Family-friendly vacation rentals in Denning

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Top-rated family-friendly rentals in Denning

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Chichester

4.99 out of 5 average rating, 514 reviews

Garden Cottage In The Catskills

This quaint, relaxing cottage sits among Flowering Gardens in spring & summer, incredible Fall Foliage in autumn, & a Wonderland in Winter. Enjoy a peaceful cozy & private space with nature at your doorstep, an outdoor fire pit, stargazing, & your own stone patio at the edge of the woods. We love to share our garden, come pick your own! We are in the heart of The Catskill Mountains, 2 miles from the vibrant town of Phoenicia, in the hamlet of Chichester near the Stony Clove Creek

Jun 4 – 11

G$23,179 GYD per night

Guest favorite

Cabin in Napanoch

4.94 out of 5 average rating, 248 reviews

Serene Catskill Mountain Top Retreat - Denning

2 bedroom Catskill Mountain top cabin located on 30 private and pristine acres. Ideal for the nature lover in search of privacy, relaxation and access to Catskill hiking trails, waterfalls and area ski attractions (Hunter Mountain) and nature parks (Minnewaska/Mohonk). Cabin has two full beds and a sleeper loft with another full bed(ideal for children or an extra guest). About two hours from New York City and 40 minutes from the restaurants & attractions of Woodstock and New Paltz.

Feb 18 – 25

G$30,703 GYD per night

Guest favorite

Home in Neversink

4.98 out of 5 average rating, 200 reviews

Modern Riverside Retreat with Firepit, Hot tub

Come enjoythe oasis on the pristine headwaters of the Neversink River with huge backyard, river access, and great kitchen amenities. Offers four bedrooms, and two large baths with bright, sunny living areas. You won't be roughing it! We have a large outdoor stone firepit surrounded by Adirondack chairs, a hot tub, quiet trails for private walks, and all the nature you love. There are three outdoor seating areas for meals and relaxation, a woodstove, and a picture perfect kitchen.

Mar 27 – Apr 3

G$59,467 GYD per night

Superhost

Cabin in Margaretville

4.93 out of 5 average rating, 120 reviews

Modern, Light-Filled Cabin with Mountain Views

Just 15 minutes from Belleayre! In the heart of Catskill Park, this modern, glass-fronted take on a classic log cabin is set on 12 acres of beautiful land with amazing mountain views and your own pond in the heart of Catskill Park. Surrounded by some of the Catskills' best hiking trails and swimming holes just south of Route 28. Restaurants, distilleries/breweries, shops & more in Phoenicia, Margaretville, Roxbury, and Andes are right nearby too. More photos on IG @catskillsmodern

Nov 13 – 20

G$37,626 GYD per night

Guest favorite

Apartment in Arkville

4.94 out of 5 average rating, 165 reviews

Catskills Hideaway - East

Enjoy the serenity of the scenic Catskill Mountains - relax in a lovely tranquil setting nestled in nature yet minutes from restaurants, galleries & shops. This spacious studio with private exterior stair access in a unique Brick House built in 1965 - the original "Guest House" on a spectacular estate - welcomes guests with breathtaking beauty & magnificent views. Luxurious amenities await in your perfect Hideaway: king size bed, en suite bathroom, kitchen, fireplace, & more!

Jun 9 – 16

G$18,414 GYD per night

Guest favorite

Tiny home in Shandaken

4.85 out of 5 average rating, 164 reviews

Cute Cabin with Great Mountain Views

“Georgie” is our Cute Cabin with Great Mountain Views. She is a 230 sq. feet Cute and cozy cabin just 10 minutes to Phoenicia and Pine Hill and all the great hiking of the Central Catskills. Part of a 1940s bungalow colony lovingly restored, “Georgie” is one of three cabins which stands next to each other, offering each guest privacy without isolation. My place is good for couples and furry friends (pets). You’ll love my place because of the views and the outdoor space.

Aug 22 – 29

G$22,652 GYD per night

Guest favorite

Tiny home in New Paltz

4.99 out of 5 average rating, 744 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Jul 16 – 23

G$22,970 GYD per night

Guest favorite

Apartment in Andes

4.96 out of 5 average rating, 261 reviews

Andes Modern-Open-Streamside-Retreat

The only gas/instant/clean/ no smoke Fireplace in the area! no hauling wood, trying to start a fire, smoke, etc. 2 bedrooms (queen beds). Luxury modern bathroom w/ huge walk in tiled shower. Fully equipped gourmet open kitchen. Back deck (with BBQ grill), front deck dining & rockers. Juliet balcony directly above a babbling brook off one bedroom. New SmartTV. Hi-Speed WiFi. Long Farm table seats 8. Large stone desk w/comfy chair if you need to work remotely.

Nov 7 – 14

G$29,213 GYD per night

Guest favorite

Home in Livingston Manor

4.88 out of 5 average rating, 116 reviews

Cozy renovated One Room Schoolhouse

Renovated One room schoolhouse nestled in the Catskill Mountains. Outfitted with solar panels, an indoor full bathroom and an outdoor shower with a private refreshing stream in the backyard. Walk out the the door for wonderful hiking. Close to town and a micro brewery at the end of the road! Relax and be creative in the woods! Full kitchen! With wood stove and refrigerator (no microwave at the moment). Full bathroom with claw foot tub.

Sep 4 – 11

G$28,662 GYD per night

Guest favorite

Guesthouse in Mount Tremper

4.91 out of 5 average rating, 326 reviews

Cozy Catskill Cottage Perfect Getaway for Two

NEWLY RENOVATED, COZY, CLEAN, PRIVATE AND SECURE Cottage in scenic and peaceful locale. Convenient and easy to find near the town of Phonecia, NY. 100 PACES to the ESOPUS RIVER and its trout fishing, trail heads and scenic hikes less than a mile away. Close to numerous sophisticated dining and shopping options. Less than 30 minutes to BelleAyre and Hunter Summer Happenings. Perfect for couples who need a weekend country getaway.

Apr 25 – May 2

G$30,118 GYD per night

Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 680 reviews

Victorian Haven

Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.

Apr 3 – 10

G$27,502 GYD per night

Guest favorite

Cabin in Jefferson

5.0 out of 5 average rating, 432 reviews

"Far from the Madding Crowd" Cozy Cabin Retreat

Cabin Clack is a quiet, stream-side retreat bordering 1000 acres of wild trails in NY State Forest. The cabin is a historic hunting cabin from circa 1935. The cabin is good for a couple, solo adventurers, or families (with kids). We welcome pets, and they will love exploring the secluded forest and the freedom of our virtually traffic-free dead-end road. There is a spring fed pond you can swim in.

Mar 27 – Apr 3

G$21,814 GYD per night