Holiday rentals in Delaware

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Top-rated holiday rentals in Delaware

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cottage in Kenoza Lake
4.95 out of 5 average rating, 168 reviews

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.

Top guest favourite
Home in Callicoon
5 out of 5 average rating, 11 reviews

Luxury Home:Heated Pool, Sauna, Hot Tub & C Plunge

Orchid Home—by MPM Interior Designs—is a thoughtfully curated wellness retreat designed to restore balance, calm the mind, and elevate the experience of simply being present. From the moment you arrive, the home welcomes you with an immediate sense of ease, where natural light pours in through expansive windows and gently fills each room. The architecture and interiors work in harmony, blending modern design with soft elements that create a space that feels both refined and deeply comforting.

Top guest favourite
A two-person hot tub is nestled under leafy trees, surrounded by a serene natural setting. String lights hang above, casting a gentle glow. In the background, a cozy cabin is partially visible, enhancing the tranquil ambiance of the yard.
Cabin in Callicoon
4.97 out of 5 average rating, 431 reviews

Chic Cabin on Callicoon Creek

***FEATURED IN ARCHITECTURAL DIGEST, TRAVEL & LEISURE, APARTMENT THERAPY, AND FODORS TRAVEL*** Set back on a small private road, this cabin dating back to the 1800s is perched above the Callicoon Creek, popular with fly fishermen casting for rainbow trout. Head up the wooded driveway and find yourself in a serene, green clearing all your own. The cabin and studio make for a peaceful getaway, shielded from the surroundings, but incredibly convenient for reaching nearby towns and activities.

Top guest favourite
A spacious living area showcases an L-shaped couch arranged around a modern coffee table. Large windows offer views of the surrounding forest. The ceiling features wood paneling, complemented by pendant lighting, while a fireplace adds a cozy touch to the room's contemporary design.
Home in Narrowsburg
5 out of 5 average rating, 105 reviews

Modern Catskills Retreat•10 Acres•Hot Tub•Firepit

Welcome to a dream escape, tranquil 3-bedroom modern home that's less than 1-mile off the Delaware River! Built in 2023 and nestled on 10+ acres of pristine countryside delivering peace, quiet and privacy. This exceptional retreat seamlessly combines rustic charm with contemporary luxury, guaranteeing an unforgettable stay. The home features 3 furnished bedrooms sleep up to 7 (3 queen beds, 1 w/ trundle) + a spacious entertainment room flowing directly from the kitchen ideal for hosting.

Guest favourite
A modern house nestled among tall trees is highlighted, featuring a spacious deck that offers a view of the surrounding greenery. Large windows allow natural light to illuminate the interior. The surrounding natural landscape enhances the secluded feel of the property.
Holiday home in Parksville
4.92 out of 5 average rating, 205 reviews

Dreamy Catskills mountain getaway w/ yoga studio

This stunning house has been renovated and offers total privacy and serenity - sitting on 5 acres at the end of a quiet road. The Mountain Terrace has an indoor wood stove, a deck with a beautiful view, a fire-pit, 3 bedrooms and 2 bathrooms and a double high ceiling in the main living space. There is a washer/dryer, a dishwasher an artist cabin and a private yoga studio. An easy 15 min drive to Livingston Manor for great restaurants, shopping and activities. Pet friendly.

Guest favourite
A spacious hot tub is situated in a screened-in room with wooden walls and ceiling, surrounded by large windows offering views of the green yard outside. Soft lighting enhances the calming atmosphere, and a covered porch extends protection from the elements.
Cabin in Jeffersonville
4.96 out of 5 average rating, 138 reviews

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.

Top guest favourite
Home in Damascus
4.95 out of 5 average rating, 195 reviews

Delaware River retreat

Approximately two hours from the GW bridge - this beautiful country home is located directly on the Delaware River. The house features a full kitchen, a large dining room, and two porches that overlook the river. Watch the eagles, warm up by the fireplace, ski, hike, fish, canoe, swim, eat and laze about. With hi-speed cable and WiFi, tons of space inside and out, this house is perfect for a getaway, staycation, or for families and couples looking to remote-work.

Guest favourite
A rustic cabin is nestled among lush greenery, surrounded by trees. The structure features a metal roof and wooden walls, with warm light emanating from the windows, creating a welcoming contrast with the natural environment.
Place to stay in Downsville
4.87 out of 5 average rating, 222 reviews

Half Moon: Fairytale Catskills Retreat

Enjoy nature in style at this fairytale in the forest. This idyllic escape combines whimsical structures, curated gathering spaces and a private wooded hillside surrounded by hiking trails and quaint towns. Disclaimer: This is a rustic cabin. Heating is from a wood-burning stove, there is no AC. The bath house is a separate structure from the cabin, up a hillside with stone steps. Cooking is via charcoal grills, small outdoor kitchenette or fire.

Top guest favourite
The exterior of the modern structure features large windows and a sloped roof. A wooden deck is highlighted with two red chairs and decorative planters filled with greenery and flowers. Soft sunlight illuminates the space surrounded by trees.
Guest house in Callicoon
5 out of 5 average rating, 102 reviews

R52Creekside one bedroom cottage

NEW Construction! Centrally located to all Sullivan county has to offer! Bethel woods, Livingston Manor, Callicoon and much more close by! Walk to a great little local deli and drive to many close restaurants. Set up for two adults or two adults with one small child. Efficiency kitchen (no oven). Ten acres with a creek and lots of area to walk and have a dog. King bed sleeping loft! Great area to explore in summer and winter! Dogs welcome!

Top guest favourite
A peaceful dock extends over the calm pond, featuring two lounge chairs positioned for relaxation. Green hills surround the water, with trees reflected in the gentle surface. Bright blue skies complete the serene setting, inviting quiet moments by the water.
Cabin in Callicoon
4.99 out of 5 average rating, 215 reviews

The Cabin at Pleasant Valley Farm

The cabin is located on a dirt road on our farm with a beautiful pond and an amazing view! This off-grid, cabin has two queen beds (100% cotton sheets), a mini-kitchen with a battery-ignition gas range, solar powered refrigerator, solar lighting, a wood stove, an outdoor shower, a fire pit, and an old-fashioned outhouse. An expansive porch and dock provide comfortable outdoor living. A seasonal favorite, the cabin is available May-Oct.

Guest favourite
Cottage in North Branch
4.94 out of 5 average rating, 145 reviews

Catskills Cottage w/ Hot Tub & View

Relax and recharge in the secluded garden hot tub at this charming 1900s farm cottage and take in charming country views. Soak up the contemporary, Scandinavian-style interiors, then toast marshmallows around the fire pit under the stars. This cozy 1100 SF home is a perfect getaway to unwind, located just two hours from Manhattan.

Top guest favourite
A spacious, renovated barn exterior is seen from the yard, featuring large windows and a welcoming porch. A deck extends in front, equipped with seating and an umbrella for shade. The surrounding greenery and trees provide a natural ambiance, enhancing the rural setting.
Home in Callicoon
4.99 out of 5 average rating, 341 reviews

Paradise in the Catskills

This spacious, fully-renovated old dairy barn looks over the valley with a gorgeous view from the deck. Comprised of large, open rooms, this is a perfect space for a gatherings and getaways with friends and family in the beautiful Catskills.

Popular amenities for Delaware holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Sullivan County
  5. Delaware