Vacation rentals with a fireplace in Chester

4.98 out of 5 average rating, 123 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!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

4.86 out of 5 average rating, 118 reviews

A dining area features a wooden table surrounded by a chair and a bench, illuminated by a modern pendant light. Natural light filters through windows, highlighting the warm tones of the log walls and wooden floor, creating a cozy and inviting space.

Cabin in Chester

Handmade 3 Bedroom Log Cabin | 5 Min From Skiing

Wake up to brisk mountain air with a cup of coffee and moose in the front yard... This house is a sanctuary, ideal for ski trips, hiking, leaf peeping, wine, beer, and cheese tasting, shopping and sugar house adventures. This is a place to unwind with friends and family. Sit in front of the cavernous fire place and watch the flames twist up the 18ft, handmade, stone hearth. With three private bedrooms, two bathrooms, a futon, and 10ft dining table, this house comfortably sleeps and feeds 8.

4.99 out of 5 average rating, 134 reviews

A spacious living area features a central stone fireplace, surrounded by cozy seating. Large windows frame scenic views of the trees outside, filling the space with natural light. The rustic wooden beams and walls add warmth, while the open layout connects to the kitchen and loft above.

Barn in Andover

Fat Cat Barn - Close Okemo & Magic, Vermont

Welcome to Fat Cat Barn! This is an incredibly unique, family oriented 1850's Mennonite built Post & Beam barn on 10+ acres in the pastoral hills of Andover, VT. We are wedged between the wonderful villages of Weston, Ludlow & Chester. Just 15 minutes from Okemo and Magic ski mountains with Stratton, Bromley & Killington all within 40 minutes. This is a wonderful four season property with plenty of options for fun right outside our door step. The Stratton mountain views and sunsets are stunning

4.88 out of 5 average rating, 142 reviews

The charming treehouse is perched on stilts among lush greenery, with warm lights outlining the spacious deck. Large windows provide a view of the surrounding landscape, and a welcoming entrance is visible. The natural setting enhances the cabin's rustic appeal.

Treehouse in Londonderry

Riverbed Treehouse @hot tub & a new sauna & views!

The beautiful & brand new Riverbed Treehouse with private sauna and a stunning new hot tub! Views all day long and wildly awesome sunsets!! Stratton mountain is right at your toes with a babbling brook turned raging river in the Spring! Beautiful woods & trails to explore. Stunning ridge line off the ski trails of Magic Mnt!! Close to town for quick shopping & coffee shops! Xcountry ski or snowshoe or walk our groomed trails!! FAST WiFi, nature lovers & a birdwatchers paradise!! @bentapplefarm

4.99 out of 5 average rating, 321 reviews

Tiny homes in Wilmington

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

4.99 out of 5 average rating, 268 reviews

The cabin's exterior showcases a warm wooden facade with large, strategically placed windows. A spacious screened porch extends from the building, inviting natural light and outdoor enjoyment. A stone pathway leads to the entrance, surrounded by landscaped gravel and native vegetation.

Cabin in Jamaica

New Cabin in Jamaica

Recently constructed 500sq ft passive solar cabin, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

4.99 out of 5 average rating, 295 reviews

A midcentury modern cabin is nestled among trees, its dark exterior contrasting with the fresh snow covering the ground. A spacious deck is visible, adorned with wooden railings, while large windows reflect the serene winter landscape.

Cabin in Shaftsbury

The Hygge Loft- mid-mod cabin on 70 forested acres

The Hygge Loft: a midcentury modern-designed cabin nestled among 70 acres of privately-owned forest with rivers & hiking trails. Enjoy sipping an espresso or wine while listening to vinyl records, cozied up by the wood-burning fireplace. Take a walk in the forest to the river or stargaze by the firepit on the private deck. Indulge in a luxurious bath or snuggle up in the ultra comfy king-size bed with views of treetops and sky all around. It’s the kind of place you’ll never want to leave!

4.99 out of 5 average rating, 156 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 toilet ☽ Tea & local coffee ☽ Hot outdoor shower ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Visit for romance, time with the family, a retreat from the business of life, or even a remote work sanctuary.

4.97 out of 5 average rating, 418 reviews

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.

4.95 out of 5 average rating, 103 reviews

A modern kitchen features sleek white cabinetry and open shelving displaying glassware and kitchen essentials. A wooden dining table with black chairs provides a gathering space. Stainless steel appliances, including an oven and microwave, complement the stylish design, while a fresh plant adds a touch of greenery.

Apartment in Ludlow

Peaceful Ludlow Base 5 minutes to Okemo

Newly renovated, clean 1 BR apt. in historic house 2 blocks to town, 5 minute drive to Okemo, Buttermilk Falls, and 2 minute walk to the Ludlow Farmers Market. Enjoy complimentary coffee and local maple syrup while overlooking the town of Ludlow. Make yourself at home with a full kitchen/bath, wall-mounted flat screen TV, king bed, and comfortable futon. Free EV charging available. Kayaking, hiking, and golfing close by. We are dedicated to ensuring a top-notch experience!

4.92 out of 5 average rating, 148 reviews

A view of the snow-covered path leading to the ski slopes is framed by the C Building’s balconies. Sunlight casts long shadows across the pristine snow, highlighting the tranquil winter scene. The surrounding area is clear and inviting, with ski signage visible in the distance.

Condo in Ludlow

Okemo Ski-in/Ski-out, Steps to lift Condo

Just steps of walk to the amazing Okemo slopes, C Building is the closest property to the A-Quad/B-Quad lift and this building offers convenient parking right downstairs and free wi-fi (dedicated Xfinity modem, no issue video conference). You’ll love this cozy place with hardwood floor and private balcony and sunshine after skiing. Great sun exposure. Fireplace has been updated to electric fireplace starting from 2023-2024 season.

4.96 out of 5 average rating, 178 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.

Popular amenities for Chester accommodations with a fireplace

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fireplace

4.96 out of 5 average rating, 147 reviews

A charming home is set among lush greenery, featuring a screened porch and a vibrant orange front door. Flowering shrubs and stones create a welcoming landscape, while tall trees provide privacy and shade.

Home in Cornish

Country Home next to Covered Bridge

4.94 out of 5 average rating, 176 reviews

The exterior of a charming farmhouse is viewed, featuring white siding and a red front door. A large tree stands in the foreground, while green foliage and a stone path enhance the natural setting. A brick chimney is visible on the roof.

Home in Londonderry

Clean, Captivating VT Farmhouse near Stratton!

4.98 out of 5 average rating, 321 reviews

A white farmhouse-style structure is set on a lush green hill, surrounded by a clear blue sky. The building features a gabled roof, multiple windows, and a small cupola. A neat lawn frames the house, emphasizing its inviting exterior.

Home in Bennington

Cozy Modern Sugar House with spectacular views.

4.93 out of 5 average rating, 114 reviews

The contemporary cabin features an elevated design with wooden walls and large glass windows. A spacious porch includes seating for relaxation. The surrounding grassy area is complemented by natural landscaping, with fire pit seating visible in the background.

Home in Jamaica

The Post Haus: one-of-a-kind modern VT experience

4.99 out of 5 average rating, 224 reviews

The kitchen features modern stainless steel appliances, including a Viking stove and ample counter space. Exposed brick and wooden beams create a warm atmosphere. A wood stove is positioned nearby, complemented by a rustic brick floor. Natural light filters through the large windows.

Home in Putney

Lovely Brick Schoolhouse

4.95 out of 5 average rating, 242 reviews

A wide view of colorful autumn foliage is captured, showcasing a variety of trees with hues of red, orange, and yellow. A clear blue sky sets a backdrop against the distant mountains, creating a serene landscape.

Home in Danby

Comfortable farmhouse with stunning views

4.94 out of 5 average rating, 127 reviews

A serene scene features a spacious house nestled beside a tranquil pond. Vibrant autumn foliage enhances the landscape, with a mix of orange, yellow, and green trees lining the property. The grassy area invites exploration, while reflections on the water add to the peaceful ambiance.

Home in Grafton

The Grafton Chateau

4.98 out of 5 average rating, 114 reviews

A red house is situated on a grassy landscape, surrounded by a stone wall. Lush trees and rolling hills are visible in the background, under a partly cloudy blue sky. A covered porch provides shaded outdoor space, inviting a connection with nature.

Home in Windsor

Stylish Ascutney Cabin with Mountain Views

Apartment rentals with a fireplace

4.96 out of 5 average rating, 103 reviews

Apartment in Bennington

Suite Sunset 311 Rice Lane Bennington VT

4.94 out of 5 average rating, 137 reviews

A vintage tractor is parked on a gravel driveway, surrounded by patches of greenery. In the background, a historic white house with a front porch is visible, framed by tall trees that are bare of leaves, typical of early spring.

Apartment in Pownal

"The Parlors"

4.95 out of 5 average rating, 111 reviews

A spacious living area features a comfortable, light-colored sofa with multiple cushions. A low, dark wooden coffee table is centered on a textured rug. Green plants are positioned throughout, and ample natural light enters through large windows adorned with simple treatments.

Apartment in Putney

Minimal organic hideaway inspired by nature

5 out of 5 average rating, 4 reviews

Apartment in Ludlow

Cozy Mountain-style Condo by Okemo with a View!

Apartment in Middletown Springs

The historic Italianate home features a white exterior, with classic green shutters adorning tall windows. A spacious porch is supported by graceful columns, providing numerous seating options. The surrounding yard displays mature trees, enhancing the charm of the property set against a serene backdrop.

4.9 out of 5 average rating, 268 reviews

Apartment in Vermont Historic Home

4.88 out of 5 average rating, 145 reviews

A rustic wooden cabin exterior is shown, featuring a balcony on the upper level. Two garage doors are visible below, with a small seating area made of metal in the foreground. Lush green grass surrounds the cabin, framed by trees.

Apartment in Arlington

Brian Peace of Heaven

4.95 out of 5 average rating, 202 reviews

The exterior features a two-level home with a front porch adorned with seating. A vibrant garden filled with colorful flowers and greenery surrounds the entrance. Decorative elements, such as hanging planters and garden lights, complement the serene landscape.

Apartment in Pownal

The Shepherd's Retreat

4.86 out of 5 average rating, 113 reviews

A blue house is nestled among vibrant autumn foliage. A directional sign labeled 'Skyeship House' points the way along a gravel path leading towards the front entrance, framed by trees showcasing warm seasonal colors.

Apartment in Bridgewater

Killington Skyeship 4 BR | 1 Min Gondola + Hot Tub

Villa rentals with a fireplace

4.9 out of 5 average rating, 39 reviews

The Windsor Mansion is positioned at the top of a hillside, surrounded by a lush landscape of trees in various shades of green and hints of autumn colors. The elegant white of the mansion’s exterior contrasts with the natural setting, creating a striking visual.

Private room in Windsor

Private Wing of largest Colonial Mansion in US

5 out of 5 average rating, 3 reviews

The living area features a comfortable blue sofa paired with a cozy armchair, illuminated by warm table lamps. A wooden coffee table sits at the center, and large windows with blue drapes provide a view of the surrounding landscape, creating a welcoming atmosphere.

Villa in Rutland

Pico D305 located slope side at Pico quiet area

A cozy living area is enhanced by a large brick fireplace. Two plaid sofas face each other, complemented by a wooden coffee table in the center. A large window allows natural light to fill the space, framed by blue curtains and adorned with seasonal decor.

5 out of 5 average rating, 3 reviews

Sunrise East Glade C8 Ski on Ski off

A comfortable living area is furnished with a spacious sofa and a wooden coffee table. Natural light floods the room through large windows, providing views of the outdoors. Artwork is displayed on the walls, while a lamp adds subtle illumination beside the seating.

4.33 out of 5 average rating, 3 reviews

Sunrise Timberline I7 Ski on Ski off

4.56 out of 5 average rating, 9 reviews

Whiffletree base of Killington outdoor pool

4.91 out of 5 average rating, 23 reviews

A spacious entertainment area is featured, showcasing a wet bar and a pool table, with comfortable seating arranged around the space. Large windows allow natural light to fill the room, while a television is mounted on the wall. A dining table is visible in the corner.

Villa in Winhall

Stonehouse at Stratton

A spacious living area is highlighted by large windows allowing natural light to fill the space. Comfortable dark sofas are arranged around a rustic coffee table in front of a fireplace. A staircase leads to an upper level, enhancing the open feel of the room.

4.64 out of 5 average rating, 11 reviews

Base of Killington with Sports center access

A cozy living area is accented by wooden paneling and a gas fireplace. Two comfortable chairs are positioned with cushions, while a sofa and a wooden side table complement the seating arrangement. Natural light enters through sliding glass doors, revealing a view of the outdoors.