Family-friendly holiday rentals in Deerpark

Stargaze Lodge

The house is brand new. It is set back off the road. its just minutes from the D&H Canal & Neversink river , 15 min from Bashakill vineyards Oakland valley race track, also trains are available in either Port Jervis or Otisville & the same time to rt 17 or 84. 30 minutes to the Monticello casino or rt 97 Barryville also ski locations near both places , 35 minutes to Warwick and Chester legoland & Milford Pa ,Bethel woods, Milford PA. Legoland is only 35 minutes away, show many people coming

forest cottage 1880s

A historic cabin set in the forest with a private lake. It is only a few mins away from the beautiful town of Milford, PA. You can either pet with my animals , fishing, boating in the private lake , enjoy the serenity of nature or get out and explore. hiking, skiing at Shawnee, white water rafting on the Delaware Rive. horseback riding in the state park, shopping in WoodburyOutlets and various restaurants around. Whatever you choose, this house is a great pick for the nature lover in everyone!

Chichito's Japanese Retreat

Inspired by our travels to Asia and our love for the zen aesthetic, we welcome you to our cozy 2nd floor apartment on a duplex. A great place to take some time to relax and recharge from the hustle and bustle of life. Nestled in 16 acres of nature. A 1.5 hr drive from New York City, on the intersection of New York, NJ and Pennsylvania and a five minute drive to our charming small town of Port Jervis. Every detail of this home was put together with love in hopes that you make of it your haven.

Victorian At Orange Square Entire Home

Immediately Feel Welcome As You Walk On To The Pillared Front Porch With Its Cushioned Deck Furniture. Enter The Welcoming Foyer And Feel The Comfort Of Home. Sink Deep In The Stuffed Couches In Front Of The Remote Controlled Gas Fireplace. Enjoy Your Favorite Book Or The Smart TV Entertainment Center. If Inclined Cook A Meal In The Modern Kitchen And Dine In The Elegant Dining Room With A Wood Burning Fireplace. Fire pit in back yard that can be viewed from the 6 person 104 degree Jacuzzi.

Pocono Castle: Dungeon Escape Room & Private Pond

Sleep in a Fairy Tale at Pocono Castle! Live the dream in this 2,300 sq. ft storybook retreat, where you’ll sleep like royalty in a real fairy tale castle. Unwind in luxury with a bubbling hot tub, a cedar sauna, and endless magical touches. Dress up as Kings, Queens, or Knights and explore the grounds, featuring a private one-acre pond & maybe you’ll catch a Golden Fish! With enchanting bedrooms, outdoor adventures, and unforgettable charm, this is the OMG getaway you’ve been waiting for!

Lakeside Retreat w/Fire Pit & Skylights

Escape the noise and reconnect with nature at this peaceful, pet-friendly lakeside retreat near Port Jervis — where wildlife roams, the forest surrounds you, and a private lake is just steps away. Enjoy morning coffee on the deck, spot deer passing through, and unwind by the fire pit under string lights after a day of exploring. Fully renovated with modern comforts, this cabin is perfect for couples, families, remote work, or anyone craving a relaxing getaway just 90 minutes from NYC.

Creek, Sauna, Hot Tub, Fire Pit & Pet-Friendly

“Hiker’s Hollow is an absolute gem. Tucked away in the woods, where the only sounds you’ll hear are the chirping of birds and steady flow of the creek, it is a sanctuary. The amenities of the place are wonderful, with a beautiful sauna, ample fire pits, a hot tub, and so much more. The home itself is incredibly warm, cozy and well decorated.” That’s how a guest described this 1940s cabin on three wooded acres, with inviting spaces inside and plenty of ways to enjoy the outdoors.

Peace and quiet. Comfy, private house to relax in

Quiet property,almost 8 acres, of beautiful wooded property . Set back from the road. Many trails, wineries and breweries nearby. Legoland is 20 minutes away and many antique shops within 30 minutes or so. We live in the other house on the property, so we are accessible. You can take a stroll on the path by the stream or sit on the spacious 35 x 10 foot deck and enjoy the natural setting of the property. Fire pit is now available. Enjoy the night air and gaze at the stars.

Catskills Barn Retreat w/Fireplace & 9 Acres

Escape to this architecturally striking Catskills barn set on 9 private acres. Designed for gathering, the soaring living room features a massive stone fireplace, dramatic spiral staircase, and cozy seating for long nights in. Perfect for birthdays, friend weekends, and family getaways, with private hiking trails, fire pit evenings, and playful nooks like the bright silo lounge and hanging chair comfortably sleeping 12 people across 4 bedrooms — all just 90 minutes from NYC.

Cabin on 100+ Acre Farm — Fast WiFi, Pet-Friendly

* Off-grid, minimalist cabin in the Catskills * Super FAST WiFi (250mb download) * Fenced in backyard so kids & pets can play safely * Outside the fence is our 100+ acre property with private hiking trails nestled in a safe neighborhood. Please note the house lies between two neighboring houses. * 15 minute drive to upstate grocery store. * 90 minute drive from New York City. * Luxury amenities like 100% French linen sheets, Casper beds, handmade furniture, etc.

Cozy Rustic Farmhouse With Wood Stove

Make yourself at home in this unique farmhouse just an hour and a half away from NYC! Located right on the Bashakill Wildlife Refuge. this is the perfect getaway near Neversink Unique Area, Minnewaska State Park, Sam's Point, Legoland, and more! Enjoy the flicker of a wood-burning stove, make a BBQ feast on the outdoor deck, or admire the stars on a clear, dark night while sitting around the campfire. Good for couples, friends, or families–just no pets, please!

Historic Schoolhouse by the Delaware River

Historic 1860 schoolhouse retreat! Modern comforts: WiFi, smart TV, kitchen, heat/AC, laundry, clawfoot tub, record player. King-size bed in the bedroom, and a single bed in the loft. The living room has two large sofas, and we also have a queen-size air mattress. Enjoy 2 serene acres near the Delaware River. Relax on the screened porch swing under the fairy lights, or by the fire pit under starry skies. Self check-in/out. Unique & tranquil getaway!