Vacation rentals in Tennanah Lake

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Top-rated vacation rentals in Tennanah Lake

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A large open living space features an extra-large, comfortable sofa and a dining table for eight. Natural light streams through windows, illuminating the cozy seating areas. A television is mounted on the wall, and plants and artwork enhance the inviting atmosphere.
Home in Roscoe
4.94 out of 5 average rating, 135 reviews

Treetop deck, hot tub, and chef's kitchen

Welcome to our spacious, pet-friendly 1960s home tucked away on 5.5 private acres - just mins from two of the most popular towns in the Sullivan Catskills: Roscoe and Livingston. This bright 4 bed/3 ½ bath home works great for a couple or a crowd with plenty of indoor and outdoor space to gather or spread out. There’s a dreamy (and VERY well-stocked) kitchen. Two living rooms are perfect for leisure or work-from-home needs, and the home is stocked for visiting families. Deluxe 6-person hot tub!

Top guest favorite
A private deck area features a wooden chair beside a neatly stacked pile of firewood. The entrance displays a large sliding glass door, illuminated from within, revealing a warm interior. Soft outdoor lighting complements the natural surroundings of greenery.
Tiny home in Livingston Manor
4.97 out of 5 average rating, 178 reviews

Element House - Off Grid Hideout

Unwind and reconnect with nature in this rustic and comfortable retreat nestled at the edge of a blueberry field. Surrounded by serene Catskills countryside, you’ll feel a world away, yet still be just minutes from outdoor activities, a thriving food scene, and Bethel Woods just 35 min away. Inside, you’ll stay cool with AC, a cozy queen bed, kitchenette, dining table, reliable wifi, and full bath. Outside, relax by the fire pit or cook on the charcoal grill. We are an LGBTQ+ inclusive space.

Top guest favorite
The A-frame cabin is nestled among trees, featuring a wooden deck and wide glass doors that open to the interior. A private hot tub is positioned nearby, providing a relaxing outdoor space surrounded by nature.
Cabin in Damascus
4.99 out of 5 average rating, 267 reviews

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

Top guest favorite
A charming cabin with a dark exterior and bright yellow door is surrounded by lush greenery. A dog is seen standing on the grassy area in front, with a deck and fire pit visible nearby. Stacked wood is neatly arranged to the side of the cabin.
Cabin in Roscoe
4.98 out of 5 average rating, 120 reviews

Cabin@Crow Hill: unplug and reconnect with nature

Escape it all, listen to the birds and near by Buck Brook. Explore the Catskills with plenty of hiking, lakes, and fly fishing. The stars are incredible, so as you sit on the balcony or at the fire pit look up. Crow Hill is located on a quiet road away from the bustle of town. The wifi is moderate due to the location, so it allows you to unplug. Crow Hill is dog friendly ( no cats) and perfect for a family getaway. The cabin is deep cleaned and sanitized between guests. Come take a break!

Top guest favorite
A spacious living area features a sectional sofa adorned with patterned cushions. Two wooden side tables sit on a plush area rug, while natural light enters through a window framed by light curtains. A rustic paddle and framed artwork decorate the walls.
Home in Roscoe
4.95 out of 5 average rating, 139 reviews

River House at Trout Town Farms

Fully furnished River House with private access to the famous Beaverkill River Lower Mountain Pool. You can walk through a real working farm as well as taste the seasonal harvest when available. Here you can take a farm tour and visit with our resident animals, including alpacas, Nigerian dwarf goats, rabbits, and chickens. Whether it's fishing, relaxing by the fire, or sitting on the patio listening to the river, this farmhouse offers a peaceful retreat for the whole family to stay.

Top guest favorite
A cozy patio area is shown, featuring a wooden deck furnished with a large table and six chairs. Two vibrant red umbrellas provide shade, while decorative plants and a stone border add to the natural setting. A brick chimney is visible, complementing the rustic cabin aesthetic.
Cabin in Roscoe
4.97 out of 5 average rating, 185 reviews

Roscoe Cabin Pet Friendly

Book our Pet friendly Cabin A Tranquil Escape in Roscoe, NY Nestled in the woods known as Trout Town USA, our rustic farmhouse cabin with 2 fireplaces offers the perfect retreat for city dwellers seeking relaxation & adventure. Enjoy the scenic 14-mile scenic drive to Bethel Woods Concerts with no traffic. Book your mountain escape with us today and enjoy fresh, clean air, beautiful scenery, and a cozy, well-equipped cabin . We look forward to hosting you & your furry friends soon 🐶

Top guest favorite
A modern house is nestled among lush green trees, showcasing a spacious deck with outdoor seating. Large windows allow natural light to fill the interior, while the surrounding foliage creates a sense of privacy and tranquility.
Vacation home in Parksville
4.93 out of 5 average rating, 216 reviews

Dreamy Catskills mountain getaway w/ yoga studio

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

Guest favorite
Chalet in Obernburg
4.97 out of 5 average rating, 243 reviews

King Of The Hill

Romantic Mountain Top Retreat with Million Dollar Views Escape to this incredibly private, mountaintop vacation home, nestled on 80 acres of pristine land. Offering breathtaking, panoramic views. This peaceful retreat is the perfect getaway for relaxation and romance. Just 2 hours from the GW Bridge, enjoy the tranquility of nature without sacrificing modern comforts, including high-speed internet service. The ideal escape for those seeking both privacy and convenience.

Top guest favorite
A spacious great room features exposed wooden beams and warm wood flooring. In the center, a wood burning stove provides warmth, surrounded by several seating options including rocking chairs and a dining table. Large windows allow natural light to fill the space.
Home in Livingston Manor
4.91 out of 5 average rating, 202 reviews

Butternut Farm Cottage

Butternut Farm Cottage is an 1880's farmhouse. One and a half story great room with wood burning stove, kitchen, dishwasher; laundry room, two bathrooms and library with TV and Wifi. Lots of natural light. Sound system throughout. Covered porch. Comfortable beds. BBQ grill and fire-pit. Good for couples, solo adventurers, business travelers, families, and medium size groups (up to 6). **While not an issue for most some ambient noise from Rt. 17 is heard when outside.

Guest favorite
A rustic cabin is nestled among lush trees, featuring a metal roof and warm, inviting windows. Soft lighting from the windows enhances the natural surroundings, while a stone walkway leads to the entrance, blending harmoniously with the forest landscape.
Place to stay in Downsville
4.88 out of 5 average rating, 232 reviews

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.

Guest favorite
Two alpacas are seen in the foreground, highlighting the rural setting. In the background, the barn's upper structure features dual cupolas and a spacious deck. Soft morning light enhances the natural landscape, while a satellite dish is visible on the barn's side.
Barn in Roscoe
4.98 out of 5 average rating, 150 reviews

Sleep Above the Alpacas Scenic Farm Getaway

Slumber comfortably atop our 100+ alpacas, Angora rabbits, chickens and potbelly pig named Daisy. BuckBrook Alpacas offers a 3-bedroom loft apartment rental above our barn. You will sleep surrounded by the mountains and the animals on one of the highest peaks of the county. Wake up for a complimentary farm tour and enjoy a 10% off shopping pass in our farm store on our entire selection of alpaca gifts for the whole family.

Guest favorite
The exterior of a geodesic dome house is shown at dusk, surrounded by trees. A private deck with ambient string lights extends from the structure, featuring large windows that invite natural light. The entryway is framed by a staircase leading to the deck.
Dome in Livingston Manor
4.95 out of 5 average rating, 59 reviews

Dome House with Catskill Views!

Escape to a one-of-a-kind Geodesic Dome nestled atop Shandelee Mountain. This fully renovated 2-bedroom retreat with a bonus loft offers enchanting Catskills views, a private deck with mountain vistas, and cozy wood stove. Just minutes from Livingston Manor's charming Main Street, enjoy modern comforts with rustic charm. Perfect for remote workers, nature lovers, and those seeking a peaceful mountain getaway.

Popular amenities for Tennanah Lake vacation rentals

  1. Airbnb
  2. United States
  3. New York
  4. Sullivan County
  5. Fremont
  6. Tennanah Lake