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Fitness-friendly holiday rentals near Jiminy Peak Mountain Resort

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Top-rated fitness-friendly rentals near Jiminy Peak Mountain Resort

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Top guest favourite
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
4.98 out of 5 average rating, 262 reviews

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!

Top guest favourite
A spacious living area features a large sectional sofa adorned with textured cushions and a sleek coffee table. Natural light floods through tall windows, illuminating the open-plan layout, which seamlessly connects to the dining area with a wooden table and high-backed chairs.
Townhouse in Hancock
5 out of 5 average rating, 28 reviews

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!

Top guest favourite
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.
Apartment in Hancock
4.91 out of 5 average rating, 11 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.

Top guest favourite
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
4.99 out of 5 average rating, 291 reviews

Cozy chalet w/ fireplace near Hudson & hiking

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, and year-round getaways.

Top guest favourite
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
4.95 out of 5 average rating, 39 reviews

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!

Guest favourite
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.
Flat in Hancock
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.

Guest favourite
A small workspace is set against a textured wall showcasing exposed brick and plaster. A wooden desk features a task lamp and decorative items, including a plant and flowers. Nearby, an orange accent chair complements the blue upholstered stool.
Flat in Mechanicville
4.92 out of 5 average rating, 278 reviews

The BoHo Flat” - Elegance & Charm

You are going to love this place!!! It extremely unique and charming!!! 100 Year old school building converted into luxury apartments! The unit you’re viewing is on the MEZZANINE LEVEL, it’s exclusive to you! The unit overlooks the old gymnasium which Has been converted - It’s One of a kind!! A covered roof top terrace, a outdoor patio with fire pit & bbq. Theres a fitness area (Actual registered FALLOUT shelter of the 60’s) to name a few.

Superhost
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
4.81 out of 5 average rating, 244 reviews

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.

Guest favourite
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
4.98 out of 5 average rating, 131 reviews

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.

Top guest favourite
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
5 out of 5 average rating, 145 reviews

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.

Top guest favourite
The living area features a spacious arrangement of comfortable brown couches, positioned around a wooden coffee table. A large, framed landscape photograph adorns the wall above, while natural light filters through large glass doors leading to a small outdoor deck.
Townhouse in Dover
4.96 out of 5 average rating, 154 reviews

Bear's Den - Mt Snow Townhome w/ Ski Home Trail!

Renovated 3-level, 2 bedroom+ twin sleep loft, 2.5 bathroom townhouse on Mt Snow. For the non-snowy months, enjoy the outdoor heated pool, gas fire pit, grill, tennis courts & hiking trails up the mountain as well as other great local activities, lakes and festivals near by. In the winter, take the shuttle 1 mile to the mountain and take the private ski trail back home. NOTE: Pool is Open between Memorial Day & Labor Day

Guest favourite
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.
Apartment in Hancock
4.9 out of 5 average rating, 72 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.

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

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Fitness-friendly apartment rentals

Top guest favourite
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
5 out of 5 average rating, 77 reviews

Peaceful 2 BR apartment minutes from Tanglewood

Superhost
Flat in Wilmington

Luxury 2 Bedroom Suite 202B

Superhost
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.
Flat in Hancock
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!

Superhost
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.
Flat in Hancock
4.76 out of 5 average rating, 17 reviews

Artsy Ski Loft with Hot Tub near MassMoca

A bright studio apartment features a gray sofa with orange cushions and a wooden coffee table. A cozy blue bed is positioned nearby, and large windows allow natural light to fill the room. A flat-screen TV is mounted on the wall, enhancing the functional layout.
Flat in Albany
4.81 out of 5 average rating, 31 reviews

Albany Business Class Apartment

Guest favourite
An outdoor recreational area is illuminated at night, featuring a billiard table under a gazebo. Guests are seated around picnic tables, enjoying their time. Soft lighting enhances the ambiance, while the yard displays green grass and surrounding structures.
Flat in Watervliet
4.95 out of 5 average rating, 83 reviews

Uptown Watervliet

Fitness-friendly apartment rentals

Top guest favourite
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.
Apartment in Hancock
4.95 out of 5 average rating, 62 reviews

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

Guest favourite
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.
Apartment in Hancock
4.89 out of 5 average rating, 35 reviews

Unique - Country suite @ Jiminy Peak

A spacious living area is furnished with a large green sectional sofa adorned with red throw pillows. Natural wood paneling lines the walls, with a cozy fireplace set in the corner. A wooden coffee table is centrally located, positioned on a decorative area rug.
Apartment in Dover
5 out of 5 average rating, 4 reviews

Cozy Townhome by Mt Snow with Ski Home Trail

Guest favourite
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.
Apartment in Hancock
4.85 out of 5 average rating, 34 reviews

Jiminy Peak Apartment

A recently updated kitchen features dark cabinetry and stainless steel appliances, including a refrigerator, oven, and dishwasher. Natural light enters through a window above the sink, illuminating the countertops. Kitchen essentials are neatly organized, creating a functional space for meal preparation.
Apartment in Dover

Lovely Polar Bear Lodge! Lots of amenities

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.
Apartment in Hancock
4.6 out of 5 average rating, 154 reviews

Jiminy Peak Country Inn 1 Bedroom Suite

Guest favourite
A spacious sectional sofa with intricate fabric patterns is positioned in a cozy living area. An accompanying ottoman sits in front, complementing the seating arrangement. Wooden paneling enhances the rustic ambiance, and a plaid curtain frames a nearby window.
Apartment in Dover
5 out of 5 average rating, 8 reviews

SKI HOME Trail Bears Crossing Mount Snow

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

Fitness-friendly house rentals

Guest favourite
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
4.92 out of 5 average rating, 12 reviews

Snowdrop Lodge: Beautiful Condo at Jiminy Peak

Guest favourite
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
4.87 out of 5 average rating, 53 reviews

Jiminy Peak Peaceful Home in Berkshires

Guest favourite
An aerial view of a charming cabin surrounded by lush greenery and trees. Snow blankets the roof, while the expansive wraparound deck provides outdoor space. A circular fire pit is visible in the yard, emphasizing the tranquil setting in the woods.
Home in Becket
5 out of 5 average rating, 12 reviews

Cabin Retreat in the Berkshire Woods

Top guest favourite
A bright living room is highlighted by a grand piano and a modern gas fireplace, both set against a light brick wall. Large windows provide natural light, and wooden flooring adds warmth. A comfortable dark sofa and armchairs are arranged around a glass coffee table.
Home in Great Barrington
4.99 out of 5 average rating, 80 reviews

Stunning luxury home with pool

Top guest favourite
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
4.95 out of 5 average rating, 119 reviews

Boho-Chic Cape Conveniently Located

Guest favourite
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
4.97 out of 5 average rating, 76 reviews

Eclectic Troy Retreat w/ Hot Tub & Sauna!

Guest favourite
The exterior of a cozy mountain cabin is shown, featuring a mix of wooden and siding materials. A grassy front yard is bordered by a wooden fence, and trees are visible in the background. The sky is bright with clouds, creating a welcoming ambiance.
Home in Hancock
5 out of 5 average rating, 35 reviews

Cozy Ski Cabin in Berkshires Resort

Guest favourite
The exterior of the newly remodeled house is presented, featuring a light blue facade. Two distinct sections are visible, with multiple windows allowing natural light. A small front yard is included, bordered by trees, and a mailbox is positioned near the pathway.
Home in Williamstown
4.97 out of 5 average rating, 94 reviews

Quaint Williamstown Home 3 Bed

Other fitness-friendly holiday rentals

Superhost
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
4.81 out of 5 average rating, 53 reviews

Cozy 3 Queen Home-Full Kitchen, Laundry, Parking

Guest favourite
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
4.94 out of 5 average rating, 18 reviews

"Hemlock Shadow" near Tanglewood on Six Acres

Top guest favourite
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
5 out of 5 average rating, 9 reviews

Beautiful place|2 BD|Kitchen| Pool

Top guest favourite
A spacious two-story home is nestled among lush greenery, featuring a light pink exterior complemented by maroon shutters. A paved driveway leads to a double garage, while a well-maintained lawn and garden enhance the inviting atmosphere of the property.
Home in Whitingham
5 out of 5 average rating, 74 reviews

14mi to Mt. Snow! Arcade, Private Suite, King Bed!

Top guest favourite
The living room is furnished with a blue sofa and a light armchair, complemented by wooden side tables and lamps. A coffee table is positioned centrally on a carpeted floor. Walls are adorned with wood paneling and artwork, enhancing the space's rustic charm.
Townhouse in Dover
4.94 out of 5 average rating, 86 reviews

Cozy Bear- 1 mile to Mt Snow Ski Home

Superhost
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
4.85 out of 5 average rating, 20 reviews

Oasis Garden Apt w/Queen Bed

Top guest favourite
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
5 out of 5 average rating, 51 reviews

Into the Woods- Berkshire Cabin Retreat!

Top guest favourite
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
4.92 out of 5 average rating, 98 reviews

Berkshire family getaway at Jiminy Peak!

Quick stats about holiday rentals that are fitness-friendly near Jiminy Peak Mountain Resort

  • Total rentals

    100 properties

  • Nightly prices starting at

    ₹7,027 before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Rentals with a pool

    100 properties have a pool

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore