Holiday rentals with a hot tub near Jiminy Peak Mountain Resort

Evergreen House on Hennett with Hot Tub

A dream home in NY! A big, beautiful house on a quiet road with a creek. Ideal for families or couples. Kids love playing in the backyard and seeing deer. Enjoy nature all year. See stars in spring, no light pollution, hike in summer, admire foliage in fall, ski in winter at Catamount, Butternut, or our favorite Jiminy Peak. Cook in chef’s kitchen, relax in the hot tub, (Mid Dec) after a cold day with radiant floor heating. Near wineries and breweries and tucked between two idyllic small towns.

Cabin in the woods w cedar Hot Tub + private pond

The Hemlock Hideaway is a charming, rustic cabin in the woods designed for rest and relaxation. Guests will journey into simpler times, inspired by antique furnishings that remind them to slow down and unwind during their stay. The cabin is isolated yet only 10 min drive to Jiminy Peak for skiing as well as park and trails for hiking, apple orchards, excellent restaurants and foliage viewings. Cherry Plain State Park, Mount Greylock, Lebanon Speedway, Albany, and Pittsfield are all 25 min max.

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.

Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS

Nature is calling! And so is the opportunity to stay at a cozy, secluded property near the lake, skiing, and cold-time activities! Welcome to the Cabin on Hillside, a peaceful retreat from the hustle and stresses of daily life. Situated in the charming lake town of Copake, you get all the fun of a quaint lakeside community, with the privacy of your own log cabin. After a day in the snow, relax in your very own hot tub or cozy up on the couch with some hot cocoa. Your oasis awaits!

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB

Charming spacious A-frame with lots of natural light, beautiful scenery and wrap around deck. Property features a long rolling hill perfect for sleigh riding or 75' slip n slide, tennis court, firepit, and 5 acres of Green Mountain Nat'l forest and brook. Home has 3 bedrooms + loft area.. 5 miles to Mount Snow, and minutes to golf course, bars/restaurants and lakes. This house is action packed inside and out with hot tub, 200' zipline and "unlock the box" scavenger hunt.

HOT TUB & New Stylish Saratoga County Efficiency

About the space Brand New Everything. This newly created space offers city style interior decor with outside space to enjoy. This includes the New Trex deck with HOT TUB and outdoor relaxation. Situated on large lot- this space offers convenient access to local highways (5 min from I-87, 10 min from 787). Off street parking for 2 vehicles. RV, boat, trailer space available on site. Within 2 min -be at convenience store, pizza shop, ice cream, mini golf, town park and more..

Hot Tub-Game Room-Fire Pit-Dogs Ok-8Min Mount Snow

✔ 4 Bedrooms, 3 Bathrooms, Sleeps 10 comfortably ✔ Relax in the Hot Tub under Pergola & String Lights ✔ Cozy Fire Pit Area with Adirondack Chairs ✔ Fun Game Room with Air Hockey & Ring Toss ✔ Dog-Friendly ✔ 8 Minutes to Mount Snow, 30 minutes to Stratton, 60 minutes to Okemo ✔ 20 minutes to Lake Whitingham/Harriman Reservoir for boating & fishing ✔ Fast Wi-Fi for Remote Work & Streaming ✔ High Chair & Pack N' Play Provided ✔ All Linens, Towels, & Soaps Included

Best of the Berkshires + Hot Tub by Evergreen Home

Ski, hike, shop, and dine with this beautiful 2-bed, 1-bath Berkshires cottage as your home base. 7 minutes to downtown Great Barrington, this stylish, cozy rental has everything you need for a great getaway. A new renovation brings modern amenities to this classic 50’s cottage. Enjoy a chef’s kitchen, 500 sq-foot deck with hot tub, and thoughtful touches like yoga mats, a record player, board games, and a backyard hammock. Monthly ski rental discounts are available!

Private hot tub + Modern Cottage

Welcome to our fully furnished cottage located just five miles outside of Hudson, NY. Enjoy a private hot tub, outdoor fire pit and porch seating! This charming retreat is the perfect getaway for couples or small families, especially those looking for a peaceful location to work from home (WFH)! Prominently positioned in one of Hudson Valley's most idyllic areas, this newly-renovated cottage boasts a modern, open concept design, sophisticated finishes, and fire pit!