Vacation rentals with a kayak in Putnam County

Cozy Countryside Cabin Spa/Fireplace/Enclosed Yard

Quaint/rustic, former carriage house vibe on scenic, country road, surrounded by 90 acres of park land/nature preserve across the road. Beautiful/scenic setting w/ stream views from porch/deck/patio; minutes from hiking/shopping/fishing/boating, train to station and village waterfront. Loaded with amenities, including basketball court, pellet stove, jacuzzi, swing set, sand box, tree swing, wood fire pits, central ac, and fully enclosed yard. For $100 per night you can add bedroom and bathroom.

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

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.

Modern Lake Retreat | Hudson Valley Hideaway

Step into serenity at The Dugout, a beautifully renovated mid-century retreat among the pines in Garrison, NY — just over an hour from NYC and a quick drive to the Metro North. Thoughtfully restored this 1960s gem blends timeless character with high-end comfort for the perfect countryside escape. Whether you're kayaking on Cortlandt Lake, sipping wine on the screened-in deck, or curling up by the wood-burning fireplace, The Dugout is your peaceful getaway in the heart of the Hudson Valley.

Cozy Lake View Cottage (1 hr to Manhattan)

A cozy two bedroom lake cottage set high on a hill overlooking beautiful Lake Oscawana. Build a campfire and watch the sunset or have a cozy fire in the fireplace, enjoy playing board games, watching a movie on the massive TV. Tons of beautiful hikes in the area and a few min drive to a swimming beach in Fahnestock State Park. Fenced in back yard, hammock, and lovely sun porch. 2 desks. Enjoy the quiet, surprisingly rural setting of lake oscawana, only an hour and 10 min drive from midtown!

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.

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.

Crystal Wave LakeHouse

Make some memories at this renovated, family-friendly Lakefront Oasis! Water activities on your own Peninsula with Lake Frontage on 3 Sides of the Property! Views of the Lake from Almost Every Window! Included is an extra 600 sq ft cottage that has been completely renovated for your enjoyment with a pool table. Utilized as a gaming room & yoga studio! There is a pullout sofa as well for extra guests with a bathroom a few steps away in the main house!

Private Lake House 1 Hour to NYC & Near Westpoint

Escape to this private lake cottage. Just 1h drive from NYC, near lots of skiing & hiking Thunder Ridge (30mi) Mt Peter (30mi) Victor Constant (20mi) Campgaw Mountain (40mi) Enjoy panoramic lake views, 86in TV, ample board games, 5-jet shower, and indoor jetted Jacuzzi tub. Short drive to Bear Mountain & West Point. Legoland is 45 min away Pets are welcome! WiFi is extremely fast and we have free electric car charging