Holiday rentals in Robinson Pond

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Top-rated holiday rentals in Robinson Pond

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.
Cabin in Saugerties
4.99 out of 5 average rating, 158 reviews

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!

Guest favourite
An aerial view of a light-colored farmhouse surrounded by lush greenery and trees. The spacious yard features a few chairs placed on the grass, providing a serene outdoor setting. The backyard offers a harmonious blend of nature and the home.
Home in Copake
4.95 out of 5 average rating, 19 reviews

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).

Guest favourite
A serene lakeside view is presented, featuring a calm water surface reflecting surrounding greenery. Three adirondack chairs are positioned on a stone patio, facing the lake. A sailboat with a red and white sail glides gently across the water, enhancing the tranquil atmosphere.
Cottage in Copake
4.88 out of 5 average rating, 50 reviews

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

Guest favourite
A spacious kitchen is equipped with white cabinetry and a large wooden island, featuring bar seating. Natural light floods the room through multiple windows. A dining table for six complements the space, with a fruit bowl as a centerpiece.
Cottage in Sheffield
4.92 out of 5 average rating, 193 reviews

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.

Guest favourite
A wooden deck features a serene view of a lake surrounded by lush greenery and tall trees. Bright purple flowers are visible in the foreground, adding a touch of color to the tranquil scene, which is illuminated by natural sunlight.
Home in Copake
4.92 out of 5 average rating, 49 reviews

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

Guest favourite
Sunlight glimmers on the calm water surface at sunset, framed by tall trees. A hammock is visible on the ground, while a private dock with two Adirondack chairs provides a serene spot to relax. Colors of autumn foliage add warmth to the scene.
Home in Copake
4.87 out of 5 average rating, 171 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.

Guest favourite
A serene lake scene is depicted, featuring calm waters reflecting the surrounding greenery. A small dock is visible in the center of the image, providing access for swimming. The sky is overcast, with soft gray clouds casting gentle shadows over the landscape.
Home in Copake
4.91 out of 5 average rating, 142 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! The furnishing is comfortable and cozy, but not upscale.

Top guest favourite
Barn in Town of Hillsdale
4.97 out of 5 average rating, 185 reviews

Hilltop Barn - Views, Hot Tub, Plunge Pool, Sauna

A private hilltop oasis in nature. Newly renovated barn with some luxury amenities including sauna & outdoor firepit & movie theater screen & hot tub & stock tank pool on a 15-acre hilltop w/ views & privacy in Hudson Valley / Berkshires. Fully stocked for cooking & tons of games. Near great shops & restaurants in Hudson & Great Barrington. We can point you to the best people to book for private massages or yoga classes right at the house.

Guest favourite
A welcoming living area is highlighted by natural light streaming in through large windows. A comfortable sectional sofa is paired with two patterned chairs and a round woven coffee table, creating an inviting space for relaxation. A television is positioned on an elegant media console.
Flat in Craryville
4.91 out of 5 average rating, 179 reviews

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!

Top guest favourite
An open living space features warm wooden beams overhead and large windows allowing natural light. A cozy seating area with plush sofas is positioned near a wooden bar with ample seating. Soft, neutral tones enhance the inviting atmosphere, complemented by a textured rug in the center.
Home in Copake
4.96 out of 5 average rating, 112 reviews

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.

Guest favourite
A serene view of a tranquil lake reflects the blue sky and surrounding greenery. The outdoor area includes a wooden deck with seating, a grassy lawn, and boats awaiting exploration. Sunlight glints on the water's surface, enhancing the peaceful atmosphere.
Home in Copake
4.85 out of 5 average rating, 33 reviews

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.

Top guest favourite
A tranquil lake scene is presented, with calm waters reflecting greenery from the surrounding trees. A wooden dock extends into the lake, while a selection of houses is visible in the distance, nestled among the landscape.
Home in Copake
4.96 out of 5 average rating, 230 reviews

Lakefront +pets +skiing +bbq +firepit +games

With all of the craziness in life, this is the place you go to wake up in the morning to sip your coffee and do everything or nothing. This is the best location on Robinson Pond with beautiful views and access to the private beach and deepest part of the lake. Clear your headspace and enjoy this year-round escape with four seasons of activities and a cozy home to remind you of the greater things in life.

Popular amenities for Robinson Pond holiday rentals