Holiday rentals 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.
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.
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.
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.
Modern Secluded Retreat
Escape to the center of 11+ acres of woods, water, and dark starry skies—under 2 hours from NYC. Walls of windows pull the outside in, with a stream, pond, and constant wildlife just beyond. Warm up by the fireplace, unwind in the open living space, and sleep deep in a king bed. A large jetted bathtub, bonus half bath, and a flexible bonus room with pool table and ping pong table on heated floors round it out. Peaceful, private, and made for slowing down.
Mahaska Creek
This comfortable 2 bedroom, one bath home is situated along road 164 in the Beechwoods and only 2 miles to downtown Callicoon and the Delaware River! Located along a stream, it boasts a beautiful private back deck,. Spectrum Wi-Fi provides hi-speed internet for weekend entertainment or extended stays working from home. Close to the Villa Roma, Bethel Woods, and the quaint towns of Western Sullivan County, it’s a great place to enjoy life in the Catskills!
Catskills Schoolhouse near Bethel Woods
Welcome to the Old Schoolhouse: originally built in 1849 and recently renovated with meticulous care, this one bedroom cottage is a country retreat with modern amenities. A 15 minute drive from Bethel Woods, the Schoolhouse has views over rolling hillsides, bringing the natural surroundings indoors. 8 minutes from village of Callicoon; 20 minutes to Narrowsburg and Livingston Manor; 2 hours from NYC Follow us on IG:catskills_schoolhouse
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-Sept.
Popular amenities for Delaware holiday rentals
Other great holiday rentals in Delaware
❤ of Downtown | Pvt Woods | Full Kitch | 2 Porches
Callicoon Creekside Cottage-dog friendly!
Modern Gem in the Heart of Downtown Callicoon NY
Five Acres Farm - Charm and Seclusion with 5 BR
Modern Farmhouse | River, Bethel Woods & Calicoon
Luxe Gabel Farmhouse | Fire Pit & Country Views
Red Tail Ridge
Lakefront with Private Dock & Canoe Kenoza Den
Frequently Asked Questions
What are the best places to stay in Delaware?
Visitors often look for hillside cabins, renovated farmhouses, or family-friendly homes near local parks and trails. Staying around hamlet centers makes it easy to experience the area's markets, eateries, and events.
What are the best things to do in Delaware with kids?
Families often enjoy nature trails, fishing spots, and pick-your-own farms in Delaware. Outdoor fun, playgrounds at local parks, and interactive community events are a hit with children.
What are some of the best things to do in Delaware?
Delaware has scenic parks for hiking, access to the Catskill Mountains, and opportunities for fly fishing on local streams. Art galleries, seasonal farmers' markets, and historic landmarks are also frequently suggested.
How is the weather in Delaware?
Delaware has cold winters, often ranging from 20–36°F (-7–2°C), and pleasantly warm summers near 63–85°F (17–29°C). Spring and fall bring mild temperatures and changing foliage, making layers and rain gear helpful.
When is the best time to visit Delaware?
Late spring through early fall is often recommended for outdoor activities, mild temperatures, and cultural festivals. Autumn brings changing foliage, while winter stays invite cozy indoor experiences.
What are the best places to visit in Delaware?
Explore art galleries, the Catskill Mountains for hiking, and historical sites reflecting the region's past. Many visitors spend time at riverside parks or enjoy occasional cultural fairs in nearby hamlets.
What are some hiking trails in Delaware?
Explore trails in the Catskill Mountains, riverside paths, or wooded routes in town parks around Delaware. Many routes take you through forests, meadows, and occasional wildlife viewing areas.
What are some family activities we can do in Delaware?
Families explore nature together on picnic-friendly trails, visit local farms for fruit picking, or attend seasonal fairs and workshops. Many parks host outdoor games, making it easy for children to connect with nature.
What are some of the best day trip ideas from Delaware?
Consider exploring nearby Catskill towns known for arts, hiking in state parks, or visiting local markets and historical villages. Several areas around Delaware are recognized for their outdoor recreation and regionally inspired cuisine.
Are there any pet friendly accommodations available in Delaware?
Many accommodations in Delaware welcome pets, especially in cabin-style stays or rural properties. Be sure to review individual house rules and reach out to hosts about amenities for your companion.
What are some local tips for visiting Delaware?
Check local listings for pop-up events and farmers’ markets, and bring cash, as some vendors in rural areas may not accept cards. Many trails are unpaved, so sturdy shoes are recommended for exploring nature.
What is Delaware known for?
Delaware is known for its Catskill Mountain scenery, fly fishing streams, and a mix of charming small towns and farms. Visitors appreciate the community-driven arts and locally sourced foods.
What are the best hidden gems to explore in Delaware?
Explore quiet art galleries, small antique shops, or nature preserves around Delaware for a more tranquil experience. The area also has tucked-away hiking paths and locally run farm stands that reflect the region's rural character.
What are the best foods to try in Delaware?
Try locally sourced produce, farm-fresh eggs, and regional cheeses often found at farmers' markets. Bakeries and delis serve pies, maple products, and sandwiches made with area ingredients.
What should I bring for a trip to Delaware?
Pack layers due to changing temperatures, sturdy shoes for outdoor activities, and rain protection, especially in spring and fall. A reusable water bottle and insect repellent are also useful for time on local trails.
What is the nightlife in Delaware like?
Delaware has a relaxed nightlife with cozy local bars, occasional live music, and community events. Seasonal gatherings or open-mic nights at area venues also draw both visitors and residents.
What are the most popular events or festivals in Delaware?
Delaware hosts seasonal fairs in summer and fall, farmers' markets, and local arts festivals. Holiday parades and community gatherings are also common, especially around Labor Day weekend and harvest season.
Are there family friendly vacation rentals in Delaware?
Many vacation rentals in Delaware are well-suited for families, with spacious layouts and access to outdoor spaces. Listings often include full kitchens and amenities like board games or backyard play areas.
Destinations to explore
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- Rentals with a hot tub Delaware
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- Family-friendly rentals Delaware
- Rentals with a fireplace Delaware
- Waterfront rentals Delaware
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- Pet-friendly rentals Delaware
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- Rentals with a firepit Delaware
- House rentals Delaware
- Rentals with a patio Delaware
- Mountain Creek Resort
- Bushkill Falls
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Minnewaska State Park Preserve
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Pocono Mountains
- Promised Land State Park
- Plattekill Mountain
- Mohonk Preserve
- Peekamoose Blue Hole
- Tobyhanna State Park
- Claws 'N' Paws
- Three Hammers Winery
- Warwick Valley Winery & Distillery
- Mountain Creek Water Park
- Lake Minnewaska
- Ranch Skydive
- Upper Delaware Scenic and Recreational River
- Newton Lake