Family-friendly vacation rentals in Walpole

4.95 out of 5 average rating, 151 reviews

A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.

Home in Guilford

Vermont Mirror House

Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

Indoor spacesFamilyValue

4.95 out of 5 average rating, 106 reviews

A fire pit is displayed on a wooden deck, with flames dancing above. Two mugs are positioned on the railing, enhancing the serene view of the sunrise through tall trees. Soft light filters through the clouds, illuminating the natural surroundings.

Tiny home in Putney

~Luxury Tiny Cabin~

Enjoy an intimate weekend escape in our 400 sq ft Tiny Cabin, located in Southern Vermont! This Home overlooks gorgeous hardwoods and seasonal foliage. Listen to the sound of the brook bustling by while nestled on the spacious front porch, sipping a hot cup of coffee or cocoa! 'Tis the season for glamping and our luxury tiny home experience is just what the doctor ordered! Make sure to cross this off your bucket list; about 45 minutes from Mts Okemo and Killington, 5 minutes from local stores!

KitchenFamilySkiing

4.98 out of 5 average rating, 132 reviews

Tiny home in Chester

Tiny A-Frame Rest House in Woods near Mountains

Newly built A-Frame getaway cabin built in the middle of the woods of Vermont. Unplug from it all at this special space surrounded by nature. Enjoy doing yoga and relaxing on the deck, remote working with fiber optic wifi, utilizing the fire pit to roast smores, or taking a walk around the walking paths on the property! There are also nearby hikes, swimming spots, skiing destinations, and drinking/eating spots! We are 35-40 minutes from Stratton, Mount Snow, Bromley, Okemo, and Magic Mountain!

Indoor spacesKitchenWalkability

4.98 out of 5 average rating, 437 reviews

Cabin in Bradford

Deer Valley Retreat, Lovely Log Cabin

This Lake Sunapee Region cabin retreat is perfect for romantics, artists, writers, outdoor enthusiasts, gardeners, friends, & family. Centrally located between the area's best lakes and mountains, convenient to area attractions, and outdoor activities. Still, the cabin feels like a destination in itself, where you can relax, recharge, and reconnect. Cozy up by the stone fireplace, relax on the porch, see nature, read, listen, play, cook, stargaze, and enjoy just being! M&R license #: 063685

Indoor spacesKitchenView

4.98 out of 5 average rating, 189 reviews

The treehouse stands elevated among tall trees, featuring a warm wooden exterior and large windows that allow natural light to fill the interior. A deck extends from the structure, leading to a fire pit area surrounded by gravel.

Treehouse in Putney

Treehouse Haven in Putney-All Seasons

Peaceful, private & fully equipped four-season treehouse, surrounded by nature. ☽ Private & secluded ☽ Central to activities & necessities ☽ Firepit, pellet stove, deck, grill & fully stocked kitchen ☽ Scrupulously clean, unscented products ☽ Clean composting outhouse ☽ Tea & local coffee ☽ Hot outdoor shower-Closed Nov-April ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Retreat from the business of life; romance, with the family, or even a remote work sanctuary.

KitchenIndoor spacesBathroom

4.96 out of 5 average rating, 108 reviews

Tiny home in Ludlow

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

KitchenIndoor spacesTV

4.99 out of 5 average rating, 317 reviews

The exterior of a renovated log cabin is presented, featuring a red metal roof and a charming porch with steps leading up. The cabin is surrounded by lush greenery, with rolling hills visible in the background under a clear blue sky.

Cabin in Newfane

Log Cabin: Amazing Views, River Frontage, Hot Tub

A sparkling clean, recently renovated log cabin in the woods with beautiful views of river and mountains. Located by the charming villages of Williamsville and Newfane, 12 miles from Mount Snow, and right on the crystal clear Rock River. It's the perfect place for a romantic getaway, a family vacation and quality times with good friends. Now also with outdoor hot tub with views of mountains, river and the wide, open sky above.

KitchenIndoor spacesAccess

4.9 out of 5 average rating, 220 reviews

An inviting living space features rustic wooden floors and exposed beams. A comfortable brown couch is positioned nearby a small green cabinet. Large windows offer views of the surrounding landscape, while a staircase leads to the upper level. A simple wooden desk completes the area.

Cabin in Putney

Cabin getaway in Southern Vermont

Let us share our little piece of Vermont with you! Located off a dirt road, tucked into a corner of our working homestead, you'll find a space to relax, unwind, and reconnect. This cabin has everything you need for a private and comfortable escape. Downstairs you’ll find a comfortable leather couch, small kitchen, & bathroom with vanity & shower. The bedroom (located upstairs) has a queen sized bed. All linens provided.

Indoor spacesFamilyValue

4.94 out of 5 average rating, 817 reviews

Tiny home in Putney

Honeycrisp Cottage - A Tiny Timber Frame

Honeycrisp Cottage a Tiny Timber Frame is a bright, energy-efficient dwelling nestled on 9 acres overlooking a beautiful forested mountain & trails to explore along a brook. A peaceful getaway retreat equipped with a living room, a king bed, a loft with a queen bed, a full kitchen, & a full bathroom. *Please No Smoking On The Property Mt. Snow - 50 mins Okemo - 50 mins Stratton - 1 hr Killington - 1 hr 20 mins

KitchenIndoor spacesCheck-in

4.96 out of 5 average rating, 202 reviews

The bedroom is designed with a spacious bed adorned with crisp white linens. A large triangular window provides a serene view of lush greenery outside, allowing natural light to fill the room.

Cabin in Townshend

Modern Cabin with Outdoor Spa on Vermont Farm

Romantic modern cabin with private hot tub on a 100-acre Vermont farm. This Scandinavian-style retreat features soaring windows, a king bed with luxury linens, a cozy fireplace, and a sleek kitchen. Perfect for couples seeking a peaceful getaway, farm stay, or eco-friendly escape. Soak under the stars, meet our friendly goats, and enjoy the beauty of southern Vermont from your light-filled solar-powered cabin.

FamilyIndoor spacesNearby

4.89 out of 5 average rating, 124 reviews

The exterior of an 1840s stone house is displayed, featuring a warm red door and large windows under a sloping roof. A well-maintained garden surrounds the entrance, and a tall tree provides shade. A gravel path leads to the house, with a visible stone wall along the yard.

Cottage in Chester

Quaint stone house!

⭐️ 2022 Rockingham Old House Award ⭐️ Take it easy at this unique and tranquil getaway. The Cairn of Vermont is an 1840s stone house located in the sleepy remnants of Bartonsville Village, now part of Chester, VT. 20 minutes to skiing and hiking, biking and the great outdoors are all around you! Less than 5 minutes to Vermont Country Store and make your way home through the Bartonsville Covered Bridge!

Indoor spacesKitchenAccuracy

Guesthouse in Chesterfield

The entrance features a covered porch with a red bench and potted flowers in vibrant colors. A welcome mat leads to the front door, framed by two red columns. Seasonal decorations add charm to the welcoming facade.

4.98 out of 5 average rating, 112 reviews

House on a hill

Keep it simple at this peaceful and centrally-located large studio home. Enjoy your coffee while sitting on the screened in porch with beautiful local views. Just 3 miles to Brattleboro, VT and 12 miles to Keene, NH you can spend the day hiking in VT and the night in downtown Keene.

Indoor spacesFamilySkiing

Popular amenities for Walpole family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 165 reviews

An outdoor tub is situated on a wooden deck, surrounded by vibrant autumn foliage. A red faucet provides a natural flow of water, while a small bowl of floating objects rests nearby. In the background, a glimpse of a serene lake can be seen through the trees.

Cabin in Stoddard

Boulder House - Extraordinary Luxury in the Woods!

KitchenFamilyDecor

4.97 out of 5 average rating, 175 reviews

Dome in Sutton

Luxury Glamping NH - Geodome Sanctuary

KitchenIndoor spacesHospitality

4.98 out of 5 average rating, 127 reviews

Cabin in Bradford

Cozy Cabin on 5-acre Wooded Lot with Spa

Indoor spacesFamilyGrill

4.95 out of 5 average rating, 260 reviews

The inviting living room features a modern wood-burning stove against a backdrop of light wooden walls. A comfortable dark sofa is arranged around a round wooden coffee table, complemented by a decorative plant. Natural light filters through the windows, enhancing the cozy atmosphere.

Cabin in Londonderry

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

Indoor spacesFamilyCheck-in

4.99 out of 5 average rating, 395 reviews

Tiny home in Wilmington

Beautiful Timber Frame Retreat

KitchenIndoor spacesDecor

4.98 out of 5 average rating, 105 reviews

A modern home features a combination of dark siding and natural wood accents, positioned among tall trees. A welcoming porch extends from the entrance, complemented by an American flag. The surrounding area includes a gravel path and vibrant greenery, providing a serene atmosphere.

Home in Jaffrey

Willow Falls Home ~Hot tub & Waterfront

FamilyKitchenHot tub

4.98 out of 5 average rating, 206 reviews

A private hot tub is situated under a covered gazebo, adorned with strings of lights and curtains for privacy. The surrounding area features natural greenery and a brick pathway leading to a wooden bench, enhancing the tranquil outdoor atmosphere.

Home in Keene

Modern Downtown Escape HotTub Fire Pit Games 12ppl

Indoor spacesKitchenAccuracy

4.91 out of 5 average rating, 150 reviews

An A-Frame cabin is set on a sloped hill, surrounded by trees. The cabin features a deck overlooking the water, with kayaks and a hammock visible on the lawn. A wooden dock extends into the pond, enhancing the serene outdoor setting.

Chalet in Antrim

Direct Waterfront A-Frame, Close to 3 Ski Areas!

KitchenFamilyAmenities

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 365 reviews

A spacious bedroom is highlighted by a large king-sized bed with soft textiles, complemented by two windows that provide natural light and views of the outside. Exposed beams and hardwood floors add character, while a wood-burning stove offers warmth and comfort.

Guesthouse in Putney

A Vermont Carriage House

KitchenIndoor spacesGetting around

4.99 out of 5 average rating, 293 reviews

Exposed wooden beams frame the room, complemented by warm brick walls. A cozy fireplace sits centered against the wall, with decorative art above it. A comfortable chair and lamp are positioned nearby, while a television and small dresser provide functional elements in the living space.

Cottage in Newfane

Cozy Vermont Antique Sugar House with Fireplace

Indoor spacesKitchenAccuracy

4.94 out of 5 average rating, 1372 reviews

The tiny house exterior features a charming porch with colorful railings and vibrant green doors. Tall trees surround the cottage, and a light dusting of snow covers the ground, adding to the serene atmosphere of the setting.

Tiny home in Jamaica

Apple Blossom Cottage: A Tiny House

Indoor spacesFamilyTV

4.98 out of 5 average rating, 175 reviews

A red wooden cabin nestled among trees, showcasing a welcoming front porch. Air conditioning units are situated to the side. Natural light filters through the foliage, creating a serene and shaded outdoor atmosphere.

Barn in Newfane

Beautiful rustic woods and fields retreat.

Indoor spacesKitchenBiking

4.91 out of 5 average rating, 116 reviews

The exterior of a two-story wooden home is shown, surrounded by a lush green lawn. A large tree provides shade, while the blue sky features scattered clouds. A relaxed seating area is visible on the grass, enhancing the scenic countryside setting.

Home in Putney

Peaceful Beautiful Mountain Home Spectacular Views

FamilyIndoor spacesBathroom

4.79 out of 5 average rating, 112 reviews

A tiny home exterior is visible, featuring a charming brown wood facade with a blue door. Steps lead up to the entrance, surrounded by potted plants and a small seating area equipped with a fire pit. Lush greenery envelops the property.

Tiny home in Rockingham

Tiny Home w/ Parking - Pet Friendly & Fireplace!

KitchenIndoor spacesHospitality

4.92 out of 5 average rating, 249 reviews

The timber frame house is surrounded by dense trees, showcasing a natural setting. Large windows illuminate the exterior, providing glimpses of the interior. Sturdy wooden steps lead to the door, enhancing accessibility amid the forest environment.

Tiny home in Athens

Luxury “Tiny” House With Sauna (Timbery)

FamilyIndoor spacesSkiing

4.87 out of 5 average rating, 104 reviews

Home in Chester

Charming Chester Farmhouse Near VT Slopes

KitchenFamilyOutdoor spaces

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 157 reviews

A cozy log cabin is nestled in the woods, featuring a welcoming front porch. Surrounding a circular fire pit made of bricks, four red Adirondack chairs are positioned on a gravel area, offering a perfect spot for evening gatherings.

Cabin in Stoddard

Rocky Ledge: Cozy Pet-Friendly 3BR Log Cabin

FamilyKitchenLocation

5.0 out of 5 average rating, 131 reviews

Chalet in Wilmington

Mt Snow Chalet: Peaceful Escape w/Hot Tub

FamilyKitchenLocation

4.93 out of 5 average rating, 127 reviews

The cozy interior features exposed wooden beams and warm lighting. A spacious bed is positioned alongside a sitting area with a sofa and chairs. A braided rug adds texture to the rustic floor, while windows invite natural light into the inviting space.

Tiny home in Brattleboro

“Elm” Cozy Pond-side Cabin w/wood stove

FamilyKitchenPets

5.0 out of 5 average rating, 109 reviews

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

KitchenIndoor spacesHospitality

4.8 out of 5 average rating, 276 reviews

A rustic log cabin features a porch with seating arrangements, including Adirondack chairs. The front yard is partially landscaped with small plants. Stacked firewood is visible next to the cabin, and the structure is surrounded by trees and greenery, providing a natural, secluded setting.

Cabin in Wardsboro

Log Cabin Near Stratton/Mt Snow

KitchenIndoor spacesPets

4.9 out of 5 average rating, 249 reviews

A spacious log cabin home is showcased amidst a lush green landscape. The A-frame structure features large windows allowing natural light to enhance the interior. The wrap-around deck provides outdoor space for relaxation, while steps lead down to an area with garage access.

Cabin in Wardsboro

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow

Indoor spacesKitchenView

4.96 out of 5 average rating, 138 reviews

Home in Springfield

Ski Mountain View Estate

Indoor spacesFamilyAccess