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Apartment rentals near Jiminy Peak Mountain Resort

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Top-rated apartment rentals near Jiminy Peak Mountain Resort

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Top guest favorite

A wooden structure with a deck extends into the greenery, framed by tall hop poles. The building features a large front porch, inviting outdoor seating, and an entrance accentuated by surrounding trees and a grassy area leading up to it.

Apartment in Petersburgh

4.88 out of 5 average rating, 185 reviews

The Beer Diviner Brewery Apartment

The apartment is entire upstairs of back of our farm brewery & taproom. Space is 14 x 28 feet and includes living/dining/work space, bathroom has small claw foot tub with shower. Queen-sized memory foam bed; twin day bed with pull out twin mattress. High def TV, wifi, private deck, kitchenette has mini fridge, microwave, toaster oven, hot kettle for tea and and k-cup coffeemaker. Complimentary pint of craft beer in taproom. Located in a private setting in a hollow in the Taconic Mountains.

The spacious living area features dark wood paneling, a beamed ceiling, and a large area rug. A dramatic fireplace is framed by elegant sconces. Seating includes two large sofas and an ottoman, complemented by a stylish coffee table and a TV in the corner.

Apartment in Albany

4.92 out of 5 average rating, 173 reviews

Historic, Spacious Mansion Suite

Welcome to the Mansion Suite, a newly renovated historic gem in the heart of Center Square. Through a private entrance, down a long foyer, you'll discover the grand Oak Room, an expansive living/dining room with dramatic fireplace mantel, paneling, beamed ceiling, stained glass windows. Adjacent to the lounge, is a stylish and fully equipped kitchen with new stainless steel appliances. Both bedrooms have new queen beds, beautiful natural woodwork and overlook a private and quiet courtyard.

Top guest favorite

The bright studio features a cozy sleeping area with a spacious bed, a comfortable yellow armchair, and two plush couches. A coffee table sits in the center, with large windows allowing natural light and views of greenery. A television is mounted on the wall.

Apartment in Shelburne Falls

4.98 out of 5 average rating, 560 reviews

In town, newly renovated studio with private deck

Come explore our unique area and stay in a renovated, light filled studio with private entrance, secluded deck , kitchenette and bath located in the quaint New England village of Shelburne Falls.We are within easy walking distance to numerous shops, candlepin bowling, Glacial potholes, tennis/basketball courts, Bridge of Flowers, eateries/restaurants, Pothole pictures, groceries, playgrounds, hiking & swimming areas, a natural food store and art galleries.Close to Berkshire East and Zoar!

A wooden sign with a circular cutout features the name 'Second Drop Farm' prominently displayed in metallic letters. Inside the circle, a metal silhouette of a tree is depicted, showcasing intricate branches and roots against a rustic wooden background.

Apartment in Lanesborough

4.89 out of 5 average rating, 127 reviews

Cozy Rustic Apt. in 18th c. Berkshire Farmhouse

This cozy rustic studio is located at the base of Mount Greylock and a 6 minute drive from Jiminy Peak ski resort. Built in the 1700’s, this centuries old farmhouse has since been converted into four separate cute suites. Newly updated kitchen, bathroom and furniture. Enjoy exploring the sprawling 19 acre property you will be staying on which includes seasonal flower fields, thousands of berry bushes, fruit trees, creek, and walking trails full of wildlife. Follow us on IG @SecondDropFarm

A bright living area features a comfortable sofa adorned with decorative pillows in relaxing tones. A vibrant yellow armchair adds a pop of color, while natural light fills the space through large windows with soft curtains. A round coffee table sits at the center, accompanied by a sleek TV stand.

Apartment in Hudson

4.97 out of 5 average rating, 300 reviews

Stylish Hudson Getaway

Enjoy our one bedroom home in the heart of beautiful Hudson, New York. Steps away from the best shops and restaurants Warren Street has to offer, our apartment is on a beautiful residential street with historic views. Introduce yourself to our town with the peace of mind that when you return to this Airbnb, you can relish in the delight of organic cotton sheets, lush robes and slippers, an assortment of organic teas and coffee, and some of the best products from our sweet little city.

A cozy living area features a light grey sofa paired with a wooden coffee table. An accent chair with a textured throw sits beside a basket. A large cow print hangs on the wall, with two framed pieces nearby. A patterned rug covers the floor.

Apartment in Bennington

4.95 out of 5 average rating, 165 reviews

Cooper's Place

Small bright and cozy apartment nestled in the Shires of Vermont. A mid-modern space with VT flare and all of the amenities you need to enjoy your getaway. Housed behind a unique building that was once a manufacturer of concrete blocks and is still a hardscape retail store located in downtown Bennington called Morse Brick & Block. Enjoy the porch or have a fire in the fire pit. Take a trip to the Bennington Monument and Museum. Close to hiking trails and ski areas.

Top guest favorite

An open studio layout features a sleeping area with a spacious bed and a colorful area rug. A wooden loft with stairs for access is visible in the background. Bathroom and kitchen areas are partially seen, providing convenience and functionality.

Apartment in Troy

4.93 out of 5 average rating, 442 reviews

Stunning studio in the heart of Troy: Raven's Den

Raven's Den is a large studio apartment with a queen sized bed, full kitchen, and an extra-deep bathtub. It is an open plan room that can be configured as needed, featuring two "aerial silk" hammocks that double as swings. It's in the heart of Downtown Troy, close to RPI, EMPAC, The Troy Music Hall, The Farmers Market, and the Takk House. Whether you need a cozy romantic getaway or simply a clean, fresh, place to lay your head, Raven's Den could be for you.

Top guest favorite

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.

Apartment in Williamstown

5 out of 5 average rating, 129 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.

A spacious front porch is framed by white columns and features two seating areas. Lush greenery encompasses the porch, with a flowering rhododendron bush in the foreground. The blue sky is dotted with clouds, enhancing the inviting atmosphere of the outdoor space.

Apartment in New Lebanon

4.96 out of 5 average rating, 105 reviews

Airy apartment at the old boarding house

Distinctive 2-bedroom with lots of windows and light and a kind of shabby elegance. It's half of a Greek Revival house from 1900 on a country lane at the foot of the Berkshires. Enormous master bedroom with dressing room, 2nd bedroom with twin beds, lovely living room, separate dining room, full kitchen. Big covered front porch for eating outside, with grill, table and an acre of orchard outside too.

Top guest favorite

A comfortable living area features a sectional sofa and a single armchair arranged around a small metallic coffee table. A colorful area rug adds warmth to the space, while a lamp provides soft lighting. Exposed wooden beams enhance the architectural detail, and a door leads to the hallway.

Apartment in Williamstown

4.94 out of 5 average rating, 304 reviews

COLD SPRING

Welcome to your peaceful Berkshire retreat. Originally a barn, this charming two-bedroom, one-bath apartment features a fully equipped kitchen, skylight-vaulted ceilings, and original wood beams. Just a short drive from Mount Greylock, Jiminy Peak, and the Williamstown Theatre Festival—surrounded by scenic hikes and great local dining, it’s the perfect home base for your getaway.

A cozy living room is furnished with two comfortable sofas and a coffee table set on a patterned rug. Natural light enters through a window, illuminating wall art and decorative elements. A door leads to a balcony area, enhancing the space's inviting feel.

Apartment in Pittsfield

4.92 out of 5 average rating, 261 reviews

Marie's Place

This newly renovated bright sunny apartment is minutes from Bosquet ski area & also close to downtown. It has a large kitchen and pantry. Beautiful oak dining room table. Comfy living room set, with a 43 inch Roku TV. Electric fireplace. Queen size beds in both bedrooms. Large walk-in closet in. 28 minutes from Jiminy peak. Close to downtown restaurants and theaters.

Top guest favorite

A wide expanse of green grass is framed by a line of trees under a blue sky dotted with fluffy white clouds. The landscape conveys a sense of open space and tranquility, characteristic of the surrounding rural setting.

Apartment in Plainfield

4.95 out of 5 average rating, 271 reviews

Sunny carriage house apartment

Our sunny apartment is located midway between Northampton and the Berkshires, in a lovely rural setting. The kitchen, bath and studio living area are in a private apartment, surrounded by 12 acres of open fields. The kitchen is well equipped and includes all the makings for tea and coffee. Orange juice, oatmeal, English muffins and homemade granola are also provided!

Popular amenities for apartment rentals near Jiminy Peak Mountain Resort

Free parking on premises

Air conditioning

Weekly apartment rentals

A charming entrance to the garden apartment is presented, featuring a black door flanked by windows and adorned with flower boxes. A set of black wrought-iron stairs leads to the entrance, while a flower planter with vibrant blooms adds color to the pathway.

Apartment in Albany

4.95 out of 5 average rating, 133 reviews

Empire Plaza Apartment

A wooden dresser top displays a small white decorative house figurine alongside a potted green plant in a metallic pot. The background features white walls, emphasizing the simplicity of the decor.

Apartment in Troy

4.87 out of 5 average rating, 142 reviews

The Eastsider (Emma Willard, RPI, Troy)

Top guest favorite

A balcony deck is depicted with two blue Adirondack chairs facing a small round table. A floral centerpiece is placed on the table, which is accompanied by two glasses. The area is surrounded by lush green trees, creating a serene atmosphere.

Apartment in North Adams

4.99 out of 5 average rating, 110 reviews

Historic Victorian - Entire 3rd floor

A compact sleeping area features a gray upholstered bed with white bedding and two pillows. A modern lamp illuminates the space, highlighting a nightstand beside the bed. A doorway leads to an adjacent area, with slippers visible on the floor.

Apartment in Pittsfield

4.8 out of 5 average rating, 44 reviews

Newly Renovated, and Spacious great for family

A bright living area features a comfortable gray sofa complemented by colorful accent pillows. A black lounge chair sits beside a marble coffee table. Large windows allow plentiful natural light, and a sleek wood stove adds warmth to the space.

Apartment in Hudson

4.95 out of 5 average rating, 259 reviews

Romantic Warren St Penthouse w/Catskill Mtn Views

Top guest favorite

A serene view of Pontoosuc Lake is captured at dusk, with gentle ripples reflecting the soft pink and purple hues of the sky. Silhouetted trees frame the scene, enhancing the tranquil atmosphere of the surrounding landscape.

Apartment in Lanesborough

5 out of 5 average rating, 41 reviews

Cozy Berkshire Waterfront Home

A spacious living area is illuminated by natural light from large windows. A comfortable sofa is positioned beside a wooden coffee table. A raised dining area is visible, furnished with two chairs and a small table. The kitchenette features open shelving and rustic accents.

Apartment in Catskill

4.92 out of 5 average rating, 231 reviews

Catskill Village House - Mountain View Studio

The kitchen features a blend of modern cabinetry and original brick walls, showcasing a clean, functional design. Open shelving displays glassware and plants. A window allows natural light to fill the space, and a patterned rug adds comfort underfoot.

Apartment in Troy

4.95 out of 5 average rating, 178 reviews

Luxury downtown penthouse, by Franklin Plaza.

Private apartment rentals

A spacious sleeping area features a large bed with a soft white duvet, complemented by two windows providing natural light. A modern sofa is positioned against one wall, and a small nightstand is beside the bed, creating a comfortable, inviting space.

Apartment in Adams

5 out of 5 average rating, 6 reviews

Guestrooms on the Bike Trail

The studio apartment features a spacious king bed, complemented by gray bedding and neatly arranged towels. A comfortable sofa and a pullout couch provide additional seating, while large windows allow natural light to illuminate the wooden and carpeted flooring.

Apartment in Stephentown

4.74 out of 5 average rating, 19 reviews

Berkshires Apartment @ the Stephentown Hotel

A cozy living room is featured with natural light streaming through large windows. A comfortable sectional sofa and two stylish armchairs are arranged around a round coffee table. Decorative elements include a soft throw and an elegant light fixture hanging from the ceiling.

Apartment in Lenox

4.97 out of 5 average rating, 67 reviews

Main Street Delight - One Bedroom Apartment

A bright, serene bedroom features a spacious bed with a light textured blanket. Two wooden nightstands with lamps are positioned on either side. Natural light filters through multiple windows, illuminating the warm oak floors and clean, minimalist aesthetic.

Apartment in Lenox

4.89 out of 5 average rating, 63 reviews

The Penthouse, Downtown Lenox by Evergreen Home

Top guest favorite

The living area features a blue futon and a cozy white chair alongside a red accent chair. Two round tables are positioned between the seating, complemented by modern table lamps. Light gray curtains frame the windows, adding a soft touch to the space.

Apartment in Pittsfield

4.96 out of 5 average rating, 85 reviews

The sweet place in the beautiful Berkshires!

A spacious living area is showcased with large industrial windows allowing natural light to flood in. Comfortable seating includes a sectional sofa and two accent chairs, arranged around a coffee table. A modern entertainment unit is positioned against the wall, complemented by soft decorative elements.

Apartment in Williamstown

4.72 out of 5 average rating, 204 reviews

Modern Loft in Historic Mill

A rustic bar area features a long wooden counter with five leather-upholstered stools positioned along one side. An antique clock and decorative items add character to the shelves above. Warm wood tones create an inviting ambiance, reflecting the unit's historic charm.

Apartment in Pittsfield

5 out of 5 average rating, 37 reviews

Comfy Quaint Tavern

A wooden deck with a railing features flower pots at each end. An umbrella provides shade over a spot for seating. The section below the deck includes a stone path leading to the yard, framed by greenery and trees in the background.

Apartment in New Lebanon

4.78 out of 5 average rating, 18 reviews

A Sacred Place

Apartment rentals with a hot tub

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.

Apartment in Hancock

4.86 out of 5 average rating, 29 reviews

Mountainside Condo Ski on/off

A comfortable living area is highlighted by a fold-out queen sofa bed, accompanied by a stylish armchair. A circular black coffee table sits centrally, while large windows allow natural light to filter in, providing a view of surrounding greenery.

Apartment in Hancock

5 out of 5 average rating, 4 reviews

1st Floor Mountain View Suite Ski On/Off At Jiminy

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.

Apartment in Hancock

4.97 out of 5 average rating, 38 reviews

Ski-InSki-Out Loft Lift&MT.Views

A well-equipped kitchen features modern appliances, including a stainless steel refrigerator and an electric stove. Light cabinetry complements the granite countertops. A wooden dining table with eight chairs is set with blue placemats, creating a welcoming space for meals.

Apartment in Hancock

5 out of 5 average rating, 5 reviews

Luxe Ski Getaway Base of Jiminy

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.

Apartment in Hancock

5 out of 5 average rating, 11 reviews

Artsy loft near MassMoCA with pool and hot tubs

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.

Apartment in Watervliet

4.95 out of 5 average rating, 73 reviews

Uptown Watervliet

A spacious living and dining area features a large wooden table and a cozy seating arrangement. A flat-screen TV is mounted above a fireplace, and natural light flows through windows, creating a bright environment. Textured rugs add warmth to the hardwood flooring.

Apartment in Hancock

5 out of 5 average rating, 18 reviews

All-Season Condo at Jiminy Peak (Berkshires)

A refreshing in-ground pool is surrounded by a patio area, featuring colorful lounge chairs and vibrant flower pots on either side. The pool area is enclosed by a fence, with a shaded seating area visible in the background, enhancing the tranquil outdoor setting.

Apartment in Pittsfield

4.97 out of 5 average rating, 71 reviews

*Berkshire's Sweet Spot-Pool/Spa-Tanglewood

Family-friendly apartment rentals

A bright living area is highlighted by a slanted ceiling and a pellet stove, offering warmth and comfort. Two black chairs are positioned on a patterned rug, while a sectional sofa provides spacious seating. Natural light filters through a skylight and window adorned with light curtains.

Apartment in Plainfield

4.97 out of 5 average rating, 271 reviews

Sunny, light filled loft in 1873 Colonial

Top guest favorite

A vintage tractor is parked on a gravel driveway, surrounded by patches of greenery. In the background, a historic white house with a front porch is visible, framed by tall trees that are bare of leaves, typical of early spring.

Apartment in Pownal

4.94 out of 5 average rating, 120 reviews

"The Parlors"

The image depicts the exterior of a two-story duplex with a modern grey siding and stone accents. Two red front doors are featured, each flanked by windows. A concrete walkway leads to the doors, and there are black railings along the steps. Utility lines are visible overhead.

Apartment in Lenox Dale

4.92 out of 5 average rating, 131 reviews

Charming 2BD apartment.

A bright living room featuring large windows that allow natural light to fill the space. A spacious gray sectional sofa complements a glass-top coffee table. A wooden chair and small lamp enhance the inviting atmosphere, with views of greenery and mountains visible outside.

Apartment in Shelburne Falls

4.91 out of 5 average rating, 240 reviews

Soaring 2-level loft w/ views in heart of downtown

The exterior of the condominium building is highlighted, featuring a two-story design with a light blue facade. Lush greenery surrounds the property, enhancing the natural setting. A gravel pathway leads to the entrance, and outdoor seating areas are visible in the landscaped garden.

Apartment in North Adams

4.98 out of 5 average rating, 195 reviews

Overlooking the city in a quiet 7 unit building.

A spacious studio loft is well-lit by large windows adorned with patterned curtains. A king bed with decorative black and white bedding occupies one side, while a dining area features a sleek glass table. A vibrant artwork hangs above, adding color to the room.

Apartment in Hudson

4.9 out of 5 average rating, 340 reviews

Cemetery Schoolhouse 2

A comfortable living area features a dark leather sofa with two accent pillows and a coffee table atop a patterned rug. A dining table with four chairs is positioned nearby, and natural light enters through a window dressed with light curtains. Wall decor includes vintage skis and decorative deer antlers.

Apartment in Wilmington

4.91 out of 5 average rating, 134 reviews

Globetrotter Retreat too - Minutes to the Mountain

Top guest favorite

The kitchen area features dark cherry wood cabinets and a black granite countertop, with a modern sink and decorative bowl. An arched pass-through opens to the living space, which includes a beige sofa and a wall-mounted TV. Natural light enters from the adjacent room.

Apartment in Troy

4.95 out of 5 average rating, 154 reviews

Beautiful modern unit, feels like home!

Quick stats about apartment rentals near Jiminy Peak Mountain Resort

Total rentals
30 properties
Nightly prices starting at
€ 87 before taxes and fees
Total number of reviews
300 reviews
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Destinations to explore