Vacation rentals with outdoor seating in Sullivan County

Lake Access•Canoe•Paddle Boards•Renovated•BBQ

The Original Bungalow, part of the @boutiquerentals_ collection, is a Scandi-chic, newly renovated nature retreat just 2 hours from NYC. Enjoy lake access—swim, take the canoe or paddle boards out or float on inner tubes under the sun. For a scenic adventure, go tubing on the Delaware. Stroll to the waterfall, explore forest trails or visit Bethel Woods Center for the Arts, local breweries & charming towns like Callicoon & Livingston Manor. At night, fire up the BBQ or unwind by the fire pit.

Charming Catskills Lakefront Home—2 hrs from NYC!

This beautiful lakefront cabin is located at the end of a peaceful road adorned with tire swings and wildflowers. It is situated in a private community on a SMALL 3 acre lake, offering the perfect setting to enjoy morning coffee on the dock, taking refreshing afternoon swims in the lake, going for evening kayaking rides, and stargazing. You can unwind in our hammock nestled amidst the ferns next to a tranquil stream. We offer 2 kayaks and 1 SUP for your enjoyment. Best of all, 2 hrs from NYC.

Cozy Catskills Cabin

Give yourself time away from the city and closer to nature. Go for a hike, a dip in the lake, or simply relax, take your shoes off and put a good record on. Casa Smallwood got its name from the hamlet of Smallwood, a quaint community of cabins from the 30's and 40's, nestled less than 2 hours from NYC. We're only 7 minutes away from BethelWoods Arts Center, the original site of the 1969 Woodstock Festival. Come stay with us and surround yourself with beautiful trees, lakes, love and peace.

Retro Catskills Chalet with Private Lake Access

Meet your new weekend escape. Enjoy soaring ceilings, wall-to-wall windows and gorgeous mountain views. Main house has a large deck that's perfect for grilling and sunbathing. A private BR is on the first floor, with the master loft BR up a short flight of stairs. Features a generous lawn surrounded by the privacy of the forest. Sit under the stars by a crackling fire pit by night, and play lawn games by day. Located in a quiet lake community, ensuring three seasons of fun on the water.

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.

Spring Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

Modern Upstate Escape with Outdoor Sauna

Newly renovated two bedroom, two bath cottage with four person barrel sauna at Swinging Bridge Reservoir, Sullivan County's largest motorboat lake. Updated amenities and mid-century and modern furniture provide a welcome respite from the city just 90 miles away. Take in the local scenery, catch a show at the Forestburgh Playhouse or stop into some of the local vineyards and restaurants. For a low key weekend, hang out by the fireplace playing some records and cooking a meal.

Waterfront Cozy A Frame - Enchanting River Cabin

Enchanting River is a magical 2BR 1Bath A-Frame home secluded on 4 acres of serine forest nestled beside beaver brook running right below the house. This magical get away is just 2 hours from NYC & 2.5 hours from Philly. Only 20 minutes to SKI BIG BEAR, a great snowboarding/ski mountain! As dawn turns to daybreak, there’s nothing more pleasant than being drawn from slumber by the sound of gushing water echoing through each surface of the property.

Mtn. Laurel Cabin

Nestled in 5 acres of serene forest blanketed with Mountain Laurels is this modern cabin with all the amenities you need to relax and unwind. Just minutes from downtown Hamlet of Narrowsburg and the Delaware River there is so much to see and do here. You could also stay at home and enjoy a meal on the spacious private deck, explore the property, bird watch, or let your worries melt away in the sauna.