Vacation rentals with a fireplace in Pittsfield

4.87 out of 5 average rating, 245 reviews

A cozy living space features a large window providing natural light. A comfortable couch and chair are positioned around a coffee table. The room includes a spacious bed with a blue and black patterned blanket, while a 50-inch TV is mounted on the wall.

Condo in Killington

Killington-Pico ski in/out Studio at base of Pico

At the base of Pico and 10 minutes from Killington. Free shuttle service from my place to Killington. I have a free ski locker and free wood for the fireplace. There is a laundry room with coin operated machines. There is a brand new 50” flat screen tv with cable. It’s a smart tv, that’s hooked up to WiFi, so you can use your Netflix, Amazon or Hulu account if you want. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for 1 day. No daily cleaning service. No parties.

4.97 out of 5 average rating, 111 reviews

A bright and airy living space features a cozy wood-burning stove and large windows that invite natural light. Rustic wooden beams complement the warm plank flooring. A comfortable seating area is arranged near the windows, enhancing the inviting atmosphere.

Cabin in Killington

Camp Poe: Hot Tub+Game Room+Bar+6acres+Patio+AC

Experience the heart of the Green Mountains on our private 6 acre estate. Camp Poe at Estabrook is newly renovated while still maintaining its original Vermont charm--wide plank floors, farmhouse kitchen, wooden beams and a two story family room w/ a wood burning stove. This 3200 sq ft house is perfect for entertaining with two separate living rooms, bar, game room, 12 foot dining tables (inside AND outside) and hot tub. 13 min to Killington Mtn, 10 to Pico & 4min to the #1 golf course in VT!

4.97 out of 5 average rating, 266 reviews

A secluded cabin is nestled among snow-covered trees, showcasing a timber exterior and large windows that reflect the winter landscape. An inviting deck extends from the cabin, surrounded by a tranquil blanket of snow, creating a serene atmosphere.

Cabin in Roxbury

Off Grid Secluded Cabin on 37 Acre Farm

In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

4.97 out of 5 average rating, 419 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.

4.87 out of 5 average rating, 173 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, surrounded by flower gardens

Enjoy the summer in beautiful Vermont. The guest area is the entire main floor of a large house with my quiet second home above. Private entrance, 2 bedrooms, full bathroom with washer and dryer, speedy fiber optic internet. The open kitchen has full sized stove and fridge with good cookware and appliances, adjacent to a large open living area. On a paved scenic road. Go up to Silver Lake for a swim, head out on any of the back roads for a run or a ride.

4.86 out of 5 average rating, 111 reviews

An aerial view highlights a secluded mountain farmhouse surrounded by lush greenery and rolling hills. The expansive 60+ acre property features a blend of fields and forests, with the distant Green Mountains visible under a partly cloudy sky.

Home in Pittsfield

A million-dollar view near Killington on 60 acres.

This secluded 200 + year old mountain farmhouse is located in the small town of Pittsfield, VT just 5 minutes away from one of the most scenic drives in New England, Route 100. Surrounded by national forest with stunning views of the Green Mountains, this is the perfect place to get away with family or even by yourself. Plenty of room outside on the 60+ acre property with fields and a small pond. In the center of Vermont, it's the perfect home base.

4.97 out of 5 average rating, 144 reviews

A stone pathway is framed by lush greenery and garden beds leading to the entrance of the chalet. Soft lighting from lanterns illuminates the steps, creating a welcoming atmosphere as it transitions from the natural surroundings to the home's entrance.

Chalet in Stockbridge

Gnome Home Mountain Ski Chalet w/Sauna Killington

Mountaintop Chalet perched in the heart of Green Mountains. Enjoy true mountain living all year long 25m to Killington, White River access minutes from home, abundance of hiking trails, and golf courses. Central to Killington, Rochester, & Woodstock. After your adventures, return to a welcoming & comfortable home with beautiful views from every room, multiple decks, new! fireplace, & sauna, and plenty of special touches to help you unwind and relax.

4.96 out of 5 average rating, 125 reviews

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

This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!

4.84 out of 5 average rating, 241 reviews

A welcoming living area features a large fieldstone fireplace, with a soft couch and several armchairs arranged for comfort. A coffee table sits in the center of the space. Above, warm lighting illuminates an adjacent dining area, enhancing the cozy atmosphere.

Home in Pittsfield

Killington area home - 4 seasons - hot tub and A/C

Set on a private road in the hills of Pittsfield, our house welcomes you year-round. Right in the heart of the Northeast’s best winter-sports, convenient to Killington ski resort, VAST snowmobile trails, Mountain Meadows cross country skiing and Green Mountain National Golf course. Furthermore, there are wonderful hikes and mountain biking to be done on the property and beyond - particularly beautiful in the fall.

4.99 out of 5 average rating, 123 reviews

A cozy living area features a deep leather sofa positioned near a stone fireplace. A large window opens to the balcony, inviting natural light. A TV is mounted above a wooden mantle, and a small table and chair provide a space for work or dining.

Condo in Killington

Elegant Alpine Condo

Newly renovated 1-bedroom Whiffletree condo with an upscale alpine feel—just minutes from the slopes, access road, and snow tubing. Fully stocked with essentials and includes a ski locker for your gear. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Sleeps up to 4 with a king bed and queen pullout sofa. Killington Reg #007718

4.99 out of 5 average rating, 118 reviews

A cozy living room features a large gray sectional sofa and plush armchair, inviting relaxation. A wooden coffee table sits in the center, with a textured throw draped casually over it. Natural light streams through multiple windows, enhancing the welcoming ambiance of the space.

Condo in Killington

SnowCub Pets Indoor Pool Hot Tub Sauna, FirePlace

Your group will be close to everything when you stay at this centrally-located condo. Enjoy two bedrooms plus a loft for a variety of sleeping options. Condo amenities include pool, gym, spa, tennis and hot tub. You will be close to the bars, restaurants, market and coffee shops and just minutes to the Killington resort base areas.

4.79 out of 5 average rating, 112 reviews

An A-Frame chalet is partially covered in snow, surrounded by a winter landscape. Snowmobiles are parked in front, with a vehicle also snow-blanketed. The wooden balcony and large windows suggest a cozy interior, while the sloped roof reflects the seasonal setting.

Chalet in Stockbridge

"Swiss Charm"- A Beautiful Riverfront Chalet

Nestled comfortably on the banks of the Tweed River just 9 miles North of the Killington Access Road just off Rt. 100, "The Skiers Highway" with Direct Access to VAST Trails. A 2BR 1 BA A-Frame Chalet is the perfect Pet Friendly weekend getaway. Quaintly decorated and well stocked...This is truly a "Home Away From Home".

Popular amenities for Pittsfield fireplace rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fireplace

4.98 out of 5 average rating, 126 reviews

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

4.99 out of 5 average rating, 102 reviews

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! Close to Silver Lake + Woodstock VT

4.87 out of 5 average rating, 148 reviews

A charming farmhouse exterior is shown at night, with warm light glowing from multiple windows. The snowy landscape surrounding the house is accentuated by tall trees under a dark blue sky. The roof displays a gentle slope covered in a blanket of snow.

Home in Stockbridge

Escape to Vermont

4.92 out of 5 average rating, 222 reviews

A two-story log house is set among trees with snow covering the ground. A wide wooden deck features multiple chairs, and a door is visible on the base level. The structure showcases earthy tones and has a circular window above the entrance, enhancing its rustic appearance.

Home in Roxbury

Captain Tom's Cabin - Secluded Vermont Getaway

5 out of 5 average rating, 19 reviews

The open-concept living area features vaulted ceilings and a cozy gas fireplace. A sectional couch is positioned on a patterned rug, complemented by two armchairs. Natural light filters through the windows, illuminating the dining area and kitchen with modern appliances.

Home in Pittsfield

Chalet Suite | 2BR+Loft (15 min to Killington Mtn)

4.98 out of 5 average rating, 429 reviews

A unique house constructed from reclaimed wood features a distinctive round shape and a metal roof. The natural stone fireplace is visible on one side, while large windows allow for ample light and views of the surrounding greenery.

Home in Tunbridge

The Barnbrook House

4.97 out of 5 average rating, 104 reviews

A log cabin with a spacious deck, constructed from natural wood, is set against a backdrop of bare trees and mountains. The exterior features large windows and a chimney, allowing for natural light and warmth. Shadows from the trees add depth to the grassy area in front.

Home in Hancock

Secluded Log Cabin with Unrivaled Views!

4.83 out of 5 average rating, 149 reviews

A spacious hot tub is positioned on a deck, surrounded by trees and offering a view of the distant mountains. Two red chairs accompany the hot tub, creating a relaxing outdoor space. A rustic storage building is visible in the background.

Home in Bridgewater

Blueberry Hill Escape | Pet Friendly | HotTub | Fi

Apartment rentals with a fireplace

5 out of 5 average rating, 211 reviews

A bright living area features tall windows allowing natural light to fill the space. A comfortable white sofa, accent chairs, and a wooden coffee table are positioned on warm wooden flooring. A bookshelf with numerous books adds character, while a desk provides a workspace.

Apartment in Middlebury

The Barn at Middlebury

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

5 out of 5 average rating, 259 reviews

A flowing waterfall cascades over rocky terrain, surrounded by lush greenery. Sunlight filters through the trees, creating a serene atmosphere. The water splashes against large stones, while vibrant foliage frames the scene.

Apartment in New Haven

Dog Team Falls Apartment - Minutes from Middlebury

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

4.9 out of 5 average rating, 194 reviews

A charming two-story lake house apartment features a welcoming exterior with a covered porch adorned with hanging plants. Bright sunlit spaces are framed by large windows, and a grassy area is visible in the foreground, enhancing the outdoor ambiance.

Apartment in Salisbury

Doc's Lake House 1st floor, 2 bdrm full apartment

4.99 out of 5 average rating, 164 reviews

A spacious living area features a queen size bed with a blue quilt, adjacent to a cozy fireplace. Green armchairs and a small round table provide additional seating. Tall curtains frame windows, and a bookshelf adds a touch of color to the wall.

Apartment in Middlebury

Bluebird Studio- Light filled and airy

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

4.94 out of 5 average rating, 173 reviews

A bright living area features a blue sofa paired with a rustic green coffee table. Two patterned armchairs and a reading lamp are positioned to create a cozy seating arrangement. Large windows allow natural light to fill the space, complemented by a decorative electric fireplace.

Apartment in Montpelier

Potter’s Place

Villa rentals with a fireplace

5 out of 5 average rating, 26 reviews

A modern ceiling fan with five black blades is centered above a spacious living area, featuring two large skylights that allow natural light to fill the room. Tall windows frame the outside view, bringing the beauty of the outdoors inside.

Villa in Warren

Cozy, Comfy & Sunny renovated Sugarbush condo

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

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.