
Family-friendly holiday rentals in Delaware
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Top-rated family-friendly rentals in Delaware
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

8A Lakefront, Duplex Cabin *AC *WiFi * Cable TV
Just Steps to the Sparkling Lake, from this Brand new 100 year old Cabin, set up like a Hotel Room Featuring Private entrance, 2 Queen size beds a deck, BBQ, fire pit, Guest controlled Heat and Air Conditioning, Cable TV, WIFI and Phone. .Row Boats, Kayaks and Canoes available for Guests use on the lake free of charge .120 Acres of Nature trails for Hiking ( Trails closed During Hunting Season, Oct1 to Jan 1 ) .Located Approx. 5 Miles from Bethel woods Concert Center (Woodstock 1969)

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

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.

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.

Parkston Schoolhouse
Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

Chez Cochecton - Modern Cabin in the Catskills
Completely renovated inside and out. This unique cabin style home is built for style and comfort. You'll love the thoughtful design and finishing touches. Enjoy some music and wine while relaxing in the private backyard. Cochecton and neighboring towns of Callicoon and Narrowsburg are full of amazing restaurants, shops and hangouts. Situated just off the Delaware River, this home is very close to swimming, hiking, and kayaking. Enjoy all the beautiful Catskills have to offer all year long!

Cozy Post & Beam Barn Cabin w/Park near Bethel
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.

Cutest Little House in Narrowsburg
Relax in an idyllic wooded setting with 1000 feet of totally private river frontage, yet a 5 minute drive to Narrowsburg's restaurants and shops. If you like nature, privacy, history, vintage decor & design, this quaint 1950s cottage is for you. Hiking & campfires • Clawfoot tub • Front & back porches • Hummingbird & bunny watching • Den & WiFi • Peace & quiet • All included in your stay! Hundreds of 5-star reviews say it all. IG: #luxtonlake #tenmileriver #cutesthousenarrowsburg

The Mill House: An Enchanting Stream-Side Retreat
Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

Catskills Cozy Retreat:Comfy Beds, Firepit, & More
Experience vintage charm at Jameson Cottage, a mid-century farmhouse-style home surrounded by nature. • Modern amenities and rustic wood finishes. • Gas grill and fire pit. • Two queen bedrooms, open living area, and full bathroom await. • Compact kitchen features beautiful cabinets and open shelves. • Relax in the living room or explore the backyard with its bountiful flora. • Embrace the amenities, unleash culinary creativity, and indulge in the luxury of a clawfoot tub.

Catskill Getaway Suite
Our guest suite has a private entrance adjacent to the main house with a kitchen , living room, bedroom with a full bed and full bath. Also a porch with patio furniture, a charcoal BBQ and 50 acres to explore. We supply sheets, towels, kitchenware, coffeemaker, TV, internet, Wi-Fi and AC. A great getaway for 2 adults. 20 min. from Bethel Woods for concerts, 30 min. to Resorts World Casino. All are welcome. Rainbow friendly. No smoking, children, pets or animals.
Popular amenities for Delaware family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub, Playground, 3 Acres, and Much More!

The Swiss Hill Farmhouse

the tree house, by camp caitlin

The Nest At Swiss - Lakefront In The Catskills

Tiny glamping cabin with mineral spring hot tub

Art House Bird Sanctuary at EBC Sculpture Park

Lakefront w/ HotTub, FP, Pet Friendly, & Game Room

Renovated Country Cottage w/ Hot Tub & View
Family- and pet-friendly home rentals

Luxury Historic School House Cottage

Cozy Catskills Escape with Wildlife and Views

Cozy Guesthouse by the Lake

Delaware River Cottage

Beautiful Craftsman Home in Lake Huntington

Mtn. Laurel Cabin

forest cottage 1880s

Cozy Farmhouse Cottage
Family-friendly home rentals with a pool

Plunge Pool, Sauna, AC! Modern Mountain Escape

Mid-century A-frame nestled amongst the trees

Stunning Mountain Cabin w/ Pool & Hot Tub

Private Country Getaway

Experience The Zen House

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings

Bella Cottage w/Cozy Fireplace & BBQ, Fall Getaway

Modern House with Hot-Tub and Fireplace
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Rentals with a washing machine and dryer Delaware
- Fitness-friendly rentals Delaware
- House rentals Delaware
- Rentals with a fireplace Delaware
- Waterfront rentals Delaware
- Rentals with pools Delaware
- Rentals with outdoor seating Delaware
- Rentals with a patio Delaware
- Rentals with a firepit Delaware
- Pet-friendly rentals Delaware
- Rentals with a hot tub Delaware
- Family-friendly rentals Sullivan County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Montage Mountain Resorts
- Minnewaska State Park Preserve
- Elk Mountain Ski Resort
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Sunset Hill Shooting Range
- Promised Land State Park
- The Country Club of Scranton
- Salt Springs State Park
- Villa Roma Ski Resort
- Plattekill Mountain
- Lackawanna State Park
- Claws 'N' Paws
- Tobyhanna State Park
- Warwick Valley Winery & Distillery
- Ventimiglia Vineyard
- Three Hammers Winery