Holiday rentals in Taconic Shores

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

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

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.

Yellow Door House

Stay at our casual, pet friendly property in the beautiful Hudson Valley. Vaulted ceiling great room opens into the kitchen & sunroom, with 2 cozy bedrooms rounding out the space. The yard is extensive with a deck & fire pit, backing up to a wooded area. Nearby Robinson Pond offers swimming & kayaking. While dogs aren’t allowed on the beach, they will love the quiet walkable roads. Hudson NY, Great Barrington MA, Bash Bish Falls, Harlem Valley Rail Trail & Catamount are all within 30 minutes

Modern Mid-Century House -Hike, Kayak, Lake Access

Let all your worries fade away in this beautifully remodeled modern cottage! Our 3 bedroom, 2 bath can sleep 8 adults in 2 Queen Beds, 2 Twin Beds and a Queen Sleeper Sofa. Relax by the fire pit out back or take out our 2 two person Kayaks and enjoy the lake in the summer, visit Catamount Ski Resort or other nearby ski mountains in the winter. The large, custom dinner table seats 8 comfortably with lots of room to hang, play games, watch movies and more. Guests must be 25 years old to rent.

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.

Chic Hudson Farmhouse w/ Fireplace & Porch

1873 Stylish & cozy Hudson Farmhouse w/ a wood burning stove & the perfect porch. 14 minute drive to Warren St This 3 bedroom + office home has been lovingly updated while maintaining the original details of this historic property. Located on over an acre of land, on a quiet street, this peaceful retreat is the perfect escape to unwind and relax. With high ceilings, tons of oversized windows, and an open layout, this house feels both airy & bright.

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.