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.

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Guest favourite
The kitchen features a long counter with eight red and white patterned bowls placed on plates, complemented by pendant lights above. A bookshelf with assorted books is seen in the background, alongside glass front cabinets showcasing decorative items.
Guest suite in Fairlee
4.88 out of 5 average rating, 203 reviews

Cloud 9 Private Suite Retreat

This space is perfect for a short weekend getaway or a traveling nurse/other traveling professional for a long term stay. Only 27 miles from DHMC! We are within walking distance of hiking, ATV and snowmobile trails! This cozy and charming in-law apt is located inside our large home with its own private entrance, parking, kitchen, living room, bathroom and electric fireplace! You will also fall in love with our beautiful mountainous views this place will leave you feeling like you’re on cloud 9!!

Top guest favourite
A serene lakeside setting is presented, featuring a stone patio bordered by natural boulders. Colorful adirondack chairs in blue and green invite relaxation. A wooden dock extends into the calm water, with trees and hills visible in the distance under a cloudy sky.
Home in Enfield
4.96 out of 5 average rating, 122 reviews

Quiet lakeside retreat with private dock.

Welcome to our charming lakefront home nestled in the tranquil beauty of nature! Situated at the water's edge, our rental boasts a private dock, providing convenient access to the pristine lake for fishing, swimming, or simply enjoying the outdoors. Inside, you'll find two bedrooms comfortably furnished with a total of three beds, ensuring a restful night's sleep for up to six guests. With close proximity to Cardigan Mountain school Dartmouth & DHMC campuses, your home away from home awaits!

Guest favourite
A private hot tub is situated on the deck, overlooking a sprawling green field. The view captures a vibrant sunset with clouds illuminated in warm tones. A single chair is positioned nearby, allowing for relaxation while enjoying the serene landscape.
Place to stay in Plymouth
4.95 out of 5 average rating, 167 reviews

Hot Tub At Sunset View Farm (2 adults and 3 kids)

SPECIAL: Stay 3 nights get the 4th night FREE, (must inquire when making reservation to confirm free night) We allow no more than 2 adults. But we welcome families! This 2 bedroom space sleeps 3 kids (under 18) NO EXTRA FEES! Time to soak it all in! After a full day snowmobiling, skiing, mountain biking, climbing, or hiking, don't you just want to unwind in the hot tub? King bed in the master, bunkbeds in the middle room, and a full bathroom for bathtime! Also, a full kitchen and a 50" smart TV.

Top guest favourite
Cabin in Grafton
4.98 out of 5 average rating, 220 reviews

WildeWoods Cabin | gas fireplace, yard + gardens

The WildeWoods Cabin is a sunny open-concept cabin with cathedral knotty pine ceilings & exposed beams; renovated with comfortable furnishings, modern amenities, vintage décor & a gas fireplace (on/off switch!). Enjoy peace & privacy on 1+ acres; the cabin is set back from the road and surrounded by yard, gardens, & tall trees. Nestled in the foothills of Cardigan & Ragged Mountains; there are endless outdoor activities nearby. Up to 2 dogs are welcome with pet fee. IG: @thewildewoodscabin

Top guest favourite
A window frames a serene external view, showcasing bare trees and a distant hillside. Soft light filters through, subtly illuminating the indoor space. A glimpse of a shed is visible among the foliage, highlighting the rustic charm of the surrounding landscape.
Flat in Wilmot
4.97 out of 5 average rating, 125 reviews

Bog Mt Retreat Downstairs Suite

Welcome to your perfect first floor retreat. Woodland trails on the property, local hikes like BOG MT, a beautiful waterfall and so many more. Bring your kayaks and paddle Grafton Pond or Pleasant Lake and jump off the rock at Blueberry Island. Only 30 minutes from Sunapee Mountain Ski Area & 21 minutes from Ragged MT Ski Resort. Whether you're seeking the thrill of the slopes, the tranquility of nature, or a bit of both, our Airbnb is the gateway to an unforgettable New Hampshire experiences.

Top guest favourite
An open living area is shown with a cozy gray sofa and a deep red armchair. A wooden coffee table sits on a patterned rug in the center, while a decorative lamp adds warm light. A vintage-style accent wall features rustic brickwork and a small heater.
Apartment in Eastman
4.98 out of 5 average rating, 152 reviews

Lovely, light-filled condo in Eastman

This Eastman condo is centrally located for year-round outdoor fun! This multi-level, open concept home can accommodate a large family or three couples looking for a fall color tour, or a ski getaway. Lower level features a game/tv room with a comfy sofa bed. Main floor has a living room with television, dining table that seats six, and a full service kitchen. Upstairs has king bedroom, full bath and cozy reading nook.The charms of New Hampshire surround you in this cozy, light-filled getaway.

Guest favourite
The lakeside cottage is framed by lush greenery, with large windows reflecting the sky's blue hue. A set of wooden adirondack chairs is positioned near the water's edge, providing a serene place to relax. A wooden dock extends into the calm lake.
Cottage in Springfield
4.95 out of 5 average rating, 122 reviews

Kolelemook Cottage!

Kolelemook Cottage - a peaceful lakeside retreat that offers something for everyone all year round. With pristine and shallow water, this lake is perfect for family recreation. We offer an inflatable swim platform, children and adult kayaks, as well as a paddle board for seasonal enjoyment (available Memorial Day-October 15). Board games and Smart TV for indoor entertainment. 10 min. to downtown New London, 20 min. to Sunapee Ski Resort, with loads of hiking options just a short drive away.

Guest favourite
A cozy living area features two comfortable sofas facing a stone fireplace, where a gentle flame is visible. Light filters through a window adorned with lace curtains, enhancing the rustic wood paneling. A small coffee table sits centrally, and framed artwork is displayed on the walls.
Home in New London
4.9 out of 5 average rating, 143 reviews

Hideaway Cottages, Cottage A

Built in the 1940’s, this 2 Bedroom, 2 Full Bath cottage has a rustic charm, and a peaceful setting, with access to a firepit alongside waterfalls. The Hideaway Cottages are on the same road as a Par 3 Public Golf Course. Located 1.5 miles from downtown New London and in close proximity to The New London Hospital, Colby Sawyer College, Proctor Academy, Lake Sunapee & Mt Sunapee. This area is plentiful in outdoor activities such as skiing, hiking, Lakes/Beaches, and several local restaurants.

Guest favourite
The treehouse is elevated above the ground, nestled among tall trees. Soft lighting illuminates the deck while a swing hangs below. The structure features large windows, offering views of the surrounding forest, creating a serene ambiance in the evening light.
Treehouse in Newport
4.93 out of 5 average rating, 114 reviews

Sugar River Treehouse

Welcome to Sugar River Treehouse! If you’re looking for serenity, peace and quiet, in the most unique, breathtaking, beautiful setting, you have found it. On top of the trees, overlooking the Sugar River in the quaint town of Newport, NH you will find plenty of year round activities including swimming, floating, fishing on the beautiful, clear Sugar River, right outside the back door. You will find the treehouse sits up in between 2 beautiful northern hemlocks and is fully equipped inside.

Top guest favourite
Cabin in Alexandria
4.98 out of 5 average rating, 191 reviews

Handcrafted A-Frame near Newfound Lake & Hiking

Unplug at Millmoon A-Frame Cabin just 2 hours from Boston - Recharge under the stars by the fire pit - Relax or grill on the back deck w/ forest views - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Explore hiking, biking & snowshoeing nearby at Wellington and Cardigan Mountain State Parks & AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Top guest favourite
The rustic cabin, surrounded by lush trees, features a porch with a picnic table. The wooden structure is designed with a gabled roof and large windows, providing a welcoming entrance. Flower boxes adorn the front, enhancing the natural setting.
Cabin in West Windsor
4.96 out of 5 average rating, 274 reviews

Sunset Cabin - your private romantic hideaway

Your private woodlands retreat awaits. Nestled atop a beautiful 10 acre meadow with 25 acres of woods for you to enjoy; this rustic, pet friendly cabin is a perfect romantic hideaway. Two trout ponds are steps from your door for fishing and swimming. Just minutes from Mt. Ascutney's hiking/biking trails and in the middle of fantastic cycling country. Near local race including the VT100, Vt overland, VT50. Sunset Cabin is a marvelous spot for enjoying fall foliage and exploring VT!

Guest favourite
A charming cabin nestled in a snowy landscape, surrounded by trees. The house features large windows, and warm lights glow from within, creating a welcoming presence against the dusky sky. Two white Adirondack chairs sit nearby, inviting relaxation in the serene winter setting.
Cottage in Springfield
4.89 out of 5 average rating, 134 reviews

Quaint lakefront; firepit, boat, kayaks, hammock

A peaceful retreat or fun-filled vacation. 160 feet of direct waterfront on crystal-clear Kolelemook Lake in the Sunapee watershed. Kayaks, paddle-boards, canoe, row boat — all provided! The house is 20 mins from ski resorts, x-country skiing, snow shoe trails, tubing. Optimal snowmobile location with several primary and secondary trails right down the street. Fully-stocked kitchen. Dishwasher. Washer/Dryer. Linens provided. Firewood provided. Complimentary bottle of wine.

Popular amenities for Enfield family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Enfield

  • Total holiday rentals

    Explore 40 holiday rentals in Enfield

  • Nightly prices starting at

    Enfield holiday rentals start at $140 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,470 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Enfield holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Enfield rentals

  • 4.9 Average rating

    Enfield stays are highly rated by guests – averaging 4.9 out of 5!