
Family-friendly holiday rentals in Ashokan Reservoir
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Ashokan Reservoir
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Woodstock Mountain Cottage w/ Pool /Swim
This romantic 2 bed cottage has large beamed ceilings, fully stocked kitchen, bathtub, mountain views, and hiking trails. We use strict cleaning protocols to ensure each stay is perfect and feels like home. The house is equipped with fast wifi and a ROKU Ultra for all of your tv needs! Located just 3 mins driving to the center of Woodstock. Swim in the pool, hike a nearby trail, enjoy nature, grill or relax in the hammock. Pool is shared with hosts. No guests of guests allowed and no parties.

Mt. Wonder: Big Cozy Cabin with Wow View
Welcome to Mt Wonder. With a wood burning hot tub, this secluded cabin sits on 18 acres with creek access, a vast forest & the greatest view in the county. Ten min to Woodstock. Seeking a vacation w friends or a romantic escape? Enjoy this rustic 2br 1ba cabin, cozy and spacious, with a unique magical feel. Mega amenities incl the tub, BBQ, wood stove & stocked kitchen. Peruse our books, vibe w the view, enjoy hikes & cute towns. Need more space? Try my cousin cabin: "Wonders Never Cease"

Woodstock Catskills Retreat~Sweet, Private & Views
❤️A beauty in scenic nature with scenic rides to charming historic towns, Woodstock, Kingston, Phoenicia, Saugerties, Hunter & Belleayre ski and many outdoor adventures & dining options nearby. 🥾 😊 PinkyHouse, where friends and family gather for a lovely time and fond memories, welcomes you to its bright, sweet, peaceful, and private setting on 3.5 acres of green & forest with a brook and view of mountains. Enjoy your relaxing getaway here! 😊 🥾🚙⛰️ * No Pets & No-smoking xoxox anne 😊

West Wing - a unique private space w/deck
This unique studio space with private entrance is a recent addition to our charming home, located on a quiet private road in the village of Shokan. Situated within minutes of the Ashokan Rail Trail, this bike and walking trail offers dramatic vistas of the Ashokan Reservoir. Woodstock & Phoencia with their stores, galleries and restaurants are only 15 minute drives . Local recreation includes hiking trails, kayaking and for those looking for relaxation there are renowned spas.

Exquisite Chalet by Woodstock views, Ashokan water
Recently renovated 3 bedrooms, 2 baths chalet for 6, one mile from stunning Ashokan reservoir views, on private lane but in the heart of Catskills, 10 min from Woodstock, Kingston and exit 19 off hwy 87, with fireplace, wraparound deck, deer-proof yard, firepit, barbecue, veggie garden. Ideal for couples, families, friends. Minutes to ski, ice climbing, iceskating, swimming, hiking, rock climbing, tubing, fishing, scenic walks, biking trails, food markets & excellent restaurants.

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Relaxing Cottage in the Catskill Mountains
1000 sq ft. cottage located on a 7 acre partially wooded property in the Catskills. Two bedrooms (one queen, one full), one bath, open floor plan with vaulted ceilings and sliding glass doors opening to a deck in the back yard. Cook and eat on the deck with both gas and charcoal grills, plus large dining table with umbrella. Fire pit outside and wood burning stove inside for extra warmth and ambience. Equipped with a backup generator. Dogs considered, just ask.

Coldbrook Cottage
Welcome to Coldbrook Cottage. Less than 2 miles from The Onteora Mountain House wedding venue. A great romantic get-a-way. All 5-STAR reviews. We offer the amenities of a great hotel suite, but totally private. It's on one of Woodstock's nicest roads for walking, jogging, and bicycling. Wilson State Park is across the street and we're surrounded by protected land. 8 minutes to Woodstock. 20 minutes to Kingston. 20 minutes to skiing . Check our reviews!

Catskills Farmstay: Pool, Sauna, Animals, Mt Views
Make the most of winter’s final weeks and take a break upstate. Escape the city bustle for a cozy, restorative stay at Napping Horse Farm! The Bird's Nest is a light-filled retreat nestled on 30 secluded acres at the foot of Overlook Mountain. Perfect for couples, solo travelers, and small families seeking wellness, stillness, and a memorable experience with rescue farm animals. Nature, comfort, and deep calm just 2 hours from NYC.

Historic Catskills farmhouse with sweeping views
Welcome to Juniper Grove - your country home in the Catskills. This 4 bed 2 full/2 half bath farmhouse has stunning views of the Ashokan Reservoir to enjoy from the classic farmhouse front porch. Relax under the stars in the new hot tub on the back stone patio. Sitting on 40 private acres, you are held by Mother Nature at every turn. Inside find all the modern conveniences & comforts to support your stay.
Popular amenities for Ashokan Reservoir family-friendly rentals
Family-friendly home rentals with a hot tub

40-Foot Container Cabin in the Catskills

Modern & Chic Log Home-Spectacular Mountain Views!

Woodstock retreat with hot tub and deck with view

Romantic Cabin with Sauna & Wood Fired Hot Tub

Hot tub with stunning views, 5 min to Woodstock

Zink Cabin, Mountain Views and Hot Tub

Modern House with Mountain View @Getawind

Stream Come True | Hot Tub, Ski, Hike, Relax
Family- and pet-friendly home rentals

Dave's Milk Barn

The Woods House, 40 secluded acres & speedy wifi!

Hillside Views in Hudson Valley

Catskill Cabin | Fire Pit | Screened Porch | Pets

Black A-Frame: Catskills Cabin

Top 5% - Private & Modern Farmhouse, BBQ, 2hrs NYC

Pet Friendly Cabin Doh-Ray in Woodstock

Stunning 2-Bedroom A-Frame in the Woods with Sauna
Family-friendly home rentals with a pool

Shula | Farmhouse | Pool, Hot tub, Fire pit

Perfect Summer House in Kingston - 1.5hr from NYC

Hike & Sauna! Modern Mountain Escape

Heated Pool • Private • 4 Min to Woodstock

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Sweet Fern Cottage With Saltwater Pool

Highwoods Haven | saltwater pool and hot tub

Secluded Woodstock Retreat -Heated Pool and Sauna
Destinations to explore
- Plainview Holiday rentals
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- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
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- Hudson Valley Holiday rentals
- Rentals with a patio Ashokan Reservoir
- Rentals with a firepit Ashokan Reservoir
- Rentals with a fireplace Ashokan Reservoir
- Pet-friendly rentals Ashokan Reservoir
- House rentals Ashokan Reservoir
- Rentals with outdoor seating Ashokan Reservoir
- Rentals with a washing machine and dryer Ashokan Reservoir
- Family-friendly rentals Ulster County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Plattekill Mountain
- Windham Mountain
- Thacher State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Taconic State Park
- Hunter Mountain Resort
- Mohawk Mountain Ski Area
- Kent Falls State Park
- Bear Mountain State Park
- Walkway Over the Hudson State Historic Park
- Storm King Art Center
- Millbrook Vineyards & Winery
- Naumkeag
- Poets' Walk Park





