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 special home away from home. Just a 2-hour drive from NYC this gem is an ideal getaway!
A charming 1920s Arts & Crafts Farmhouse in the Catskills Mountains recently renovated and updated with modern amenities. Conveniently located in Olive, between Woodstock and Phoenicia. Get away to the great outdoors by hiking, skiing or boarding. Walk or bike on the Ashokan Rail Trail along the Ashokan Reservoir.
This comfortable, luxurious, and cozy retreat is just what you've been looking for. Featuring three spacious bedrooms furnished with queen-sized beds, and an open living, and dining room that invites comfortable gatherings or a work space. Large farm table with a separate conversation area and vintage chaise and adjacent TV and game room with a pellet stove and pullout couch invite for cozy leisure time. A fully equipped kitchen with a center island, and all necessary amenities with speedy Wifi & streaming capabilities throughout the house, all provide for a comfortable vacation or work stay.
Enjoy gorgeous mountain views - from the front porch of Little Silver with plenty of room to relax and enjoy yourself! The firepit area in the back also offers great sunset views of the mountain while you wind down and relax from your day's adventures! Stargazers will be delighted year-round by the incredible offerings of the clear night skies.
Swim or lounge at the landscaped and shared pool in the summer months, only for use by the guesthouse residents. The pool is open June 15-September 15.
‘Little Silver’ is located at 'Pohlhenge' a private family estate in the charming hamlet of Boiceville, West of Woodstock. Five minutes away from the Ashokan Rail Trail and the Catskills Interpretive Center with many great hiking trails nearby. Woodstock offers fun shopping, art, dining, and great restaurants like Shelter, Silvia, Red Onion, Cuccina, The Pub, Yum Yum Noodles, or Santa Fe. Try the close by Bread Alone Bakery, Woodstock Brewery, Olivers, Phoenicia Diner, Pizza 28, Phoenicia's Brio's Sportsbar, or Phoenician Steakhouse.
*Dogs are welcome!
Nearby attractions are:
Ashokan Rail Trail for walking, biking, and XCountry skiing (5 mins away).
Hiking Trails: Mt. Tremper Fire Tower, Overlook Mountain, Slide Mountain, Great Ledge
Hunter and Belleayre Mountains for skiing and snowboarding (20 minutes away).
Also:
The Emerson Spa, Opus 40, Upstate Films, Woodstock Playhouse, Olive Library, Bearsville Theater, The Colony, or UPAC in Kingston with Music performances.
The private Woodstock Golf Club is playable w. non-resident driver's license and overnight lodging receipt of VRBO!
A charming 1920s Arts & Crafts Farmhouse in the Catskills Mountains recently renovated and updated with modern amenities. Conveniently located in Olive, between Woodstock and Phoenicia. Get away to the great outdoors by hiking, skiing or boarding. Walk or bike on the Ashokan Rail Trail along the Ashokan Reservoir.
This comfortable, luxurious, and cozy retreat is just what you've been looking for. Featuring three spacious bedrooms furnished with queen-sized beds, and an open living, and dining room that invites comfortable gatherings or a work space. Large farm table with a separate conversation area and vintage chaise and adjacent TV and game room with a pellet stove and pullout couch invite for cozy leisure time. A fully equipped kitchen with a center island, and all necessary amenities with speedy Wifi & streaming capabilities throughout the house, all provide for a comfortable vacation or work stay.
Enjoy gorgeous mountain views - from the front porch of Little Silver with plenty of room to relax and enjoy yourself! The firepit area in the back also offers great sunset views of the mountain while you wind down and relax from your day's adventures! Stargazers will be delighted year-round by the incredible offerings of the clear night skies.
Swim or lounge at the landscaped and shared pool in the summer months, only for use by the guesthouse residents. The pool is open June 15-September 15.
‘Little Silver’ is located at 'Pohlhenge' a private family estate in the charming hamlet of Boiceville, West of Woodstock. Five minutes away from the Ashokan Rail Trail and the Catskills Interpretive Center with many great hiking trails nearby. Woodstock offers fun shopping, art, dining, and great restaurants like Shelter, Silvia, Red Onion, Cuccina, The Pub, Yum Yum Noodles, or Santa Fe. Try the close by Bread Alone Bakery, Woodstock Brewery, Olivers, Phoenicia Diner, Pizza 28, Phoenicia's Brio's Sportsbar, or Phoenician Steakhouse.
*Dogs are welcome!
Nearby attractions are:
Ashokan Rail Trail for walking, biking, and XCountry skiing (5 mins away).
Hiking Trails: Mt. Tremper Fire Tower, Overlook Mountain, Slide Mountain, Great Ledge
Hunter and Belleayre Mountains for skiing and snowboarding (20 minutes away).
Also:
The Emerson Spa, Opus 40, Upstate Films, Woodstock Playhouse, Olive Library, Bearsville Theater, The Colony, or UPAC in Kingston with Music performances.
The private Woodstock Golf Club is playable w. non-resident driver's license and overnight lodging receipt of VRBO!
Amenities at Your Fun Catskills Getaway near Woodstock, Hunter and Belleayre.
Pets allowed
Family friendly
Map of Shandaken, NY
Ratings and reviews
10.0 / 10.0Outstanding·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!
10.0 / 10.0Outstanding·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!!
10.0 / 10.0Outstanding·Oct 2024
Cottage was well stocked and very comfortable for our family of five. The host left nice treats for us upon arrival, and we enjoyed the comfortable house and beautiful surrounding area!
10.0 / 10.0Outstanding·Oct 2024
We spent a wonderful weekend in the Catskills, and Martin and Julie’s guesthouse served as the perfect home base. The house is clean, comfortable, and you can’t beat the view from the front porch. The homeowners greeted us upon our arrival, and there were delicious goodies waiting for us in the kitchen (which were very much appreciated!)
Overall, we loved our stay at the Little Silver Guest House, and we hope to visit again!
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Top rated by guests
10.0Outstanding
(17 Ratings)
"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. T..."
Emma N.Don't miss out! Price and availability may change
