Vacation rentals with a fireplace in Chester

4.99 out of 5 average rating, 141 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, 133 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.

4.95 out of 5 average rating, 239 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

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

4.99 out of 5 average rating, 146 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

4.99 out of 5 average rating, 352 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!

4.97 out of 5 average rating, 113 reviews

The rustic barn structure features a combination of dark wood siding and a gabled roof, highlighted by a central chimney. Large wooden doors and multiple small windows create an inviting appearance, while the surrounding natural landscape includes lush trees and open fields.

Barn in Jamaica

The Rafters Lodge

A unique VT experience! This 1860s barn was converted into a Girl Scout camp in the 1950s and served many years training leaders and scouts. Today, the Rafters continues to be a special part of many families lives, who come to enjoy the rustic camping experience and beautiful ninety acre farm. The lodge has accommodated large youth groups, families and even the occasional wedding party. With the close proximity to Stratton and Bromley, visitors enjoy countless recreational opportunities.

4.97 out of 5 average rating, 433 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.

4.96 out of 5 average rating, 117 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!

5 out of 5 average rating, 102 reviews

A historic three-story structure is shown surrounded by snow-covered landscapes, with a backdrop of trees. The red building features multiple windows, showcasing its classic architecture. The Williams River flows alongside, enhancing the serene winter setting.

Home in Chester

Historic Mill • Near Okemo • Fireplaces • Wi-Fi

6-BR, 12+ guests • 18 mins to Okemo, 21 mins to Magic • Hot tub • Fireplaces • Family friendly • Pet friendly • situated along the banks of the Williams River. 1st floor: Two LR's with fireplaces, full bath, large dining room, queen BR; 2nd floor: Large kitchen with fireplace, dining room, full bath, four BR's; 3rd floor: Primary BR suite with sitting area, gas fire, and spa-like bath; separate loft room with twin daybed. Perfect for family gatherings and reunions.

4.95 out of 5 average rating, 101 reviews

A modern cabin is situated in a snowy landscape, surrounded by tall evergreen trees. Large windows reflect the falling snow, creating a serene atmosphere. A snow-covered rock ledge lines the front, enhancing the cabin's rustic charm against the winter backdrop.

Cabin in Cavendish

Luxury Cabin#1 Hot Tub Fire Pit Kayak Paddle Board

Escape in a beautiful light-filled upscale cabin deep in the woods at Sugar Maple Mountain Retreat. Relax at the end of the day in our hot tub which is shared between our 3 cabins. Steps away from two picturesque lakes, enjoy complimentary seasonal use of our kayaks, paddle boards and snow shoes. Go fishing, biking, hike country roads or trails on the 1275 acres of surrounding preserved land. In winter hop on the VAST trail nearby. 4 WD Required Dec 1- April 15th

4.98 out of 5 average rating, 497 reviews

The Kingsley Grist Mill is positioned alongside a flowing river, surrounded by trees showcasing autumn colors. A historic covered bridge is visible in the distance, enhancing the landscape. The building features multiple stories with varying textures and roof styles, reflecting its rich history.

Castle in Rutland

Kingsley Grist Mill Waterfall & Private Beach OMG

One of the "World's Most Amazing Vacation Rentals " as seen on the exciting NetFlix series, s.2, ep.7 and on HGTV's "You Live in What?, s.2, ep.1. Join us this season for the romance, the history, the breakfast, the natural mineral spring tap water, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. No cleaning fees added. Come make history with us ! Near Killington & Okemo Mtns.

4.91 out of 5 average rating, 116 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!

Popular amenities for Chester accommodations with a fireplace

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fireplace

4.87 out of 5 average rating, 180 reviews

A large house with a gray exterior features a welcoming front porch and a gabled roof. Surrounding greenery includes trees and flower bushes, creating a peaceful outdoor environment. The driveway is visible, leading to the house amid a spacious lawn.

Home in Bethel

Affordable, private, 30 min to Killington

4.98 out of 5 average rating, 332 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.

4.95 out of 5 average rating, 169 reviews

A cozy fire pit is surrounded by stone, situated in the foreground of a spacious lawn. In the background, a modern chalet features large windows and a combination of wood and stone siding, framed by colorful autumn foliage.

Home in Winhall

Summit View Ski and Golf Retreat w/hot tub & Sauna

4.9 out of 5 average rating, 111 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

4.95 out of 5 average rating, 131 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, 124 reviews

Home in Windsor

Fresh Snow- Luxury Cabin near Ski Areas

4.95 out of 5 average rating, 361 reviews

The exterior of the house is framed by lush greenery and trees. A gentle path leads to the front entrance, which is sheltered by a small porch. The metal roof and pastel siding complement the natural surroundings, creating a cozy and inviting facade.

Home in Putney

Cozy Train Depot in Putney Vermont

4.97 out of 5 average rating, 169 reviews

A modern ski chalet is shown with a dark blue exterior, featuring a covered porch accented by warm wood tones. Snow blankets the ground, and sleek windows complement the contemporary design. A hanging chair is visible on the porch, inviting relaxation in a tranquil setting.

Home in Ludlow

Ski Chalet with Hot Tub on Okemo Mountain

Apartment rentals with a fireplace

4.96 out of 5 average rating, 108 reviews

Apartment in Bennington

Suite Sunset 311 Rice Lane Bennington VT

4.95 out of 5 average rating, 126 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

4.91 out of 5 average rating, 188 reviews

A large hot tub is visible under a wooden shelter, with steam rising from the water. In the background, a snow-covered chalet can be seen, framed by trees and contrasting with the winter sky overhead.

Apartment in Plymouth

Canyons Unit: Skyeship Gondola 2 miles w/HOT TUB

4.9 out of 5 average rating, 282 reviews

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.

Apartment in Rutland

Apartment in Vermont Historic Home

4.85 out of 5 average rating, 193 reviews

A living area is presented with a comfortable gray sofa adorned with patterned cushions. Two windows with light-blocking curtains allow natural light to illuminate the room. A coffee table displays magazines and a candle, while a nearby side table holds additional decor.

Apartment in Rutland

Spacious One Bedroom - Walk To Town, Restaurants

4.87 out of 5 average rating, 151 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, 203 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

4.87 out of 5 average rating, 124 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, 21 reviews

A spacious living area features a large sectional sofa positioned around a warming fireplace, with logs neatly stacked beside it. Natural light fills the space through multiple windows, while a spiral staircase leads to the upper level. Soft area rugs add comfort to the wooden floor.

Villa in Dover

Huge Stunning Mt Snow Villa Jacuzzi/Hot Tub/GameRm

4.91 out of 5 average rating, 43 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

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.

5 out of 5 average rating, 3 reviews

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.

4.75 out of 5 average rating, 4 reviews

Sunrise East Glade C8 Ski on Ski off

A spacious living area is centered around a stone fireplace, complemented by a wooden ceiling. Two armchairs and a sofa provide comfortable seating, while a coffee table occupies the center. Natural light enters through a large window, offering a view of the outdoors.

4.67 out of 5 average rating, 3 reviews

Base of Killington with Sports center access

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.

4.67 out of 5 average rating, 12 reviews

Base of Killington with Sports center access