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Family-friendly vacation rentals in Pomfret

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Quick stats about vacation rentals that are family-friendly in Pomfret

  • Total vacation rentals

    Explore 150 vacation rentals in Pomfret

  • Nightly prices starting at

    Pomfret vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

  • Verified guest reviews

    Over 2,590 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Pomfret vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pomfret rentals

  • 4.8 Average rating

    Pomfret stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Pomfret

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Woodstock

Cape Cod Home in Woodstock, Pet-Friendly & Wooded

Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to

4.99 out of 5 average rating, 170 reviews
Guest favorite
A rustic cabin is nestled among the trees, showcasing its wooden exterior and a metal roof. Tall windows allow natural light to fill the space. Surrounding greenery, including ferns and bushes, adds to the secluded atmosphere. A stone wall and picnic table can be seen in front.
Cabin in Sharon

forest retreat; off-grid writers cabin

Secluded rustic charm, circa 1900 cabin in the woods getaway, spend time in nature surrounded by forest, brook, wildlife, hiking trails, fall foliage, mountain biking skiing. Sauna, Cold Plunge, Outdoor Shower & Hot Bath (seasonal) Unwind from the outside world and reconnect with your self or your loved ones and the natural world around you. Loft with real beds, well stocked kitchen, grill, outhouse, Glamping! Close to Woodstock, VT and Killington, S. Royalton, White River, Lebanon & Hanover NH

4.93 out of 5 average rating, 302 reviews
Top guest favorite
A charming cottage is set against a backdrop of lush trees, with a deck extending from the front. The warm, orange sky creates a serene atmosphere, casting soft light on the exterior of the house and surrounding landscape.
Guesthouse in Hartland

Cozy - Killington 40 min. Woodstock-Hanover-Piano!

Luxurious, well appointed cottage - Beautiful sunrise view located between Woodstock VT and Hanover NH. Inspiring treat for musician’s getaway is a fully restored 1929 Steinway Full kitchen, custom cabinets, gas fireplace, energy efficient heat pump, washer, dryer. VERY comfortable queen bed. Romantic getaway in the woods, relax, work in peace, explore the beauty and history of the area. Hiking, biking, fishing, hot air balloon rides and shopping are all close by. Long (90 day) or weekend rental

4.97 out of 5 average rating, 214 reviews
Top guest favorite
The bright kitchen showcases a spacious island with seating for four at sleek, modern bar stools. Stylish pendant lights hang above, and large windows provide natural light. Ample cabinetry lines the walls, with contemporary appliances positioned for easy access.
Home in Hartford

Quechee Getaway Book Your Ski Trip Now

New Build Multi family friendly home near Woodstock, Killington and Dartmouth – Sleeps 12, Modern Aesthetic, Private Porch & Fire Pit Escape to this stunning modern ski home, just 25 minutes from the Skyship Gondola of Killington, Vermont. Whether you're hitting the powder in winter or enjoying the breathtaking foliage and outdoor adventures in the warmer months, this luxurious retreat offers the perfect base for your next getaway. Hike the Gorge or stroll thru the quaint village of Woodstock.

4.94 out of 5 average rating, 133 reviews
Top guest favorite
A modern kitchen is showcased with sleek cabinetry and a vibrant red stove. Natural light flows through large sliding glass doors, illuminating a dining area with a contemporary light fixture and a glass-top table surrounded by four chairs, enhancing the open layout.
Home in Sharon

The Willow House: a Modern Vermont Retreat

Just 7 miles (12 minutes ) to the Dartmouth Campus, this newly re-built little house sits beside its own pond on the edge of a sheep pasture. All the comforts of a modern home in 600sqft. Enjoy access to hiking trails and State Forest lands as well as an easy drive to world-class skiing an hour away and all that the Dartmouth College community offers just minutes away. This is the best of pastoral Vermont, with outside living-dining space ( south facing deck and north facing screen porch).

4.99 out of 5 average rating, 134 reviews
Guest favorite
A bright living area is illuminated by large picture windows showcasing panoramic views of rolling green hills. Comfortable seating arrangements include a sofa and armchair, positioned around a wooden coffee table. A cozy fireplace and a projector screen are visible, enhancing the inviting space.
Home in Pomfret

Private Oasis Under 10 Mins from Woodstock

Less than ten minutes from Woodstock Village, this bright, 3 bedroom home is nestled on ten private acres with spectacular views of Pomfret's rolling hills. The open living area features a large picture window, cozy fireplace and fully equipped kitchen. Relax on the spacious deck with dramatic views of Pomfret’s hills. Please read reviews to see what our guests love about staying here: - Beautiful location - Squeaky clean - Fully equipped kitchen - Comfortable beds - Thoughtful amenities

4.98 out of 5 average rating, 168 reviews
Top guest favorite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

4.98 out of 5 average rating, 182 reviews
Top guest favorite
The kitchen area features a large island with seating and modern appliances. Natural wood paneling complements the high cathedral ceiling. Glass doors open to a scenic view of the surrounding hills, providing ample natural light and a connection to the outdoors.
Barn in Woodstock

THE LOFT, stunning views from a timber framed barn

Welcome to "The Loft". A lofted space on the top floor of a timber framed barn. The owners are designer/builders who have combined the elements of old world craftsmanship with high tech efficiency to create a living space that is bright, airy and yet cozy. Powered by solar, this attached carriage barn is located on a quiet back road 3.5 miles from Woodstock Village and 3 miles from GMHA. The Loft has its own private entrance, parking and a sunset balcony. For more go to @theloft.vt

4.99 out of 5 average rating, 317 reviews
Top guest favorite
The private guest house is surrounded by lush greenery, featuring a covered porch with a chimney and hanging planters. A well-maintained lawn leads to the house, while a backdrop of rolling hills enhances the tranquil setting.
Cottage in Windsor

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

4.97 out of 5 average rating, 464 reviews
Top guest favorite
A cozy cabin is nestled among the trees, showcasing a rustic wooden exterior with large windows. It overlooks a gentle slope covered in green grass and wild plants, with sunlight filtering through the canopy above, creating a serene and inviting atmosphere.
Guesthouse in Woodstock

Cozy Little Spot (Self Check-in)

Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED.

4.98 out of 5 average rating, 307 reviews
Guest favorite
A cozy living space is highlighted by a modern pink chair positioned near a wood stove, which emits a warm glow. Large glass doors offer views of the wooded surroundings, while a Moroccan rug adds texture to the concrete floor.
Chalet in Royalton

Scandinavian design Chalet hiking trail + hot tub

This bright, well-designed Scandinavian-style chalet is the perfect cozy retreat. Nestled in the woods on a plot of 20+ acres, it offers scenic views and a private hiking trail leading to beautiful vistas, transforming into a winter wonderland for skiing adventures, a summer paradise for outdoor relaxation, and a vibrant canvas for leaf peeping during Vermont's stunning fall foliage season. Goodland wood burning hot tub is available 365 days a year.

4.94 out of 5 average rating, 226 reviews
Top guest favorite
A sunlit living area features a brown leather sectional sofa adorned with decorative pillows. Large glass doors offer views of the surrounding landscape, while modern lighting fixtures illuminate the space. A circular white coffee table is positioned in front, enhancing the open layout.
Home in Barnard

BEST Views! Jump in Silver Lake, near Woodstock VT

Vermont's best kept secret. Unwind, reconnect with loved ones and nature in your own private Vermont retreat. This stylish mid-century home is nestled on six acres overlooking the Green Mountains. Secluded yet minutes from fine dining, Silver Lake and the beautiful village of Woodstock.    It's modern sophistication in the Vermont countryside.

4.99 out of 5 average rating, 111 reviews

Popular amenities for Pomfret family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
A peaceful scene is depicted, showcasing vibrant autumn foliage reflected in the calm waters of a small pond. The rustic cabin is nestled among the trees in the background, complemented by a canoe resting at the water's edge.
Cabin in Bethel

Rustic and Cozy Vermont Getaway at Sugarwood Cabin

4.93 out of 5 average rating, 564 reviews
Top guest favorite
The uniquely shaped house, adorned with shingles, is surrounded by lush greenery. Large windows reflect the vibrant foliage, allowing natural light to illuminate the structure. The natural stone wall complements the rustic aesthetic, creating a harmonious blend with the wooded landscape.
Home in Fairlee

Cozy Bow House Perched in Trees w/ Hot Tub & View

4.96 out of 5 average rating, 596 reviews
Top guest favorite
A modern kitchen features a central island with a wooden countertop, surrounded by two stools. White cabinetry and ample counter space are present, with large windows providing natural light and garden views. A variety of appliances and kitchen tools are visible, enhancing functionality.
Home in Hartford

Quechee Ski Haus: Hot Tub, Sauna, & Mtn Views

4.97 out of 5 average rating, 129 reviews
Guest favorite
An A-frame cabin is nestled among trees with autumn leaves in vibrant shades. A large deck extends from the cabin, featuring a hot tub and outdoor dining area. A barrel sauna is positioned nearby, completing the inviting outdoor space.
Cabin in Mount Holly

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

4.87 out of 5 average rating, 173 reviews
Top guest favorite
Chalet in Killington

The Overlook - Views | Hot Tub | Fire Pits | Games

4.97 out of 5 average rating, 109 reviews
Top guest favorite
Condo in Killington

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym

4.96 out of 5 average rating, 217 reviews
Top guest favorite
Home in Tunbridge

Town’s End, a Private Retreat with Mountain Views

4.94 out of 5 average rating, 119 reviews
Top guest favorite
A red cabin is nestled within a lush green forest, surrounded by trees. A gravel driveway leads up to the entrance, while a vibrant lawn extends in the foreground. The bright blue sky and soft clouds create a serene backdrop.
Home in Norwich

Relaxing Countryside Oasis!

4.99 out of 5 average rating, 127 reviews

Family- and pet-friendly home rentals

Top guest favorite
A charming cabin constructed from natural materials is nestled among lush trees in a forested area. Sunlight filters through the leaves, casting dappled shadows on the ground. The cabin features large windows that invite the surrounding greenery inside.
Tiny home in Hartland

Cabin on the Hill

4.97 out of 5 average rating, 240 reviews
Top guest favorite
Guesthouse in Hartland

Yurt In The Woods - Come to the Yurt.

4.95 out of 5 average rating, 1067 reviews
Top guest favorite
The historic farmhouse features a white exterior with a gabled roof, surrounded by lush greenery. A large tree provides shade in the front yard, and flower gardens can be seen along the stone pathway leading to the porch, which has seating for relaxation.
Apartment in Woodstock

Quiet Vermont Farmhouse

4.81 out of 5 average rating, 201 reviews
Top guest favorite
A dining area is seen through an open doorway, featuring a wooden table surrounded by six chairs. Warm lighting is provided by a chandelier above, while a bowl of flowers centers the table. A patterned rug lies beneath, and cabinetry is visible in the background.
Home in Hartford

Charming, Cozy Cape

4.98 out of 5 average rating, 175 reviews
Top guest favorite
A vibrant garden is showcased, filled with an array of colorful flowers in various hues, surrounded by lush greenery. A charming wooden structure with a metal roof is partially visible in the background, illuminated by gentle sunlight filtering through the trees.
Townhouse in Fairlee

Garden Retreat, Lake Fairlee, Dartmouth & Ski-way

4.99 out of 5 average rating, 284 reviews
Top guest favorite
Cottage in Hartland

Cottage 5 miles from Woodstock-Dog Friendly w/FIOS

4.95 out of 5 average rating, 174 reviews
Superhost
A modern cabin is situated among trees, surrounded by greenery. Two Adirondack chairs are positioned near a fire pit, which has gentle smoke rising. A picnic table rests nearby, providing a comfortable outdoor gathering space with views of the natural landscape.
Tiny home in Hartland

Private Modern Cabin w/View of Fields, Hills

4.93 out of 5 average rating, 326 reviews
Guest favorite
A raised Treehut is nestled among trees, featuring a spacious deck and large windows. A cozy fire pit area is visible below, along with two adirondack chairs. Ferns and natural foliage surround the site, enhancing the secluded and peaceful ambiance of the retreat.
Treehouse in Braintree

Treehut - Secluded Treehouse in the Forest

4.94 out of 5 average rating, 142 reviews

Family-friendly home rentals with a pool

Top guest favorite
A cozy living area features a stone fireplace, providing warmth and a focal point in the room. Two brown sofas are positioned around a coffee table. Soft lighting from a nearby lamp creates a comfortable ambiance, complemented by large windows letting in natural light.
Condo in Killington

PEEP Pico Hike out back door 1 Bedrm 1 night okay

4.93 out of 5 average rating, 500 reviews
Guest favorite
A custom-made yurt is nestled among lush greenery, surrounded by tall trees. Sunlight filters through the foliage, illuminating the yurt's circular structure and chimney. Wildflowers and grasses frame the foreground, creating a natural, serene setting.
Yurt in Randolph

Lower Yurt Stay on VT Homestead

4.94 out of 5 average rating, 482 reviews
Guest favorite
A private outdoor area showcases a swimming pool with a colorful floating toy. The pool is surrounded by a wooden deck and features lounge chairs. In the background, a light gray house with a porch and seating areas is visible, framed by mature trees and shrubs.
Apartment in Williamstown

Cozy/Private, close to hospital, i-89

4.91 out of 5 average rating, 185 reviews
Guest favorite
A vibrant autumn landscape is visible, featuring a two-story green townhome bordered by a well-maintained lawn. Colorful foliage on nearby trees and surrounding hills creates a warm ambiance, highlighting the natural beauty of the area in this scenic outdoor view.
Townhouse in Killington

Topridge 3BR w Incredible View & Private Hot Tub!

4.93 out of 5 average rating, 113 reviews
Top guest favorite
A bright and airy great room features high wooden ceilings with large windows showcasing mountain views. A spacious sectional sofa is arranged around a colorful area rug, complemented by blue armchairs. Contemporary lighting and artistic decor add to the inviting ambiance.
Home in Springfield

Luxury Mid-Century Modern Vermont Home, Okemo View

4.99 out of 5 average rating, 100 reviews
Guest favorite
A cozy living area features a brick fireplace with a warm fire. A comfortable sofa adorned with decorative pillows is positioned nearby, accompanied by a wooden coffee table. Wall-mounted art and soft lighting enhance the welcoming ambiance.
Townhouse in Killington

Beautiful Spacious Condo at Killington Resort

4.95 out of 5 average rating, 152 reviews
Top guest favorite
A gravel road leads through open fields bordered by manicured greenery. In the distance, rustic buildings and trees with autumn foliage are visible against a clear blue sky, creating a serene rural landscape.
Farm stay in Clarendon

Dream Catcher Farm

5.0 out of 5 average rating, 112 reviews
Superhost
Home in Killington

Luxury Condo Tucked in the Heart of Killington

4.86 out of 5 average rating, 257 reviews

When is the best time to visit Pomfret?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 1,212ﺩ.ﺇ 1,377ﺩ.ﺇ 1,083ﺩ.ﺇ 918ﺩ.ﺇ 1,083ﺩ.ﺇ 1,039ﺩ.ﺇ 955ﺩ.ﺇ 815ﺩ.ﺇ 918ﺩ.ﺇ 1,065ﺩ.ﺇ 1,153ﺩ.ﺇ 1,296
Avg. temp-8°C-7°C-1°C6°C13°C18°C20°C19°C15°C8°C2°C-5°C

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