Your Fun Catskills Getaway near Woodstock, Hunter and Belleayre.

Top rated by guests
Backside of house with Patio
Entrance to House
Kitchen with Island
Kitchen with Island
Living Room
review stars
10Outstanding
(20 Ratings)
"We loved staying at this house. It was perfect for our family. Martin and Julie were great hosts. Highly recommend and will definitely return. Thanks for a great stay! "
Derek B.
Don't miss out! Price and availability may change
10 / 10
Outstanding(20 Ratings)

Bed and Breakfast in Shandaken, NY

8 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this bed and breakfast

Looking for a special place to relax? Bring your family and friends and make The Little Silver Guesthouse your gem away from home, it is just a two hour drive from NYC. Monthly renters for the summer are welcome, inquire for special pricing!

A charming 1920s Arts & Crafts Farmhouse in the Catskills Mountains recently renovated and updated with modern amenities it is located in Olive, between Woodstock and Phoenicia. Get away to the great outdoors by hiking, skiing or boarding. Walk or bike on the nearby Ashokan Rail Trail along the Ashokan Reservoir.

This comfortable, luxurious, and cozy retreat is situated on a seven acre estate with a shared pool. Featuring three spacious bedrooms furnished with queen-sized beds, and an open living, and dining room the house invites for comfortable gatherings or as a work space. With a fully equipped kitchen and a center island, all necessary amenities with speedy Wifi provide for a comfortable vacation or work stay.

Enjoy gorgeous mountain views from the front porch or enjoy the firepit in the back yard and enjoy the sunsets or stargaze at night.

Swim and relax in the shared pool (between the Main and Guest house) during the summer months, and enjoy the surrounding and private landscaping. The pool is open June 15-September 15.

‘Little Silver’ is located at 'Pohlhenge' a seven acre estate in the charming hamlet of Boiceville, West of Woodstock. Five minutes from the Ashokan Rail Trail and the Catskills Interpretive Center with many great hiking trails nearby. Woodstock Village is 15 minutes away and offers fun with shopping, art and dining. Great restaurants await such as new Nirvana, Shelter, Silvia, Red Onion, Cucina, Yum Yum Noodles, or Catskill Pizza. And for musical fun enjoy the 'Colony' or 'Bearsville Theater' great concert venues nearby.
Very close alternatives are the Bread Alone Bakery, Woodstock Brewery, Oliver's Tavern, Phoenicia Diner, Pizza 28, Phoenicia's Brio's Sportsbar, or the Phoenician Steakhouse.

*Dogs are welcome!

Nearby attractions are:
Ashokan Rail Trail for walking, biking, running only 5 mins away.
Hiking Trails: Mt. Tremper Fire Tower, Overlook Mountain, Slide Mountain, Great Ledge

Hunter and Belleayre Mountains for skiing and snowboarding and hiking and ziplining or mountain biking are only 20 minutes away.
And finally enjoy: The Emerson Spa, Opus 40, Upstate Films, Woodstock Playhouse or UPAC in Kingston with Music performances.
For Golfers an extra token: The normally private Woodstock Golf Club is accessible as a guest with a 'non-resident driver's license' and overnight lodging receipt of VRBO. And it is a very beautiful established 9-hole course with great tradition!

Amenities at Your Fun Catskills Getaway near Woodstock, Hunter and Belleayre.

Non-smoking
Pets allowed
Family friendly

Map of Shandaken, NY


Ratings and reviews

10 / 10
Outstanding(20 Ratings)
10 / 10Outstanding·Jan 2026
We loved staying at this house. It was perfect for our family. Martin and Julie were great hosts. Highly recommend and will definitely return. Thanks for a great stay!
10 / 10Outstanding·Jan 2026
Host was very communicative, house was in great condition.
10 / 10Outstanding·Jun 2025
My family and friends loved staying here - Martin and Julie were fantastic and attentive hosts. They checked in on us and provided anything we needed. The home was spacious and met all of our needs. The porches, fire pit, and pool made the stay delightful. Additionally you’re close to all things you might need - grocery, downtown Woodstock, hiking and more. We loved staying here!
10 / 10Outstanding·Jan 2025
We spent a week between Christmas and New Year. Property felt brand new, clean, great taste furniture. Felt cozy and warm! The owners were highly responsive, very nice and resourceful.Location is great to go skiing in Windham or Hunter.The stay was great!!

$$$$
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FAQs

Is parking included with this bed and breakfast?

Parking is not specified as an available amenity at Your Fun Catskills Getaway near Woodstock, Hunter and Belleayre.. For more information, we encourage you to contact the property about where to park.

Is there a pool at this bed and breakfast?

We didn’t find pool listed as an amenity for this bed and breakfast. It may be worth double checking if a pool is important for your stay.

Is Your Fun Catskills Getaway near Woodstock, Hunter and Belleayre. pet friendly?

Yes! This bed and breakfast is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Your Fun Catskills Getaway near Woodstock, Hunter and Belleayre.?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.