
Home rentals with a pool near Jiminy Peak Mountain Resort
Find and book unique homes with a pool on Airbnb
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 - Firepit, 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

Mountain Serenity 20 Acres, Hot Tub, Jiminy<10min
Private Berkshires 20Acre estate designed by acclaimed architect and author Norton Juster. An exclusive 4 bedroom retreat, with mountain views from every room, cathedral ceilings, cozy fireplaces, elegant living spaces, and outdoor fire pit, it’s the perfect place to unwind. Relax in the hot tub or sauna after a day of skiing at Jiminy Peak or Bousquet. Newly renovated with high end furnishings and chef's kitchen. A perfect mix of adventure and tranquility awaits—book your mountain escape today!

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.

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.

Serene+Stylish Mountain Retreat
Our beautifully-designed, comfortable, much-loved townhome is great for families or friends wanting an escape to the Berkshire mountains. Located up the hill from Jiminy Peak Village Center, the home has 4 bedrooms over 3 floors, an open plan living space, updated kitchen, family room, and new deck. A short walk to the slopes in winter and use of Jiminy Peak resort pools in the summer make it a year-round destination. Book your stay and find out why once you are here, it’s so hard to leave!

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!

Modern Barn on 12 acres w Sauna, FirePit+swimming
Escape to our recently renovated guest house on a 12-acre property, 15min from Hudson. Take in the rural setting through oversized glass doors. Infared Sauna is within running distance of the swimming pond for a cold plunge. Located in a park like setting of rolling hills & colorful sugar maple trees. Fully equipped kitchen, memory foam mattress and all the amenities. In home Massage/Yoga available. XC ski from the house! 45min to downhill.
Popular amenities for rentals with a pool near Jiminy Peak Mountain Resort
House rentals with a pool

Haddock + Cotter - Chic Farmhouse and Barn w/ Pool

Snowdrop Lodge: Beautiful Condo at Jiminy Peak

The Catamount Ski Haus with Pool & Hot Tub

Berkshire Mountain House

Family Lodge at Jiminy Peak - Pools & Adventure

Mountain Blossom Retreat by Evergreen Home

Cozy Ski Cabin in Berkshires Resort

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

The Nest at Birdland

Beautiful Jiminy Peak Townhome Family Friendly

Luxe Ski Getaway Base of Jiminy

Jiminy Peak Ski Loft with Hot Tub

Farmhouse at June Farms

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 vacation rentals
Explore 110 vacation rentals in Jiminy Peak Mountain Resort

Nightly prices starting at
Jiminy Peak Mountain Resort vacation rentals start at G$14,636 GYD per night before taxes and fees

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

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
110 of Jiminy Peak Mountain Resort vacation rentals include wi-fi 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!
Destinations to explore
- Rentals with a hot tub Jiminy Peak Mountain Resort
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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
- Zoom Flume
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Saratoga Spa State Park
- Taconic State Park
- Norman Rockwell Museum
- Ski Sundown
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Berkshire Botanical Garden
- Naumkeag
- National Museum of Racing and Hall of Fame
- Hancock Shaker Village
- Congress Park




