Vacation rentals with a kayak in Putnam County

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.

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

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, BBQ grill 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!

Peaceful lake and woodland retreat

Welcome to beautiful Lake Peekskill. This self-contained guest suite is situated in the entire lower level of a private house down several steps, featuring its own private door access, as well as parking on site. Guests can access the grounds of the house including areas to sit, a native wildflower pasture, and a woodland with wildlife including deer, foxes, and birds. Lake access is a 15-min walk away (or a 3-min drive) to a beach area where guests can swim, fish, and make use of two kayaks.

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

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.

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.

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.

Serene Lakefront Home 1hr to NYC

Welcome to your sunny lakefront getaway this fall and winter! Set back on a quiet road, just 1hr north of NYC, this home boasts an open plan, spacious living space, chef's kitchen, fireplace, high speed internet, Sonos sound system and views for days. The garden path leads to your own private dock on a tranquil lake for sunsets and smores. Ideally someone is looking for a month long retreat at a truly modern and stylish home in the trees - but short term trips are welcome too!

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.

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.

Lakefront Hudson Valley Cottage w/Hot Tub/Fire Pit

Relax at a cozy lakefront cottage in the Hudson Valley, just about an hour from New York City. Perched on a hill with beautiful lake views, this 1940s retreat is perfect for a weekend getaway. Enjoy swimming, kayaking, and fishing right from the backyard, then unwind in the hot tub or gather around the fire pit. Inside, warm up by the wood-pellet stove and enjoy peaceful nature views—ideal for couples, friends, or a quiet escape.