Vacation rentals in Holmes

Country outside the city

THE PERFECT GETAWAY My cozy home offers a peaceful retreat surrounded by nature. Enjoy beautiful hiking trails right outside your door, perfect for exploring the great outdoors. Just a short drive away, you'll find great local foods spots to indulge in. In the winter, hit the slopes with nearby skiing option, and during the summer, unwind by serene lakes ideal for swimming and picnicking. Whether you're seeking adventure or relaxing escape,my home in the woods is the perfect year-round getaway

Enchanted Escape | POOL, LAKE, Concierge Services

Experience the ✨ENCHANTED ESCAPE✨ – a stunning retreat just 75 mins from NYC! Dive into the POOL, soak in the HOT TUB, relax in the STEAM SHOWER or JACUZZI, and take in breathtaking views 🌲🌅. With LAKE ACCESS, hiking trails, skiing, water parks, wineries, and charming towns nearby, adventure awaits. Unwind outdoors, stargaze at night, or explore 6 private acres – perfect for families & friends seeking the ultimate getaway! Now offering CONCIERGE services to make your stay unforgettable! 💫

A Seclusive Retreat by the Water at Hudson Valley

Let yourself unwind in our secluded, peaceful 22-acre Zen paradise. Stay in a newly remodeled guest house with all new modern amenities and views of your private 2-acre pond and lush landscape from every room. Sip your coffee by the pond, stroll the surrounding hiking paths, say hello to the blue heron, turkeys or deer that may cross your way, relax and breath in the fresh air. Even though it may seem far from civilization, it is surprisingly only 60 miles north of NYC, in Hudson Valley.

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

The Cottage on Babbling Brook

A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

A View From the Lakehouse

Welcome to paradise! Come meet your family’s new favorite vacation home, where your backyard is Dutchess County's largest private motorboat lake and your commute is less than 90 minutes from Manhattan. Lounge in the sun on our private dock, explore all the lake has to offer on our state of the art fiberglass paddleboards, and take in the stunning views from this beautifully renovated cabin, tucked away on a hillside amongst the lush foliage. Come enjoy lakeside living at its finest!

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

Twin Lakes Designer A-frame Stone Cottage

*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Hudson Valley Cottage with Pond Access

Light and airy cottage situated on the private eighteen acre property surrounded by beautiful mature trees, large lawn area and quick two minute walk to a beautiful large 3 acre pond. Perfect spot for a relaxing weekend in the Hudson Valley; only 60 miles from Manhattan. The cottage has it's own private back yard, with a patio and a fire pit. Perfect place to disconnect and relax. Enjoy your Hudson Valley getaway!