
Vacation rentals with a fireplace in Pittsfield
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Top-rated fireplace rentals in Pittsfield
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Ski in/out newly renovated 1brm condo at Pico base
Newly renovated 1 bedroom condo with slope side Mountain view that is seconds away from the lodge and lift.Balcony facing lodge and slopes, 50”flatscreen TV, WiFi,fireplace, new carpet, new queen size mattress/box spring ,custom black walnut headboard and night stands.New queen size sofa bed. Renovated bathroom and new granite kitchen countertops w/new stools.Newer appliances and refurbished cabinets. Fully equip kitchen, free ski locker and firewood. Coin Op laundry.Free bus to Killington base.

Earthen Yurt in Green Mtn Wonderland
Secluded mountain wonderland near Vermont's best hiking, mountain biking, and swimming holes! Enjoy a 25-acre homestead all to yourself, w/two beautifully-appointed yurts & a cabin. One-of-a-kind sculpted earth design, persian rugs, organic linens, & full kitchen w/many artisan touches. Stargaze around the fire circle under a glittering dark sky. A paradise for outdoor adventurers & nature lovers; a haven for digital nomads, writers, & creatives; a refuge of lush natural beauty & deep quiet.

Waterfront Vermont Lake House w/ Panoramic Sauna
We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from either our private decks. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

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.

Vermont Hillside Garden Cottage
Cozy converted artists’ studio, tucked in the hills at the end of a country road. Open the French door to views of a sprawling garden and rolling fields, alight with fireflies in the spring and bursting with color in the fall. Warm yourself by the wood burning stove after winter fun or unwind with a local microbrew by the fire pit, listening to the Whippoorwills on a summer evening. Beautiful in all seasons, this modern, comfy cottage is the perfect place to get away from it all.

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.

Affordable, private, 30 min to Killington
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.

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.

Scandinavian design Chalet w/ private hiking trail
This bright, well-designed Scandinavian-style chalet is the perfect cozy retreat. Nestled in the woods on a plot of 20+ acres, it offers scenic views and a private hiking trail leading to beautiful vistas, transforming into a winter wonderland for skiing adventures, a summer paradise for outdoor relaxation, and a vibrant canvas for leaf peeping during Vermont's stunning fall foliage season. Goodland wood burning hot tub is available 365 days a year.

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.

Cozy Mountain Condo
Updated 1 Bdr Whiffletree condo in the heart of Killington minutes from everything. The condo is fully stocked with all of the essentials you will need for your Vermont get away. Ski locker for all your gear! Sleeps up to 4 with a king bed and queen pullout sofa. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Killington Reg #004858

FirBear- Pool, Gym, Hot tub.
Revel in this bright and modern ski condo just off Killington's main road and close to everything. Relax after a day on the mountain streaming on one of your 3 smart TVs. Indulge with the fabulous condo amenities including the pool, hot tubs, spa, gym, and tennis courts, or settle in by the wood-burning fire. Spread out in this spacious condo and enjoy all that Killington has to offer.
Popular amenities for Pittsfield fireplace rentals
House rentals with a fireplace

Modern Home in Lincoln W/ Sauna / Pond

Private Oasis Under 10 Mins from Woodstock

Escape to Vermont

Captain Tom's Cabin - Secluded Vermont Getaway

Ski home to Trail Creek!

The Barnbrook House

Stunning Okemo Views - 3BD 3BA on 10 Private Acres

Contemporary Ascutney Cabin near Ski Areas
Apartment rentals with a fireplace

The Barn at Middlebury

Peaceful Ludlow Base 5 minutes to Okemo

Spacious Home Near Heart of Middlebury Fiber Wifi

Dog Team Falls Apartment - Minutes from Middlebury

Apartment in Vermont Historic Home

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

Bluebird Studio- Light filled and airy

Hebard Hill Hideaway
Villa rentals with a fireplace

Cozy, Comfy & Sunny renovated Sugarbush condo

Private Wing of largest Colonial Mansion in US

Pico D305 located slope side at Pico quiet area

Sunrise East Glade C8 Ski on Ski off

Sunrise Timberline I7 Ski on Ski off

Whiffletree base of Killington outdoor pool

Whiffletree base of Killington outdoor pool

Base of Killington with Sports center access
When is the best time to visit Pittsfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$91,137 GYD | G$91,554 GYD | G$79,249 GYD | G$68,613 GYD | G$67,779 GYD | G$63,191 GYD | G$67,779 GYD | G$64,234 GYD | G$64,234 GYD | G$64,025 GYD | G$64,234 GYD | G$69,447 GYD |
| Avg. temp | -7°C | -6°C | 0°C | 7°C | 14°C | 18°C | 21°C | 20°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about vacation rentals with a fireplace in Pittsfield

Total vacation rentals
Explore 50 vacation rentals in Pittsfield

Nightly prices starting at
Pittsfield vacation rentals start at G$29,197 GYD per night before taxes and fees

Verified guest reviews
Over 1,930 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Pittsfield vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pittsfield rentals

4.9 Average rating
Pittsfield stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a fire pit Pittsfield
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- Family-friendly rentals Pittsfield
- Rentals with outdoor seating Pittsfield
- Rentals with a hot tub Pittsfield
- Rentals with a fireplace Rutland County
- Rentals with a fireplace Vermont
- Rentals with a fireplace United States
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Dartmouth Skiway
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Whaleback Mountain
- Lucky Bugger Vineyard & Winery
- Fox Run Golf Club
- Country Club of Vermont
- Northeast Slopes Ski Tow
- Autumn Mountain Winery
- Ekwanok Country Club
- Montshire Museum of Science
- Mount Sunapee Resort
- Baker Hill Golf Club
- Storrs Hill Ski Area




