Holiday houses in Copake Lake

4.94 out of 5 average rating, 231 reviews

Cabin in Copake Lake

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!

5 out of 5 average rating, 25 reviews

Cabin in Craryville

Cabin on Copake Lake, NY.

Nestled in the heart of the Hudson Valley is a charming renovated cabin, brought to you with a fine modern finish in a classic upstate style. The cabin is located meters back from Copake Lake, the largest lake in the county of Columbia. We are 2 hours & 15 minutes drive North from New York City. The Taconic Parkway will lead you through a beautiful scenic drive, until you reach your perfect Upstate lakeside destination here with us. Don’t drive, no problem take a train & disembark at Hudson, NY.

4.9 out of 5 average rating, 118 reviews

Apartment in Philmont

Beautiful space in the heart of Philmont

Enjoy the elegant ambience of this airy and bespoke space, just two doors up from the excellent restaurant Local 111, as well as the Co-op, where you can pick up delicious local produce, meats, and baked goods. A couple blocks from the Philmont Pub, another fantastic place to eat and enjoy the evenings. Minutes from Hudson, this town is literally in the center of Columbia County. A short drive to Catamount, Bash Bish, the Hudson River, the Catskills, the Berkshires, no end of places to explore!

Apartment in Copake Falls

4.91 out of 5 average rating, 331 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!

4.99 out of 5 average rating, 181 reviews

Home in Ancram

Everything on one floor 2 Bdrm/1.5 Bth & Pets Ok

All size Dogs & Cats Welcome *Outside backyard is large and surrounded by trees with Firepit, Hammock & Volleyball Net +Watercraft available - Kayaks/Rowboat Swim Platform Indoor Wood Burning Fireplace Fully stocked kitchen and toiletries 10-15 minutes to Bash Bish Falls/Catamount Aerial Park/Ski/Snowboard/Tubing 25-30 minutes to Berkshires Shoe shoeing +November-April: watercraft not available, also weather dependent *Only one neighbor, is to the left, separated by trees and bushes

4.99 out of 5 average rating, 144 reviews

Apartment in Canaan

West Main

1890s home situated on the outskirts of town, entire second floor apartment. The apartment is bright and sunny and super comfortable with 2 bedrooms both with queen beds, 1 bathroom, eat in country kitchen fully equipped.There is a spacious living room with a smart Roku TV, (not cable ) WiFi and access to a private garden space, private entrance and off street parking. Walk to town brewery, pizza and more. Great place to relax after a day of exploring Litchfield county and the Berkshires.

4.88 out of 5 average rating, 138 reviews

Dreamy Hudson Valley Lakehouse with Hot Tub

Hello, hygge! Our renovated lakehouse on idyllic 100-acre non-motorboat Robinson Pond was designed as our dream getaway. Soak in the water views from every room, walk onto the deck or patio (and hot tub!) from sliding doors that let the outside in, kayak or paddle board from our private dock, project movies on the big screen, make pizzas in the outdoor oven, play foosball or air hockey, sit around the wood burning stoves or fire pits, walk to sandy beaches and marvel at all the wildlife.

4.97 out of 5 average rating, 233 reviews

Cabin in Pine Plains

The Upstate A - Modern Luxury in the Hudson Valley

The Upstate A is a 3 bedroom + sleeping loft, 2.5 bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson Valley. Built in 1968, it was fully renovated in 2020-2021. Staying here you’ll experience a cozy yet modern vibe, immersed in nature but with all the accoutrements of an upscale stay. You'll find great hiking in the summer, skiing in the winter, fresh upstate air year-round and serenity all day and night. See for yourself: check us out on IG @upstate_aframe

4.99 out of 5 average rating, 208 reviews

Apartment in Hillsdale

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.

4.96 out of 5 average rating, 335 reviews

Farm stay in Ancram

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!

4.92 out of 5 average rating, 137 reviews

Apartment 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!

4.93 out of 5 average rating, 125 reviews

Copake Retreat

Our cozy 3 bedroom home is 120 miles from New York City and 150 miles from Boston. It's located in a friendly private lakeside community with 2 sandy beaches on Robinson Pond. The surrounding area is gorgeous with rolling hills and farms. We're within a half-hour drive from Great Barrington, MA., Hudson, NY, and Millerton, NY. and it's a very short drive to Taconic State Park. Enjoy our 4-season Copake Retreat!

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Other great holiday rentals in Copake Lake

4.94 out of 5 average rating, 82 reviews

Bright/Spacious Getaway at foot of the Berkshires

NaomiRating, 5 stars2 weeks ago

I rented this Airbnb for a crew of horticulture students coming to work on a local project. They needed a nearby comfortable place to relax and rest well from grueling days of work, and each of them came to me separately to say how great their stay was. They had both the privacy of individual bedrooms and wonderful common spaces to meet everyone’s needs.

5 out of 5 average rating, 10 reviews

Tiny home in Hudson

Unique Tiny House Glamping

KarinaRating, 5 stars2 weeks ago

Jordan and I were very aligned in our approach to health and wellness, which made this stay especially enjoyable. I appreciated that he used fragrance-free laundry detergent and stocked the space with clean, environmentally conscious cleaning products. He was also highly responsive and even directed us to a beautiful natural spring nearby where we could source fresh water. A thoughtful and gracious host—I'm only sorry I didn’t have more time to stay and get to know him and his family better!

5 out of 5 average rating, 12 reviews

Home in Great Barrington

Valley Vista atop Jug End

PanosRating, 5 stars1 week ago

Nice place. Great layout. Easy to navigate. Host was very communicative. We would stay there again.

4.92 out of 5 average rating, 66 reviews

Yellow Door House

WiolettaRating, 5 stars1 week ago

Great communicator. Quickly responses. Great place. Thank you!

5 out of 5 average rating, 22 reviews

Taconic Hideaway – Fireplace, Fire Pit & Swimming

EvanRating, 5 stars3 weeks ago

We had a lovely stay at Julia and Javi’s. Great place for 5 of us to sleep comfortably. Connected kitchen, dining and living rooms made for very communal feel which was great. Would stay again!

5 out of 5 average rating, 87 reviews

Cabin in Craryville

The Copake Cabin - A rustic-modern retreat.

TheresaRating, 5 stars1 week ago

This was our second stay at Copake Cabin, and if possible it was even better than our first! Perhaps it was the beauty of the surroundings during the summer, or maybe it was the chance to use the heavenly in-ground swimming pool . . . definitely one of our most blissful Airbnb stays. The house as noted is fully stocked with everything you could need -- and if you like to cook, the kitchen & grill are a real treat: sharp knives, cast iron pans, excellent appliances and a spacious area to work. The house is uber-comfortable but also extremely well-maintained without ever feeling fussy. My husband and I (and our dog) can't wait to return . . . the area is gorgeous and the hosts are total pros.

5 out of 5 average rating, 38 reviews

Cabin in Saugerties

Luxury A-Frame Cabin w/ Hot Tub

BingRating, 5 stars5 days ago

We absolutely loved our stay at Fil & Ellie’s place, it made it the highlight of our trip. From the minute we walked in, it felt so calm. The place is beautiful with all the amenities. We enjoyed the hot tub, grill, fireplace. We’ve been to the Catskills countless times and this is the best experience due to the wonderful stay. Thank you!