
Family-friendly holiday rentals in Ashokan Reservoir
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Top-rated family-friendly rentals in Ashokan Reservoir
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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!

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 Hideaway
Escape to our cozy 3-bedroom, 2.5-bathroom home in the Catskill Mountains! Ideal for families, couples, or friends seeking a relaxing break. Unwind in front of the fireplace, whip up culinary delights in our chef's kitchen or grill out on the back deck. Relax and enjoy breathtaking mountain views by the firepit. Minutes away from hiking, swimming and ski slopes, offering endless outdoor adventures. Explore nearby Woodstock, known for its entertainment, shopping, and farm to table dining options.

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 😊

Modern Mountain Chalet on 15 Acre Catskills Estate
This secluded "Frank Lloyd Wright" inspired home can be your own private mountain retreat and perfect haven for an escape from the city. Designed like a luxurious treehouse, the multi layers of porches and decks makes one feel as if they are sleeping in the clouds. The home offers rest and relaxation with the therapeutic effects of nature right at your doorstep and as a breathtaking backdrop. You'll be inspired by the beauty and peacefulness that awaits you from every corner of the home!

Peace & Privacy - High Falls (hot tub & salt pool)
Enjoy the serenity of this contemporary home on six private acres central to all the Hudson Valley has to offer; just 20 min. from the NYS Thruway. Year-round hot tub, seasonal salt water pool, fireplace, gourmet kitchen, and large deck & patio w/ fire pit make this the ultimate getaway. Sports enthusiasts, shoppers, and diners will delight in how close we are to amazing Catskills attractions. New Paltz, Kingston, Mohonk Preserve and Minnewaska State Park are just 15 minutes away.

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.

MCM Oasis | EV | Hot Tub
As featured in Atomic Ranch & Country Home Magazines, the Maverick is a secluded luxuriously restored 1964 MidCentury deck home furnished with Eames and other iconic era furnishings. The Maverick is secluded yet just 5 minutes from downtown Woodstock as well as beautiful hiking, running, and biking trails. The home is perfectly set up for indoor | outdoor entertainment & dining. Be the first to try our new 7 person luxury spa hot tub!

Perch Cottages #7: Creek access + Sauna + Mt views
A group of modern cottages with spectacular mountain views, and magical creek frontage on the Esopus Creek (with its own beach and swimming hole!) Completely renovated. Quick 2 HR drive from the City. ✔ Fishing and Swimming ✔ 1 Dog or Cat per cabin allowed ✔ Gas BBQ Grill ✔ 40” Smart TV ✔ Bluetooth sound system ✔ Memory foam mattresses ✔ Onsite parking 7 mins → Ashokan Rail Trail 25 mins → Belleayre Ski Resort

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

Shula | Farmhouse | Pool, Hot tub, Fire pit

40-Foot Container Cabin in the Catskills

the tree house, Wood Fired Hot Tub/Barrel Sauna

Willow Treehouse - secluded, unique, romantic

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Modern Cabin in the Woods with Hot Tub

Cozy Hillside Hideaway with Hot Tub

Woodstock retreat with hot tub and deck with view
Family- and pet-friendly home rentals

Cozy Cabin | Fire pit + Hiking + Pets Welcome

Cozy cottage with firepit and walking trails

Black A-Frame: Catskills Cabin

Sweet Fern Cottage With Saltwater Pool

Pet Friendly Cabin Doh-Ray in Woodstock

Half Moon: Fairytale Catskills Retreat

Cozy Silo Home with Mountain Views near Woodstock

Woodstock Mountain Cottage w/ Pool /Swim
Family-friendly home rentals with a pool

Perfect Summer House in Kingston - 1.5hr from NYC

Hike & Sauna! Modern Mountain Escape

midcentury mod * POOL * walk out trail R2R /TOWN

4Br Mountain Brook House on 130 acres w/ trails

Secluded Woodstock Retreat -Heated Pool and Sauna

Mtn View Lux Dome w/ Heated Plunge Pool

Summer Paradise - Pool, Fire-pit, Nursery!
Fenced & Salt Water Pool | Cozy Catskills Cottage
Destinations to explore
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- Rentals with a firepit Ashokan Reservoir
- Pet-friendly rentals Ashokan Reservoir
- Rentals with a fireplace Ashokan Reservoir
- Rentals with outdoor seating Ashokan Reservoir
- Rentals with a washing machine and dryer Ashokan Reservoir
- House rentals Ashokan Reservoir
- Rentals with a patio Ashokan Reservoir
- Family-friendly rentals Ulster County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Resorts World Catskills
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Plattekill Mountain
- Bash Bish Falls State Park
- Zoom Flume
- Thacher State Park
- Taconic State Park
- Brotherhood, America's Oldest Winery
- Hunter Mountain Resort
- Mohonk Preserve
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Walkway Over the Hudson State Historic Park
- Storm King Art Center
- Hudson Chatham Winery
- Millbrook Vineyards & Winery





