6 bedrooms
•
13 beds
•
5 bathrooms
•
17 guests
•
5500 sq. ft.

Saved to wishlist
Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 king bed
Bedroom 4
1 queen bed, 1 twin bed
Bedroom 5
4 twin bunk beds
Bedroom 6
4 twin bunk beds
Office
1 twin murphy bed
Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 king bed
Bedroom 4
1 queen bed, 1 twin bed
Bedroom 5
4 twin bunk beds
Bedroom 6
4 twin bunk beds
Office
1 twin murphy bed
based on 38 reviews
Overall rating
Windham, New York 12496, United States
Windham, New York, United StatesRestaurant Matilda offers a vibrant blend of fresh, locally sourced dishes inspired by Mexican and Tuscan flavors, all served in a cozy, family-owned setting that brings warmth and authenticity to every meal. Its unique fusion and inviting ambiance make it a memorable dining spot.
Windham Mountain Club offers an exclusive dining experience with diverse options from signature roasts and seafood to Michelin-quality Italian dishes, all set against stunning mountain views and a refined, members-only ambiance.
The Henson offers a refined dining experience with a menu celebrating fresh, local produce and seasonal vegetables, set in an elegant yet comfortable Catskill retreat perfect for relaxing and savoring natural wines, craft beers, and creative cocktails.
The Windham Local Public House offers fresh, homemade comfort food made with local ingredients in a bright, welcoming space. Enjoy specialty coffee, local craft beer, and live music on weekends for a true community vibe.
Chicken Run Family Restaurant and Steak House offers hearty, homemade comfort food with a focus on fresh-cut steaks, chicken, and ribs in a warm, rustic family-friendly atmosphere complete with live weekend music and private dining options.
Catskill Mountain Country Store & Restaurant in Windham offers a cozy, family-friendly atmosphere with hearty breakfast and lunch made from local recipes, alongside a charming country store featuring homemade jams, baked goods, and unique gifts. Enjoy garden walks and friendly farm animals for a true Catskills experience.
Taphouse Grille Windham offers an inviting atmosphere centered around a striking reclaimed barn wood bar, serving elevated pub-style fare with specialty sandwiches, farm-fresh salads, and regional dishes paired with a wide selection of craft beers, wines, and cocktails. It's the perfect spot to enjoy great food and drinks while catching major sports events.
Windham Diner offers a warm, family-friendly atmosphere with an extensive menu featuring classic American diner favorites served all day, making it a beloved spot for breakfast, lunch, and dinner in the heart of Windham. Cash only and open daily for a welcoming local experience.
Day June Luncheonette in Hensonville offers a cozy, homey atmosphere with a fresh take on classic American breakfast and lunch, featuring locally sourced ingredients and whimsical dishes like omelets stuffed with French fries. It’s a charming spot to enjoy coffee, sandwiches, and desserts in the heart of the Catskills.
Millrock Restaurant & Bar Room offers intimate Italian fare featuring brick oven pizzas, hearty pastas, and fresh seafood in a warm, welcoming setting with stunning views of Windham Mountain and a lively open kitchen. Their new bar room and outdoor deck add to the inviting ambiance.
The Vineyard at Windham offers a unique blend of wine tasting experiences, from casual flights to guided tours of the vineyard and winery, perfect for wine lovers and anyone looking to savor local flavors in a relaxed, scenic setting. It's ideal for those who appreciate good wine and a welcoming atmosphere.
The Windham Path is a scenic, family-friendly 1.5-mile loop perfect for leisurely walks, biking, or winter sports, offering peaceful views of meadows, woodlands, and the picturesque covered bridge over Batavia Kill Stream—ideal for nature lovers and all ages seeking easy outdoor fun.
C D Lane Park in Maplecrest offers a perfect blend of outdoor fun and natural beauty, featuring a beach, playground, sports courts, walking trails, and kayak rentals. It’s ideal for families, sports enthusiasts, and nature lovers seeking a vibrant day out in the Catskills.
The Escarpment Trailhead offers hikers a captivating journey through lush forests and dramatic cliffs, culminating in breathtaking panoramic views of the Catskills. It's perfect for outdoor enthusiasts seeking both adventure and stunning natural scenery.
2K Trail Rides at Mountain Brook Farm offers scenic backcountry horseback adventures through the beautiful Northern Catskill Mountains, perfect for riders of all ages and experience levels who enjoy nature and friendly farm hospitality. Families and outdoor lovers will especially appreciate the welcoming atmosphere and chance to connect with horses and other farm animals.
Elm Ridge Wild Forest offers over 25 miles of scenic trails perfect for hikers, mountain bikers, and nature lovers seeking stunning Catskills views and year-round outdoor adventure. It’s ideal for both beginners and seasoned explorers looking to immerse themselves in a peaceful forest escape.
The Windham Path offers a scenic, easy-to-access trail loop perfect for casual hikers and outdoor lovers, with convenient parking right off Route 296. It's ideal for those seeking a peaceful nature walk close to town with well-marked paths and beautiful surroundings.
Phoenix Web Free Store, Maker's Space, & Artist Shop is a vibrant community hub where creativity meets sustainability through free sharing, skill-building workshops, and art. It’s perfect for makers, artists, and anyone eager to connect and contribute to a supportive, eco-conscious space.
Windham High Peak via Peck Road Trailhead offers a scenic 6.4-mile round-trip hike with rewarding summit views, perfect for outdoor enthusiasts seeking a moderate challenge in the Catskills. Nature lovers and adventure seekers will enjoy its peaceful forest paths and panoramic vistas.
The Knitting Room in Windham offers a cozy, welcoming space where beginners and fiber enthusiasts can learn to knit a stylish pompom hat while enjoying scenic Catskills views—perfect for friends, families, or anyone looking for a creative and relaxing experience.
Cancel within 24 hours for a full refund.
Pets allowed
No smoking - fees will apply
Events require approval
Check-in after 4:00 pm
Check-out before 10:00 am
17 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Mar 19, 2026 | $969 | Available |
| Mar 20, 2026 | $1377 | Not Available |
| Mar 21, 2026 | $1377 | Not Available |
| Mar 22, 2026 | $909 | Not Available |
| Mar 23, 2026 | $789 | Not Available |
| Mar 24, 2026 | $789 | Available |
| Mar 25, 2026 | $789 | Available |
| Mar 26, 2026 | $1029 | Available |
| Mar 27, 2026 | $1292 | Available |
| Mar 28, 2026 | $1292 | Available |
| Mar 29, 2026 | $909 | Available |
| Mar 30, 2026 | $921 | Available |
| Mar 31, 2026 | $801 | Available |
| Apr 1, 2026 | $536 | Available |
| Apr 2, 2026 | $696 | Not Available |
| Apr 3, 2026 | $924 | Not Available |
| Apr 4, 2026 | $936 | Not Available |
| Apr 5, 2026 | $624 | Not Available |
| Apr 6, 2026 | $624 | Available |
| Apr 7, 2026 | $632 | Available |
| Apr 8, 2026 | $552 | Available |
| Apr 9, 2026 | $720 | Available |
| Apr 10, 2026 | $960 | Available |
| Apr 11, 2026 | $972 | Available |
| Apr 12, 2026 | $576 | Available |
| Apr 13, 2026 | $576 | Available |
| Apr 14, 2026 | $584 | Available |
| Apr 15, 2026 | $592 | Available |
| Apr 16, 2026 | $680 | Available |
| Apr 17, 2026 | $1032 | Available |
| Apr 18, 2026 | $1044 | Available |
| Apr 19, 2026 | $624 | Available |
| Apr 20, 2026 | $632 | Available |
| Apr 21, 2026 | $640 | Available |
| Apr 22, 2026 | $640 | Available |
| Apr 23, 2026 | $728 | Available |
| Apr 24, 2026 | $1104 | Available |
| Apr 25, 2026 | $1116 | Available |
| Apr 26, 2026 | $672 | Available |
| Apr 27, 2026 | $680 | Available |
| Apr 28, 2026 | $760 | Available |
| Apr 29, 2026 | $768 | Available |
| Apr 30, 2026 | $848 | Available |
| May 1, 2026 | $1164 | Available |
| May 2, 2026 | $1164 | Available |
| May 3, 2026 | $784 | Available |
| May 4, 2026 | $784 | Available |
| May 5, 2026 | $784 | Available |
| May 6, 2026 | $792 | Available |
| May 7, 2026 | $872 | Available |
| May 8, 2026 | $1188 | Available |
| May 9, 2026 | $1188 | Available |
| May 10, 2026 | $792 | Available |
| May 11, 2026 | $800 | Available |
| May 12, 2026 | $800 | Available |
| May 13, 2026 | $800 | Available |
| May 14, 2026 | $880 | Available |
| May 15, 2026 | $1200 | Available |
| May 16, 2026 | $1200 | Available |
| May 17, 2026 | $800 | Available |
| May 18, 2026 | $800 | Available |
| May 19, 2026 | $800 | Available |
| May 20, 2026 | $800 | Available |
| May 21, 2026 | $880 | Not Available |
| May 22, 2026 | $1440 | Not Available |
| May 23, 2026 | $1440 | Not Available |
| May 24, 2026 | $1440 | Not Available |
| May 25, 2026 | $1440 | Not Available |
| May 26, 2026 | $800 | Not Available |
| May 27, 2026 | $800 | Not Available |
| May 28, 2026 | $880 | Available |
| May 29, 2026 | $1200 | Available |
| May 30, 2026 | $1200 | Available |
| May 31, 2026 | $800 | Available |
| Jun 1, 2026 | $1000 | Available |
| Jun 2, 2026 | $1000 | Available |
| Jun 3, 2026 | $1000 | Available |
| Jun 4, 2026 | $1100 | Available |
| Jun 5, 2026 | $1300 | Available |
| Jun 6, 2026 | $1300 | Available |
| Jun 7, 2026 | $1000 | Available |
| Jun 8, 2026 | $1000 | Available |
| Jun 9, 2026 | $1000 | Available |
| Jun 10, 2026 | $1000 | Available |
| Jun 11, 2026 | $1100 | Available |
| Jun 12, 2026 | $1300 | Available |
| Jun 13, 2026 | $1300 | Available |
| Jun 14, 2026 | $1000 | Available |
| Jun 15, 2026 | $1000 | Available |
| Jun 16, 2026 | $1000 | Available |
| Jun 17, 2026 | $1000 | Not Available |