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

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit
Oversized 1800sf apartment is a 2-story unit, front half of a 200-year-old former schoolhouse in Enfield's historic district. The antique colonial is set up as a side-by-side duplex with private apartment occupying the front 1/2 of house & the owner's unit in the back with a separate driveway entrance & door. EXTRAS: ❋ PRIVATE USE OF POOL & PATIO ❋ KEYCODE CHECK-IN ANYTIME ❋ COFFEE/TEA BAR WITH EVERYTHING NEEDED ❋ POPCORN MACHINE, SNACKS & DRINKS ❋ 4 TVs: YOUTUBE TV, MAX, NETFLIX, WIFI

Apt near Big E, Six Flags, Bradley airport
Welcome to our charming and stylish upstairs apartment, perfect for a cozy retreat! Enjoy the privacy of having the entire space to yourself. Access the apartment directly through the back entrance, up the outdoor staircase. We're conveniently located just a 10-minute drive from Bradley International Airport. Inside, you'll find: - A comfortable bedroom with a Queen-sized bed, complete with fresh linens - A fully stocked kitchen, equipped: Pots, pans, baking dishes, etc Washer and dryer

Cozy studio loft
Home away from home! In a serene, wooded area tucked away from the road, you'll find our studio loft mother-in-law apartment. Beautiful views with wildlife often spotted. Well-lit with many windows to let in the morning light. Suitable for a change of scenery while working remotely, a brief stay between locations, or your actual destination. UConn is minutes down the road. Looking for antiques? Stafford Speedway? Mohegan Sun or Foxwoods visits? Outdoor enthusiast? This place works for all!

In-law apartment in Farmington River Cottage
If you are craving a getaway with a special someone, this space is meticulously clean and an opportunity to practice social distancing while relaxing and enjoying the Farmington River. Only 15 minutes from Bradley airport, 5 minutes from the train and I91. Nature, dining, all within a comfortable drive. You get it all here! Private space with its own entrance, one bedroom and newly updated bathroom, a cozy living room with fireplace in a Garden Level Unit. Off street parking available.

Private Cozy Suite, 0 Fees, Pets Allowed, EV Plug
A private cozy suite for you! Better than a hotel or private room & less than an entire house. Pets welcome with no fees :) Generous discounts for medium- to long-term stays. Your guest suite includes newly furnished living room, apartment kitchenette, large bedroom with full bathroom. Despite many renovations, we kept the vintage & cozy charm. Separate Wifi for remote work. Less than 20 minutes to the airport and Hartford metro. No cost EV charger on site. No cleaning fees!

Western Mass Retreat!
Western Mass Retreat! Come relax and unwind in this updated retreat and check out all the amazing things that Western Mass and Northern CT have to offer. Enjoy the cozy reading nook, outdoor space, or a relaxing dinner in at the dinette table. Centrally located near multiple colleges and universities, two miles from Wilbraham & Monson Academy, ten minutes from GreatHorse and close to many one-of-a-kind events and experiences. Please message me with any questions.

Modern Cozy Studio
Experience the perfect stay in this cozy studio, nestled in the heart of Broad Brook. You'll be conveniently close to local restaurants, the Opera House, and just a short drive from Bradley International Airport, Hartford, CT, and Springfield, MA. Plus, we're pet-friendly! Enjoy direct access to Mill Pond and easy ground-level entry. There are no additional cleaning costs. As an added bonus, a portion of your stay supports St. Jude Children’s Research Hospital!

Contemporary Cottage, Views, 15mins BDL Int. Wi-fi
This adorable, well appointed, historic cottage (an old Tannery building), is nestled within a 50 acre Connecticut River Valley Broad Leaf Tobacco Farm which dates back to the 1700s. The open fields allow for peaceful walks and beautiful views. "The Tannery," is just 15 minutes from Hart/Spring Bradley (BDL) Intern airport. Less than two-hours to Boston and just under three-hours to New York City. Come to unwind and explore New England’s finest.

Wintergreen Gardens Suite @ William Becroft House
LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. I am not responsible for wifi.

Hilda’s Riverside Retreat
Amazing Newly renovated Airbnb! Nestled along the meandering, Connecticut River, beautiful veiw! “Just what the doctor ordered”. And just a stone’s throw away from Downtown Springfield, MGM and Hartford. Whether you are visiting the Knowledge Corridor to visit any of the 30+ universities and liberal arts colleges, business or pleasure, This waterfront property is cozy and offers every amenity you left at home!

Premium Private Suite • Entry • Wrkspace • Parking
Welcome 🙏 to our premium private guest suite, designed for comfort, privacy, and a seamless stay. Enjoy a spacious, hotel-style retreat with a separate private entrance, easy self check-in, fast Wi-Fi, dedicated workspace, and free parking—ideal for couples, business travelers, and extended stays. Quiet, beautifully maintained, and thoughtfully designed for a stress-free experience 😊.

Linny’s Lake House - with dock
Linny’s Lake House & Dock Access 🌲🌳 Charming Lakeside Home on South Pond Welcome to our newly renovated lake house tucked into a peaceful 3/4-acre wooded lot, naturally treated to keep mosquitoes and ticks to a minimum. The setting feels calm and restorative, with gentle breezes, shaded trees, and the charm of nearby tobacco fields adding to the sense of being away without being remote.
Popular amenities for Enfield family-friendly rentals
Family-friendly home rentals with a hot tub

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Cozy cottage 5 minutes from UConn

The Creation Station

Hilltown Cabin Hideaway: A River Runs Through It!

Cozy Cottage |Quintessential CT | Pet Friendly

Peaceful Snowy Lake Views from Private Hot Tub

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

The Red Cabin-Secluded Getaway with backyard Brook
Family- and pet-friendly home rentals

Tiny House Farm Retreat: Mountain Views, Fire pit

Your home away from home for Comfort & Convenience

Mill River Cottage (pet friendly!)

2 BR LR 1BA Private In-Law Suite with Home Theater

The cozy clubhouse

NE Historical Mansion-pets and pet lovers welcome

West Hartford Center Apartment

Serene 1-br suite on 75 acre horse property
Family-friendly home rentals with a pool

Casino Wine Down House with Winter Igloo

Breathtaking home with unforgettable views & pool!

Private Villa, Pool, New King Bed, close to casino

Hilltop House w/POOL/SPA- HOST & Co.

Peaceful Oasis steps from Mohegan Sun

The Vacay Villa

Two floor Norwich Spa Villa near Mohegan Sun

59 Old Maids Lane pool house
Quick stats about holiday rentals that are family-friendly in Enfield

Total holiday rentals
Explore 20 holiday rentals in Enfield

Nightly prices starting at
Enfield holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 1,310 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Enfield holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Enfield rentals

4.8 Average rating
Enfield stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Foxwoods Resort Casino
- Six Flags New England
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Mohegan Sun
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Mount Southington Ski Area
- Sleeping Giant State Park
- Norman Rockwell Museum
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Dcu Center
- Wesleyan University
- Clark University
- University of Connecticut
- Connecticut Science Center
- Smith College
- Devil's Hopyard State Park




