Vacation rentals with a fireplace in Pittsfield

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Top-rated fireplace rentals in Pittsfield

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Guest favorite

A charming entryway is highlighted by a brick exterior, featuring a white star on the wall. A pathway of stone pavers leads to the front door, surrounded by vibrant landscaping and greenery. Tall trees provide shade in the background, enhancing the welcoming atmosphere.

Apartment in Waterford

4.91 out of 5 average rating, 163 reviews

HOT TUB- Stylish New Apartment

BRAND NEW contemporary two bedroom apartment with full size Thermospa HOT TUB on a private patio. Second bedroom can be set with two twin beds or one queen bed depending on the needs of our guest. Kitchen is fully stocked with essentials including coffee maker and breakfast bars. Full bath has a full tub and complimentary Dove toiletries. Living area boasts a 50 inch 4K TV and in wall LED lit fireplace. Full size washer & dryer- spacious parking, a great getaway!Brand new- stylish & immaculate.

Top guest favorite

An in-ground pool is shown with clear water, featuring a large inflatable loon floating. Horses are seen grazing in a grassy pasture in the background, with a fence separating the pool area from the pasture. The sky is partly cloudy, suggesting a calm atmosphere.

Farm stay in West Sand Lake

4.98 out of 5 average rating, 166 reviews

Roundhill Farm-Summer Getaway with Pool

An historic 1750 farmhouse on a quiet, beautiful 120 acre property. Huge rooms with wide plank original flooring, 6 bedrooms, large family room with fireplace, kitchen, dining room, and formal living room. The property includes a pond which you're welcome to skate on in the winter, and a horse barn and pastures. In the summer you'll have access to our in-ground pool. We welcome your pets! Come ski Jiminy Peak, only a 25-minute drive from this airbnb! The house sleeps 11 people comfortably.

Guest favorite

A charming log cabin is set on a lush green hillside, surrounded by trees. The exterior is accented with a large half-moon window and a welcoming deck that features a patio umbrella. Nature creates a serene backdrop.

Cabin in Woodford

4.91 out of 5 average rating, 148 reviews

Lakeview Cabin in the Mountains - beautiful

Lovely log sided cabin situated across from Woodford lake with view. Large Great room cathedral ceiling, halfmoon window, pine ceiling & floors, dining table,woodstove, corner gas fireplace, full kitchen. Beautiful ambiance, rustic yet elegant. 2 bedrooms, full bath with clawfoot tub, romantic sleeping loft w sitting area. Basement play area heated with 2 beds for children. Central heat, washer/dryer TV/Roku, ceiling fans. Great getaway for nature lovers, skiers, snowmobilers, hikers. Wifi.

Top guest favorite

Cabin in Ghent

4.99 out of 5 average rating, 256 reviews

Cozy chalet w/ fireplace near Hudson & hiking

3-bedroom (5-beds), 2-bathroom home on 4 acres on a quiet street in charming Ghent, NY. Renovated in late 2021, this lovely chalet features an open floor plan, luxury bathrooms, new, high-end appliances and cookware, a wood-burning fireplace, outdoor deck, and fire pits. The home is surrounded by nature—trees, trails, streams, and farms—all close by. Hike, bike, kayak, or go to a brewery. Discover the nearby Hudson Valley farms, ski in the Berkshires, or visit the trendy town of Hudson, NY.

Guest favorite

Two blue Adirondack chairs are positioned on a wooden deck overlooking a lush green lawn and Sadawga Lake. A gas grill is situated nearby. Soft shadows are cast on the deck from the chairs, with the sky above featuring scattered clouds and sunlight.

Tiny home in Whitingham

4.91 out of 5 average rating, 98 reviews

Cozy Lakeside Tiny Home, Near Skiing

Hot Breakfast and Lunch INCLUDED every day in your stay. Our general store, located 5 minutes away, will make you fresh egg sandwiches, pastries, and coffee. For lunch, come in and get fresh made subs or our famous brick oven pizza slices. A perfect getaway for couples, friends, or family in every season. Enjoy kayaking, fishing, ice skating and boating on serene Sadawga Lake. It's a quick drive to skiing at Mount Snow, shopping and dining in Wilmington, and direct access to the VAST trail.

Top guest favorite

A sunroom is filled with comfortable seating arranged on a striped rug, providing a relaxed atmosphere. Large windows allow natural light to illuminate the space, while views of lush greenery are visible outside, enhancing the connection to nature.

Home in Egremont

4.96 out of 5 average rating, 120 reviews

The Berkshires Mountain Terrace LUX Home Sleeps 7

Welcome to our peaceful Great Barrington sanctuary. 4 bedroom, 2.5 bathroom, 2 * lounge area home tucked away in an idylic mountain setting. 1 fireplace, sliding glass doors to both decks. Sunroom off the eat in kitchen, alfresco dining, separate formal dining room. 2 master bedrooms; 1 with en-suite; others with shared bathroom. Hidden escape with beautiful landscaping, mins from lake. Amazing location, close to Tanglewood, Jacob’s Pillow, Catamount, Great Barrington. All the Berkshires

Top guest favorite

The living area features a chaise sofa and a round coffee table, creating a comfortable seating arrangement. A dining table for four is positioned near the kitchen, which is equipped with modern appliances. Natural light enters through the windows, illuminating the inviting space.

Apartment in Ballston Spa

4.97 out of 5 average rating, 107 reviews

The Farmhouse @ 10 Park Place

Welcome to The Farmhouse at 10 Park Place - A unique 1 bedroom first floor apartment. This apartment has received the full treatment: new everything! Sit back & relax in front of the fireplace while enjoying the 55" smart TV or a good book. A complete kitchen allows guests to make a full meal & the dining table with 4-seats allows guests to sit down to enjoy it. The chaise sofa converts into a full bed for a 2nd sleeping area. All of the downtown amenities are only a short stroll away.

Guest favorite

A serene lakeside scene features a variety of individuals enjoying the water and sun. The grassy area is populated with families and groups, while the backdrop showcases a lush green mountain under a partly cloudy sky.

Home in Shaftsbury

4.86 out of 5 average rating, 127 reviews

Quaint One-Story Vermont House with Mountain View

From our quaint one-story house, you can see a variety of scenery, from the bright changing colors of the leaves in the autumn to the soft piles of snow in the winter. Experience the quiet of the nearby woods, and see roaming animals such as deer or turkey. Make sure to stop at one of the nearby lakes, each of which offers a variety of amenities, and lush scenery. In the winter, keep warm in the cozy living room next to the fireplace, while having a chat with your friends and family.

Guest favorite

Cottage in Monroe

4.9 out of 5 average rating, 125 reviews

Pumpkin Pine Cottage: your next adventure awaits!

Explore the Deerfield River Valley and Hoosac Range from this tranquil base. Close to skiing, snow tubing, snowshoeing, hiking, birding, kayaking, white-water rafting, fly fishing, zip lines, and more. Like bikes? Amazing gravel, road, and MTB offerings await. Seek culture? Mass MOCA, Clark Art Institute, Northampton, Shelburne Falls, and the Berkshires are a short drive away. Covered bridges, farm stands, sugar shacks, and waterfalls are too plentiful to count!

Top guest favorite

The open living area features a high, wooden ceiling and large windows allowing natural light to illuminate the space. A sectional sofa, positioned on a warm-toned rug, complements the dining area with a table for four. Soft drapes frame the windows, enhancing the inviting ambiance.

Cabin in Catskill

4.96 out of 5 average rating, 264 reviews

Catskills Log Home, Stunning Mountain Views

This Catskills log home, with its privacy and stunning views, provides an ideal hub for a getaway! A two hour drive from NYC—with nearby getaways for skiers, hikers, and antiquing—this home now includes a massive deck expansion and 6 person Marquis hot tub for couples looking for the perfect way to relax. The house is lovingly cared for; three bedrooms are furnished with new and comfortable bedding and sectional for 6. Visit us and take in the fresh country air!

Top guest favorite

A calm lake is depicted, with clear blue waters reflecting the surrounding greenery and distant shoreline. Gentle hills outline the horizon, blending with the bright blue sky, creating a serene atmosphere suitable for relaxation and leisure.

Home in Winsted

4.99 out of 5 average rating, 110 reviews

Cheerful 2 Bedroom Home at Highland Lake

Welcome to the Uncorked Cottage, a fun and relaxing space for you and your family to retreat to. Comfort meets style in this updated home with a cozy remote gas fireplace, 55” smart TV and high speed WiFi. The kitchen is fully equipped cook up your favorite recipes. Located across the street from Highland lake and walking distance to Resha Beach. Just minutes from downtown where you’ll find restaurants and activities for all. Just a short drive to ski mountains.

Guest favorite

Home in Pittsfield

4.98 out of 5 average rating, 125 reviews

Hidden Oasis in the Mountains by Evergreen Home

Escape with family & friends to this hidden oasis in the heart of the Berkshires. Enjoy the beautiful perennial gardens, unwind in the hot tub, relax on the stone patio by the fire pit, & dine on the deck. Just minutes from Lenox & Tanglewood, this attractive 5 BR home boasts a large, fully-outfitted kitchen, comfortable Tuft & Needle mattresses, & spacious living areas with stunning mountain views.