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Places to stay near Catamount Mountain Ski Resort

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Top-rated holiday rentals near Catamount Mountain Ski Resort

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious kitchen is equipped with white cabinetry and a large wooden island, featuring bar seating. Natural light floods the room through multiple windows. A dining table for six complements the space, with a fruit bowl as a centerpiece.
Cottage in Sheffield

Cheerful 3-bedroom cottage with woodstove.

Relax with the whole family at this peaceful Berkshire getaway with easy access to all the area has to offer. A quick 20-minute drive to Butternut or Catamount ski hills, as well as downtown Great Barrington. Tanglewood and Jacob's Pillow are a half-hour's drive. Or stay at home and enjoy the peace and quiet of the surrounding woods, light a fire in the woodstove, cook in the large fully-equipped kitchen or head out back to barbecue on the large deck and play a game of badminton in the yard.

LocationValueDecor

4.93 out of 5 average rating, 200 reviews
Top guest favourite
A hot tub sits on a polished wooden deck, surrounded by greenery. Soft lighting from string lights illuminates the area. A colorful striped pillow rests on a lounge chair, with a patterned plate and drink placed nearby, creating a relaxing outdoor retreat.
Home in Great Barrington

Best of the Berkshires + Hot Tub by Evergreen Home

Evergreen Home Vacation Rentals invites you to this stylish 2-bed, 1-bath cottage, just 10 minutes from Catamount and 7 minutes from Great Barrington. This renovated 50s gem features a chef’s kitchen and a 500 sq. ft. deck with a private hot tub. Enjoy thoughtful touches like yoga mats, a record player, and a backyard hammock. Whether you're here to ski, hike, or shop, it is the perfect Berkshires base. Monthly ski rental discounts are available! Inquire today to secure your winter escape.

FamilyLocationDecor

4.95 out of 5 average rating, 150 reviews
Top guest favourite
A modern log cabin sits beneath a clear sky, featuring a spacious deck supported by sturdy beams. The exterior shows natural wood tones, surrounded by lush greenery and trees. A manicured lawn leads to a gravel driveway, providing access to the property.
Cabin in Craryville

The Copake Cabin - A rustic-modern retreat.

A quiet place to get away from it all. Modern log cabin with 3 bedrooms and lots of amenities. A private heated pool, outdoor spaces, wood-burning fireplace and outdoor fire pit. For those working remotely, there is super-fast WiFi and a designated work space. Close to the best of the Hudson Valley and the Berkshires. There is a large lake nearby for boating, swimming, and kayaking in the warmer months. Skiing and sledding in the winter. Columbia County STR Registration #: COP-2025-015

ValueLocationBack garden

5.0 out of 5 average rating, 114 reviews
Guest favourite
A spacious deck features two wooden lounge chairs and a small side table, surrounded by lush greenery. The railing provides unobstructed views of the wooded area, allowing natural light to create a serene atmosphere.
Cabin in Town of Hillsdale

Secluded Mountain Getaway with Swimming Pond.

This is the perfect country getaway in a serene wooded setting yet close to town. Great for couples, solo adventurers, and families (with kids). A large deck and yard provide great views of the outdoors. This house is privately set but only a short walk to an inviting shared swim pond, meadow & trails. Area attractions include great hiking, skiing, restaurants, breweries, stores and markets. Near Great Barrington & Hudson and all the Berkshires and Hudson Valley have to offer.

FamilyLocationBiking

4.91 out of 5 average rating, 129 reviews
Top guest favourite
A modern farmhouse bungalow is nestled among lush greenery along a brook. The red exterior is complemented by white trim and a front porch. A wooden bench sits by the water's edge, inviting relaxation amidst the tranquil natural surroundings.
Bungalow in Egremont

3-bedroom Berkshire bungalow on 2.5 peaceful acres

Modern farmhouse bungalow with private bridge and brook! Offering privacy as well as nearby nightlife, set upon 2.5 acres of beautiful Berkshire landscape but only 7 minutes to downtown Great Barrington and a short drive to Catamount and Butternut ski area. Mountains, waterfalls, countless hikes and bike routes, farmers' markets, coffee shops, breweries, Shakespeare and Co, Tanglewood, and world-class restaurants all come together in this quintessential New England community.

LocationFamilyOutdoor spaces

4.99 out of 5 average rating, 144 reviews
Top guest favourite
A spacious bedroom features a wooden four-poster bed adorned with green and white pillows. A dining table with two chairs sits in one corner. Soft lighting is provided by a lamp and two hanging chandeliers, creating a calm ambiance.
Flat in Town of Hillsdale

Serene Suite: Hudson & Berkshires, Walk to Brewery

No cleaning fee and no chores! A peaceful, highly rated private suite in the heart of historic Hillsdale, where the Hudson Valley meets the Berkshires. Walk to shops, restaurants, a brewery, cooking school, grocery, wine and liquor store. Minutes to Hilltown, the Harlem Valley Rail Trail, scenic hikes, and beautiful drives, with galleries, antiques, live music, and cultural gems nearby. A serene, perfectly located home base for spring dining, exploring, and unwinding.

ValueLocationSleep quality

4.99 out of 5 average rating, 269 reviews
Superhost
A spacious living area is furnished with a light-colored sectional sofa, a cozy armchair, and a coffee table, all arranged around a stone fireplace. Natural light filters through the large windows, enhancing the warm wooden flooring and highlighted by subtle wooden beams.
Home in Town of Hillsdale

Fenced yard, playroom & the Berkshires - $0 fees

Enjoy our 8.5 acre, private home. It's a great place to either relax, or enjoy nature whether it's skiing, hiking, kayaking, or biking. Ample space for numerous groups, including an enclosed backyard with grill and fire pit. 4 bedrooms and 3 baths For hikers, Taconic State Park :06 For bikers, Harlem Vally Rail Trail :08 For skiers, Catamount :05 ~2.5 hours from NYC and Boston ~ 15 min to Great Barrington, MA ~25 min to Hudson, NY ~20 min to Millerton, NY

FamilyLocationCheck-in

4.84 out of 5 average rating, 199 reviews
Top guest favourite
A spacious living area features a large, cushioned sectional sofa in a warm hue, complemented by a round coffee table. Natural light floods through tall windows, highlighting a minimalistic bookshelf and a stylish armchair in the corner, enhancing the room's cozy atmosphere.
Home in Hudson

Chic Hudson Farmhouse w/ Fireplace & Porch

1873 Stylish & cozy Hudson Farmhouse w/ a wood burning stove & the perfect porch. 14 minute drive to Warren St This 3 bedroom + office home has been lovingly updated while maintaining the original details of this historic property. Located on over an acre of land, on a quiet street, this peaceful retreat is the perfect escape to unwind and relax. With high ceilings, tons of oversized windows, and an open layout, this house feels both airy & bright.

LocationFamilyHospitality

4.98 out of 5 average rating, 126 reviews
Guest favourite
A welcoming living area is highlighted by natural light streaming in through large windows. A comfortable sectional sofa is paired with two patterned chairs and a round woven coffee table, creating an inviting space for relaxation. A television is positioned on an elegant media console.
Flat in Craryville

Captain's Quarters at Mickey's Marina

The Captain's Quarters is a one-of-a-kind rental experience at Copake Lake. Our 3-bedroom, 2-bathroom apartment features high ceilings and spacious living areas with a fresh take on the lake house aesthetic. Enjoy our open kitchen, living and dining area thoughtfully appointed with an island bar, large table and comfortable seating area. In the morning, sip your coffee or tea out on the front porch as you take in the lakeside views!

ValueFamilyParking

4.91 out of 5 average rating, 180 reviews
Top guest favourite
An open living space features warm wooden beams overhead and large windows allowing natural light. A cozy seating area with plush sofas is positioned near a wooden bar with ample seating. Soft, neutral tones enhance the inviting atmosphere, complemented by a textured rug in the center.
Home in Copake Hamlet

Bright/Spacious Getaway at foot of the Berkshires

Centrally located in the Hudson Valley at the foot of the Berkshire mountains, this is a beautiful duplex. After raising our family in the larger side, we moved to the attached, yet fully separate apartment . We're looking to rent the larger 2,900 sq. ft., 4 bedroom/3 bathroom side, which sits on 1.5 acres with a fenced in backyard and parking area. 60" satellite Tv in big room and two other smaller tvs in master bedrooms.

FamilyLocationKitchen

4.96 out of 5 average rating, 114 reviews
Guest favourite
Cabin in Town of Hillsdale

Rustic, peaceful and affordable cabin

This cabin is in a lovely, peaceful setting. Cozy and private, it has enough room for a big family gathering. The cabin has almost 10 acres of privacy (but with next door neighbors in sight) and lots of outdoor space, but is very close to all of the Berkshires attractions. Skiing at Catamount and Butternut, hiking at Bash Bish and Mount Greylock, biking and swimming at Taconic State Park and its rail trail all close by.

ValueFamilyCheck-in

4.8 out of 5 average rating, 348 reviews
Top guest favourite
A charming home is set on a raised stone foundation, featuring a bright blue front door that adds a pop of color. Lush green grass surrounds the property, complemented by a stone walkway leading to the entrance. Mature trees and yellow forsythia bushes provide a natural backdrop.
Home in Great Barrington

The Hideaway: Berkshire Home - village of Egremont

**NEW KITCHEN APRIL 2025!!**. Welcome to our family's home in the village of Egremont (part of Great Barrington). Both the house and property are open and inviting! You'll feel relaxed the minute you arrive. The kitchen is equipped with everything you should need for your stay. Our house is perfect for just a couple or a group. Please reach out to me with any questions!

FamilyValueNearby

4.95 out of 5 average rating, 148 reviews

Popular amenities for holiday rentals near Catamount Mountain Ski Resort

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Catamount Mountain Ski Resort

Kent Falls State Park

204 locals recommend

Norman Rockwell Museum

484 locals recommend

Hancock Shaker Village

232 locals recommend

Naumkeag

188 locals recommend

Berkshire Botanical Garden

185 locals recommend

Berkshire Museum

146 locals recommend

Apartment rentals with wifi

Superhost
A well-lit bedroom features a spacious bed with white linens and an accent pillow. Bright light streams in through two windows adorned with sheer curtains. A side table with a small lamp adds a touch of warmth to the inviting space.
Apartment in Kingston

Historic Rondout Home | Walk to Waterfront

ValueLocationKitchen

4.87 out of 5 average rating, 181 reviews
Guest favourite
A snowy landscape is presented, showcasing ski slopes and a bustling scene below. A quaint building serves as a backdrop, surrounded by skiers and snowboarders. Tables and chairs are visible, along with ski equipment neatly arranged, highlighting the active atmosphere accessible from the condo.
Apartment in Hancock

SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit1

FamilyLocationHot tub

4.93 out of 5 average rating, 103 reviews
Guest favourite
Apartment in Albany

Elegant, spacious studio apt in historic mansion

LocationValueLaundry

4.9 out of 5 average rating, 373 reviews
Top guest favourite
A modern living area features a gray sofa adorned with patterned cushions. Two sleek black tables are positioned on a striped rug, with a small plant on one of the tables. Tall, dark curtains frame the window, allowing natural light to enter the space.
Apartment in Poughkeepsie

Spacious and stylish entire one bedroom apartment.

ValueFamilyAccuracy

4.97 out of 5 average rating, 396 reviews
Top guest favourite
A restful bedroom is presented with a wooden bed featuring a quilted navy coverlet. Two bedside sconces provide soft lighting. Windows allow natural light to enter, complemented by neutral walls and dark curtains. A small shelf is mounted beside the bed for convenience.
Apartment in Lanesville

Ski on/Ski off Trendy Condo Hunter Mountain

ValueLocationAccuracy

4.98 out of 5 average rating, 671 reviews
Guest favourite
A studio condo features a cozy sleeping area with a patchwork quilt covering a spacious bed. A TV is positioned on a wooden dresser, while a red sectional couch is adorned with various patterned pillows. Ambient light enters through a window, creating a welcoming atmosphere.
Apartment in Hunter

Hunter Mtn. Cozy Close Clean Condo *Great Reviews*

ValueFamilyCheckout

4.94 out of 5 average rating, 569 reviews
Guest favourite
A multi-story building features a striking red exterior with a green roof and balconies. Surrounding landscaping includes trees and shrubbery, complementing the natural landscape in the background. The setting is illuminated by soft, natural sunlight under a partly cloudy sky.
Apartment in Hunter

Cozy Slope Side Retreat

LocationFamilyAmenities

4.87 out of 5 average rating, 121 reviews
Superhost
A bright dining area features a large wooden table surrounded by six chairs. Light-colored cabinets and countertops create an inviting kitchen space. Various kitchen appliances and decorative items are displayed on shelves, contributing to the functional and spacious environment.
Apartment in Hunter

Snowboarding skiing Mountain View condo

FamilyLocationSleep quality

4.77 out of 5 average rating, 327 reviews

Family-friendly house rentals

Top guest favourite
Home in Lee

Berkshire Mountain retreat with Urban eco-luxuries

LocationFamilyView

4.99 out of 5 average rating, 326 reviews
Guest favourite
Sunlight glimmers on the calm water surface at sunset, framed by tall trees. A hammock is visible on the ground, while a private dock with two Adirondack chairs provides a serene spot to relax. Colors of autumn foliage add warmth to the scene.
Home in Copake Hamlet

Dreamy Hudson Valley Lakehouse with Hot Tub

ValueLocationQuiet

4.87 out of 5 average rating, 175 reviews
Guest favourite
A comfortable living area features a light grey sofa and armchair, arranged around a dark coffee table. A white fireplace with an electric insert is situated below a mounted television. Built-in shelves display decorative items, and natural light enters through a window covered by blinds.
Home in Craryville

Cheerful two bedroom home in Craryville

ValueFamilyLaundry

4.91 out of 5 average rating, 128 reviews
Top guest favourite
A charming red house is set against a backdrop of lush greenery. The stone chimney adds a rustic touch, while outdoor seating is arranged on the lawn. A small tower feature enhances the unique architectural design, creating an inviting outdoor space.
Home in Great Barrington

Never too early to book for the Holidays & NYE!

FamilyValueIndoor spaces

4.91 out of 5 average rating, 144 reviews
Top guest favourite
A tranquil lake scene is presented, with calm waters reflecting greenery from the surrounding trees. A wooden dock extends into the lake, while a selection of houses is visible in the distance, nestled among the landscape.
Home in Copake Hamlet

Lakefront +pets +skiing +bbq +firepit +games

LocationValueAccess

4.96 out of 5 average rating, 231 reviews
Top guest favourite
A two-story house is set amidst greenery, featuring a fenced yard with varied foliage. A spacious deck equipped with a red umbrella is visible. A sunken fire pit is highlighted in the garden area, surrounded by trees and bordered by a quiet road.
Home in Craryville

Farm Retreat w/ Donkeys, Fire Pit & Fenced Yard

FamilyValueKitchen

4.9 out of 5 average rating, 156 reviews
Top guest favourite
The kitchen features light-colored cabinetry with black hardware, complemented by a wood countertop. A refrigerator and an oven with a stovetop are included. A dining table with light wooden chairs is positioned nearby, and a rug adds texture to the hardwood flooring.
Home in Great Barrington

Prime location for the best of the Berkshires

LocationFamilyLayout

4.97 out of 5 average rating, 143 reviews
Top guest favourite
Home in Great Barrington

Farmhouse Retreat • Hot Tub • Fireplace • Ski

FamilyLocationBathroom

4.94 out of 5 average rating, 16 reviews

Apartment rentals with air conditioning

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.
Flat in Great Barrington

Private En Suite in Beautiful Victorian

FamilyLocationGetting around

4.95 out of 5 average rating, 432 reviews
Guest favourite
A spacious kitchenette features a modern design with a vibrant red refrigerator and microwave, complemented by a wooden countertop. A comfortable gray couch is situated nearby. Natural light streams through multiple windows, illuminating the area, while colorful artwork adorns one wall.
Flat in Great Barrington

Kitchenette|King Bed|Couch

ValueLocationCondition

4.89 out of 5 average rating, 193 reviews
Guest favourite
A cozy sleeping area is adorned with a floral quilt featuring various botanical designs. A collection of decorative pillows adds a touch of comfort, while light filters through leaded glass windows, creating a serene atmosphere complemented by leafy greenery visible through the nearby window.
Flat in Great Barrington

Cozy Country Retreat

FamilyValueBiking

4.9 out of 5 average rating, 111 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.
Flat in Great Barrington

Walk Everywhere! | Relax in Easy Elegance!

LocationValueDecor

5.0 out of 5 average rating, 152 reviews
Top guest favourite
The exterior of a two-story house is displayed, featuring a combination of white siding and a metal roof. An American flag hangs from the porch, surrounded by greenery and flower beds. The front pathway leads to a welcoming porch space.
Flat in Canaan

West Main

FamilyValueComfort

4.99 out of 5 average rating, 184 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.
Flat in Stockbridge

Stockbridge private apartment

LocationFamilyPets

4.93 out of 5 average rating, 107 reviews
Guest favourite
A cozy living area features a spacious blue sofa, wooden dining table, and decorative rug. Large glass doors provide views of the surrounding greenery, while soft pendant lights illuminate the space. A blend of natural wood and light-colored walls creates a calming atmosphere.
Flat in Great Barrington

Beautfiul, modern, GB apartment

LocationFamilyCheckout

4.81 out of 5 average rating, 303 reviews
Top guest favourite
A spacious living area features comfortable seating, a glass coffee table, and a dining space with wooden chairs. The kitchen is visible, showcasing modern appliances and a light wood countertop. Natural light illuminates the room, creating a warm and open atmosphere.
Flat in Sheffield

Hideaway with Spectacular Berkshire Views

LocationFamilyParks

5.0 out of 5 average rating, 419 reviews

Other great holiday rentals near Catamount Mountain Ski Resort

Guest favourite
A striking red barn-style building is surrounded by lush greenery and autumn-colored trees. Stone pathways lead to the entrance, complemented by a wooden deck that extends from the structure. Large windows allow natural light to enter, enhancing the home’s inviting exterior.
Barn in Copake Lake

The Barn at Copake Country Club

ValueLocationWalkability

4.95 out of 5 average rating, 117 reviews
Top guest favourite
Cottage in Town of Hillsdale

Underhill Cottage

LocationFamilyGrill

4.98 out of 5 average rating, 59 reviews
Top guest favourite
An aerial view of the chalet-style home reveals a spacious wrap-around deck with multiple seating arrangements, illuminated by string lights. The landscaped grounds are surrounded by trees, featuring an outdoor fire pit nearby and a garden area visible in the background.
Chalet in Copake Hamlet

Private upstate home nestled in the Hudson Valley

ValueLocationAccess

4.99 out of 5 average rating, 78 reviews
Top guest favourite
Home in Egremont

Modern Farmhouse 5 minutes from Great Barrington

LocationFamilyAccuracy

5.0 out of 5 average rating, 19 reviews
Guest favourite
The exterior of the house is showcased among lush greenery, featuring a light-colored facade and a welcoming wrap-around porch. Rocking chairs sit on the front porch, and a flag gently waves in the breeze. Surrounding gardens add color to the charming landscape.
Home in Town of Hillsdale

Meadowland Farmhouse — 5 minutes from town

ValueFamilyAir conditioning

5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Town of Hillsdale

Historic 1850s "The Bell House" with Private Pool

FamilyLocationHospitality

4.91 out of 5 average rating, 23 reviews
Guest favourite
A welcoming craftsman house is depicted, showcasing a covered front porch with a peaked roof. Colorful flowerbeds with various plants and herbs are seen surrounding the entrance. The lawn is well-maintained, featuring lush green grass under a bright blue sky.
Home in Town of Hillsdale

Craftsman Cottage

LocationFamilyBack garden

4.91 out of 5 average rating, 23 reviews
Top guest favourite
An aerial view captures the serene landscape surrounding the home, showcasing a mix of trees transitioning into autumn colors. The house is situated on a green patch of land, with a winding path leading towards it, surrounded by the natural beauty of the countryside.
Home in Town of Hillsdale

Gorgeous Mountain Views Retreat: Family & Nature

FamilyLocationCheck-in

4.98 out of 5 average rating, 84 reviews