
Family-friendly holiday rentals in Shandaken
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Shandaken
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Direct streamside with private stream access
House next door also available: airbnb.com/h/nyhawkhouse The Eagle Cottage is a 2 bdr on the Esopus creek. The cottage is 15 min. to the Ashokan reservoir and ski slopes, and 20 min. to Woodstock. Enjoy private access to the stream. This spot has some of the best fishing holes on one of the best trout streams in NY. Take a beautiful hike nearby as well! Newly furnished, large wrap around deck with stream view, full kitchen, outdoor fireplace and grill. Please note fireplace is non functioning

Brookie • Creekside • Fires • BBQ • Fishing
**Self-check in and fully sanitized by CDC guidelines** This stream side cabin is located in the heart of the Catskill Mountains. It is the perfect get-a-way for people looking to be outside by nature while having a beautiful living and working space. Located steps away from the Esopus Creek, peaceful sounds of rushing water can be heard in and out of the cabin. The cabin has a deck that overlooks the river, outdoor fire-pit w/ Adirondack chairs, a grill, picnic table & an indoor gas fireplace.

Catskills Mountain River Dream House
*Art-filled c. 1910 Cottage w/ wrap-around porch *Self-contained natural wonderland for grownups, kids, & dogs *Riverfront w/ amazing swimming hole: trout fishing, swimming, tubing on site *Huge back yard w/ meandering brook, seasonal cascade, classic tree swing, & surrounding woods *Speedminton court *Mature perennial butterfly gardens *Fire pit *Weber Gas Grill *Cedar hot outdoor rain shower nestled in side garden *Minutes walk to Ashokan Reservoir Rail Trail (run/bike/stroll); 2 adult bikes

Birch Creek House - Private & Cozy Creekside Cabin
Hidden, fully renovated, modernized cabin off Rte 28 in Big Indian. Located on 5 acres of private forest, down a long driveway, with a private wrap around deck, outdoor dining + firepit + indoor fireplace. Just a few min drive to notable shopping and dining, along with several mountains, ski resorts like Belleayre, world-class hiking, and outdoor everything that upstate NY has to offer. @birchcreekhouse on IG. 5 min to Belleayre Mtn 25 min from Hunter Mtn 15 min to Phoenicia Diner SBL#414137

Modern dreamy Hudson Valley home w/ backyard rink
Gorgeously renovated 3-bedroom home in the heart of the Catskills. Enjoy your own private firepit and outdoor dining, cook and recharge in the light-filled kitchen, feel pampered in the spa-like bathroom with a heated floor - all within 5 minutes of the Phoenicia Diner & Railway Explorers. Nestled in the mountains, this home is the perfect for unwinding & offers green amenities including an EV charger and new eco heating and cooling system. Large windows bring light & views to this dreamy home.

The Woodland Valley Spa Cabin (20min to Woodstock)
Get away from it all and connect with nature at our luxurious cabin located right in the heart of the highly coveted Woodland Valley neighborhood of the Catskills. Conveniently located 9 min from downtown Phoenicia, 20 min from Woodstock for dining and culture, and 4 min from hiking trailheads. We painstakingly and lovingly designed the spa cabin, and if you come take advantage of all that it has to offer, we have no doubt you'll come away feeling rested, rejuvenated, and at one with nature!

Rippleside Retreat - Stay and Relax
LOCATION, LOCATION! Spacious and quiet creek-front and mountain view home. Near Phoenicia and Woodstock for shopping, browsing art galleries, and fine dining. Plenty of hiking trails, fishing, and tubing in the warmer months, and close to skiing at Belleayre, Hunter, Windham, and Plattekill Mountains for winter enthusiasts. The home is conveniently located near the Emerson Resort and Spa, Foxfire Mountain House, Howland House, Mount Tremper Arts, and Onteora Mountain House wedding venues.

Stony Clove Cottage - sleeps 6, *maximum 4 adults*
Welcome! Stony Clove Cottage sleeps a maximum 4 adults and 2 children. There are 2 queen beds and a bunkbed for children only. Located in the beautiful Catskill Mountains just 2 hours 15 mins. from NYC. Two great ski mountains, Hunter and Belleayre, are each 15 minutes away. Close to amazing hiking trails. Listen to the sound of the Stony Clove Creek and enjoy being in nature, while just 1 mile from Phoenicia's Main Street. Beautiful in all seasons! Shandaken STR License # 2023-STR-AO-059

Unique BellEayre River retreat
#2024-STR-AO-85 As seen in Chronogram magazine Chronogram/docs/chronogram-april-2023 High ceilings, Rough cut beams, All new HVAC and Hearthstone soapstone wood burning stove. Ping pong table. With Back deck tranquil getaway, you see and hear only the water flow with wrap around 4 season river right off deck. Close to scenic hiking, skiing, river tubing, and great restaurants along "Rapid Water"- The Algonquin Nation word for "Shandaken". Dogs welcome (Up to 2), sorry no cat

Catskills Cedar House | cozy retreat near skiing
Welcome to the Catskills Cedar House! Cozy, well-designed and curated home in the heart of the Central Catskills. Perfect to unwind with friends and family in front of the fire, cook a feast in the chef's kitchen, or use as your home base to explore all the region has to offer. 10 mins to Belleayre, 30 to Hunter + Windham, 35 to Plattekill. Centrally located near Phoenicia, hiking, swimming holes, great restaurants, skiing & more. Shandaken STR License 2022-STR-AO-043

Hiking and Breweries! Mountain and river views!
RELAX, RELAX, RELAX - Located on one acre of land, the house built in 1917 sits above the Esopus river with direct views of the mountains and Esopus. It is only a 5-minute walk to great restaurants and shops in the village of Phoenicia or 5-minute drive to Phoenicia Diner & Woodstock Brewing. 20-minute drive to Hunter & Belleayre summer concerts and skiing. The house has upgraded high-speed internet (Spectrum Ultra 400 Mbps). Shankdaken STR # 22-STR-A0-029P

Modern creekside cabin in the Catskills
Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.
Popular amenities for Shandaken family-friendly rentals
Family-friendly home rentals with a hot tub

The Water House - Spring Spa on a Cascading Brook

Mountain View Hideaway

Chef's kitchen, seclusion, and breathtaking views

Modern & Chic Log Home-Spectacular Mountain Views!

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Willow Treehouse - secluded, unique, romantic

Crows Nest Mtn. Chalet
Family- and pet-friendly home rentals

Winston's Place - Woodland Cozy Catskills Cabin

The Waterfall Casita: A-frame with 30ft Waterfall
Woodstock Historic Artist Estate - The Pond House

ENTER HOME - Minimalistic style warm & inviting

Catskill Mtn Streamside Getaway

Light-Filled Upstate Home, Perfect Location

Stunning 2-Bedoom A-Frame in the Woods with Sauna

Contemporary Cabin in Catskill Mountains
Family-friendly home rentals with a pool

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Ski & Sauna! Modern Mountain Escape

Only Ski In Out on Mtn | Hike, Golf, Fish, Unwind

Woodstock Family Home w/ Tree House + Heated Pool

Kapitans Cottage Private POOL Minutes to Kingston

Sweet Fern Cottage With Saltwater Pool

Hawk View

Upstate Modern Scandinavian Barn in the Catskills
When is the best time to visit Shandaken?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £193 | £194 | £176 | £164 | £178 | £183 | £195 | £206 | £187 | £199 | £197 | £206 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about holiday rentals that are family-friendly in Shandaken

Total holiday rentals
Explore 310 holiday rentals in Shandaken

Nightly prices starting at
Shandaken holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 25,070 verified reviews to help you choose

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
300 of Shandaken holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Shandaken rentals

4.9 Average rating
Shandaken stays are highly rated by guests – averaging 4.9 out of 5!
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Howe Caverns
- Thacher State Park
- Hunter Mountain Resort
- Plattekill Mountain
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Taconic State Park
- Opus 40
- Benmarl Winery
- Walkway Over the Hudson State Historic Park
- Poets' Walk Park
- Millbrook Vineyards & Winery
- Mohonk Preserve
- Storm King Art Center
- Hudson Chatham Winery
- Upper Delaware Scenic and Recreational River




