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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 favourite
A modern kitchen is displayed, featuring an arrangement of appliances including a stove, microwave, and refrigerator. A dining table sits in the center, complemented by a green patterned rug. Sunlight filters through a nearby door, illuminating the open layout and inviting atmosphere.
Apartment in Pittsfield

Downtown Apartment A

Centrally located in the Berkshires. Enjoy a beautiful day at Tanglewood, view the amazing art at Mass Moca or discover nature on one of the many hiking/biking trails the Berkshires has to offer. Located 5 mins from Bousquet and close to Jimmy Peak as well for anyone enjoying the snow! There are a variety of delicious restaurants to suit any appetite. Located in a quiet neighborhood, if your out & about all day or just looking to get away from the hustle & bustle of the city it's a perfect spot.

4.93 out of 5 average rating, 116 reviews
Guest favourite
Apartment in Williamstown

Chic Downtown Studio, Perfect for College Weekends

★ New to Williamstown? Explore our interactive guidebook. Charming studio just steps away from shops, restaurants & few minutes’ walk to Williams College. Renovated and well-equipped, this home offers a wonderful view of Water Street. If you like the outdoors, descend on the Green River back of the property. The wooded riverbank with Adirondack chairs, and picnic tables is great for relaxing while enjoying your evening sundowners by the fire pit with the sound of the river in the background.

4.95 out of 5 average rating, 372 reviews
Guest favourite
A spacious mountain lodge is depicted, featuring a striking stone chimney and expansive decks. Large windows frame the scenic landscape, while lush green grass surrounds the building. The warm tones of the log exterior harmonize with the natural setting, inviting outdoor relaxation.
Apartment in North Adams

Berkshire Mountain Top Chalet

Amazing mountain top lodge with beautiful views, and majestic log interior. Soaring ceilings, dramatic stone fireplace, and many more amazing amenities such as blazing fast internet, multiple decks, and hot tub. This gorgeous lodge is located near all The Berkshires has to offer—resplendent nature with waterfalls, hiking trails; cultural institutions such as Mass MoCA, and the Clark Institute; adventures such as zip-lining, white-water rafting, and skiing—it is the ultimate place for you.

4.94 out of 5 average rating, 192 reviews
Top Guest favourite
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 Petersburg

The Beer Diviner Brewery Apartment

The apartment is entire upstairs of back of our farm brewery & taproom. Open space includes living/dining/work space & bedroom; bathroom has small claw foot tub with shower. Queen-sized memory foam bed; twin day bed (extra twin mattress beneath). HD TV, wifi, private deck, kitchenette with mini fridge, microwave, toaster oven, hot tea kettle and k-cup coffeemaker. Complimentary pint of craft beer in taproom. Located in a private setting in a hollow in the Taconic Mountains.

4.9 out of 5 average rating, 232 reviews
Guest favourite
Apartment in Williamstown

Charming Farmhouse Apt Near Williams College

Relax in this charming New England farmhouse apartment just minutes from Williams College, Mass MoCA, and downtown Williamstown. This private second-floor retreat features original wood floors, a spacious bedroom with a comfortable queen bed, a fully equipped kitchen, and a peaceful setting perfect for couples, Williams College visitors, and Berkshire escapes. Enjoy easy access to local restaurants, hiking trails, museums, and the best attractions throughout the Berkshires.

4.94 out of 5 average rating, 134 reviews
Top Guest favourite
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

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. Large bathroom with tub and shower. 28 minutes from Jiminy peak. Close to downtown restaurants and theaters. Ac units are installed from June through September.

4.92 out of 5 average rating, 328 reviews
Guest favourite
The bedroom features a spacious bed with a light grey coverlet, accentuated by decorative pillows. Natural light filters through two windows adorned with bamboo shades. A light-colored dresser and a cozy armchair add functionality, complemented by a soft area rug on the hardwood floor.
Apartment in Lenox

Lovely Downtown Lenox apt, walk to everything!

Experience the best of the Berkshires in a beautiful, spacious apartment right in the center Lenox. This updated space is filled with natural light and hardwood floors, great for families or friends looking to experience culture and countryside. Walking distance to Tanglewood, Shakespeare & Co, Kennedy Park, restaurants, and shopping. On second floor of a Historic building with a deck that has a birds eye view of town. 7 min to Bousquet Mountain.

4.95 out of 5 average rating, 152 reviews
Guest favourite
A light and neutral living room showcases a comfortable sectional sofa with decorative pillows. A round marble coffee table is positioned in front, adorned with a small plant. Two framed art pieces hang above the sofa, and textured rugs lie across the wooden flooring.
Apartment in Lenox

Historical Downtown 1 Bedroom Apartment

Located in the heart of historical downtown Lenox. A beautifully renovated space fully equipped for all your needs. The eat-in kitchen has a table for two, stainless appliances, and an array of cooking essentials. The living room features a comfortable sectional and a flat screen TV for relaxing. Wi-Fi is available throughout the space. Central heat and air to provide a comfortable environment in any season. All linens and towels are provided.

4.97 out of 5 average rating, 116 reviews
Top Guest favourite
The charming exterior of a Victorian home is framed by vibrant autumn foliage. A welcoming porch extends across the front, featuring a red door and large windows that create a bright atmosphere. The roof is adorned with traditional shingles, contributing to its historic character.
Apartment in North Adams

Steps to MoCA: 2bd + SAUNA!

A large, private 2-bedroom apt at the Small Mansion of Chase Hill Estate. Outdoor Sauna! Just a 5 minute-walk to MASS MoCA & downtown restaurants, 10 mins drive to Williams College & Clark. Whimsically restored (fast Wi-Fi & great water pressure!) and part of @chasehillartistretreat ✨ Your stay supports pro bono residencies for refugee & immigrant artists. Additional dates available beyond what the calendar shows—contact us!

4.96 out of 5 average rating, 733 reviews
Top Guest favourite
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

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.

4.97 out of 5 average rating, 122 reviews
Guest favourite
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

Cold Spring - The White Door

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.

4.94 out of 5 average rating, 365 reviews
Top Guest favourite
The light-filled living room features a comfortable gray couch with decorative pillows, a vintage coffee table, and an eclectic mix of artwork on the walls. A television is positioned on a wooden stand, and diverse seating options are provided by antique chairs and a small dining table.
Apartment in North Adams

Charming Art Filled Apartment

Charming and quirky, this 2nd floor apartment in a 120 year old house is decorated with art and antiques, like the living museum of an eccentric friend. Or a mini theme park for the mind. We are just blocks from downtown North Adams, on the main road into town. It’s literally a 2 minute drive to MASS MOCA, or a ten minute walk. Dogs are always welcome!

4.97 out of 5 average rating, 196 reviews

Popular amenities for apartment rentals near Jiminy Peak Mountain Resort

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Guest favourite
A comfortable living area features a light gray sectional sofa and an accent chair, accompanied by a sleek coffee table. Large windows allow natural light to fill the space, which is complemented by a textured area rug and a modern floor lamp.
Apartment in Williamstown

House on the Town Green

4.98 out of 5 average rating, 148 reviews
Guest favourite
A modern kitchen features clean lines and natural light. The space includes a refrigerator, stove, and a dining table with two chairs. Soft white cabinetry is complemented by a wooden tabletop, while a window offers views of the outdoors, enhancing the open and airy feel.
Apartment in Stockbridge

Stockbridge private apartment

4.92 out of 5 average rating, 102 reviews
Top Guest favourite
A winter scene depicts a charming town square with snow-covered ground, featuring a building adorned with a glowing Christmas tree in its window. Vintage cars are parked in front, while small groups of people are visible, creating a festive atmosphere against a twilight sky.
Apartment in Stockbridge

Historic,Famous,Iconic, Unforgettable Berks Escape

4.96 out of 5 average rating, 124 reviews
Top Guest favourite
A modern kitchen features a central island with bar stools, stainless steel appliances, and white cabinetry. Natural light floods the space through a skylight and large windows, highlighting the open layout. A dining area with dark chairs sits adjacent to the kitchen.
Apartment in Charlemont

Suite 23 - Spacious Sunny 2-BR with Mountain view

5.0 out of 5 average rating, 200 reviews
Guest favourite
A modern bedroom is presented, featuring a plush king-sized bed with crisp white linens. A sliding glass door allows access to an outdoor space, while a small table and decorative items add to the aesthetic. A dark accent wall provides depth, complemented by natural light.
Apartment in Great Barrington

King Bed |Wi-Fi| 2m to Ski Resort

4.92 out of 5 average rating, 218 reviews
Guest favourite
The living area features warm wooden floors and a cozy seating arrangement, including a sofa and an armchair. Light pours through the window, illuminating a colorful area rug and a coffee table adorned with books. A pair of opened doors leads to the spacious bedroom, showcasing a bed with decorative bedding.
Apartment in North Adams

Private guest apartment. One block from downtown.

4.91 out of 5 average rating, 510 reviews
Top Guest favourite
A garden scene is presented with a wrought-iron chair nestled among frosted pink and green sedum flowers. A leafless tree stands in the background, framed by autumn foliage. Rolling hills are visible beyond the landscaped area, hinting at the surrounding natural beauty.
Apartment in Williamstown

ALL welcome: Lovely 1 BR studio, Berkshires beauty

4.98 out of 5 average rating, 128 reviews
Top Guest favourite
A modern kitchen features white cabinetry and a green tile backsplash. A large island with yellow bar stools provides a casual dining space. Stainless steel appliances and hanging pots enhance the functionality. Natural light floods the area, reflecting on the polished hardwood floor.
Apartment in Troy

Modern Luxury & Victorian Charm: The Bird in Hand

4.92 out of 5 average rating, 812 reviews

Private apartment rentals

Guest favourite
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

"The Parlors"

4.95 out of 5 average rating, 149 reviews
Top Guest favourite
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

Sunny, light filled loft in 1873 Colonial

4.97 out of 5 average rating, 308 reviews
Top Guest favourite
The exterior view of a spacious two-story home is presented, featuring a wraparound porch supported by white columns. Large windows illuminate the façade, while vibrant greenery from surrounding trees and gardens enhances the tranquil atmosphere.
Apartment in Great Barrington

Private En Suite in Beautiful Victorian

4.95 out of 5 average rating, 426 reviews
Top Guest favourite
A spacious living area is furnished with a large leather couch and a comfortable sofa with decorative cushions. A wooden coffee table sits centrally, while a flat-screen television is mounted on an adjacent wall. Two large windows allow natural light to fill the room.
Apartment in New Lebanon

Loft Space above Brewery

5.0 out of 5 average rating, 34 reviews
Guest favourite
A comfortable sleeping area is highlighted by a queen-size bed, adorned with gray patterned bedding and neatly arranged towels. Two nightstands, each with a lamp, flank the bed, while a wooden chair offers additional seating. A closet provides storage space, and art decorates the wall.
Apartment in Adams

Downtown Studio in Adams

4.87 out of 5 average rating, 82 reviews
Guest favourite
A white arbor is framed by vibrant yellow and orange flowers, leading towards a two-story home. The building features a classic design with a central entrance. Lush greenery surrounds the area, under a partly cloudy sky that highlights the outdoor setting.
Apartment in Pittsfield

Spacious 2 bedroom downtown very nice area!

4.79 out of 5 average rating, 58 reviews
Top Guest favourite
Apartment in North Adams

Berkshire Perch

5.0 out of 5 average rating, 27 reviews
Guest favourite
The kitchen area features modern cabinetry with sleek countertops and stainless steel appliances. A spacious island with bar seating is highlighted, accompanied by a gas range and a large fridge. Natural light enters through nearby windows, enhancing the open atmosphere.
Apartment in Stephentown

5 Bed / 3 bath Apt Near Jiminy Peak Berkshires

4.89 out of 5 average rating, 18 reviews

Apartment rentals with a hot tub

Guest favourite
A living area features brown leather sofas arranged for relaxation. A decorative mirror hangs on the tan wall, reflecting the space. A flat-screen TV sits on a stand beside a soft area rug, while an open archway reveals the dining area, inviting light from nearby windows.
Apartment in Troy

Troy-Timeless Rensselaer Victorian

4.91 out of 5 average rating, 208 reviews
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.
Apartment in Hancock

Ski-In Ski-Out Loft Lift & MT. Views

4.95 out of 5 average rating, 55 reviews
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.
Apartment in Hancock

Mountainside Condo Ski on/off

4.84 out of 5 average rating, 44 reviews
Guest favourite
Apartment in Troy

Luxury Downt. Troy Apartments near Franklin Plaza.

4.88 out of 5 average rating, 8 reviews
Superhost
Apartment in Hancock

Ski-In Jiminy Peak 2 Bed/2 bath Condo

Guest favourite
The log home is framed by lush greenery, with a rainbow arching over the hillside in the background. Solar panels are visible on the roof, and a small, illuminated outdoor lamp stands in the foreground, providing a welcoming touch to the natural setting.
Apartment in Hawley

Green Acres Hawley Upper Studio (Bonus Room)

4.87 out of 5 average rating, 179 reviewsA 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

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

4.89 out of 5 average rating, 9 reviews
Apartment in Hancock

Artsy Leaf Peeping Loft with Pool & Hot Tub

4.77 out of 5 average rating, 39 reviews

Family-friendly apartment rentals

Guest favourite
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

Empire Plaza Apartment

4.93 out of 5 average rating, 280 reviews
Guest favourite
Two pinball machines are positioned against a dark blue wall, featuring vibrant art and illuminated playfields. The machines offer a mix of classic and modern designs. A person stands nearby, engaging with the machines, while additional board games are visible on shelves in the background.
Apartment in Troy

Retro Pinball Arcade/Board Game AirBnB

4.96 out of 5 average rating, 173 reviews
Top Guest favourite
A cozy living room features a light sofa and two armchairs flanking a wooden coffee table. A decorative rug with intricate patterns lies beneath. Natural light filters through multiple bay windows, highlighting the serene and vintage-inspired decor.
Apartment in Great Barrington

Walk Everywhere! | Relax in Easy Elegance!

5.0 out of 5 average rating, 148 reviews
Guest favourite
A tranquil lakeside scene is depicted, showcasing a wooden dock reflecting in the calm water. Surrounding trees exhibit vibrant autumn colors, and a gazebo is situated on the shoreline, offering a serene retreat amidst nature.
Apartment in Hinsdale

Lakeside Getaway

4.97 out of 5 average rating, 31 reviews
Superhost
A comfortable sleeping area features soft white bedding topped with a yellow accent pillow. Two bedside lamps provide gentle lighting, and a piece of wall art displays warm yellow and gray tones. A rolled stack of white towels is placed neatly on the edge of the bed.
Apartment in Albany

Larson Gold

4.78 out of 5 average rating, 130 reviews
Top Guest favourite
A charming red house is framed by green trees and colorful plants in front. The home features a welcoming porch adorned with vibrant flowers, creating a harmonious blend with the surrounding natural landscape.
Apartment in Great Barrington

The River’s Whisper

4.98 out of 5 average rating, 48 reviews
Top Guest favourite
A living area features a plush sofa, accentuated by warm wooden walls and large windows that allow natural light to fill the space. A vintage coffee table is centered on a decorative rug, complemented by two red chairs and a lamp on a side table.
Apartment in Bennington

Vermont Downtown Oasis

4.99 out of 5 average rating, 92 reviews
Guest favourite
A bright living area features a light-colored sofa and a comfortable chair, arranged around a circular wooden coffee table. Lush indoor plants are placed near the windows, providing a touch of greenery. Natural light filters through sheer curtains, enhancing the room's inviting feel.
Apartment in North Adams

Berkshires sanctuary close to museums and nature

4.93 out of 5 average rating, 85 reviews

Destinations to explore