Vacation rentals in Taconic Shores

Center Hill Farmhouse: FamilyGroup Reunion Wedding

Our light-filled, family-friendly farmhouse offers plenty of charm, a few quirks, and amazing views. With a mix of antiques + modern amenities, the home's big country table is great for enjoying locally sourced meals. We have tons of books, board games, toys. An outdoor grill. And it's the perfect location to explore hiking/biking trails, farmers' markets, fine dining, art museums (The Clark Institute, Mass MOCA, Norman Rockwell) and world-class ski resorts (Catamount, Berkshire East & Bosquet).

Lake Front Cottage with Sun Soaked Terraces

Peaceful lakefront cottage is the perfect getaway nestled between the Taconic and Berkshire mountains. Soak up sun as you launch our kayaks and SUP from our private dock into serene Robinson Pond Peaceful. Grill on the deck, gather around the firepit on the lakefront terrace. Relax on the swing bed on the year round sun porch. Guest tell us they love our design touches, relaxing on the swing bed on the year round sun porch, and cozying up at the fireplace or in the media room. *No pets allowed

Lakefront Retreat on Robinson Pond

3 night minimum in the summer & holiday weekends. Three Trees on Robinson Pond is a three bedroom, one and a half bath home with direct waterfront access and incredible views of the lake, mountains (fall foliage at it's best!) and sunrise. This two story property sleeps 6 and has everything you could want for a peaceful escape upstate: Firepit, kayaks, canoe, lawn games, nearby tennis & beaches, foosball, and more! We look forward to hosting you, your friends & family at our lakefront home!

Private, Fire Pit, Fire Place, Swimming and Hiking

SCAN THE QR CODE IN THE PHOTOS FOR A VIDEO OF THE PROPERTY! Nestled in Robinson Pond's serene lake community, our home offers a retreat for those seeking tranquility and adventure. Modern Amenities: Our home is newly renovated. Lake Access: For water enthusiasts, the house offers access to pristine waters via two manicured beaches. Local Attractions: Venture into the charming nearby towns of Hillsdale, Hudson, and Great Barrington. HOE RENTERS AGREEMENT MUST BE SIGNED UPON RESERVATION.

Cheerful 3-bedroom cottage with woodstove.

Relax with the whole family at this peaceful Berkshire getaway with easy access to all the area has to offer. A quick 20-minute drive to Butternut or Catamount ski hills, as well as downtown Great Barrington. Tanglewood and Jacob's Pillow are a half-hour's drive. Or stay at home and enjoy the peace and quiet of the surrounding woods, light a fire in the woodstove, cook in the large fully-equipped kitchen or head out back to barbecue on the large deck and play a game of badminton in the yard.

Artsy lake house on an island

This brand new impeccably renovated Hudson Valley 3-bed offers everything for an amazing lake getaway Outdoors: Deck+grill, adirondack chairs + view of lake + winter wonderland; kayaks, stand-up paddle boards + tubes Indoors: Fireplace; 3 bedrooms with queen-sized beds; pull-out couch in second living room; kids room 10 minutes to Catamount; 15 to Millerton + Hillsdale; 25 to Hudson + Great Barrington; 40 minutes to Tanglewood + Lenox; 45 to Rhinebeck Ski, hike, restaurants, golf, lake

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.

The Copake Cabin - A rustic-modern retreat.

A quiet place to get away from it all. Modern log cabin with 3 bedrooms and lots of amenities. A private heated pool, outdoor spaces, wood-burning fireplace and outdoor fire pit. For those working remotely, there is super-fast WiFi and a designated work space. Close to the best of the Hudson Valley and the Berkshires. There is a large lake nearby for boating, swimming, and kayaking in the warmer months. Skiing and sledding in the winter. Columbia County STR Registration #: COP-2025-015

Modern Rustic Getaway | Quiet | Wifi |Parking

Discover a peaceful haven at this renovated 3-bedroom home in the serene Robinson Pond community. Enjoy easy access to the tranquil lake, perfect for swimming, kayaking, or relaxation. Explore nearby attractions, including historic sites, scenic hiking trails, and delicious local eateries. Whether you're traveling solo or with loved ones, this charming home provides the perfect base for a memorable vacation. • 15 min to Catamount Ski • 15 min to Bash Bish Falls • 25 min to Hudson, NY

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! The furnishing is comfortable and cozy, but not upscale.

Bright/Spacious Getaway at foot of the Berkshires

Centrally located in the Hudson Valley at the foot of the Berkshire mountains, this is a beautiful duplex. After raising our family in the larger side, we moved to the attached, yet fully separate apartment . We're looking to rent the larger 2,900 sq. ft., 4 bedroom/3 bathroom side, which sits on 1.5 acres with a fenced in backyard and parking area. 60" satellite Tv in big room and two other smaller tvs in master bedrooms.

Lakefront Home • Kayaks • Firepit • Near Skiing

Welcome to our sun-filled lakefront home on Robinson Pond in the heart of the Hudson Valley. Spend summer days on the water with our two kayaks, paddleboard, and rowboat — all included — then end the evening with wine at the firepit as the sun sets over the lake. In winter, you're 15 minutes from skiing at Catamount. Three bedrooms plus a bonus room with a pull-out sofa, two full baths, and room for the whole family.