
Condo vacation rentals in Jiminy Peak
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Top-rated condo rentals in Jiminy Peak
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Cozy Luxury Brownstone Stay w/ Yard & Parking
Bright, peaceful 2BR unit set just outside Albany’s vibrant Center Square within walking distance to Washington Park, local cafés, restaurants, and downtown attractions. Whether you’re a solo traveler, couple, or family, you’ll find everything you need for a relaxing stay. Sip your morning coffee on the private deck with birdsong in the background, rest in a cozy queen or full bed, and enjoy self check-in, fast Wi-Fi, climate control with A/C and heat, and private garage parking right next door.

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base
Jiminy's GEM is everything you're looking for! The location is absolutely prime- steps from the highspeed 6pk lift with your balcony overlooking the beautiful mountain & apres fire pit. Enjoy 3 bdrms/3 full baths with enough beds to accommodate numerous families, sleeping a total of 10 people. Take advantage of a heated pool, hottub & gym when you're not enjoying the mountain. Summer and Leaf Peeping season are equally as entertaining and enjoyable. Let us make your trip better than imagined!

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.

Jiminy Peak Country Inn 1 Bedroom Suite
A privately owned, older unit within Jiminy Peak's Country Inn. Located in the Berkshires, the inn is at the base of the ski slope. This unit is on the 1st floor of the last building which means you can ski to your doorstep if there's lots of snow (harder getting to the lift) . A locker room is at the end of the building to secure your equipment (key provided). The resort offers a year-round heated pool, 2 hot tubs, a gym, fireplace lounge and seasonal restaurants. Come enjoy the mountain!

Light Down at the Poet's Perch
Warm retreat for contractors, digital nomads, lobbyists, relocators. Small town, central to Albany, Troy, Saratoga Spr. (15 min) & Schen. (25 min). Driveway, yard. Waterfalls, foliage, rivers, racing, nightlife, farmers markets. Fast Wi-Fi, 2 desks, breakfast bar, standing desk, wobble board, couch, armchair, lotus chair w/floor desk. Echo, TV, books, games. Soft rugs, hand-painted cabinets, butcherblock counters, artwork. Washer/dryer & iron. Full kitchen + café-tea bar, blender, instant pot.

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
You want to bring your whole family to Jiminy and be in ONE CONDO, with gorgeous views, a deck, BBQ, Backyard, and be at Jiminy Peak - This condo is for you - right in the heart of Country Village. This Stylish 2BR country Condo w AC is fully updated and comes with parking in front and full access to the Country Inn Amenities ( Fitness, pools, hottub, Tennis etc). This large 900 sq ft condo features country decor, & sleeps up to 7 with a queen, two bunk beds, pull out Trundle, and Full Bed.

Elegant, spacious studio apt in historic mansion
Welcome to the Plaza Suite, a newly renovated studio condo in an historic Center Square mansion. Enter through a grand reception hall/art gallery and climb the oak staircase to the sunny and spacious second floor apartment. There's a nice view of State Street and the Empire State Plaza. Features include: a new fully equipped kitchen, comfy lounge area, dining /work table, renovated vintage bathroom, walk-in closet and new queen bed. Feel free to enjoy a glass of wine in the art gallery.

Ski-in/Ski-Out on Jiminy Peak
Jiminy Peak Mountain Resort is the perfect Berkshire get away surrounded by cultural attractions and with skiing, mountain biking, snow shoeing, mountain coaster, ropes course and MORE right on property! For an easy convenient trip once you arrive you will not have get back into your car. Jiminy Peak has everything you need on property bar/restaurants, ski/ snowboard shop, general store, ski/snowboard and snowshoe equipment rentals, ski/snow lessons and school, day care, souvenir shop.

10th Hole Haystack Golf Course in Wilmington VT
Kid Friendly 1550 sq ft 4 Bedroom condo on 10th Hole Haystack Golf course. 2.5 baths and indoor and outdoor wood burning fireplaces with wood onsite. 4 miles (11 min) from Mt Snow and less than 2 miles from downtown Wilmington VT. 9 total beds across 4 bedrooms - 2 kings, 1 queen, and 6 twins make this a perfect family or multiple families getaway. Snowshoeing or golfing on haystack golf course make this property functional in all seasons. Nest doorbell camera on front exterior

Ski Jiminy Peak - 1BD
Commanding a stunning view of the Jiminy Peak ski area, Vacation Village in the Berkshires offers endless recreational activities; Lounge or swim in the indoor or outdoor pools. Go skiing, hiking, biking, horseback riding or enjoy a tranquil day with a soothing soak in the outdoor hot tub. A fitness center is available for our more active guests. Nearby you’ll find many opportunities to enjoy the arts; Hancock Shaker Museum, Tanglewood, the Clark Institute and Museum and more!

Wyndham Bentley Brook
This premier Berkshires destination resort is located at the base of the ski slopes of Jiminy Peak Mountain Resort. After a day of skiing, snowboarding, hiking and other seasonal activities, return to your spacious two-bedroom resort suite designed for maximum rest and relaxation with a kitchen and spacious living/dining area. The resort's heated indoor and outdoor pool, game room, sauna, and activities center are sure to please.

Large one bedroom, two full bath, full kitchen
Located in the heart of Hancock's premier ski-resort, Jiminy Peak this lovely appointed self contained apartment is ski on, ski off the 45 runs of the mountain. Perfect for a cozy Fall getaway to leaf peep all of the beautiful Berkshires. Close to Williamstown, North Adams, Lee, Lenox, Pittsfield and more. This is a year round spot with loads of activities. Pool, jacuzzi, exercise room and two restaurants are on site.
Popular amenities for Jiminy Peak condo rentals
Weekly condo rentals

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

Light Down at the Poet's Perch

Spacious 3 bedroom apt in Lenox historic downtown

Downtown Adams Vintage Getaway

Elegant, spacious studio apt in historic mansion

Wyndham Bentley Brook

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

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

Peaceful 1BR Condo with Pond View

Condo Resort at Jiminy Peak Ski Mountain's Base

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

Unique - Country suite @ Jiminy Peak

Tranquil Lakeside Escape in the Berkshires

Ski in & Ski out Deluxe Condo

Jiminy Peak Apartment

Holiday Inn Club/ Oak and Spruce, Berkshires
Private condo rentals

3BR Golf course condo w/ views & close to skiing

Ski2Tee

Luxury Apt in Downtown Great Barrington

River House: walk to campus, town, Clark & more

Downtown Albany Large 2BR | Free Parking

Cozy VT Golf/Ski/Hiking Condo-7 mins to Mt. Snow!

Downtown Luxe- Steps to MVP Arena & NYS Capital

2BR condo w/ golf course views, balcony, fireplace
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