Family-friendly holiday rentals in Copake Lake

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Copake Lake

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Guest favourite

Cottage in Hillsdale

4.83 out of 5 average rating, 235 reviews

Big Bliss Near Catamount Cottage w/Modern Flair

Find big bliss and sanctuary in every detail of this newly renovated cottage. The tranquil view of our yard and neighbor's orchard are complemented by the whitewashed wood floors and Moroccan tiled kitchen. The heated bathroom floor, Toto bidet, and central air/heat elevate to indulgence. Nestled between Hudson, NY, and the Berkshires, our cozy home is the perfect getaway with culture close by. Hiking trails and Catamount a short drive away. Search "Little Bliss" for our adjacent tiny house.

5–12 Oct

$286 NZD per night

Guest favourite

Loft in Great Barrington

4.99 out of 5 average rating, 296 reviews

The Old Red Barn

Renovated studio in barn built circa 1830, centrally located to all activities in the Berkshires. Bright and sunny space with views of fields and spectacular sunsets. Open upstairs loft bedroom with pine floors, catherial ceiling, exposed beams, full kitchen , bathroom and washer and dryer. The Berkshires are beautiful in the fall , come stay ! 5 minute drive to town. Walk to the Green River , hike the trails. We provide all basic household supplies. We invite all to enjoy our old red barn.

22–29 Jul

$342 NZD per night

Guest favourite

Guest suite in Red Hook

4.9 out of 5 average rating, 296 reviews

the farmhouse suite at gallatin farmstead

A 575 sq ft. fully private suite with your own entrance in a beautiful early American eyebrow colonial. The mid-century farmhouse style is highlighted by a darling kitchenette. And don't forget the bathroom hot steam shower! Of note, with a 30$ fee, we can set up a 2nd bed in the suite living room. We're happy to do it, it just takes some time to get together. It's a super comfortable mattress, the same model as the queen bed. We are also cycling happy and offer bike rentals and tours.

3–10 Sep

$279 NZD per night

Superhost

Cottage in Craryville

4.8 out of 5 average rating, 123 reviews

Oriole Cottage @Copake Lake:Kayaks+Canoe

2 hours from NYC+ Boston. 20 minutes to Great Barrington or Hudson, NY Explore the Hudson Valley + nearby Berkshires (Tanglewood)or enjoy the many pleasures of beautiful Copake Lake + the Berkshire foothills. Under 10 miles to Catamount Mountain Resort, 20 miles to Ski Butternut. Bash Bish Falls, Taconic State Park, Tanglewood, Harlem Valley Rail Trail, nearby golf course. Explore quiet country roads, charming nearby towns including Hudson, Chatham, Millerton + Great Barrington, MA.

2–9 Apr

$586 NZD per night

Guest favourite

Guest suite in Valatie

4.98 out of 5 average rating, 231 reviews

Guest Suite in Old Chatham Hunt Country

Looking for all the perks of a hotel while staying at a house in the country? This tranquil, light filled room overlooks horse pastures and a dirt road in the heart of Old Chatham hunt country. A private entrance leads to a guest suite which includes a queen size bed, sitting area, kitchenette, and walk-in closet. Located on the first floor of a newly built, net-zero home. Power comes from solar and solar water panels provide for guilt-free hot showers! 50 MBPS fiber optic Internet!

7–14 Sep

$166 NZD per night

Guest favourite

Cottage in Craryville

4.91 out of 5 average rating, 482 reviews

Columbia County Getaway - Raspberry Ridge Cottage

Affordable, pet and family friendly country cottage in the Hudson Valley off TSP; close to Berkshires and Hudson. Amenities are high speed reliable internet, landscaped grounds, hilltop gazebo with dining deck, grill, fire pit. Cosy wood-stove inside. Backyard chicken coop with fresh eggs. Go 'tree-bathing' on the deck. Woodland setting with open fields. Perfect for a low-key weekend getaway. Hosts live next door. Chief Martindale Diner walking distance. Ample parking.

13–20 Jun

$325 NZD per night

Guest favourite

Cottage in Ancram

4.99 out of 5 average rating, 165 reviews

New Earlier Arrival/Later Departure

All size Dogs & Cats Welcome Watercraft available - Kayaks/Rowboat Swim Platform Outdoor Fire Pit - Roasting Marshmallows Indoor Wood Burning Fireplace 10-15 minutes to Bash Bish Falls/Catamount Aerial Park 25-30 minutes to Berkshires 20 minutes to Catamount Ski/Snowboard/Tubing - Snow Shoeing A previous guest summed up what 161 others have written, "If there was a 6 stars option, that was allowed only for once per Airbnb member, I’d use mine for Allie’s house"

12–19 May

$572 NZD per night

Guest favourite

Tiny home in New Paltz

4.99 out of 5 average rating, 743 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

16–23 Jul

$205 NZD per night

Guest favourite

Home in Copake

4.92 out of 5 average rating, 107 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!

14–21 Jul

$321 NZD per night

Guest favourite

Cottage in Copake Falls

4.91 out of 5 average rating, 317 reviews

Beautiful cottage at the foot of the Birkshires

Come stay with us in our beautiful cozy cottage, on a small lot located in the heart of Copake Falls, walking distance to Taconic State Park. Enjoy great farm to table dining, ski the Berkshires (just under 10 minutes to Catamount Resort), hike to Bash Bish Falls, bike the Harlem Valley Rail Trail, and swim in the spring fed iron ore pit during the open season.

26 Oct – 2 Nov

$301 NZD per night

Guest favourite

Home in Craryville

4.84 out of 5 average rating, 165 reviews

Hall of Fame Views

Enjoy the spectacular views of the Berkshire Mountains. This cute house belonged to Baseball Hall of Famer "Lillian Shadic" also known as Pete Campbell. Her children have adorned the house with her baseball memorabilia. Enjoy reading about her baseball career inside the house and outside enjoy the amazing views from the newly remodeled back porch.

26 Nov – 3 Dec

$279 NZD per night

Guest favourite

Home in Craryville

4.92 out of 5 average rating, 220 reviews

The City Farmers Upstate. Farm house with hot tub

Beautiful farm house in Columbia County, Less than 2 hours from NYC. 4 bedrooms , an office and a gorgeous dining room. Can sleep up to 10 people. The house is surrounded by 9 acres of beautiful land with a creek. Located in the beautiful Columbia County. Nearby the town of Hudson. 10 min to Lake Taghkanic, 15 min to Catamount Ski

20–27 Mar

$626 NZD per night