Holiday rentals with outdoor seating in Delaware County

Private 3BR escape w/ sweeping Mt Views & Firepit!

Click: "Show more" to read description before booking. NO PETS Perched high on a private road, The Ridge is a 3 BR / 2 bath newly constructed modern farmhouse w/ sweeping mountain views! Relax & dine outdoors on the wrap around deck & discover all of the comforts of home inside the open concept living space. Set on 5 mountainside acres, 3 min to Roxbury town & 10 min to wedding venues. Outdoor adventures await- 4 season activities at ski mountains, hiking, golf, farmers markets & culinary tours

The Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

1860's Victorian guest house in the Catskills

This cozy getaway is on a historical street in one of the oldest villages in the Catskills.  Situated on a street that boasts a charming white framed church, a grand blue stoned library & one of the oldest Opera House's, turned movie theater. Walk to antique shops, restaurants, coffee shops, the park (swim in the summer or ice skate/ sled in winter) or get in the car for scenic drives to surrounding farms, hiking trails & farmers markets in warmer seasons. Perfect for a couple and 1-2 children.

Parkston Schoolhouse

Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

Dreamy Catskills mountain getaway w/ yoga studio

Recharge and unwind in this gorgeous space nestled in the woods. The Mountain Terrace has an indoor wood stove, a deck with a beautiful view, a fire-pit, 3 bedrooms and 2 bathrooms. This stunning house has been recently renovated and offers total privacy and serenity - sitting on 5 acres at the end of a quiet road. There is a washer/dryer, a dishwasher an artist cabin and a yoga studio. An easy 15 min drive to Livingston Manor for great restaurants, shopping and activities. Pet friendly.

Pine Crest Creek | The Ultimate Wellness Retreat.

Embrace a wellness-focused retreat in nature . Our expansive 2025 large cedar deck with a cedar hot tub, designer lounge and dining, Sonos indoor/outdoor audio, a premium barbecue, Wander the creek trail, then soak and stargaze for a truly wellness-forward mountain escape. Highlights - 5 wooded acres with a private creek trail - Expansive 2025 upgrade: new cedar deck - Cedar hot tub for restorative soaks - Designer outdoor lounge and dining - Sonos indoor/outdoor audio - New weber BBQ

Catskills log cabin in the sky with mountain views

Welcome to Cabin in the Sky! At 1,671 ft elevation, Cabin in the Sky is a newly renovated log cabin nestled in the mountainside with tranquil views. The home offers the perfect combination of seclusion and convenience. In the mornings/evenings, enjoy a cup of coffee or glass of wine from the private deck which overlooks pure nature (not a car, street or building in sight). During the day, take advantage of the local hiking, skiing, farmer's markets, restaurants and shopping.

Catskills Peakes Brook Cabin-Creek, Pond & Privacy

Take a breath at Peakes Brook Cabin, our cozy and private cabin on a pond, with the brook steaming beside it. Our beloved property is perfect for couples needing to escape the city, decompress and deplug. You're minutes to charming Delhi and other Catskill villages, with nature all around. We are very excited to announce that our cabin has a huge upgrade as of Spring '25. We now have a full bathroom with running water! Note that cabin has a kitchenette, not full kitchen.

Half Moon: Fairytale Catskills Retreat

Enjoy nature in style at this fairytale in the forest. This idyllic escape combines whimsical structures, curated gathering spaces and a private wooded hillside surrounded by hiking trails and quaint towns. Disclaimer: This is a rustic cabin. Heating is from a wood-burning stove, there is no AC. The bath house is a separate structure from the cabin, up a hillside with stone steps. Cooking is via charcoal grills, small outdoor kitchenette or fire.