Apartment holiday rentals in Town of Shandaken

Top Side

Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

D & D’s Place

The home is located in "CATSKILL PARK", only five mile away from the #1 most visited state park in New York, "NORTH SOUTH LAKE" where you can camp, picnic, hike, swim, sail, canoe, kayak or just experience the beautiful view of the "CATSKILL MOUNTAINS". The apartment is very spacious, secluded and safe with plenty of room for children to play. We have enjoyed this area most of our life's and have raised our kids up here, so I am sure you will too! We have 2 lovable pups that live on site.

Cliff Top at Turtle Rock

Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Chic Country Apt in Woodstock, NY

This private apartment, with its own entrance, is attached to one end of our house. The apt door and our front door are separated by a long patio. Please be advised: We do not give discounts or refunds for issues related to inclement weather. If there are issues with your reservation, or last minute cancellations, that will be reviewed on a case by case basis with Airbnb. While we love kids and pets, we cannot accommodate them here. Our operating permit number is #20H-100

Hudson River Beach House

Explore all the activities the Hudson Valley has to offer and then relax in a room full of windows overlooking the Hudson River. Make a meal in the full kitchen or hang out by the beach, build a fire, play lawn games, read a book or float in the river. For you early risers, the sunrises are spectacular. This 1860 river house is 1/2 mile from the charming Village of Coxsackie NY and a central location to many great destinations such as Hudson, Woodstock, Athens, and Catskill.

Catskills Hideaway - West

Enjoy the serenity of the scenic Catskill Mountains - relax in a lovely tranquil setting nestled in nature yet minutes from restaurants, galleries & shops. This spacious studio with private exterior stair access in a unique Brick House built in 1965 - the original "Guest House" on a spectacular estate - welcomes guests with breathtaking beauty & magnificent views. A queen size bed, en suite bath, kitchen, fireplace, & luxurious amenities await in your perfect Hideaway.

Mountain View Retreat~Sunny Hill Golf / Skiing

Welcome to Sunny Hill Road ! We are located in a small community of private homes in an open space overlooking the mountains. This one bedroom unit has everything you need to enjoy your stay in the Catskills. Relax on the private deck or inside with amazing views from every window. The kitchen is fully equipped and ready to cook a full meal and then enjoy it in the dining room overlooking the mountains. It is quiet and restful here, amazingly beautiful in all four seasons!

"Your Country Getaway at Beulah Land Farm."

Enjoy a one bedroom apartment with a private entrance. Head up the old rear staircase around the back of a quaint 100 year old farmhouse. Stairs are a little steep. There is a kitchenette with a two burner stove, sink and under counter fridge. There is one full bath with a shower stall. In the living area there is a day bed with an extra twin mattress underneath. There is wireless internet for your use as well. It is 25 minutes to ski areas.

Catskills • 10 Min to Belleayre • 3 Queen Beds

Tucked into preserved Catskills forest just 10 minutes from Belleayre, this first-floor retreat sleeps 6 with three queen beds and mountain calm in every direction. ❄️ Winter — quiet snowfalls & ski days 🌸 Spring — fresh air & wild blooms ☀️ Summer — shaded hikes & golden evenings 🍂 Autumn — fiery foliage & misty mornings Wildlife wanders, trees whisper, and the mountain air restores. No parties or events.

Binnekill Views Apt.1 in the Catskill Mountains

Great location right in the Binnekill Square complex in the heart of Margaretville Village. We are walking distance to everything the village has to offer, accessible by bus for those that want a getaway without a car, we are in walking distance from Trailways bus stop in Margaretville. Close to skiing, golf, hiking, fishing, hunting, and wedding venues. Great for all seasons!

Stone Ridge Farmhouse Apt w Sauna & Patio

Wood-fired sauna just steps outside, with a stone patio and backyard you can move in and out of throughout the day. Set at the gateway to Stone Ridge’s historic hamlet corridor, you’re minutes from local restaurants, heritage buildings, and hiking in the Gunks. A private, easy setup makes it a practical base for exploring High Falls, the Rondout Valley, and nearby towns.

Peter’s Space

Beautiful quiet clean studio w full kitchen & bathroom w shower. Private entrance w parking right next to entrance. Lovely mountains view with nice walking on property. Centrally located to Katterskill Falls, Hunter Mountain, towns of Catskill, Hudson, Woodstock, Kingston...all booming with the arts, music, great restaurants & bars.