Vacation rentals in Jeffersonville

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Top-rated vacation rentals in Jeffersonville

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Superhost
A spacious living room is highlighted by a large sectional sofa and a cozy wood-burning fireplace. A decorative wall of stacked firewood complements the natural light streaming through a large window. A soft area rug adds warmth to the modern design, inviting relaxation.
Home in Jeffersonville
4.89 out of 5 average rating, 111 reviews

Maple House Picturesque Catskills Getaway +Hot Tub

Maple House is a renovated mid century modern Catskills home. Nestled on 6 private acres the house is perched upon a hill providing perfect seclusion despite being an easy walk into Jeffersonville and a quick ride into Callicoon, Livingston Manor, Roscoe, Narrowsburg, Bethel and Catskill Park. The comfortable living space features a fireplace, record player, home theater and lots of spaces to relax.The grounds offer an outdoor deck, hot tub, a fire pit, hammocks plus forested acres to explore.

Guest favourite
An inviting outdoor fire pit area is surrounded by six white chairs, set on gravel. The rustic blue cabin stands in the background, with warm lights glowing from the windows. Rolling green hills are visible, under a softly lit evening sky.
Cabin in Jeffersonville
4.97 out of 5 average rating, 116 reviews

1930's Vintage Cabin · Hot Tub · Kohler Cabin

Discover the enchanting allure of Kohler Cabin, nestled in the quaint town of Jeffersonville. This vintage-inspired retreat exudes DIY charm and rustic elegance, offering four bedrooms and two full baths to accommodate your every need. Unwind in the indulgent hot tub, surrounded by the tranquility of a fenced-in yard, or enjoy the seamless blend of rustic charm and modern amenities throughout the cabin. Whether you're seeking relaxation or adventure, Kohler Cabin ensures an unforgettable escape

Guest favourite
A charming cabin exterior showcases a spacious deck with two umbrellas and steps leading down to the lush green yard. A grill is positioned near the entrance, while nearby trees provide shade and enhance the natural surroundings.
Townhouse in Lake Huntington
4.89 out of 5 average rating, 241 reviews

8B Lakeview Duplex New Cabin WiFi - AC- Cable TV

Just Steps to the Sparkling Lake, from this Brand new 100 year old Cabin, set up like a Hotel Room Featuring Private entrance, 2 Queen size beds a deck, BBQ, fire pit, Guest controlled Heat and Air Conditioning, Cable TV, WIFI and Phone. .Row Boats, Kayaks and Canoes available for Guests use on the lake free of charge .120 Acres of Nature trails for Hiking ( Trails closed During Hunting Season, Oct1 to Jan 1 ) .Located Approx. 5 Miles from Bethel woods Concert Center (Woodstock 1969)

Top guest favourite
The A-frame cabin is nestled among trees, featuring a wooden deck and wide glass doors that open to the interior. A private hot tub is positioned nearby, providing a relaxing outdoor space surrounded by nature.
Cabin in Damascus
5 out of 5 average rating, 150 reviews

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

Top guest favourite
The A-frame cabin is surrounded by trees and set on a grassy area. A fire pit with seating is situated in front, with smoke rising gently in the evening light. The cabin's large windows reveal a welcoming interior, illuminated by natural light.
Home in Bethel
5 out of 5 average rating, 209 reviews

BirchRidge A-Frame: Sauna/Firepit/King Bed/7 Acres

Nestled in the Catskills Forest, less than 2 hrs from NYC, you'll find Birch Ridge A-frame! This gorgeous 2-bedroom cabin is set on 7 private acres with hiking areas and a seasonal stream. Enjoy the wall of windows that creates a magical stay with breathtaking views. This is the perfect place to relax, sit in the barrel sauna, hike through the private forest, roast marshmallows over the fire, and soak up the sounds of nature. A space that’s made for creating memories that will last a lifetime!

Guest favourite
A spacious deck is equipped with several Adirondack chairs, overlooking a tranquil lake surrounded by bare trees. The view highlights the calm water and gentle natural landscape, inviting relaxation in an outdoor setting.
Home in Jeffersonville
4.96 out of 5 average rating, 113 reviews

The Nest At Swiss - Lakefront In The Catskills

Modern, classic, luxurious, and comfortable. Lakefront four bedroom (1 K, 2 Q, trundle with 2 singles) with epic year round environment and beautiful nature and lake views from almost everywhere. Wrap around deck on main level accompanied by decks on all three of the upstairs bedrooms. All new kitchen, Bathrooms, and basement with movie theater. Hot tub, fire pit, dock on lake for swimming and fishing. Outdoor dining on main deck with grill. Lush private feel without being too far from town.

Guest favourite
A cozy outdoor seating area is surrounded by trees and fallen leaves. Four red chairs are positioned around a wooden table, with a fire pit in the center. String lights are draped overhead, creating a warm ambiance in the natural setting.
Home in Livingston Manor
4.94 out of 5 average rating, 156 reviews

Parkston Schoolhouse

Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

Top guest favourite
A serene landscape at dusk captures a vivid sky transitioning from pink to purple over rolling hills. Lush green grass is visible in the foreground, bordered by clusters of trees and colorful foliage, creating a peaceful natural setting.
Home in Jeffersonville
4.96 out of 5 average rating, 125 reviews

Private, Elegant Chalet w/ A Breathtaking View

Welcome to your all-season escape, to this funky yet luxury, spacious yet cozy, modern yet classic chalet. Where you can experience the perfect vacation, whether it is outdoors with family and friends or appreciating the art pieces throughout the interior. Greet the evenings with a cozy wood-stove and a movie or a glass of wine and a book, sunset with drinks on the deck and the mornings with a fresh espresso. Make some memories at this unique and family-friendly place.

Top guest favourite
A spacious porch area is featured, extending from the contemporary home with large windows. Verdant grass surrounds the exterior, while a breathtaking panoramic view of rolling hills and a clear blue sky fills the background.
Chalet in Obernburg
4.97 out of 5 average rating, 221 reviews

King Of The Hill

Romantic Mountain Top Retreat with Million Dollar Views Escape to this incredibly private, mountaintop vacation home, nestled on 80 acres of pristine land. Offering breathtaking, panoramic views. This peaceful retreat is the perfect getaway for relaxation and romance. Just 2 hours from the GW Bridge, enjoy the tranquility of nature without sacrificing modern comforts, including high-speed internet service. The ideal escape for those seeking both privacy and convenience.

Guest favourite
An inviting living area features a stone fireplace, flanked by large windows that provide scenic views. A combination of leather and fabric seating enhances comfort, while a rustic wooden coffee table sits at the center. Natural light fills the space, creating a warm atmosphere.
Chalet in North Branch
4.98 out of 5 average rating, 128 reviews

Catskills Mountain Chalet l 5 Star experience !

Stylish Chalet in the world famous Catskill mountains privately tucked away on 12 acres surrounded by wildlife and nature. Year-round outdoor activities, fine dining, breweries, and boutique shopping all nearby. Enjoy it all here at Clover Fields! Why "Clover Fields" you ask? Deer visit our property almost daily to graze on our sweet clover fields. It's not uncommon to see them throughout the day. Other notable guests: fox, various birds, woodchucks, chipmunks.

Superhost
A serene lake house is nestled among tall trees beside a calm body of water. A grassy area extends from the house towards the lakeside, with outdoor seating arranged on the lawn. The home features large windows, inviting natural light into the living space.
Home in Bethel
4.89 out of 5 average rating, 467 reviews

In the clouds your cozy- lake house

Cozy lake house in Catskill,only 2 hrs away from NYC.The property has 2 Bedroom 1-1/2 baths & sleeps 4-6 people. Guest can enjoy kayaking fishing in property.The property is close proximity 2 downtown Jeffersonville & Bethel-Woods Center for Arts (Historic Site of the 1969 Woodstock Music & Art Fair).Nearby attractions ~ Villa Roma Resorts,Resort World Casino, Kartrite Resort & Water park & Holiday Mountain Ski resort.Visit local farms and Catskill brewery

Superhost
A welcoming living area features a spacious sofa and two comfortable chairs, arranged around a wooden coffee table. Natural light floods in through large glass doors, which open to an outdoor deck. A TV stands on a media console against an interior wall.
Home in Jeffersonville
4.86 out of 5 average rating, 113 reviews

The Blue Hill House...A modern Catskills getaway

The Blue Hill House is a modern Catskills cabin featuring 3 large bedrooms, 2 bathrooms, a fully equipped kitchen, and much more.  Nestled on 7 private acres just a few minutes away from Livingston Manor, the Blue Hill House is the perfect mix of Catskills mountain escape and modern getaway. Enjoy the stunning mountain views from the large deck, or explore the nearby hiking trails, lakes, dining options, and shops. Follow us on insta @thebluehillhouse.

Popular amenities for Jeffersonville vacation rentals

Quick stats about vacation rentals in Jeffersonville

  • Total rentals

    10 properties

  • Nightly prices starting at

    $126 CAD before taxes and fees

  • Total number of reviews

    1K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace