Vacation rentals in Putnam Valley

4.91 out of 5 average rating, 235 reviews

Apartment in Philipstown

Foxglove Farm

Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

4.93 out of 5 average rating, 145 reviews

Cottage in Cold Spring

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.

4.89 out of 5 average rating, 277 reviews

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.

4.97 out of 5 average rating, 147 reviews

Cottage in Weston

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

4.9 out of 5 average rating, 31 reviews

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.

4.97 out of 5 average rating, 152 reviews

Home in Mahopac

Peaceful & Spacious Retreat

Big and beautiful house fully renovated in 2020 sitting on half an acre of land in Mahopac. Open floor concept with high cathedral ceilings in living space. Kitchen fully stocked with everything you need to cook and bake. Oversized bedrooms and two bathrooms. Great for a weekend getaway (about 1hr drive from NYC). EV friendly - Tesla universal charger located at property to charger your Tesla or EV vehicle (integrated J1772 adapter) during your stay.

4.94 out of 5 average rating, 87 reviews

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Escape to a stylish 3BR cottage with a private pool, cinema room, game room, and fire pit—perfect for families, couples, or solo travelers. Surrounded by woods and just minutes from Cold Spring, hiking trails, ski resorts, and charming shops. Relax by the electric fireplace, enjoy movie nights, play pool, or unwind with forest views from your private deck. A cozy, well-equipped retreat for peaceful getaways and Hudson Valley adventures year-round.

5 out of 5 average rating, 14 reviews

Home in Putnam Valley

Dr. Ruth’s Serene Lake Retreat

Step into tranquility & a piece of history at this classic & stunning lakefront home on Lake Oscawana, owned by the estate of the iconic Dr. Ruth Westheimer. Known for her trailblazing spirit & warm personality, Dr. Ruth made this home her personal retreat, & now you can too. Just 1 hour from NYC, it features soaring 20-foot beam ceilings, a cozy fireplace, stunning lake views, private dock, covered deck, 2 paddle boards, fire pit, & more!

4.96 out of 5 average rating, 27 reviews

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.

4.94 out of 5 average rating, 70 reviews

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.

Tiny homes in Cold Spring

5 out of 5 average rating, 291 reviews

Tiny house on tiny farm close to hiking trails.

This space is a unique and private dwelling on 5.5 acres of property. The tiny house is a newly renovated modern and artistically designed space. Guests will have access to the back yard and wood lands. There are small trails and sitting areas that guests are free to enjoy. There is also a hiking trail walking distance down the street that leads to the Fishkill Ridge and Beacon.