Holiday rentals with a kayak in Rockland County

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!

Kitchen & Basement Newly Finished!! Enjoy your very own LAKEFRONT WONDERLAND with a trove of amenities and space to WFH with fast internet! A perfectly manicured landscape with a Goldilocks-sized pool. The lawn leads to your very own private dock and brick patio, containing a fire-pit. Swim to your heart's content in the pool or in the lake. Soak in the hot tub. Paddle in our canoe or kayak and try snagging some brown trout. Plenty of room for a large extended family or a group of friends.

Beautiful & Fun Waterfront Duplex on the Hudson

Enjoy a getaway to this charming historic waterfront home. Sip a glass of wine, a cup of Joe, or a refreshing cool drink from the 36 ft deck overlooking the Hudson River and Mario Cuomo Bridge beautifully lit up each evening. **PLEASE read everything in the description of "The Space" and "Other Things to Note" before booking. Thank you! Check out my "GUIDEBOOK" for my favorite picks including entertainment, shopping, eateries, and more. Non shedding pets welcome with additional fee $150.

Cozy Lake Cottage

Make wonderful memories on pristine Walton Lake. 1 hr from NYC . This ALL INCLUSIVE Waterfront Cabin is like a mini resort! Rustic, rugged, off grid feel yet 2 miles from town. It has 2 docks, over water hammock & fire pit🔥. Enjoy sunsets in any temps from inside or out, or coffee in the tree hut! Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes COMPLIMENTARY Firewood, NO CLEANING/PET FEES🐕

Aspen In Airmont

Welcome to "Aspen in Airmont", a unique lakeside cabin experience in Airmont, NY. Offering 9 beds across 4 rooms, including a lavish Master Suite with Tempurpedic mattresses, a Jacuzzi and separate shower. Our home is Highlighted by a 16-seat dining area, cozy indoor fireplace, and outdoor fire pit. Fits Small/Large Groups. Enjoy the year-round hot tub and in-ground trampoline. The perfect getaway with Friends/Family for vacation or Shabbos. (Located within an Eiruv, close to a local Shul)

The Monroe Lakehouse/Lego Land/1 Hour from NYC

Welcome! Our charming Lakehouse is fully furnished with everything families need for your perfect stay. The inviting space and cozy decor make it easy to relax and enjoy time together. In spring and summer, spend your days swimming, boating, and taking in the water views. Fall brings vibrant foliage all around the lake. In winter, it becomes a quiet wonderland—perfect for gathering by the fire pit or snuggling inside with hot cocoa. A welcoming space to enjoy the lake in every season

Gorgeous 5BR lakefront home, private beach & dock

You'll have a great time at this tranquil, charming getaway, located only 1hr outside of the city. Come relax with amazing views of the lake, nature and surrounding woods. The property is prefect for large families or two families coming together for a vacation. Enjoy kayaking, paddleboarding and swimming right in the backyard, or bird watching from the dock. This 5BR house is a perfect weekend getaway located only 10 min to Legoland, Harriman State Park and Woodbury Commons.

Private 7BR Bear Mountain Estate 35m from NYC

Long Term Stay Only - From 1 to 12 months, price lower for longer stays. Private estate on 5+ acres in an upscale community on top of a hill. A perfect place to disconnect. Total peace & quiet. Spectacular views of the Hudson from every room. Fresh mountain forest air. Spacious layout and modern design. Positive energy throughout! New 7BR/6BA House Home Theater + Offices Wood Sauna for 6 Outdoor Jacuzzi for 6 Surrounded by forest on all sides, no neighbors.

Beachfront Home on the Hudson w/ Amazing Views!

Just 45 minutes from NYC, this art-filled, beachfront home on the Hudson is a hidden gem. Enjoy peace + quiet + privacy. Relax on the treehouse - like deck + enjoy the amazing view. If you love nature, you can walk or hike + then take a hot tub + watch the boats go by. Or launch a kayak from our beach (use of kayaks 6/1 - 8/31). Kick off your shoes + make yourself at home at this hide-away on Haverstraw Bay! Not sure? Please read our past guests’ reviews!

'54 Stream

Just 40 minutes north of NYC on the edge of Harriman State Park this unique, fully restored, 1954 Airstream is equipped with all the functionality of the modern world. Perched beside a stream and under a purposely built pavilion the Airstream dream comes alive with its own patio, BBQ, fire pit, and charming barn. From Memorial Day to Labor Day, enjoy shared access to our heated saltwater pool—perfect after a day of hiking. Towels provided.

Hudson River House - Ferry to NYC

A unique opportunity to sleep and relax on the majestic Hudson River only one hour from the great cultural center of New York City. State Park hiking/biking trails at the end of the block. Fantastic river views. The house and hot tub is completely private. The beach area is shared. There is a completely separate studio apartment unit on the street side of the house with a separate entrance. No shared space.

Hudson Valley Lakefront Cottage | Nature Escape

Escape to this tranquil, lakefront cottage in the Hudson Valley. Enjoy stunning lake and cascading creek views, kayaks, paddleboards, a firepit with a steady supply of firewood for cozy evening fires, two Weber grills, and an on-site Level 2 EV charger. Ideal for couples, small groups, or intimate gatherings seeking a peaceful retreat surrounded by nature.

Yacht at Dock - On the Waterfront!

Note: Please understand that the boat is on the river and on the move. Text to check current location and availability BEFORE you try to book. Great locations on the Hudson River. Currently the boat is upriver at Stoney Point NY. Fellow boaters preferred... and an adventure for land lubbers too.