
Holiday rentals in Taconic Shores
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Top-rated holiday rentals in Taconic Shores
Guests agree: these stays are highly rated for location, cleanliness and more.

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

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.

Luxury A-Frame Cabin in the Woods with Sauna
🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

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

Cabin in Woods w/ Lake Access & *private* Hot Tub!
Don't miss your opportunity for a spring adventure at this cozy, secluded cabin with its own private hot tub and lake access! Welcome to Cabin on Hillside, a peaceful haven 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!

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.

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 and Modern Lakefront Cottage
A quiet place to get away from it all. Modern 2-story cottage with lots of amenities. Lakefront, outdoor space, kayaks, fishing, swimming outdoor fire pit and more. Close to the best towns and activities in the Hudson Valley and Berkshires. Ideal getaway for a family of up to a max of 4 adults or a family up to 5 (including young children). If you have a larger family please message me about accommodating extra family members (for an extra fee)

Serene Suite: Hudson & Berkshires, Walk to Brewery
A peaceful, highly rated private suite in the heart of historic Hillsdale, where the Hudson Valley meets the Berkshires. Walk to shops, restaurants, a brewery, cooking school, grocery, wine and liquor store. Minutes to Hilltown, the Harlem Valley Rail Trail, scenic hikes, and beautiful drives, with galleries, antiques, live music, and cultural gems nearby. A serene, perfectly located home base for spring dining, exploring, and unwinding.

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.

Lake House in Copake
Charming Country Lake Front Retreat – 4-Bedroom Home with Scenic Views at Copake, NY Escape to the serene beauty of the Hudson Valley in this spacious 4-bedroom, 2-bathroom home, located on the picturesque Lakeview Road in Copake, NY. Nestled in a peaceful neighborhood, this home offers the perfect balance of privacy and convenience, just a short drive from charming local shops, restaurants, and outdoor activities.
Popular amenities for Taconic Shores holiday rentals
Other great holiday rentals in Taconic Shores

Serene Modern Barn near Hudson

TREE FARM Hilltop Getaway: Majestic Mountain Views

Modern cottage for a perfect weekend in Upstate NY

Lakefront Retreat on Robinson Pond

Cabin on Copake Lake, NY.

Lakefront home with private dock

Creekside Couple's Escape w/ Hot Tub Sauna & More!

2bed farm stay as seen in Dezeen, architects cabin
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Six Flags New England
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- June Farms
- Bash Bish Falls State Park
- Taconic State Park
- Thacher State Park
- Zoom Flume
- Mohonk Preserve
- Kent Falls State Park
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Ski Sundown
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Millbrook Vineyards & Winery





