Fitness-friendly holiday rentals near Jiminy Peak Mountain Resort

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!

A cozy living area features a comfortable couch adorned with soft pillows, complemented by a wooden coffee table. An adjacent kitchen area with modern bar stools offers ample space. Natural light flows through the open layout, and a staircase leads to an upper level.

5 out of 5 average rating, 3 reviews

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

4.98 out of 5 average rating, 268 reviews

A spacious living area is furnished with a large teal sofa adorned with decorative pillows. A wall-mounted TV is positioned across from the seating area. Two metallic tables and a stylish rug complement the space, while artwork adds a touch of color to the walls.

Townhouse in Albany

Modern & Cozy Cntr Square Townhouse Gem from 1854

This amazing Airbnb will give you all the comforts of home! Tastefully decorated with everything you need and then some!! -> Grab-N-Go items (Coffee, Tea, Light Snacks) -> Smart LED Tvs in (2) Livingrooms & (2) Bedrooms -> NordicTrack & Peloton bicycles -> Smart locks with keyless entry -> Fast wireless WiFi -> Queen beds with premium mattresses & pillow covers -> Fully equipped + utensil stocked kitchen + Keurig Coffee -> Full size washer/dryer And much more so come and enjoy your stay!

4.92 out of 5 average rating, 99 reviews

A peaceful scene reveals a winding road leading through a residential area with well-maintained homes. Snow-covered mountain slopes are visible in the background, flanked by trees that display early signs of changing seasons.

Townhouse in Hancock

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.

4.99 out of 5 average rating, 301 reviews

A bright and inviting living area features large windows that offer views of the surrounding greenery. A comfortable sofa and chairs surround a coffee table, while a desk with a chair is positioned near the window for a productive workspace.

Cabin in Ghent

Cozy chalet w/ fireplace near Hudson & skiing

Cozy 3-bedroom (5-beds), 2-bathroom home on 4 private acres in charming Ghent, NY. Recently renovated, Arch Bridge Chalet offers modern clean comfort with an open floor plan, luxury bathrooms, high-end appliances and cookware, a wood-burning fireplace, outdoor deck, and fire pits. Surrounded by trees, trails, and streams, yet close to Hudson Valley farms, breweries, Berkshires skiing, and the vibrant town of Hudson. Perfect for hiking, biking, kayaking, skiing, and year-round getaways.

A cozy living area features a tall Christmas tree adorned with lights and ornaments next to a glass-top coffee table. A fireplace with built-in decor sits beneath a mounted television. Velvety blue chairs complement an orange accent pillow on the nearby couch, surrounded by large windows with sheer curtains.

4.78 out of 5 average rating, 18 reviews

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!

4.95 out of 5 average rating, 40 reviews

The open living area showcases a modern curved sectional sofa in dark leather, adorned with cream and patterned pillows. A sleek chandelier hangs from the high ceiling, complemented by a wall-mounted TV and a wooden fireplace. Large sliding doors lead to the outdoor patio.

Home in Hancock

Bougie B’s Mountainside Getaway

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!

A view from the condo showcases snow-covered slopes leading up to the mountain, with ski lifts operating in the distance. The landscape is framed by the rustic stone chimney of the adjacent building, creating a serene winter scene.

4.96 out of 5 average rating, 46 reviews

Ski-InSki-Out Loft Lift&MT.Views

This ski-in, ski-out loft is located right at the base of the mountain in the Thatcher Lodge in the heart of the village at Jiminy Peak. Unmatched access to all of Jiminy Peak’s year-round activities. Skiing, mountain biking, hiking, tennis, swimming, fall foliage leaf peeping, shops, restaurants and the Mountain Adventure Park including the famous Mountain Coaster, Alpine Super Slide, Euro Bungy Trampoline, Soaring Eagle, Giant Swing, and climbing wall.

4.82 out of 5 average rating, 253 reviews

A charming country home is presented with a welcoming red front door. A pergola covers the entryway, surrounded by well-maintained landscaping that includes shrubs and a stone path. The exterior features light yellow siding, providing a warm, inviting appearance.

Home in Hudson

Bright, Airy Home in Hudson w/ TONS of Character!

Welcome to 514 Route 66! Conveniently located 5 min from historic Warren St, this bright and stylish country home is just minutes from downtown Hudson, where you can enjoy fine-dining restaurants, hip cocktail bars, art galleries, antique shopping, and more. Or, just relax, stay home, and sip coffee or wine in the sun-drenched living area, beneath the vaulted ceiling. A perfect mix of town and country, for a perfect upstate weekend.

4.98 out of 5 average rating, 134 reviews

A serene view of a winding driveway surrounded by vibrant perennial gardens. Colorful flowers grow abundantly along the path, leading to a scenic landscape of rolling hills and distant mountains under a partly cloudy sky.

Home in Pittsfield

Hidden Oasis in the Mountains by Evergreen Home

7 MINUTES TO BOUSQUET MOUNTAIN Escape with family & friends to this hidden oasis in the heart of the Berkshires. Enjoy the beautiful perennial gardens, unwind in the hot tub, relax on the stone patio by the fire pit, & dine on the deck. Just minutes from Lenox & Tanglewood, this attractive 5 BR home boasts a large, fully-outfitted kitchen, comfortable Tuft & Needle mattresses, & spacious living areas with stunning mountain views.

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.

5 out of 5 average rating, 150 reviews

A modern kitchen is equipped with stainless steel appliances, including a refrigerator and oven. White cabinetry offers ample storage. A central island features a sink and prep space, complemented by a set of kitchen utensils. Natural light enters through a nearby window.

Flat in Williamstown

Downtown | Waterfront | Walk to Shops

★ New to Williamstown? Explore our interactive guidebook. One bedroom with all the bells and whistles! Meticulously upgraded with the discerning guest's convenience in mind. The property is in the midst of Williamstown's popular spots: Williams College campus, theaters, museums, restaurants, shops, and golf course. It also sits by the rushing, sometimes tranquil, Green River where you can sit back, relax and enjoy the fire pit.

Popular amenities for fitness-friendly rentals near Jiminy Peak Mountain Resort

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

A modern kitchen with dark wood cabinetry is paired with stainless steel appliances, including a large refrigerator and oven. A cozy living area features a brown sofa and coffee table with a rug underneath. A staircase leads to a lofted den, enhancing the open layout.

3.8 out of 5 average rating, 10 reviews

Walk to Everything Downtown Albany! Luxury Apt!

610E) Very Comfortable Studio Downtown

5 out of 5 average rating, 77 reviews

A charming entrance is framed by blooming pink shrubs and lush greenery, standing in front of a dark-colored home. The wooden fence complements the natural setting, with a soft pathway leading to the welcoming door. Sunlight filters through the trees, enhancing the peaceful ambiance.

Flat in Lenox

Peaceful 2 BR apartment minutes from Tanglewood

An outdoor pool area is surrounded by several lounge chairs and umbrellas, offering a view of vibrant autumn foliage on the hills. The pool is partially covered, and a building is visible in the background, enhancing the resort-like atmosphere.

4.82 out of 5 average rating, 38 reviews

Mountainside Condo Ski on/off

An outdoor pool is featured at the resort, surrounded by lounge chairs and umbrellas for shade. Views of the well-maintained grounds and pool area are available, with trees and hills in the background. Nearby buildings provide accommodations for guests.

Flat in Lee

4.92 out of 5 average rating, 25 reviews

Dream Vacation

The living room features two reclining sofas positioned around a coffee table. A soft area rug adds comfort underfoot. A floor lamp provides ambient lighting, and wall art adds character to the neutral-toned space.

Flat in Latham

Track Season Ready! Saratoga!

A living area features exposed beams on the ceiling and natural light from two windows. Two gray armchairs are positioned near a wooden coffee table adorned with decorative items. A lamp stands on a side table, enhancing the inviting atmosphere.

3.96 out of 5 average rating, 27 reviews

Central Albany Apartment: Walk to State Capitol!

A cozy studio apartment features a vibrant red bedspread complemented by decorative pillows. A comfortable gray sofa is positioned across from a marble coffee table. Decorative wall art, including a saxophone and music notes, adds a creative touch to the light-filled space, alongside dark curtains over the window.

4.77 out of 5 average rating, 39 reviews

Upscale Listing-Heart of Albany

Fitness-friendly apartment rentals

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 comfortable living area is presented with a plaid chair and a sofa, complemented by a coffee table. Natural light fills the space through a large window with elegant drapery. A flat-screen television is positioned nearby, enhancing the relaxation setting.

4.86 out of 5 average rating, 35 reviews

Jiminy Peak Apartment

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

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

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.

Apartment in Lenox

4.7 out of 5 average rating, 10 reviews

Peaceful 1BR Condo with Pond View

Apartment in Williamstown

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

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

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

Fitness-friendly house rentals

4.81 out of 5 average rating, 63 reviews

The living area features a curved, cream-colored sectional sofa adorned with blue pillows, complemented by a round ottoman. A patterned area rug in shades of blue anchors the space. Artwork and a decorative wall piece add character, while natural light filters through window treatments.

Home in Troy

Cozy 3 Queen Home-Full Kitchen, Laundry, Parking

4.67 out of 5 average rating, 9 reviews

The exterior of the elegant custom home is showcased, featuring a stone entryway and large windows that invite natural light. The wraparound driveway leads to a manicured lawn with lush landscaping. A pool is visible in the background, surrounded by greenery.

Home in Nassau

Private Estate • Pool • Pets • Nature Trails

4.92 out of 5 average rating, 13 reviews

A comfortable living room is highlighted by two light-colored sofas, accented with colorful throw pillows and blankets. A central coffee table offers board games. A fireplace is visible, alongside a television mounted on the wall above a small work area with a chair. Decorative snowshoes are displayed on the wall.

Home in Hancock

Snowdrop Lodge: Beautiful Condo at Jiminy Peak

4.85 out of 5 average rating, 54 reviews

A serene view of the surrounding mountains is captured during sunset, with soft sunlight illuminating the landscape. A grassy area is visible, framed by trees, and a wooden deck extends into the view, creating a peaceful outdoor space.

Home in Hancock

Jiminy Peak Peaceful Home in Berkshires

4.85 out of 5 average rating, 20 reviews

A sunny living room features large windows allowing natural light to fill the space. A round wooden dining table holds a bowl of fruit, while a sofa and desk area create a functional, welcoming environment. The hardwood flooring adds warmth to the setting.

Home in Albany

Oasis Garden Apt w/Queen Bed

4.95 out of 5 average rating, 121 reviews

The exterior of the home features a well-maintained brick facade and a welcoming front entrance. A paved pathway leads to the door, flanked by vibrant flowering shrubs and manicured green lawns. Large windows provide natural light to the interior, enhancing the inviting appearance.

Home in Albany

Boho-Chic Cape Conveniently Located

4.96 out of 5 average rating, 78 reviews

A bright living area features large windows allowing natural light to fill the space. Comfortable seating arrangements include two armchairs and a vintage-style sofa. A small bookshelf displays assorted books, while a decorative mirror and plants add touches of character to the room.

Home in Brunswick

Eclectic Troy Retreat w/ Hot Tub & Sauna!

4.99 out of 5 average rating, 95 reviews

A charming two-story house is surrounded by greenery, featuring a classic red exterior with white trim. A spacious porch runs along the front, while manicured grounds and a wooden fence enhance the property’s inviting appeal. Trees in the background provide a natural backdrop.

Home in Canaan

Berkshire Lake House, gunite pool, Chef's Kitchen

Other fitness-friendly holiday rentals

4.95 out of 5 average rating, 19 reviews

The home's exterior is framed by vibrant red foliage, creating a striking entryway. A path made of stone leads to the entrance, while steps adorned with leaves provide access. Surrounding greenery enhances the natural setting, offering a serene and inviting atmosphere.

Home in Richmond

"Hemlock Shadow" near Tanglewood on Six Acres

4.97 out of 5 average rating, 39 reviews

A bright bedroom features a four-poster bed draped with crisp white bedding. A patterned rug lies beneath the bed. Artwork adorns the walls, complemented by a sleek black lamp and wooden furniture. Natural light streams through a shuttered window, with a radiator adding warmth.

Home in Hudson

3BR Hudson House w backyard - skiing 20 min away

5 out of 5 average rating, 13 reviews

A three-story building is set amidst a grassy area with scattered rocks. A small pond reflects the clear sky and nearby greenery, enhancing the serene landscape that surrounds the resort.

Hotel room in Lee

Beautiful place|2 BD|Kitchen| Pool

4.93 out of 5 average rating, 44 reviews

An outdoor deck is furnished with a gas grill, fire pit, and comfortable seating. A hot tub is positioned nearby, surrounded by lush greenery, creating a serene setting for relaxation. Large windows provide natural light and connect the space to the inviting landscape.

Townhouse in Hancock

Family-Friendly Hancock Home: Walk to Slopes!

5 out of 5 average rating, 52 reviews

A wrap-around porch is displayed, featuring wooden flooring and a combination of rocking chairs and potted plants. A ceiling fan hangs above, and gentle lighting enhances the outdoor space. The entryway reveals a glimpse of the cozy interior through a glass door.

Cabin in East Nassau

Into the Woods- Berkshire Cabin Retreat!

5 out of 5 average rating, 20 reviews

A bright bedroom features a twin-over-full bunk bed against a light green wall. A twin mattress lies on the floor beside the bunk bed. A changing table is positioned in the corner, with natural light coming through two windows dressed in white blinds.

Home in Albany

Driveway Parking|UAlbany:2mi|75"SmartTV|SpeedyWifi

4.92 out of 5 average rating, 86 reviews

An open living space shows a cozy seating area with a dark sectional sofa and illuminated fireplace beneath a wall-mounted TV. A modern kitchen island with seating is visible, along with light cabinetry and a dining area that leads to a separate bedroom.

Loft in Cohoes

Luxury Studio Apt, walk to restaurants and bars.