Vacation rentals with a kayak in Putnam County

4.98 out of 5 average rating, 50 reviews

A scenic view of Lake Tonetta is captured from the dock, featuring comfortable chairs and a shaded umbrella. Lush greenery surrounds the water, with clear skies and soft clouds reflecting above. The calm lake surface is dotted with lily pads, creating a serene atmosphere.

Cottage in Brewster

Lakefront Brewster Vacation Rental w/ Private Dock

If you’re seeking lake life with all the comforts of home, book this 3-bedroom, 2-bathroom Brewster vacation rental! This spacious cottage features a cozy living area with a Smart TV, a full kitchen, and on-site access to Lake Tonetta. Sip your morning coffee on the patio, then launch your boat from the dock, coast along the shore, and cast a fishing line. Hoping to explore? Go biking at Empire State Trailway or hike the Putnam Trailway! When night falls, gather around the dock for stargazing.

LocationValueFamily

A hammock is suspended between two trees, providing a relaxing spot beside the lake. Vibrant autumn leaves in shades of orange and yellow frame the serene water view, while a wooden dock is visible in the background, inviting guests to enjoy the tranquil setting.

4.99 out of 5 average rating, 185 reviews

Luxury Lake House Sauna 1h From NYC

Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

ValueOutdoor spacesHeating

Large glass doors provide a clear view of the lush greenery beyond, emphasizing the seamless connection between indoor and outdoor spaces. A wooden deck extends outside, complemented by the natural light illuminating the interior area.

4.98 out of 5 average rating, 123 reviews

MountainView Retreat: Scenic View, Sauna, Hiking

MountainView sits perched on top of a mountain with uninterrupted views of the landscape beyond. The houses updates provide a modern feel while still being cozy in all four seasons and prioritizes bringing the outdoors in. Located in the scenic Hudson Valley and just 75 minutes by train or car to NYC. From the house you can expect to enjoy... - Year round sunsets - Great hiking nearby - Relax with an infrared sauna - Cozy up to a fireplace - Family meals in the fully equipped kitchen

ValueOutdoor spacesHiking

4.88 out of 5 average rating, 323 reviews

A striking wooden wall showcases a large bank of windows offering panoramic views of Lake Oscawana and surrounding foliage. The vaulted ceiling emphasizes the spaciousness of the room, inviting natural light to fill the space.

Cottage in Putnam Valley

Lakefront Cottage near Hudson Valley

Named in the Top 30 U.S. Lakehouse Rentals by Refinery29 in May'21, this beautiful, secluded cottage on pristine Lake Oscawana has breathtaking views. Escape the city and enjoy the fresh country air! Extra-large great room, cathedral ceilings, loft bedroom, kitchenette, bathroom, fireplace, wall of double-height windows with spectacular lake views. Central AC/heat, hardwood floors, private large deck with BBQ. Dock nestled in a cove where you can swim or paddleboard. Only 1 hour from NYC.

ValueLocationBreakfast

5 out of 5 average rating, 7 reviews

Lake Retreat Farm style w Kayak BBQ Patio Fire Pit

One bedroom lake retreat perfect for a relaxing getaway. Enjoy lake access, a spacious yard, patio furniture, BBQ grill, and a fire pit for cozy nights outdoors. Inside, offers a comfortable living space, equipped kitchen, bathroom, and peaceful bedroom w Queen Bed. Ideal for couples, solo travelers, families or anyone looking to unwind near nature while staying close to local restaurants, hiking, and attractions Pet Friendly Queen Size folding bed from couch fits 2 other people. 2 KAYAKS

LocationOutdoor spacesAccuracy

5 out of 5 average rating, 5 reviews

A charming log cabin is shown surrounded by trees, showcasing a spacious deck that leads to the lake. A large rock formation is positioned nearby, while the tranquil water reflects the calm surroundings.

Cabin in Holmes

Log Cabin On A Lake With Private Dock

Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! *Newly listing on AirBnB, but long, reviewed history on VRBO. Premiere host, top-rated. Google "VRBO 3934937ha" to find. Quintessential Hudson Valley, just over an hour north of NYC, charming and peaceful renovated-1950s cabin with private lake dock and beach on beautiful Lake Dutchess. This non-motorboat, quiet, peaceful private lake is the perfect setting to take a canoe ride (provided), fish (PLENTY of bass), or swim.

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Superhost

A lakeside retreat is showcased, featuring a rustic exterior with dark wood accents. Adirondack chairs are arranged near the water's edge, alongside colorful kayaks resting on the peaceful lake. Lush greenery surrounds the property, reflecting in the calm water.

4.94 out of 5 average rating, 136 reviews

Waterfront Lake House

Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

LocationOutdoor spacesAccess

Superhost

Home in North Salem

5 out of 5 average rating, 6 reviews

Pet Frndly Lake House w/Fireplace & Fire Pit W/D

Relax with the whole family at this peaceful place to stay. You’ll enjoy a yard, parking for 2 cars, fire pit, and a peaceful neighborhood where you can enjoy day walks. Your pets are welcome during your stay- we will ask about the breed and size- pets are not allowed on the beds or couch. You also have access to the lake just steps from this home. Train station is just 10 min away. Enjoy the farms, restaurants and scenery of North Salem, a place where your whole family can enjoy!

LocationComfortKitchen

4.98 out of 5 average rating, 48 reviews

Home in Beacon

Historic family house in downtown Beacon

As seen on HGTV's small town potential, our house is a large, spacious family home with private waterside access located steps away from Main St in Beacon. This 1860s house has many original features but modernised with a lot of color and character. It's our family home that we rent when we're out of town. It has 3 bedrooms that sleep 5 and other rooms with sofa beds for bigger groups up to 9 people. There are bikes, kayaks, a BBQ and many games to enjoy during your stay.

Outdoor spacesLocationTV

A cottage with a rustic wooden exterior is nestled among trees in a lush green setting. A stone chimney rises from the roof, and a small set of steps leads to the entrance. Surrounding flora includes well-maintained shrubs and mulch, creating an inviting pathway.

Cottage in Cold Spring

4.96 out of 5 average rating, 24 reviews

Romantic Private Lake Art-Deco Cabin Hudson Valley

Romantic Hudson Valley arts & crafts-meets-60ies rock-charm cottage in a private lake community just an hour outside NYC. A rare find in a dreamy 1928 story-book village next to a 14,000 acre Fahnestock nature preserve, great restaurants, local food shopping, hiking/bike trails (Breakneck Ridge), Cold Spring Revolutionary War historic sites, and Beacon's Dia Center for the Arts. Quick access (by car or train) to/from NYC. Clean, safe, and Covid-19 free, with high speed WiFi.

LocationOutdoor spacesFamily

4.92 out of 5 average rating, 13 reviews

An aerial view captures a lakefront house surrounded by vibrant autumn foliage. The shimmering water reflects sunlight, enhancing the natural beauty of the serene setting. Several boats are visible along the shoreline, with the house positioned on a small peninsula.

Home in Holmes

Peaceful Lakefront Retreat

Kick back and relax in this calm, stylish space designed to foster rest and connection. Situated on a non-motorized lake ideal for kayaking, canoeing, fishing or just watching wild life. The large living/dining area facilitates congregation with incredible lake views, wood burning stove, and high end kitchen appliances. Rooms are thoughtfully laid out in the split level nod to mid century aesthetics. Three main bedrooms and two additional bedrooms + work spaces.

LocationOutdoor spacesBathroom