Holiday rentals in Columbia County

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Top-rated holiday rentals in Columbia County

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Superhost

Flat in Copake Falls

4.92 out of 5 average rating, 303 reviews

Modern Copake Falls Getaway - 8 Mins to Catamount

Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!

Superhost

Home in Great Barrington

4.95 out of 5 average rating, 20 reviews

Luxury Redo: Hot Tub, Playroom, Sleeps 12

Creamery: Fully Renovated 5 Bedroom Home, sleeps 12 with large screened porch, outdoor patio with seating, sun umbrella, hot tub, fire pit and billiards! Amenities also include: Central AC, all new kitchen appliances, washer/dryer, 4 Smart tvs, fiber internet + good cell service, propane fireplace, blue stone outdoor patio with seating, billiards table, playroom, high quality linens included, Front porch with seating, superior central location: less than 10 to GB, less than 10 to Catamount!

Superhost

Home in Athens

4.93 out of 5 average rating, 114 reviews

Lake house, 700 ft waterfront - from every room

Panoramic views from the wrap-around deck offers privacy and 700 feet of lake frontage from this comfortable home. Enjoy the sunrise and sunsets views of the lake from EVERY room. Two kayaks, canoe, paddle board to be enjoyed from its private beach. The great room has full lake view, heated floors and two large decks. This home offers 4 bedrooms, 2 and 1/2 baths, a finished lower level that features game room with private deck, ping pong table, giant Jenga, home gym, and large 55in TV.

Superhost

Cottage in Red Hook

4.9 out of 5 average rating, 202 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

Get away from it all to your little slice of paradise. Kayak, swim and rest. Just a hop skip and jump from the city. A blue stone pathways leads to your own private charming cottage overlooking a beautiful spring fed lake with your own private Hot Tub OPEN ALL YEAR ROUND and lake front oasis. Completely surrounded by perennials, and native trees. Lake dock, Hammock and kayaks await you. BE SURE TO SEE OUR OTHER 2 BEDROOM COTTAGE ON THE LAKE - LILY PAD - IF YOUR DATES ARE NOT AVAILABLE.

Superhost

Cottage in Great Barrington

4.85 out of 5 average rating, 33 reviews

THE GREAT ESCAPE BERKSHIRE SKI COTTAGE w/HOT TUB!

It's all about the location and the interior renovation that makes our cottage stands out. Only 5 min to Catamount Ski Mountain, 10 min from Butternut and Only 5 min from town of Great Barrington with dining experience, Bowling ally, movie theater. Summer - for swim and boating - 5 min from Mansfield (swim) and 20 min to stockbridge bowl (boating). 5bd, 4 bath, 2 living rooms, fire place, Hot tub, fire pit, nesting on a 5 acre wooded forest, for complete privacy. (back yard is fenced) .

Superhost

Home in Athens

4.84 out of 5 average rating, 170 reviews

A Victorian "Lady"

Enjoy an old-fashioned vacation right across the street from the Hudson river. Watch the tides, boats, and barges pass by. Dining, kayaking within walking. Historic Hudson, Olana just 10 min. drive. This is a house to relax, use as a base for other activities. It is not intended as a place to party.. It is a quiet neighborhood. I expect my guests to respect that. There is a weekend special. If you book friday/saturday or saturday/sunday the price is $350.00 for the 2 nights. Thanks

Superhost

Cabin in Catskill

4.96 out of 5 average rating, 256 reviews

Catskills Log Home, Stunning Mountain Views

This Catskills log home, with its privacy and stunning views, provides an ideal hub for a getaway! A two hour drive from NYC—with nearby getaways for skiers, hikers, and antiquing—this home now includes a massive deck expansion and 6 person Marquis hot tub for couples looking for the perfect way to relax. The house is lovingly cared for; three bedrooms are furnished with new and comfortable bedding and sectional for 6. Visit us and take in the fresh country air!

Superhost

Home in Athens

4.99 out of 5 average rating, 67 reviews

Lake House with Game Room

Relax with the whole family at this peaceful place. As a guest you'll have access to our Sleepy Hollow Lake community beach area, pools and playgrounds, and pickle-ball, tennis and basketball courts. Athens hosts a gourmet bakery, restaurants and an award-winning brewery. Drive 7 miles to explore historic Catskill, 12 to hip Hudson and for year-round sports enthusiasts - only 30 to Windham and Hunter Mountains. Game room with pool table, shuffleboard and bowling!

Superhost

Home in Hudson

4.93 out of 5 average rating, 15 reviews

Kees Cottage

The best of all worlds! Beautifully remodeled 1910 farmhouse is mostly furnished with one-of-a-kind antiques, giving it a rustic, yet upscale vibe. Our large yard is magically peaceful and quiet, with a delightful hidden path leading to the pool and pool house. Amidst all this peace and privacy, you are still just 5 min. from the town of Hudson, with all of its boutiques, eateries, and culture. We offer 3 bedrooms and 1.5 baths, accommodating 6 guests.

Superhost

Home in Athens

5 out of 5 average rating, 20 reviews

Modern 4 season lakefront rental

Beautifully renovated mid-century modern 3200 sq foot lakefront home with every amenity imaginable! House is secluded by a forest of cedars providing lots of privacy. Private dock and lakefront for swimming, kayaking, canoeing, fishing as well as lots of other fun water activities! House comes with a canoe, kayaks, outdoor hammocks, a paddle board, 6 person hottub and lounge chairs for the sun.

Superhost

Flat in Ravena

4.67 out of 5 average rating, 3 reviews

Mountain Getaway 2BR duplex apt

This 2BR duplex apartment is you next must go destination. Nestled in the mountains just a few minutes south of Albany, this beautiful property features 2 bedrooms/sleeps 3-5 people, beautiful porch and a deck, manicured grounds, endless parking and much more. Perfect for a family getaway, weekend with friends, Ski weekend, Hiking trip or Family reunion are just a few of the possibilities.

Superhost

Home in Great Barrington

5 out of 5 average rating, 5 reviews

Winter Holiday & Ski Season Rental!

Charming, cozy cottage, walking distance to Lake Mansfield and Main Street attractions, 20 minutes to Tanglewood, 15 minutes to area summer camps or the Zipline at Catamount Ski Area. Freshly renovated throughout, fully-equipped kitchen, large yard with screened dining porch. Comfortable and stylish home in a centrally-located spot. Attention to all the little details.