Italy,'' famous for its Italian food and feasts or catch a Celtics game at the Garden. The Cottage1925, home away from home.

Guest favorite
A spacious living area with a plush sectional couch in a neutral tone, centered around a coffee table, invites relaxation. Large sliding glass doors frame panoramic ocean views and provide natural light. A modern gas fireplace and stylish decor enhance the cozy atmosphere.
Apartment in Beachmont
4.96 out of 5 average rating, 180 reviews

Beachmont Guest Suite

Experience tranquility in our modern guest suite with stunning ocean views and a private deck overlooking the Atlantic. Wake up to breathtaking sunrises and relax by the cozy gas fireplace. Features a fully equipped kitchen with island seating, a comfortable queen bed, a plush sectional couch, and a luxurious bathroom. Just minutes from Boston, enjoy beachfront living—ideal for romantic getaways, peaceful retreats, or business travelers. Book now to experience the best of beachfront living!

Guest favorite
A light gray living space features a comfortable sofa adorned with decorative pillows. A round coffee table sits in the center, complemented by a soft area rug. Two windows, including a skylight, provide natural light and views of the exterior.
Apartment in Everett
4.88 out of 5 average rating, 304 reviews

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.

Guest favorite
A wooden table featuring a natural, textured surface holds a decorative bowl and a small green plant. A softly lit lamp and a vase with white flowers are also visible. The wall art depicts two silhouettes of deer amid foliage, adding a serene touch.
Guest suite in Revere
4.88 out of 5 average rating, 120 reviews

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.

Top guest favorite
The spacious living room features hardwood floors with an orange accent wall and contemporary artwork. A comfortable sofa and decorative throw blankets are arranged around a coffee table adorned with seasonal decor. A faux fireplace adds a decorative touch, while a small bench provides additional seating.
Apartment in Beachmont
4.89 out of 5 average rating, 230 reviews

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.

Superhost
A wooden tray is displayed on a light-colored table, featuring a bottle of white wine and two clear wine glasses. A small potted orchid adds a touch of elegance, complemented by a simple mirror in the background.
Apartment in Chelsea
4.82 out of 5 average rating, 469 reviews

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!

Guest favorite
A stone sign marked 'BEACHMONT' stands prominently at the entrance of a landscaped area. Surrounding features include a stone-paved pathway, a bench, and several tables. Lush greenery lines the background, providing a natural backdrop to the welcoming space.
Home in East Boston
4.78 out of 5 average rating, 224 reviews

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.

Superhost
A modern living area features a sectional sofa with a textured blue fabric, positioned on a patterned rug. A bright kitchen is visible in the background, showcasing wooden cabinetry and stainless steel appliances, while large windows allow natural light and views of the outdoors.
Apartment in Beachmont
4.8 out of 5 average rating, 126 reviews

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

Discover comfort and style in our 2-bed, 2-bath apartment. Modern decor, fully equipped kitchen, and cozy bedrooms await. Enjoy the convenience of nearby attractions, like Revere Beach and downtown Boston. Parking onsite is free. Your home away from home for a memorable Boston experience! The two bedrooms are thoughtfully designed to ensure a restful night's sleep. Both bedrooms are equipped with King sized beds. You will have the apartment all to yourself.

Superhost
A studio space features a spacious bed with a memory foam mattress and a queen pull-out sofa. A modern kitchen is visible, complemented by a dining area with high stools. Natural light enters through a window, while artwork adds visual interest to the walls.
Condo in East Boston
4.83 out of 5 average rating, 306 reviews

Stylish garden level studio with a private patio

Enjoy your stay in this stylish East Boston garden level studio with a private back patio. It is centrally located near restaurants, the waterfront, a running & biking trail, the airport, public transportation, and it is 1 metro stop away from downtown Boston. The metro stop, Maverick, is a 4 minute walk! The studio is equipped with a king bed that has a memory foam mattress, a queen pull out sofa, and a fully equipped kitchen.

Guest favorite
A living room is featured with hardwood floors and exposed brick walls, creating a cozy ambiance. A large TV sits atop a white media console. A comfortable blue chair with a patterned cushion provides seating, while a coffee table enhances the space. Artwork decorates the walls.
Apartment in Chelsea
4.94 out of 5 average rating, 416 reviews

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!

Guest favorite
A cozy living space features a light-colored sectional sofa in front of a wall-mounted television. A framed artwork decorates the white walls, and a small round table sits between a patterned area rug and the sofa, adding comfort to the setting.
Apartment in Stoneham
4.87 out of 5 average rating, 383 reviews

Entire guest suite in Stoneham

Come enjoy this quiet and comfy home in the heart of Stoneham—your 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

When is the best time to visit Chelsea?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,282 GYDG$28,236 GYDG$33,047 GYDG$39,113 GYDG$45,806 GYDG$42,041 GYDG$43,087 GYDG$42,878 GYDG$43,923 GYDG$45,387 GYDG$38,904 GYDG$35,766 GYD
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Quick stats about vacation rentals that are family-friendly in Chelsea

  • Total vacation rentals

    Explore 90 vacation rentals in Chelsea

  • Nightly prices starting at

    Chelsea vacation rentals start at G$14,641 GYD per night before taxes and fees

  • Verified guest reviews

    Over 8,820 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 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!