
Home rentals with a pool near Jiminy Peak Mountain Resort
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Top-rated rentals with a pool near Jiminy Peak Mountain Resort
Guests agree: these stays are highly rated for location, cleanliness and more.

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres
Escape to Falls Road – a private mid-century country home nestled on the edge of 20 acres of preserved woodlands. Our home has been thoughtfully updated, featuring an array of resort quality amenities as well as a wood-burning fireplace, soaking tub, outdoor shower, projector & a 4ft deep cedar hot tub to unwind in. The yard includes a stock tank plunge pool, deck, grill, and fire pit. Located just over 2 hours from NYC/Boston and only 8 miles from Hudson center. Minutes to hiking, golf, & more!

Cozy cottage with pool, walking distance to lake
Cozy cottage with pool, fire-pit, and a short walk to the lake. Enjoy a relaxing stay at our home exploring the lake and local eateries, or a fun family getaway at the pool. Just a short drive to your winter fun at Jiminy Peak for skiing, or Saratoga during track Season. Minutes to the Crooked Lake House for your wedding stays. Don't forget your four legged family members, while you're snowshoeing, or swimming at the lake. With WIFI and A/C you can tele-work, while sitting pool side this summer.

Le Soleil Suite - Pool, Mtn Views Near Hudson
A charming one-bedroom suite in a rural neighborhood 10 minutes by car from downtown Hudson. Your rental is a private, independent unit next to the main house. It has a full kitchen, bathroom, electric fireplace and a private backyard with a grill, firepit and pool (June to Sept.). If we are around, we give you privacy. Watch sunset over the Catskills from the living room. 1 Br with queen bed, 1 pullout sofa, 1 fold-out twin upon request. Close to Hudson, hiking, skiing, Olana and Art Omi.

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
You want to pop out of bed, walk downstairs and be right on the mountain - this is the place to be. This Stylish 1BR, 1BA suite with an additional Pull Out Queen sleeps 4 comfortably. It sits RIGHT in the Thatcher Building in front of the MAIN ski lift in Village Center. You can not get better than that! All the convenience without the bustle. This large 650 sq ft condo features brand new decor meticulously maintained, and includes a full kitchen with all the amenities. As a guest, you will

SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit2
Ski-in,ski-out! Unbeatable location for all seasons! Closest condo at JiminyPeak to the slopes and lifts. Located right at base of Mt. in JJ’sLodge in the heart of JiminyVillage. Mere steps to BerkshireExpress HighSpeed 6pack! Amazing pano views of the slopes surround. Designated pkg space in owner’s pkg lot. Unmatched access to all JP’s year-round activities. Skiing,MtBiking,hiking,tennis,swimming,fall foliage leaf peeping, shops,restaurants,MtAdventurePark w/ famous MtCoaster&AlpineSuperSlide.

Saltwater Pool & Cottage@ Hudsons ClearCreekFarm
1 minute off Warren St - salt water pool and hot sauna respite! No expense spared reviving this Historic 18th century 80 acre estate - heated pool, cedar barrel sauna, heated bathroom floors, original wood finishes, french door patio under stain glass windows from NYC’s iconic Chelsea Hotel. You’ve found the perfect combination of transcendentalist oasis with modernity providing a most comfortable stay. Enjoy a dip, steam, rolling meadows, goat petting, cocktail by fire on your patio!

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.

Jiminy Peak Ski Loft with Hot Tub
This ski-in/ski-out loft at Jiminy Peak offers all of the amenities you could ever possibly ask for! A spacious 1 bedroom loft that sleeps up to 4 (1 Queen Bed, 1 Pullout Couch) is stylish and comfortable. We are the new owners and we are regularly updating the furniture and decor. A full kitchen, full bathroom with tub, ski locker / equipment storage, laundry in unit, dedicated parking spot, access to 2 pools and 2 hot tubs, a sauna, skiing, mountain cart, ropes course, and more!

Hollywood Bungalow in the Berkshires #C0191633410
Cool Cozy Rustic Country Bungalow with Screening Room on filmmakers/artists' enclave that's well-located in clean and beautiful Williamstown, near incredible Hiking Trails, Farms, Skiing, MASS MoCA, Clark Art Institute, Williams College, with Pool access, Cable & Smart TV, Porch and Patio, Grill, Fire Pit, Piano Bar Outbuilding with stereo & its own WIFI, First Floor Bathroom with Jacuzzi Bathtub, Laundry, fast WIFI, and lots of outlets in a quiet area on a quiet street.

Country Getaway Tiny House in Woods w/Pool/Sauna.
Tiny House - 600 Sq ft. of living space on 30 private acres with walkable trails in beautiful Columbia County. Secluded privacy and surrounded by nature. House is fully equipped, sleeps 4 with queen bed and twin loft beds. Enjoy the pool, barn pool house and 4 person sauna. In the winter stay warm by the wood stove. Restaurants close by or stay in and enjoy the property. Located 8 miles from Hudson, 3 miles from Chatham and Kinderhook. Near OMI Arts Center. Adults only.

Corey Road Condo | @ Jiminy Peak • Pool • Hot Tub
Escape to our updated 2-bedroom, 2-bath condo at Jiminy Peak! Perfectly situated for the ski season, you'll enjoy quick access to both the slopes and apres ski. After a day on the trails, unwind at nearby restaurants like Christianson's Tavern or Bluebird & Co, offering top notch local eats. Bougie B's features updated amenities and that perfect touch of class to make you feel special. Come experience the beauty of the mountains today—your perfect escape awaits!
Popular amenities for rentals with a pool near Jiminy Peak Mountain Resort
House rentals with a pool

Snowdrop Lodge: Beautiful Condo at Jiminy Peak

Berkshire Mountain House

Family Lodge at Jiminy Peak - Pools & Adventure

Mountain Blossom Retreat by Evergreen Home

Hilltop: Panoramic Views w/ Pool near Catamount

Cozy Ski Cabin in Berkshires Resort

Luxe Farmhouse | Fireplace, Porch & Heated Pool

Casa Luna Country Retreat with Pool, Hudson, NY
Apartment rentals with a pool

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Unique - Country suite @ Jiminy Peak

Jiminy Peak Country Inn 1 Bedroom Suite

Ski Jiminy Peak - 1BD

Peaceful 1BR Condo with Pond View

Jiminy Peak Country Inn - ski in/out condo MT view

Vacation Village in Berkshires 12/28/25-1/4/26

Ski-in/Ski-Out on Jiminy Peak
Other holiday rentals with a pool

Haddock + Cotter - Chic Farmhouse and Barn w/ Pool

Private Cabin in the Woods w/ Hot Tub near Hudson

The Nest at Birdland

Beautiful Jiminy Peak Townhome Family Friendly

Cozy Ski Retreat

Modern & Cozy Lake Oasis ~ Hot Tub ~ Games ~ View

Charming cottage w/ fireplace, privacy & pool

Charming Guesthouse w/ Pool
Quick stats about rentals with a pool near Jiminy Peak Mountain Resort

Total holiday rentals
Explore 110 holiday rentals in Jiminy Peak Mountain Resort

Nightly prices starting at
Jiminy Peak Mountain Resort holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 2,120 verified reviews to help you choose

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

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Jiminy Peak Mountain Resort holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Jiminy Peak Mountain Resort rentals

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




