
Holiday houses in Delaware
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Top-rated holiday rentals in Delaware
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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

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.

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.

FireHouse Airbnb! Huge 1BDRM/Loft/kitchen
This unique property is located in The OLD Firehouse in North Branch NY in The Western Catskills. Bedroom, private bathroom, loft w/full kitchen, dining table, library table, exercise mat, high ceilings, wood floors, WIFI an just 5 miles from the bustling Hamlet of Callicoon, 4 miles from the Village of Jeffersonville, 15 minutes from Bethel Woods Center for the arts, the Upper Delaware River, tubing, fishing and hiking, make it ideal for an extended stay, especially if you work from home.

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.

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.

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.

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.

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.

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.

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.

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 holiday rentals
Other great holiday rentals in Delaware

Hobbit House in Callicoon on Farmland

Hemlock Hill Barn - Designer Luxe w/ Hot Tub

Lake Ridge Bungalow w/ outdoor SAUNA

Gabel Farmhouse | Designer Stay, Firepit + Views

Country House on the Callicoon Creek

Callicoon Creek Farmhouse

Lakefront A-frame near Elk Mountain

RedTail Ridge | Luxe Cabin, Firepit + Hilltop View
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Pittsburgh Holiday rentals
- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Family-friendly rentals Delaware
- Rentals with a hot tub Delaware
- Pet-friendly rentals Delaware
- Rentals with outdoor seating Delaware
- Fitness-friendly rentals Delaware
- Rentals with pools Delaware
- Rentals with a fireplace Delaware
- Rentals with a fire pit Delaware
- Waterfront rentals Delaware
- Rentals with a patio Delaware
- House rentals Delaware
- Rentals with a washing machine and dryer Delaware
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Elk Mountain Ski Resort
- Montage Mountain Resorts
- Minnewaska State Park Preserve
- Pocono Mountains
- Delaware Water Gap National Recreation Area
- Sunset Hill Shooting Range
- Resorts World Catskills
- Promised Land State Park
- Plattekill Mountain
- Mohonk Preserve
- Woodloch Resort
- Peekamoose Blue Hole
- Tobyhanna State Park
- Claws 'N' Paws
- Three Hammers Winery
- Warwick Valley Winery & Distillery
- Lake Minnewaska
- Ranch Skydive
- Upper Delaware Scenic and Recreational River
- Mountain Creek Water Park





