
Holiday rentals with a hot tub in Lanesborough
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Top-rated rentals with a hot tub in Lanesborough
Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

Mountain side acres
10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

Escape to Lakefront Leisure—Amazing views!
Welcome to this beautiful lake-front home on Kinderhook Lake, NY. Totally rebuilt in 2018, this home is designed to maximize the incredible view of the lake. Cool and sunny in the summer, and warm and cozy in the winter. Come and relax on Lake Kinderhook!! Brand new 6 person hot tub. Relax and unwind while 45 jets massage your muscles, summer or winter! Ever sit in the steaming hot water while snow falls around you? Upgraded 400/100 internet for work/school! About 2 hrs from New York City!

Beautiful Timber Frame Retreat
This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Berkshire family getaway at Jiminy Peak!
Beautifully renovated space for a perfect getaway! Our home is a comfortable family space with ski-in/ski-out access to Jiminy Peak through an access trail at the end of our street, so you can skip the parking and shuttles. With four bedrooms spread over three floors for privacy, a brand new kitchen, and space to relax, there's room for everyone in your group to make the most of your time away. And with the charming towns of the Berkshires all around you, there's plenty to do all year round.

Mid-mod VT Dream Chalet near skiing, lake & forest
Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

Hidden Oasis in the Mountains by Evergreen Home
Evergreen Home Vacation Rentals invites you to this hidden oasis in the heart of the Berkshires. This attractive 5-bedroom home features a large, fully-outfitted kitchen, Tuft & Needle mattresses, and stunning mountain views. Relax in the hot tub, enjoy the perennial gardens, or gather on the stone patio by the fire pit. Just 7 minutes to Bousquet Mountain and minutes from Lenox and Tanglewood, this is the perfect retreat for family and friends. Experience luxury and comfort—book today!

Sugar Shack | Romantic Tiny Home + Hot Tub
Sugar Shack | Romantic Tiny Home + Hot Tub. March-April midweek special: Bottle of prosecco, robes/slippers, s'mores. Escape to this 300 sq ft tiny home with private hot tub and she-shed. A peaceful, romantic getaway in the heart of Chatham—just steps from shops, dining, and theater. Only 2.5 hrs from NYC & Boston. Hike, explore, soak under the stars, or cozy up by the firepit. Thoughtfully designed for privacy, comfort, and indulgence. A blissful upstate NY retreat @artparkhomes.

HOT TUB! Berkshires: Dog & Family Friendly!
Secluded Berkshires Retreat! -Dog/s, Family Friendly cottage -Patio w/ Hot tub, fire pit, canoe use -Acre wooded/secluded lot -Ski Otis Ridge 15 min or Butternut 30 min -Historic Lee, Stockbridge, Lenox/Tanglewood, Norman Rockwell Museum w/in 30 min! -30 min Monument Mt. & Berkshires Scenic Railway -Naumkeag Lights -Appalachian Trail hiking -Wineries/Breweries -Outlets/Small Shops -Master w/Queen -2nd bed with 1 Twin/Full Bunk -Full size pull out couch -Generator on site

Amazing Berkshire Mountains Cabin
Our incredible 4-bedroom home is situated on 2 beautiful secluded acres in picture perfect Monterey - the quintessential Berkshire County getaway, with modern kitchen, screened porch, 2 fireplaces a fabulous outdoor hot tub and a beautiful brook on the property. Enjoy hiking the Appalachian Trail in nearby Beartown State Forest or kayaking and swimming in the incomparable Lake Garfield. We are a quick ride to Ski Butternut, Catamount, Tanglewood, Lenox and Great Barrington.

Modern and cozy 3 bedroom with outdoor oasis
Kick back and relax in this serene, stylish, and totally updated colonial home in Upstate New York. Enjoy views of a beautiful apple orchard and the Catskill Mountains, while relaxing in the back yard oasis, with a hot tub, dining area, gas fire pit, and gas grill. Located walking distance from local restaurants in the Village of Kinderhook and attractions, including the Samascott Orchard and Samascott's Garden Market. Drive 20 minutes to Hudson and 30 minutes to Albany.

Berkshire Mountain retreat with Urban eco-luxuries
600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relax by the firepit- we hope you enjoy your stay and will visit us again.

Jaw dropping mountain & lake views
Curl up with a good book by the fire and gaze out at the dreamy picturesque mountain and lake views..... Or ski, swim, hike and enjoy so much more that the Berkshires has to offer in this centrally located Southern Berkshire county home. Private mountain top adventure awaits.. Centrally located in Southern Berkshire County: 10 minutes from Butternut ski, 20 minutes to Great Barrington, 25 minutes Stockbridge & Lenox and 2 ½ hours from NYC and Boston.
Popular amenities for rentals with a hot tub in Lanesborough
House rentals with a hot tub

Private lakefront home, hot tub & resort amenities

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Hot Tub & Game Room - Ski Mt. Snow/Stratton

Corey Road Condo | @ Jiminy Peak • Pool • Hot Tub

Cabin with Hot Tub and Lake Access

Elegant Year-Round Lakeside Retreat with AC

The City Farmers Upstate. Farm house with hot tub

Wonderful House! Rec Room HotTub Firepit Garden!
Villa rentals with a hot tub

Huge Stunning Mt Snow Villa Jacuzzi/Hot Tub/GameRm

Vermont Vacation Villa—Grapevine Getaway

Spacious Villa with Access to Various Amenities!

Retreat to 56 Acres w/ Hot Tub, 2 Acre Pond, Pool

Villa with Access to Amazing Amenities!

Villa with Access to Various Amenities
Cabin rentals with a hot tub

Private Family Cabin 3.5ac • HotTub • Water Access

Modern cabin retreat

The Airstream at June Farms

Hilltown Cabin Hideaway: A River Runs Through It!

Spring Mountain Retreat + Views, Fire Pit & Tub

Mod Cabin in woods Hot Tub near Stratton & MtSnow

Charming Lakefront Cabin with Hot Tub

The Blue Cabin | Creek, Sauna, Hot Tub
When is the best time to visit Lanesborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $339 SGD | $343 SGD | $245 SGD | $234 SGD | $254 SGD | $270 SGD | $281 SGD | $256 SGD | $240 SGD | $253 SGD | $245 SGD | $288 SGD |
| 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 holiday rentals with a hot tub in Lanesborough

Total holiday rentals
Explore 100 holiday rentals in Lanesborough

Nightly prices starting at
Lanesborough holiday rentals start at $128 SGD per night before taxes and fees

Verified guest reviews
Over 2,100 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
100 of Lanesborough holiday rentals include wifi access

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

4.9 Average rating
Lanesborough stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a hot tub Berkshire County
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- Rentals with a hot tub United States
- Stratton Mountain
- Saratoga Race Course
- Six Flags New England
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Catamount Mountain Ski Resort
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Mount Snow Ski Resort
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Zoom Flume
- Mohawk Mountain Ski Area
- Saratoga Spa State Park
- Taconic State Park
- Ski Sundown
- Hildene, The Lincoln Family Home
- Norman Rockwell Museum
- Naumkeag
- Berkshire Botanical Garden
- National Museum of Racing and Hall of Fame
- June Farms
- Hancock Shaker Village
- New York State Museum




