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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.

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Top guest favourite
The living area features a comfortable gray sofa paired with wooden coffee tables. A mounted TV is positioned on the wall opposite the seating, while blue chairs surround a dining table. Artwork and stored towels enhance the inviting atmosphere of the space.
Flat in North Quincy
4.99 out of 5 average rating, 151 reviews

Quincy Beach Home Next to Boston & T, Free Parking

Enjoy a comfortable stay in this beautiful, newly renovated 3 bedroom apartment only 150 yards to the beach and convenient access to Boston by car (15-25min) or public transport (30-45min). It's a spacious 1000 sqft, was just fully remodeled, retains plenty of character and boasts loads of windows and light. Recharge from your trip in style with a fully equipped kitchen, 3 new queen mem foam beds, 55" TV, new sofa, work & dining areas, new bathroom, walk-in closet, and free off-street parking.

Guest favourite
Townhouse in Everett
4.89 out of 5 average rating, 329 reviews

#7 Spacious Modern Home Near Boston w/ Parking

Discover comfort & convenience minutes from Boston, Cambridge, & Salem. Whether you're here for work, family, or fun, this stylish 2-story home has everything you need for a relaxing & memorable stay, plus we are experienced Superhosts! 🛏 3 Comfy Bedrooms + 1.5 Baths 🍳 Fully Equipped Kitchen 📶 High-Speed Wi-Fi + Smart TVs 🚗 Private Parking for 2 Cars 🧺 In-Unit Laundry 🔥 Backyard BBQ + Fire Pit + Outdoor Seating for 6 🌆 Easy Access to Local Attractions 🏡 Perfect for families 5⭐ Reviews

Guest favourite
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.
Flat 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 favourite
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.
Flat in Everett
4.88 out of 5 average rating, 306 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.

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.
Flat in Chelsea
4.82 out of 5 average rating, 472 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!

Superhost
A spacious bedroom is shown, featuring a black bed with a textured bedding set displaying ocean waves. A cozy armchair sits beside a radiator, and a small folding table is placed nearby. Natural light enters through a window with patterned curtains.
Home in Chelsea
4.83 out of 5 average rating, 408 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.

Guest favourite
The kitchen area offers modern white cabinetry and stainless steel appliances, including a microwave and large refrigerator. A granite countertop complements an island with seating for two. Mosaic tile accents highlight the backsplash, while soft overhead lighting creates an inviting space for meal preparation.
Flat in Revere
4.86 out of 5 average rating, 493 reviews

-0 Garden Apt 2 BR Free Parkng Near Airprt/Boston

Our newly renovated condo was gutted down to the studs and totally rebuilt with high-end finishes. There is plenty of space for guests to sit, relax, and mingle. The kitchen is equipped with stainless-steel appliances and select tools to cook a hearty meal before heading out for the day. The beds are fitted with cotton sheets for a comfortable restful sleep. Please see our other listings http://abnb.me/EVmg/eyPnXsHpyD http://abnb.me/EVmg/VTw1o92pyD

Guest favourite
A modern living area is presented with a light grey sectional sofa and a circular coffee table. Natural light streams through three windows, framed by wooden borders. A large flat-screen TV is mounted on the wall, accompanied by a cozy accent chair in the corner.
Flat in Everett
4.85 out of 5 average rating, 534 reviews

Modern&Clean 10min to Boston & Airport

Newly renovated luxury 2 bed/1 bath apartment in Everett next to Boston. One car parking spot on property. This is a FIRST FLOOR UNIT of a Multi Family home. Amenities: -Fully equipped kitchen (Coffee, Snacks & Water) -Hi-Speed Wifi -55inch 4k TV w/ 1000+ streaming live tv channels/movies/sports & Netflix/Hulu included w/ stay. - Two full sized arcade machines loaded with Mortal Kombat,Rampage,& more -Bathroom (Complimentary hygiene kit).

Top guest favourite
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.
Flat in Chelsea
4.94 out of 5 average rating, 417 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!

Top guest favourite
The exterior entrance features light blue door framed by two windows. Adorning the door is a simple wreath. Two blue Adirondack chairs are positioned around a small round table, complemented by potted plants and nautical decor hanging nearby.
Guest suite in Scituate
4.93 out of 5 average rating, 246 reviews

Private Scituate Getaway - walk to harbor

Delightful studio apartment with private entrance off historic First Parish Road. Located a mile from Scituate Harbor, beaches, restaurants, golf course, movie theater, shops, and Greenbush train into Boston. Space includes comfortable queen-sized bed, full bathroom, sofa, cable TV and wifi. Additional amenities include ceiling fan, air-conditioning, mini-fridge, Keurig, and microwave.

Guest favourite
A compact kitchen is equipped with white cabinetry and a stainless steel stove. Natural light enters through a window, illuminating the counter. A dining table is set with blue and white dishware, creating a simple and functional cooking space. A doorway leads to the adjoining living area.
Flat in Beachmont
4.91 out of 5 average rating, 319 reviews

Boston 3 Room Apt 5 Min Walk to Train & Beach

Sunny 3 room apartment with private entrance, in 150 year old renovated home. A short walk to Revere Beach and the MBTA Blue Line, be at Logan Airport or Downtown Boston in minutes. The apartment has a full kitchen, spacious bedroom with very comfortable king size bed and TV. The living room has a leather sofa, recliner, desk and TV. Laundry on site. Free Driveway Parking.

Guest favourite
The entrance to the suite is adorned with lush greenery, creating a welcoming facade. A door leads into the unit, framed by railings and planters. The area is bordered by stone pathways and garden beds, enhancing the natural appeal of the space.
Guest suite in Admirals Hill
4.96 out of 5 average rating, 159 reviews

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.

Popular amenities for Chelsea family-friendly rentals

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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 £52 per night before taxes and fees

  • Verified guest reviews

    Over 8,820 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 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 – averaging 4.8 out of 5!