Cottage holiday rentals in Putnam County

Cheerful Private 3 Bedroom Cottage in Cold Spring

Relax with friends & family at this peaceful forrest cottage, just 7-minutes outside of The Historic Village of Cold Spring on a beautiful, quiet country road. Much bigger on the inside than it looks, this place has what you need: fresh linens, full kitchen, wifi, streaming tvs and plenty of great books to read. There is a trampoline in the backyard & patio lights for Spring/Summer/Fall nights dining outside. Rent alone or pair with my cottage next door: Peaceful Yellow Door Cottage on Airbnb.

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.

Lake Cabin Escape–Fenced Yard+Firepit.Dogs welcome

⸻ A cozy, art-filled cabin just over an hour from NYC, steps from a swimmable lake. Decorated with unique treasures collected from around the world, it’s a soulful space made for rest & reconnection. Enjoy a stone fireplace, fenced yard for pups, starry nights by the fire pit & peaceful mornings on the deck. Hike nearby trails & slow down. This isn’t just a cabin — it’s a story-filled retreat designed to help you rest, relax and rediscover what matters. Come for the lake. Stay for the magic!

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!

Hudson Valley Home 50 Min from NYC - dog friendly

Kick back and relax in this calm, stylish space located just 1 hour away from NYC Metro. Located on a cul de sac in a quiet & private neighborhood, our home is the perfect next stay for you and yours! Enjoy a 12 minute walk to Lake Oscawana or to the pond up the block. Hiking in Bear Mountain is just 15 minutes away driving. The home is 20 minutes to the Hudson Valley’s best hiking and centrally located to the best of Upstate, and 15 mins from the Taconic and Peekskill Metro North.

The Silent Sun Cottage Hottub/Kayak/Firepit/BBQ

Perched on top of a hill, this 1940s cottage offers breathtaking views and a private wooded refuge to unwind and recharge. Climb the two flights of stairs to access a scenic oasis with unobstructed views of the lake. Located just 1 hr north of NYC, our home is an ideal escape for a getaway surrounded by nature. Explore the lake via our backyard for swimming, kayaking, and fishing, or warm up around the outdoor fire pit or by the indoor wood-pellet stove.

3 Br Cottage near Lake w Private Dock, 1 hr to NYC

Classic 1940’s cabin stylishly appointed with modern conveniences, 1 hr to NYC. Private dock with canoe, lake is 5 minute walk from cabin. 300 Mbps Wi-Fi, 2 dedicated, private workspaces in loft office and private bedroom. 2 Streaming TVs in living room and loft. Stone fireplace, Steinway piano and board & lawn games. Weber propane grill, fire pit and panoramic views of nature. The property has all new appliances in kitchen/laundry.

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

Getaway On Grove – Cozy Cabin by the Lake

Escape the city and come to Getaway on Grove – a cozy cottage in the woods, mere steps from Roaring Brook Lake. From swimming to hiking, you'll have everything you need to recharge, just an hour from Manhattan. A short drive from Beacon, Cold Spring, Fahnestock State Park, Storm King, Fishkill Farms, and more, you'll be minutes from some of the Hudson Valley's best restaurants, shopping, hiking, and more.