
Vacation rentals with a fireplace in Chester
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Top-rated fireplace rentals in Chester
Guests agree: these fireplace rentals are highly rated for location, cleanliness, and more.

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.

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

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

Tiny Home w/ Parking - Pet Friendly & Fireplace!
Beautiful Bellows Falls Tiny Home named Sky’s the Limit! Anything is possible here. Please join us in the first ever unveiling of Airbnb for this quaint tiny home! It is near a plethora of shops and restaurants in the historic town of Bellows Falls. Explore for yourself, or bask in the heat of the fireplace inside the house and fire pit outside. For hikers and skiers, this home is a hidden gem. Okemo is just 37 minutes driving, and there are scenic running paths and hiking spots within town!

Monadnock Sunrise Forest Hideaway
Enjoy a converted camper as your private getaway in Southern VT. Less than 10 min to downtown Brattleboro, yet nestled in the woods for a quiet retreat. Full galley kitchen and living/lounge area. Wood stove for primary heating (electric backup for not so cold days). Outdoor spaces include a fire pit, deck, pool table, hot outdoor shower, outhouse (composting toilet), and forest for galavanting. The place is a perfect fit for two adults (queen bed) and one kid (63" long fold down couch).

Stunning Okemo Views - 3BD 3BA on 10 Private Acres
Recently constructed on ten private acres with captivating views of Okemo. Three BR, three full bath, air conditioned modern chalet, just 1.5 miles from downtown and 3 miles from Okemo’s base areas. Epic views of Okemo and surrounding mountains from every room. Cozy around the fireplace in the living room or enjoy smores outside by the firepit, or unwind on the deck. Lower level has second living room great for kids with large TV, comfy couches, Pac Man arcade, foosball and board games.

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.

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.

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.

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!

Cute VT Bungalow With 180 Degree View of NH
Located on a quiet country dirt road you will find this cozy apartment perfect for a weekend getaway. A short walk and you will be amazed at the 360 degree views of Vermont and New Hampshire. Centrally located near Okemo, Sunapee and Killington mountains, ski all 3 mountains in a weekend. Explore covered bridges, walking trails, scenic bike rides, or tubing on the Connecticut River.

Romantic Wooded Vermont Cabin
Enjoy this private getaway for two in our charming and rustic home nestled on a peaceful, wooded lot at the edge of a national forest. First floor only, open floor plan and it's all yours! Conveniently located 2 miles from Jamaica Village, 10 miles from Stratton Mountain, 16 miles from Manchester and 30 miles north of Brattleboro.
Popular amenities for Chester fireplace rentals
House rentals with a fireplace

Country Home next to Covered Bridge

Clean, Captivating VT Farmhouse near Stratton!

Cozy Modern Sugar House with spectacular views.

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

Modern 3-bedroom A-frame in Londonderry w/ Pond

Stay mins from Mt. Snow & Stratton w/ EV charger

Lovely Brick Schoolhouse

Comfortable farmhouse with stunning views
Apartment rentals with a fireplace

Suite Sunset 311 Rice Lane Bennington VT

"The Parlors"

Peaceful Ludlow Base 5 minutes to Okemo

Cozy Mountain-style Condo by Okemo with a View!

Brian Peace of Heaven

VDT BnB 65 River St. Apt#2

The Shepherd's Retreat

Killington Skyeship 4 BR | 1 Min Gondola + Hot Tub
Villa rentals with a fireplace

Private Wing of largest Colonial Mansion in US

Pico D305 located slope side at Pico quiet area

Sunrise East Glade C8

Sunrise Timberline I7

Whiffletree base of Killington outdoor pool

Stonehouse at Stratton

Base of Killington with Sports center access

Large Updated Mt Snow Villa Jacuzzi/Hot Tub/GameRm
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$46,887 GYD | G$53,794 GYD | G$44,375 GYD | G$43,747 GYD | G$41,445 GYD | G$41,863 GYD | G$52,957 GYD | G$50,236 GYD | G$49,817 GYD | G$54,422 GYD | G$48,143 GYD | G$51,701 GYD | 
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C | 
Quick stats about vacation rentals with a fireplace in Chester
 - Total vacation rentals- Explore 50 vacation rentals in Chester 
 - Nightly prices starting at- Chester vacation rentals start at G$14,652 GYD per night before taxes and fees 
 - Verified guest reviews- Over 1,620 verified reviews to help you choose 
 - Family-friendly vacation rentals- 30 properties offer extra space & kid-friendly amenities 
 - Pet-friendly vacation rentals- Find 10 rentals that welcome pets 
 - Rentals with dedicated workspaces- 20 properties have a dedicated workspace 
 - Wi-Fi availability- 50 of Chester vacation rentals include wi-fi access 
 - Popular amenities for guests- Guests love Kitchen, Wifi, and Pool across Chester rentals 
 - 4.9 Average rating- Chester stays are highly rated by guests—averaging 4.9 out of 5! 
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- Rentals with a fire pit Chester
- Rentals with a patio Chester
- House rentals Chester
- Pet-friendly rentals Chester
- Rentals with outdoor seating Chester
- Family-friendly rentals Chester
- Rentals with a washer and dryer Chester
- Rentals with a fireplace Windsor County
- Rentals with a fireplace Vermont
- Rentals with a fireplace United States
- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Crotched Mountain Ski and Ride
- Dorset Field Club
- Hildene, The Lincoln Family Home
- The Shattuck Golf Club
- Hooper Golf Course
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Lucky Bugger Vineyard & Winery
- Whaleback Mountain
- Ekwanok Country Club
- Brattleboro Ski Hill
- Fox Run Golf Club
- Montshire Museum of Science
