Holiday rentals with a fireplace in Great Barrington

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Top-rated Accommodation with Fireplace in Great Barrington

Guests agree: these holiday homes with a fireplace are highly rated for location, cleanliness and more.

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Guest favourite

Cabin in Saugerties

4.87 out of 5 average rating, 183 reviews

Private Woodstock Getaway w Hot Tub

Relax in this cozy retreat on a private road. Snuggle up by the fire, play some records, relax on the sunny deck, or jump in the hot tub. Cook dinner in the fully stocked kitchen or grill on the deck and enjoy your meal in the screened in porch. The master bedroom has a king-size bed and quality linens, as do the other two bedrooms, one with a queen and one with 2 twins beds. Relax downstairs in the family room, watch a movie, or cozy up by the wood burning stove. Short drive to the town of Woodstock ! Close to skiing, hiking & swim holes! $50 extra for dogs. No cats. Use hot tub at your own risk. The whole home is yours except the garage remains closed. Always available if any issues arise, but not on the property. The house is set back on a private road. It's a genuine retreat, but still only a short drive from the shops and restaurants of Woodstock and Saugerties. Local hikes abound, and venture a little further to find swimming holes and skiing. If you have a small child, I suggest bringing a gate as there are stairs to the basement.

Top Guest favourite

Guesthouse in Woodstock

5 out of 5 average rating, 379 reviews

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

PRIVATE Modern/Rustic Apt WALK TO TOWN 5 * Rating "premiere" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1&1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE ondeck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground

Top Guest favourite

Home in Saugerties

4.98 out of 5 average rating, 227 reviews

Enchanting Rustic Log Cabin in Heart of Catskills

This Hudson Valley rustic gem with its modern amenities provides a much-needed respite from city life. Located in the heart of the Catskills, a mere 1.5 hrs from NYC, it offers a chance to swim, hike, fish, hunt, play tennis, golf, visit farms, BBQ, watch hummingbirds, do yoga, pick strawberries & apples, go horseback riding, visit monuments, galleries, festivals & get away from it all! It's a true paradise for gourmet lovers with an incredible, fully stocked kitchen & farm-fresh foods nearby.

Top Guest favourite

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 favourite

Townhouse in Hunter

4.91 out of 5 average rating, 155 reviews

Spring is HERE Stay at THE Ideal Hunter Home

SPRINGTIME -Classic Townhome- w/ Classic Feel. Centrally located spacious getaway with simple contemporary style w/ classic comfort and GREAT views owned and operated by AIRBNB Super Host and NY Native. 2 min drive or 15 min walk to Hunter Mtn. Next to the boutique Scribner Lodge and their amazing restaurant. Hiking, biking, BBQ & breathe in the views and enjoy 2 stone fireplaces OR the outdoor fire pit. Bedroom A/C's. Great for a family Mountain getaway or few days out of town w/ friends.

Top Guest favourite

Cabin in Ghent

4.99 out of 5 average rating, 258 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 favourite

Tiny home in Whitingham

4.91 out of 5 average rating, 100 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.

Guest favourite

Home in Woodstock

4.92 out of 5 average rating, 470 reviews

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

Completely Private w/ Exceptional, Expansive Mountain View, All-Seasons Hot Tub and Sauna. Billiards room, Fireplace, Woodstove, Screen Porch, 300 Vinyl records, Full Kitchen, bathtub and Bidet Surrounded by nature, but 2 miles from center of town. Hiking and creek swimming walking distance This property is for Love. La Dolce Vita. The Love of Friends and Family. The Love of Time. Fall in Love here, with the Land and with One-Another. *No checkins are avail Tgiving,Xmas Day, Easter Sunday

Guest favourite

Home in Rhinebeck

4.93 out of 5 average rating, 224 reviews

3Br Creekside Cottage on 130 acre forest w/ trails

Creekside Cottage is an extraordinary private escape nestled against a winding creek running through the rocky gorge of an 130 acre magical historic farm. Explore miles of hiking trails through old forests, trout creeks, and a 90ft waterfall or simply relax by the fire pit while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplaces, great wifi and comfortable bedrooms with quiet workspaces- learn more on our site cascadafarm

Guest favourite

Cottage in Monroe

4.9 out of 5 average rating, 127 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 favourite

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!

Guest favourite

Home in Saugerties

4.98 out of 5 average rating, 160 reviews

Chic historic house at Woodstock/Saugerties

Step into a meticulously renovated 1810 barn boasting chic, modern, and eclectic design, nestled amidst landscaped lawns and gardens. Experience light-filled spaces ideal for a comfortable and convenient stay in upstate New York. Perfect for year-round adventures with nearby picturesque hikes, trails, swimming holes, and ski slopes. Conveniently located to explore Woodstock and Saugerties' vibrant art, music, wellness spas, and culinary delights.