Vacation rentals in Town of Copake

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Top-rated vacation rentals in Town of Copake

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Superhost

Cabin in Copake Lake

4.93 out of 5 average rating, 238 reviews

Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS

Nature is calling! And so is the opportunity to stay at a cozy, secluded property near the lake, skiing, hiking, and so much more! Welcome to Cabin on Hillside, a peaceful retreat from the stresses of daily life. Situated in the charming town of Copake Lake, you get all the fun of a quaint lakeside community with the solitude of a wooded retreat. Whether you are looking for outdoor adventures, trips into town, or a peaceful homestay, this cabin provides it all! Come visit! Your oasis awaits!

Guest favorite

Farm stay in Copake

4.96 out of 5 average rating, 49 reviews

Hudson Valley Charming Farm House 70 acre farm

The perfect family farm retreat, close to hiking, waterfalls, and other outdoor activities! Ideal for families. In town yet rural feel. Two primary bedroom suites for the adults, and a separate bunk room that sleeps 6 for the kids. Newly renovated gourmet kitchen, working fire place, strong wifi, smart TV, outdoor grill and picnic areas, rustic pickle ball/tennis court, pond, working livestock farm with a variety of animals and 70 acres. The ideal family retreat. Looking forward to hosting you!

Guest favorite

Apartment in Copake Falls

4.91 out of 5 average rating, 340 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!

Guest favorite

Home in Copake

5 out of 5 average rating, 12 reviews

Spring and summer in Copake - what's not to love?

Ski season is done and SPRING has sprung, and it's a 10! Enjoy all Columbia County, NY offers - ponds to play in, lakes to paddle, trails to bike, mountains to hike, farmers' mkts to snack thru, wineries, distilleries, restaurants galore + much more from our lovely 3BR, 2BA home in the center of our country hamlet. Enjoy stunning views from the great room or huge deck or from around the fire pit. Minutes from Hudson, NY, Great Barrington, MA and Lakeville, CT - the perfect jumping off point.

Top guest favorite

Apartment in Pine Plains

4.98 out of 5 average rating, 194 reviews

Newly renovated cutie

Newly renovated apartment in private home. Pets may be allowed on a case by case basis. Please contact me to discuss. Ample parking off road. Quiet location. Centrally located. Hudson to the north (20 mins). Millerton (10 mins) to the East. Rhinebeck (20 mins)to the west. Poughkeepsie to the south. Summertime polo matches only 5 mins from the house. Town beach a couple mins away. Many dining options within minutes. The Stissing Center offering musical and theater options also within minutes.

Top guest favorite

Apartment in Sheffield

5 out of 5 average rating, 371 reviews

Hideaway with Spectacular Berkshire Views

Located on the border of Massachusetts and Connecticut with spectacular views of the Berkshire Hills and fifteen minutes drive from Great Barrington, MA, this apartment is located on a secluded seven-acre property. Owners live on the property. Above an artist studio this renovated one bedroom apartment with private entrance, full kitchen, fast internet is stylish, light and airy with a contemporary and eclectic decor. Please note During winter all-wheel drive vehicle is strongly advised.

Guest favorite

Barn in Copake

5 out of 5 average rating, 10 reviews

Country Barn Loft

The perfect location for a relaxing weekend with friends or loved ones. Located in the heart of Copake, just a 5 minute on a sidewalk to a general store , diner, pizzeria and the clock tower bar and restaurant.Enjoy your time in this loft apartment and the picturesque towns and hikes nearby! 10 minutes from Catamount Ski Resort. Less than 30 minutes to Great Barrington, Hudson, and Millerton - all cute towns with restaurants and shops if you want to get out of the house and explore.

Top guest favorite

Apartment in Hillsdale

4.99 out of 5 average rating, 216 reviews

Serene Suite by Gt. Barrington, Hudson, Tanglewood

Hillsdale’s Hygge Hideaway...Enjoy a peaceful, serene suite with all the comforts of home. Private entrance, with ample parking for multiple cars so you can meet up...perfectly located where the Hudson Valley meets the Berkshires. Just 8 miles east from the Taconic State Parkway, located in the center of the Historic Hamlet of Hillsdale, NY. Walk to unique shops, a cooking school, restaurants and a brewery, a full service grocery store, wine and liquor store and more.

Top guest favorite

Farm stay in Ancram

4.96 out of 5 average rating, 340 reviews

Relaxing secluded stay with loving social animals.

Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door. Just Added mini split AC!

Top guest favorite

Tiny home in Chatham

4.99 out of 5 average rating, 251 reviews

Tiny House, Big Adventure on 70 acres

Welcome to "The Tiny" at The Hemptons in the Hudson Valley. The not-so-tiny house is 400sf with plenty of space to stretch out. Each of the two bedroom lofts have a comfy queen bed on a low profile frame. The kitchen is equipped for basic cooking (read: Not good for Thanksgiving, but perfectly suited for standard cooking endeavors). Regretfully, we are unable to accommodate service animals due to the health risk it poses it the owners.

Top guest favorite

Cabin in Ancram

5 out of 5 average rating, 137 reviews

The Ancram A - Luxury Mid-Century Modern Cabin

Included in Curbed’s ‘Top 100 Airbnb’s around NYC’! Nestled between the Berkshires and the rolling farmlands of the Hudson Valley, The Ancram A is perfectly situated for your Upstate getaway. This unique A-Frame was originally built in the 60s and then reimagined in 2012 with modern luxuries. The cabin is on a lake so grab a towel and head down for a swim. We look forward to sharing our picturesque hamlet of Upstate NY with you.

Guest favorite

Home in Copake

4.96 out of 5 average rating, 199 reviews

Lakefront +pets +skiing +bbq +firepit +games

With all of the craziness in life, this is the place you go to wake up in the morning to sip your coffee and do everything or nothing. This is the best location on Robinson Pond with beautiful views and access to the private beach and deepest part of the lake. Clear your headspace and enjoy this year-round escape with four seasons of activities and a cozy home to remind you of the greater things in life.