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.

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Guest favourite

Home in Callicoon

4.94 out of 5 average rating, 113 reviews

Cozy Catskills Escape with Wildlife and Views

Welcome to Deer Hollow, a bucolic retreat sitting on three lush acres in the Sullivan County Catskills. Deer Hollow is nestled on a hill, just a five minute drive to the hamlet of Callicoon on the Delaware River. Only a two hour drive from New York City's George Washington Bridge, Callicoon is a charming community, waiting to be explored. With four bedrooms and two full baths, Deer Hollow comfortably sleeps up to eight guests, making it the perfect gathering place for your family and friends.

Guest favourite

Cabin in Jeffersonville

4.97 out of 5 average rating, 103 reviews

1930's Vintage Cabin · Hot Tub · Kohler Cabin

Discover the enchanting allure of Kohler Cabin, nestled in the quaint town of Jeffersonville. This vintage-inspired retreat exudes DIY charm and rustic elegance, offering four bedrooms and two full baths to accommodate your every need. Unwind in the indulgent hot tub, surrounded by the tranquility of a fenced-in yard, or enjoy the seamless blend of rustic charm and modern amenities throughout the cabin. Whether you're seeking relaxation or adventure, Kohler Cabin ensures an unforgettable escape

Guest favourite

Townhouse in Lake Huntington

4.89 out of 5 average rating, 220 reviews

8B Lakeview Duplex New Cabin WiFi - AC- 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)

Guest favourite

Home in North Branch

4.89 out of 5 average rating, 126 reviews

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm

This one-of-a-kind property nestled in the quiet village of North Branch has all the makings of a dream vacation. This cozy home in the woods has 3 stunning acres with creek access towards the end of the property! Enjoy a full-size heated indoor pool + an infrared sauna open year-round combined with breathtaking scenery. If you're looking for a vacation for kids + adults, this peaceful home is for you! Enjoy a relaxing vacation in a comfortable home with all the beauty that nature has to offer.

Guest favourite

Tiny home in Livingston Manor

4.97 out of 5 average rating, 143 reviews

Element House - Off Grid Hideout

Unwind and reconnect with nature in this rustic and comfortable retreat nestled at the edge of a blueberry field. Surrounded by serene Catskills countryside, you’ll feel a world away, yet still be just minutes from outdoor activities, a thriving food scene, and Bethel Woods just 35 min away. Inside, you’ll stay cool with AC, a cozy queen bed, kitchenette, dining table, reliable wifi, and full bath. Outside, relax by the fire pit or cook on the charcoal grill. We are an LGBTQ+ inclusive space.

Guest favourite

Cottage in Kenoza Lake

4.95 out of 5 average rating, 157 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

Cabin in Roscoe

4.98 out of 5 average rating, 109 reviews

Cabin@Crow Hill: unplug and reconnect with nature

Escape it all, listen to the birds and near by Buck Brook. Explore the Catskills with plenty of hiking, lakes, and fly fishing. The stars are incredible, so as you sit on the balcony or at the fire pit look up. Crow Hill is located on a quiet road away from the bustle of town. The wifi is moderate due to the location, so it allows you to unplug. Crow Hill is dog friendly ( no cats) and perfect for a family getaway. The cabin is deep cleaned and sanitized between guests. Come take a break!

Top guest favourite

Home in Jeffersonville

4.98 out of 5 average rating, 101 reviews

The Nest At Swiss - Lakefront In The Catskills

Modern, classic, luxurious, and comfortable. Lakefront four bedroom (1 K, 2 Q, trundle with 2 singles) with epic year round environment and beautiful nature and lake views from almost everywhere. Wrap around deck on main level accompanied by decks on all three of the upstairs bedrooms. All new kitchen, Bathrooms, and basement with movie theater. Hot tub, fire pit, dock on lake for swimming and fishing. Outdoor dining on main deck with grill. Lush private feel without being too far from town.

Top guest favourite

Home in Jeffersonville

4.99 out of 5 average rating, 198 reviews

BirchRidge A-Frame: Sauna/Firepit/Hiking/King Bed

Nestled in the Catskills Forest, less than 2 hrs from NYC you'll find Birch Ridge A-frame! This gorgeous 2 bedroom cabin is set on 6 private acres with hiking areas and a seasonal stream. Enjoy the wall of windows that create a magical stay with breathtaking views. This is the perfect place to relax, sit in the barrel sauna, hike through the private forest, roast marshmallows over the fire, and soak up the sounds of nature. A space that’s made for creating memories that will last a lifetime!

Guest favourite

Cabin in Callicoon

4.97 out of 5 average rating, 380 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 favourite

Home in Livingston Manor

4.93 out of 5 average rating, 143 reviews

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.

Guest favourite

Home in Damascus

4.95 out of 5 average rating, 180 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.