
Vacation rentals in Jeffersonville
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Top-rated vacation rentals in Jeffersonville
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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.

Hot Tub, Sauna, Fireplace & Vinyl ·By Scenic Towns
Cottage on Lake Jeff -New Hot Tub -Fire place -Wood Burning Sauna -Games -Vinyl Record Players -Smart TV's -Fire pit -Gas Grill -3 minutes by car- Jeff Main St -18 min “- Bethel -18 min “- Livingston Manor -19 min “- Callicoon & Cochecton Close by: skiing, snow tubing, hiking, shops, antiquing, fine dining, wine tasting, cideries, breweries, concerts, rafting, tubing, kayaking PETS:$100 fee for a 2 night stay p/pet, 15% of totaled nightly rate for 3+ nights p/pet-charged after booking

Cozy Cottage in Popular Narrowsburg
A sweet cottage in the artsy hamlet of Narrowsburg welcomes you for a quiet retreat in the country. Moments from the Delaware River and the village, spend hours taking in the serenity of the river and rolling hills of the surrounding countryside, or popping into town for arts and entertainment. There are two separate bedrooms, one with a queen bed and one with a full bed; a well-equipped kitchen; WiFi; a front and back porch; and a deck Come enjoy the all-season splendor of Sullivan County

The Schoolhouse at Kenoza Lake
The Schoolhouse at Kenoza Lake. This late 1800's renovated schoolhouse is the perfect getaway. Only a 2 hour drive from NYC. Old world charm with modern finishes. House features one bedroom plus a sleeping loft, a total of 3 beds plus a bunk bed, claw foot tub, cast iron wood stove, dinner barn, sleeping loft, vegetable garden, outdoor fire pit with bistro lights and Adirondack chairs. 10-20 min driving distance to all of Sullivan County's culinary offerings. 7 min drive to grocery store.

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!

Cozy Catskills Cabin
Give yourself time away from the city and closer to nature. Go for a hike, a dip in the lake, or simply relax, take your shoes off and put a good record on. Casa Smallwood got its name from the hamlet of Smallwood, a quaint community of cabins from the 30's and 40's, nestled less than 2 hours from NYC. We're only 7 minutes away from BethelWoods Arts Center, the original site of the 1969 Woodstock Festival. Come stay with us and surround yourself with beautiful trees, lakes, love and peace.

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.

Cozy Barn Cabin near Ski Mountain & Bethel Woods
1200 sq. ft Post & Beam 2 story Barn Cabin set on 18+ acres of property w/1250 ft. of rd frontage leading to this gem. Amish wood furniture and a wood burning stove. Open loft concept on 2nd floor offers 1 king bed, a trundle bed with 2 twins (sleeps 4), 1/2 bath & closet space. Downstairs offers kitchen, dining room, living room and full bath. Private park on property w/hammock, volleyball & basketball court, swing set, slide & playhouse, yard games (in house & shed) barbecue & firepit.

1930's Vintage Cabin · Hot Tub · Kohler Cabin
Escape to Kohler Cabin in Jeffersonville A Rustic Retreat with Modern Comforts Discover the charm of Kohler Cabin, a vintage-inspired retreat nestled in the heart of Jeffersonville. With four bedrooms and two full baths, this cabin offers a unique blend of rustic elegance and modern convenience, perfect for a memorable getaway. Relax and rejuvenate in the screened-in hot tub, enjoy outdoor dining in the fenced-in yard, or simply unwind amidst the tranquil mountain views.

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.

Luxe & Modern farmhouse | House of Jane West
Imagine Morticia Addams vacationed in Scandinavia - worked remotely with fast streaming wifi, and then influenced the design of a 1920’s farmhouse in Upstate New York to function both as a remote worker’s dream and an NYC office worker's ideal getaway weekend. In our case, Morticia Addams is known as Jane West, and she was the inspiration for our first weekend home.

Modern Farmhouse With Expansive Catskills Views
✨ FEATURED ON MAGNOLIA NETWORK | The Roscoe Farmhouse is located in the heart of the Catskills with wide open vista views and features thoughtfully appointed rooms to ensure a comfortable stay and plenty of outdoor spaces to slow down, enjoy the fresh air and truly take a break from busy lives. Follow us @RoscoeFarmhouse
Popular amenities for Jeffersonville vacation rentals
Other great vacation rentals in Jeffersonville

Architecturally Unique Catskill Chalet

Callicoon Cottage

Catskills Creekside Studio near Livingston Manor

Secluded Catskills Farmhouse w/ 50 acres of hiking

Modern Manor on Maple

Lake Ridge Bungalow w/ outdoor SAUNA

Lakefront Kenoza Cottage

Cozy, Catskills Getaway in the Country - 2 hrs NYC
Frequently Asked Questions
Are there pet-friendly vacation rentals in Jeffersonville?
Four-legged friends are welcome in Jeffersonville. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Jeffersonville?
Yes! Work meets play with ease at over 10 vacation rentals in Jeffersonville featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Jeffersonville have free parking?
Absolutely! We offer over 10 house rentals with free parking in Jeffersonville. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Jeffersonville?
Experience the best of Jeffersonville with our house rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly vacation rentals in Jeffersonville?
Jeffersonville has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Jeffersonville have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Jeffersonville. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Jeffersonville have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Jeffersonville. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Jeffersonville?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
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- Hunter Mountain
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- Bethel Woods Center for the Arts
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