Condo rentals near Jiminy Peak Mountain Resort

A modern living area features a large flat-screen television mounted on a dark green wall. Comfortable seating is provided by a yellow armchair and a blue sofa, draped with a cozy throw. Natural light filters through the windows, with greenery placed tastefully in the corners.

4.72 out of 5 average rating, 25 reviews

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.

A spacious living area features an arrangement of dark leather seating and a wooden dining table. Natural light streams through sliding glass doors that open to a balcony. A stone fireplace adds character, while decorative plants and artwork enhance the inviting ambiance.

4.95 out of 5 average rating, 62 reviews

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!

The exterior of a large, two-story building is showcased against a snowy backdrop, with tall trees partially visible in the foreground. The building features arched entryways and multiple windows, while the sloped ski hill rises in the background, indicating proximity to winter sports.

4.61 out of 5 average rating, 156 reviews

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!

4.93 out of 5 average rating, 44 reviews

Condo in Waterford

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.

A spacious living area features a light-colored sofa and an accent chair, with a coffee table centered on a patterned rug. Shelves display decorative items, while a television is mounted above a stone fireplace. Natural light enters through windows accented with blue curtains.

4.92 out of 5 average rating, 12 reviews

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.

4.9 out of 5 average rating, 305 reviews

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.

A cozy living area features a comfortable sofa grouped with an armchair and a coffee table. A large window allows natural light to illuminate the space, while curtains frame the view. A television is positioned nearby, enhancing the room's functionality.

4.77 out of 5 average rating, 13 reviews

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.

A bright living area features a comfortable sectional sofa and an elegant coffee table with a floral arrangement. Natural light enters from multiple windows, complemented by wall sconces. A flat-screen television is mounted above a modern wood-burning fireplace, creating a cozy gathering space.

4.96 out of 5 average rating, 28 reviews

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

An inviting indoor pool area is surrounded by large windows that provide a view of the outdoors. Lounge chairs line the poolside, and natural light fills the space, highlighting the tiled flooring and gently rippling water.

5 out of 5 average rating, 4 reviews

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!

Icicles hang from a structure in the foreground, with a view of snow-covered ski slopes illuminated by soft lights in the distance. The landscape is blanketed in fresh snow, creating a serene winter atmosphere.

5 out of 5 average rating, 4 reviews

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.

A living area features a beige sofa with cushions, positioned beside a dark wood coffee table. Natural light enters through a large window with tan drapes, offering a view of grassy landscaping. A simple lamp stands next to the sofa, enhancing the cozy ambiance.

4.91 out of 5 average rating, 74 reviews

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

Rent your very own condo in the Country Inn at Jiminy Peak Mountain Resort.This unit is just steps away from the entrance and your ski locker. Ski in/out and never have to move your car! Spectacular view of the mountain from your windows, close to all the amenities the resort has to offer. The resort offers a year-round heated pool, 2 hot tubs, a gym, fireplace lounge and restaurants. The perfect mountain escape.

4.9 out of 5 average rating, 84 reviews

A modern kitchen is visible, featuring stainless steel appliances and ample storage cabinets. A dining table set for four is in the foreground, complete with glassware and decorative green accents. Natural light fills the space, highlighting the open floor plan that leads into the living area.

Condo in Lenox

Heart of Lenox!! - Renovated downtown apartment

Completely renovated 2 bedroom downtown apartment with open floor plan in Lenox MA. Enjoy walks around the downtown area and visit the many attractions in Berkshire County. Endless restaurants to choose from, golf courses within 7 miles, Kennedy Park and Tanglewood close by. Minutes down the road you will find the historic Red lion Inn in Stockbridge or Norman Rockwell Museum.

Popular amenities for condo rentals near Jiminy Peak Mountain Resort

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.81 out of 5 average rating, 16 reviews

Private room in Dover

Crosstown Ski House sleeps 4 to 7+

4.94 out of 5 average rating, 16 reviews

Private room in Lenox

Tranquil Church Apt Lenox MA - 1 BD

Private room in Great Barrington

A private room is featured, equipped with a spacious bed adorned with decorative pillows. Natural light filters through large windows, illuminating the soft, warm tones of the walls. A small shelving unit is positioned above the bed, and a comfortable chair is situated in the corner.

4.95 out of 5 average rating, 213 reviews

Quiet refuge in Great Barrington

Private room in Albany

4.73 out of 5 average rating, 11 reviews

The Old Lawmaker's Building.

Pet-friendly condo rentals

4.72 out of 5 average rating, 25 reviews

Cozy Luxury Brownstone Stay w/ Yard & Parking

4.73 out of 5 average rating, 11 reviews

A wooden dining table with intricately carved details is centered in the room, surrounded by several elegant chairs. Hanging planters with lush green plants cascade from the ceiling. In the background, a cozy seating area and a television are visible, along with additional indoor plants.

Condo in Charlemont

Charlemont Airbnb Center With Four mor bedrooms

4.92 out of 5 average rating, 12 reviews

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

4.96 out of 5 average rating, 28 reviews

10th Hole Haystack Golf Course in Wilmington VT

A modern living area features a comfortable leather sofa with decorative pillows, accompanied by a rustic coffee table. A large television is positioned on a sleek stand. The kitchen is visible, showcasing dark cabinetry, stainless steel appliances, and natural light flowing through a window.

5 out of 5 average rating, 6 reviews

Downtown Luxe- Steps to MVP Arena & NYS Capital

A gray wooden structure is framed by an archway at the entrance, leading into a private community. The architecture features a sloped roof and a series of windows on one side, set against a clear blue sky. Surrounding trees and a driveway provide a serene backdrop.

3BR Resort home near ski resorts with balcony

4.7 out of 5 average rating, 10 reviews

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

Condo rentals with a pool

A lush green lawn frames a serene pond, reflecting the surrounding landscape. The two-story condo units are visible in the background, showcasing a harmonious blend with the natural setting. Towering trees provide a calming backdrop, enhancing the peaceful atmosphere of the area.

Condo in Lenox

Peaceful 1BR Condo with Pond View

The exterior of the resort is highlighted by a wooden gazebo surrounded by lush greenery. The three-story building features gabled roofs and multiple balconies, with warm lights illuminating the windows during twilight.

4.89 out of 5 average rating, 9 reviews

Condo Resort at Jiminy Peak Ski Mountain's Base

A comfortable living room is presented with two sofas adorned with festive cushions. A coffee table is centered on a cozy area rug, while a television sits atop a media console. Large windows framed by dark curtains allow natural light to fill the space.

4.89 out of 5 average rating, 35 reviews

Unique - Country suite @ Jiminy Peak

A serene view of well-maintained landscaping surrounding a tranquil pond is presented. The image captures multiple condo buildings set against a clear blue sky with scattered clouds. Lush green grass leads to the water's edge, framed by several mature trees.

Condo in Lenox

4.56 out of 5 average rating, 18 reviews

Tranquil Lakeside Escape in the Berkshires

A cozy living area is presented, featuring a sofa, armchairs, and a coffee table. Large windows offer natural light, framed by soft curtains. A mirror reflects the space, enhancing the openness. A small dining area with bar stools is situated adjacent to the kitchen.

4.92 out of 5 average rating, 25 reviews

Large one bedroom, two full bath, full kitchen

A winter scene depicts a snow-covered building with a sloped roof. A large evergreen tree stands in the foreground, and snow blankets the ground. The distant ski slope is visible on the mountain, showcasing a winter recreational setting.

4.82 out of 5 average rating, 38 reviews

Ski in & Ski out Deluxe Condo

An outdoor view of a lively resort features a large swimming pool surrounded by sun loungers, with families enjoying the water. Nearby, tennis courts are visible, and a mini-golf course is positioned in the foreground, blending seamlessly with the natural landscape.

Condo in Lee

Holiday Inn Club/ Oak and Spruce, Berkshires

The Crafts Inn features a distinctive historic facade with multiple gabled roofs and decorative shutters. Red, white, and blue bunting is displayed on the front porch. Well-maintained landscaping includes green grass and shrubbery, creating an inviting entrance to this National Historic Landmark.

Crafts Inn in Vermont 1br suite, Saturday check-in

Private condo rentals

A spacious living area features a large, comfortable sectional sofa with neutral tones and decorative pillows. A wooden coffee table sits in the center, and natural light filters in through multiple windows. The room is complemented by a stone fireplace, creating a cozy ambiance.

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

A cozy living area is presented with a dark sectional sofa, accented by a yellow throw pillow. Natural light filters through a large window with sheer curtains, illuminating the space. A ceiling fan adds a comfortable touch, while a small table sits on a textured rug.

5 out of 5 average rating, 15 reviews

Ski2Tee

The living area features a comfortable seating arrangement with a dark sofa and a brown chair, complemented by a large mirror. A dining table for four is positioned near a window, allowing natural light to illuminate the space. A soft area rug enhances the room's warmth.

Condo in Great Barrington

5 out of 5 average rating, 9 reviews

Luxury Apt in Downtown Great Barrington

A spacious living room is furnished with a brown leather sofa and a rectangular coffee table. A fireplace with a white mantle is positioned against the wall. Two windows allow natural light to brighten the room, highlighting the wood flooring and gray walls.

4.68 out of 5 average rating, 40 reviews

Downtown Albany Large 2BR | Free Parking

A spacious living area features two brown sofas positioned around a wooden coffee table. Soft lighting is provided by two table lamps on either side. A light rug anchors the seating arrangement, while a large window offers bright natural light and views of greenery outside.

4.93 out of 5 average rating, 67 reviews

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

A multi-level condo with a blue exterior is set against a backdrop of greenery. The building features several balconies with railings, and large windows. A small patio area with seating is visible in front, surrounded by vibrant yellow flowers and tall grass.

Condo in Dover

4.6 out of 5 average rating, 5 reviews

Charming condo close to Mt. Snow

A spacious living area features large windows allowing natural light to flood the room. A contemporary sofa, accent chairs, and a decorative coffee table are arranged around an electric fireplace, while a mounted Smart TV adds convenience.