Ski-in/out vacation rentals in Columbia County

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Top-rated ski-in/out rentals in Columbia County

Guests agree: these ski-in/out homes are highly rated for location, cleanliness, and more.

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Guest favourite

Home in Hudson

4.81 out of 5 average rating, 75 reviews

Casual Country Getaway for Relaxation (Ski)

Skiers ski Catamount 14 miles, Butternut 21 miles and Windham 27 miles close. Soak up the abundant natural light at our airy, contemporary retreat tucked away on 1.5 picturesque acres. Take it easy on velvet sofas in vibrant hues, then head out to the sunny, screened-off deck for relaxed alfresco evenings in season. Before requesting bookings, inquire about our nightly discount for two or more nights and our DEEP DISCOUNT for 2 guests only. The entire home (upstairs and downstairs) as described in the Summary above is available to accommodate 4- 8 people. Discount for fewer people below. DISCOUNTS Guests with one or two additional people may request in advance of their reservation a $20 daily discount to access the downstairs floor ONLY. Included downstairs is a bedroom with twin beds, the library with queen electric air mattress and sofa, full bathroom, the full kitichen, formal dinning and living rooms, family/media den, living room and outside deck. Alternatively, guest may request, again in advance of their reservation access to the entire home with the exception of the downstairs bedroom, library and bathroom. Our returning guests receive $10 off the daily rate. BY CAR Hudson is located approximately 100 miles from New York City, 40 miles from Albany and 100 miles from Hartford. Our guests may park their car in the oval driveway. (The enclosed garage is not available) BY TRAIN (Amtrak) Amtrak stops in downtown Hudson. The station is 5 miles from our home. Enterprise Rent-A-Car can be contacted for free pick up and taxis are available at the station. Oscar can be reached by phone at (917) 664-7372 The property is 3.6 miles from the historic town of Hudson and 19 miles to historic Great Barrington, Massachusetts. Foodies can feast at many noted restaurants and shoppers can lose themselves in all sorts of funky shops and eclectic art galleries in both towns. EARLY CHECK-IN: early checkin is possible. Contact host.

Guest favourite

Private room in Claverack

4.91 out of 5 average rating, 105 reviews

Peaceful Solar Home

Our one-story, round house is nestled in a "holler" on a quiet dirt road, surrounded by an active farm landscape (all organic), woods & waterways. We are just a short drive to High Falls, Won Dharma Center, or Warren St in Hudson. A drive of 20-30 minutes will get you into the Berkshires. Our guest room has a single twin bed and so we just host solo folks. We are off the power grid and solar-powered. Before I accept, it's helpful for me to know the nature of your plans to be here. Thanks!

Home in Canaan

5 out of 5 average rating, 11 reviews

Knoll Rock House (3B/3B) - Best of the Berkshires

Located in Canaan, NY, less than a mile from the Massachusetts border, this wonderful 1700s post and beam farmhouse has recently undergone total restoration. Knoll Rock House offers a wonderful combination of historic features combined with state-of-the-art comforts and amenities. Set on 4 tranquil acres, and close to Tanglewood and all the cultural and leisure activities the Berkshires and Hudson Valley region has to offer, this is the perfect place for a relaxing getaway or memorable vacation.

Hotel room in Hillsdale

New place to stay

Little Cat Lodge -Two Bedroom Deluxe - West Suite

Our most expansive Suite totaling 1343 sq. ft., & perfect for a large family getaway. Located on the 2nd floor of the Main House, the West Suite sprawls across 2 floors Downstairs includes one bedroom (Queen), a powder room, and bathroom with walk-in shower, large soaking tub, double vanity, and water closet, all adjacent to an open living room with kitchenette. In the loft upstairs you can find another bedroom (King), a writing nook with turntable, and deep U-shaped lounge. Sleeps up to 8.

Guest suite in Canaan

5 out of 5 average rating, 8 reviews

Knoll Rock Studio - Best of the Berkshires.

Located in Canaan, NY, less than a mile from the Massachusetts border, this is the 900 sq ft studio wing of a 1700s farmhouse that has recently undergone total restoration. Knoll Rock Studio offers a large living area and large bedroom with all comforts and amenities. Set on four tranquil acres, and close to Tanglewood and all the cultural and leisure activities the Berkshires and Hudson Valley region has to offer, this is the perfect place for a relaxing getaway or memorable vacation.

Superhost

Private room in Sheffield

4.92 out of 5 average rating, 39 reviews

Sheffield Lodge - Washington Room

The Sheffield Lodge is a warm and inviting rustic Bed and Breakfast secluded from city life nestled in a pine forest. Enjoy your home-away-from-home where there is always friendly service, delicious breakfasts, afternoon treats. The lodge features an inviting fireplace, large screen TV, game table for board games or cards and a quiet reading/living room, and ample parking. Outdoor recreation is within minutes in every direction. There are museums, shops and many great restaurants nearby.

Guest favourite

Home in Germantown

4.96 out of 5 average rating, 279 reviews

Modern Cottage, Views, Walking Trails, Fireplace!

Modern Cottage with Stunning Views, a Spa Bathroom, and a gas Fireplace. A fully equipped Chef's kitchen with Soapstone countertops, New appliances. Total privacy, high ceilings, hand plastered walls, generous closets, glass doors lead to a private deck. Enjoy big Catskill Mountain and seasonal Hudson River views. The large bath has a tiled glass door shower, and a soaking tub. A Fieldstone fire pit overlooks the Catskills! Visit @martinasplaces at insta gram for more photos!

Guest favourite

Home in Tivoli

4.98 out of 5 average rating, 59 reviews

Dramatical sited in trees , walk to town

September light Down a long driveway, our Architect designed Hudson Valley 9 acre compound is private yet minutes to the village of Tivoli; our "passive haus" is surrounded by decks, wild pollinator's gardens and a grove of 100 year old oaks. Flooded with sunlight , the house offers the best in modern building science, cool in the summer, warm in the winter. This is not a party house but a house for friends and families to enjoy. Monthly and weekly discounts offered. Just ask

Guest favourite

Guesthouse in Tivoli

4.93 out of 5 average rating, 135 reviews

Tivoli Star Gazing Cabin

Down a long driveway, set amongst 100 year old trees and meadows, the cabin offers time in the quiet country though only minutes to the lively village of Tivoli. With a wrap around porch for morning coffee, fire fly viewing or star gazing. It has a soaking tub, with a hand held shower. The cabin is part of our family compound of a main house and a small garden hut. Each property has an independent outdoor space for relaxing and privacy.

Hotel room in Hillsdale

New place to stay

Little Cat Lodge - 2 Bed 2 bath Suite - East Suite

Located on the 2nd floor of the Main House, the 732 sq. ft. East Suite blends the old world rustic charm of a chalet with modern amenities. A sunrise view of the mountain can be had from the 2 bedrooms, 1 with King bed, 1 with Queen bed. The 2 bathrooms - 1 with bathtub shower and 1 with vertical shower - and seating area with sectional sofa and a large TV that’s great for movie watching round out the cabin vibes. Sleeps up to 5.

Guest favourite

Home in Ancramdale

5 out of 5 average rating, 5 reviews

Family-Friendly Home in a Private Lake

It's our family weekend home, a place that has been exclusively enjoyed by our immediate family. We're excited to extend a warm welcome to other families who can appreciate the space, nature, and amenities our home has to offer. Nestled in a private lake community shared by only a handful of families, our home offers a unique opportunity to experience lake activities, hiking, skiing, and more.

Hotel room in Hillsdale

New place to stay

Little Cat Lodge - King - Accessible

Merging the rustic charm of an alpine lodge with the magic of mid-century Berkshires, our corner King Accessible room is lined in mushroom wood and accented by original artwork. A modern, accessible bathroom, adjacent dedicated parking space, and private patio ensure you can make the most of your mountain stay. Mini fridge and Keurig included!