Vacation rentals in Delaware

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Top-rated vacation rentals in Delaware

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

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Top guest favorite
The living room features a light-colored sofa and a patterned area rug. A small round table is positioned in front of the sofa. An armchair complements the space, while a television is situated on a low cabinet. Natural light filters through the windows.
Cottage in Callicoon
4.98 out of 5 average rating, 43 reviews

Charming Farmhouse on 1/2 acre, w/creek access

Relax in the rocking chairs on the front porch or the hammocks in the large garden. Grill on the deck, roast s'mores over the firepit & stroll or fish along the creek babbling through this quiet hamlet at the foot of the Catskills in the Upper Delaware Scenic Byway. 3 bedrooms, 2 full baths, kitchen, dining room & home office + a spacious yard, leaves room to spread out & relax! 5 min drive to Callicoon shopping/dining/restored 1940s movie theatre 7 min to Simenary Hill 20 min to Bethel Woods

Top guest favorite
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
4.98 out of 5 average rating, 257 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 favorite
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 favorite
Home in Callicoon
5 out of 5 average rating, 13 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 favorite
A quaint cabin sits nestled among tall trees, showcasing a sloped roof and red front door. Adjacent to the cabin is a wooden deck featuring a Finnish sauna and a long table, surrounded by a lush green landscape.
Cabin in Callicoon
4.97 out of 5 average rating, 437 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.

Guest favorite
A serene landscape is displayed at sunset, featuring a field with neatly arranged hay bales. The sun sets over rolling hills in the distance, casting soft hues across the sky, while the open space offers a sense of tranquility and connection to nature.
Campsite in Callicoon
4.9 out of 5 average rating, 99 reviews

Hilltop Farm Campsight Catskill Delaware Watershed

98 year 3rd generation family farm. Located 4 miles from scenic Delaware River. Very scenic peaceful and quiet. Multiple basic camp sights available, two different hilltop peaks with extraordinary views. Creeks, springs, hiking opportunities on two 100 acre parcels. Cows pigs and poultry live at the lower farm year round while hay is made at the upper farm come warm summer days. Wildlife abounds at the farm. Farm fresh food available, steaks, sausages even pit roasted hog can be arranged.

Top guest favorite
Cabin in Jeffersonville
4.95 out of 5 average rating, 140 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 favorite
Chalet in Obernburg
4.97 out of 5 average rating, 238 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 favorite
Home in Callicoon
4.86 out of 5 average rating, 35 reviews

Chic Country Contemporary w/ Fireplace

Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to Beechwood Beacon! Here are a few things I think you’ll especially enjoy about the house. Highlights: If your stay wish list includes a bright, modern home, with morning coffee on the deck, nearby hiking, farmers markets, boutique towns, cozy dinners and movies in front of the wood-stove, long soaks in the gorgeous tub, and sleeping on the comfiest ever beds, then this is absolutely the home for you.

Superhost
The entrance of a rustic cabin is framed by lush greenery and features a wooden porch with steps leading up to it. The porch is adorned with a decorative wreath and is accessible through a wooden railing. Large windows allow natural light to brighten the space.
Home in Callicoon
4.94 out of 5 average rating, 18 reviews

Old Campbell Place: Peaceful cabin with hot tub

A rustic Catskills cabin on the outside, with bright, renovated cottage vibes within, guests arrive via gently winding country roads, passing farms along the way. The comfortable home has a large screened-in porch for dining and lounging in warmer months, and a year round hot tub and woodland walks along the creek out back. Old Campbell Place is just a couple miles from the delightful river town of Callicoon, and is consistently praised for its peaceful environment.

Top guest favorite
A modern kitchen features wooden accents and sleek cabinetry, with natural light illuminating the space through multiple windows. A central table is set for two, with a vase of flowers and wine glasses. Essential kitchen appliances and decor elements add functionality and style.
Home in Callicoon
4.96 out of 5 average rating, 27 reviews

Gabel Farmhouse | Designer Stay, Firepit + Views

Set on rolling hills above Callicoon and Jeffersonville, Gabel Farmhouse is a thoughtfully restored Catskills retreat blending historic charm with modern design. Original details meet a chef’s kitchen, en suite bedrooms, and curated family amenities. Enjoy a wraparound porch, open skies, and a fire-lit gathering space, all designed for effortless, memorable stays. Gabel Farmhouse offers you a combination of modern Swedish design and American historical elegance.

Top guest favorite
A serene cabin is situated next to a tranquil pond, reflecting the surrounding greenery. The dock extends into the water, offering a peaceful outdoor space. The area features a well-maintained lawn with tall grasses, enhancing the natural setting.
Cabin in Callicoon
4.99 out of 5 average rating, 217 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.

Popular amenities for Delaware vacation rentals

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