Vacation rentals with a kayak in Sullivan County

Fireplace—Chic & Renovated—Fire Pit—Canoe & SUPs

'The Original Bungalow,' part of the @boutiquerentals_' collection, is a Scandi-chic renovated bungalow surrounded by stunning trees. Located only 2 hours from NYC, Smallwood is a destination in itself: walk along the lake or waterfall, or take the canoe or SUPs for a paddle (seasonal). Nearby are Bethel Woods Center for the Arts, breweries, Livingston Manor & cute Delaware River towns with dining+shopping. In the evening, unwind by the fire pit or curl up by the fireplace with a book or movie.

Heron's Hideaway: Stylish Lakefront 5 BR Home

Welcome to the heart of the Catskills. Our 5 bedroom cottage is located in Ferndale just 2hrs drive from NYC. Offering beauty and tranquility every season, we invite you to unwind & reconnect with nature. The home is newly updated with stylish considerations, while still preserving a rustic charm. Less than 20 minutes from Livingston Manor, Bethel, & 30 from Callicoon and Narrowsburg, stay put on our private lake or explore the many gems the Catskills has to offer. @catskillslakecottage

Peaceful waterfront getaway on private lake

Peaceful lakefront property on private 110 acre lake in the beautiful Pocono Mountains! Enjoy fishing and kayaking off the private dock, take in views of the lake and wildlife, or venture out to Lake Wallenpaupack and other local activities. This house is family-friendly and stocked with board games, pool table, kayaks, fishing poles, grill, fire pit, streaming services, and all the amenities you need for your getaway. Less than 10 minutes to the historic town of Hawley and Lake Wallenpaupack.

Cozy Lakefront Catskills Cabin—2hrs 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.

Beaver Lake Escape

Welcome to Beaver Lake Escape! This one bedroom, one bathroom lakeview home has all of the amenities you will need for a relaxing vacation getaway! Come experience a warm & cozy environment with full access to the community beach where you can enjoy kayaking, swimming and fishing (catch & release). You'll also find great hiking in the Spring, Summer and Fall at the Neversink Gorge Unique Area and skiing/snow boarding in the winter at Holiday Mountain! Only a 25 minute drive to Bethel Woods!

Riverfront Tiny Home with Stunning Views

Modern farmhouse tiny home on the Delaware River with stunning views spanning 1 mile in either direction of the mighty Delaware and bald eagles. This 4 season tiny home features AC and heat with a dinette in the kitchen for 4 that can be turned into a bed for two children or one adult. Refrigerator, oven, and microwave round out this kitchen. The bathroom includes a flush toilet, sink, and shower. The bedroom has a queen size memory foam mattress and big windows to hear the rushing water.

Lakeside Studio on White Lake

This lovely studio rests on the shore of the beautiful Kauneonga Lake. The newly renovated interior creates a warm and relaxing space to take in the amazing sunset views over the lake. The studio is part of a larger building but has private rear yard access, all other spaces are on the road side. Located on Restaurant Row and just a few minutes away from the Historic Bethel Woods Center for the Arts (Home of the original Woodstock). * In the summer months we have boat slips directly in front.

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.

Lakefront • Hot tub • Kayaks • Fire Pit • Fishing

A romantic lakefront escape ideal for one or two couples, or close friends seeking beauty, comfort, and connection. Wake to sparkling water, unwind in the hot tub beneath starlit skies, and share long evenings by the crackling firepit with firewood provided. Enjoy open-concept living, a fully equipped kitchen, outdoor dining on the spacious deck, peaceful lake views and private kayaks ready for sunrise paddles. Close to Bethel Woods, scenic trails, charming towns, and great local dining.

The Cabin at Pleasant Valley Farm

The cabin is located on a dirt road on our farm with a beautiful pond and an amazing view! This off-grid, cabin has two queen beds (100% cotton sheets), a mini-kitchen with a battery-ignition gas range, solar powered refrigerator, solar lighting, a wood stove, an outdoor shower, a fire pit, and an old-fashioned outhouse. An expansive porch and dock provide comfortable outdoor living. A seasonal favorite, the cabin is available May-Oct.

Upper Delaware River cottage

1930's cottage with spectacular views. Fully stocked and situated on a stretch of Upper Delaware river rapids near Narrowsburg, NY. Heat/AC system, fireplace, solo stove, barbecue and porch. There are 7 acres with river views and access . River is a couple hundred yards from cottage, lots of lawn, hammock, kayaking, lawn games, board games, hiking, fire pits, lots to do or just relax.

Wonder's Never Cease: Hot Tub, Sauna & Cold Plunge

Hi, I'm Wonder! Welcome to my magical Catskills escape - a private log cabin sanctuary nestled on 12 acres of forest, with a spring-fed pond, world-class stargazing, and your own private spa with hot tub, cold plunge and sauna. Ideal for romantic getaways, family vacations, wellness retreats, and anyone craving a true reset in nature.