Vacation rentals in Tyler Hill

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Top-rated vacation rentals in Tyler Hill

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Guest favorite

A spacious living area features a cozy fireplace framed by a modern marble structure. A large sectional sofa is complemented by bright yellow accent chairs. Natural light fills the room through expansive windows, illuminating the wood ceiling and warm hardwood flooring.

Cabin in Narrowsburg

4.93 out of 5 average rating, 128 reviews

Narrowsburg Lakefront w/ Hot Tub, FP, Pet Friendly

Welcome to Jay’s Big Sky, an elegant, spacious, home on the water. This property is the perfect place to rest by the lakeshore, hang and play with family, and explore the chic little town of Narrowsburg, which is just 2 minutes away by car. Relax with the whole family at this peaceful place to stay. For winter fun, those of you who like to ski, the house is only 17 miles from Ski Big Bear, Masthope Mountain, which is a great local family resort with 18 trails, 7 lifts and 3 Magic Carpet lifts.

Guest favorite

A charming cottage is set against a backdrop of trees and shrubs, featuring a welcoming yellow door. The front yard is landscaped with manicured grass and flowering bushes, leading to a concrete walkway that guides guests to the entrance.

Cottage in Narrowsburg

4.98 out of 5 average rating, 184 reviews

Cozy Cottage in Popular Narrowsburg

A sweet cottage in the artsy hamlet of Narrowsburg welcomes you for a quiet retreat in the country. Moments from the Delaware River and the village, spend hours taking in the serenity of the river and rolling hills of the surrounding countryside, or popping into town for arts and entertainment. There are two separate bedrooms, one with a queen bed and one with a full bed; a well-equipped kitchen; WiFi; a front and back porch; and a deck Come enjoy the all-season splendor of Sullivan County

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

5 out of 5 average rating, 126 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

The A-frame cabin is surrounded by trees and set on a grassy area. A fire pit with seating is situated in front, with smoke rising gently in the evening light. The cabin's large windows reveal a welcoming interior, illuminated by natural light.

Home in Jeffersonville

5 out of 5 average rating, 202 reviews

BirchRidge A-Frame: Sauna/Firepit/King Bed/7 Acres

Nestled in the Catskills Forest, less than 2 hrs from NYC, you'll find Birch Ridge A-frame! This gorgeous 2-bedroom cabin is set on 7 private acres with hiking areas and a seasonal stream. Enjoy the wall of windows that creates a magical stay with breathtaking views. This is the perfect place to relax, sit in the barrel sauna, hike through the private forest, roast marshmallows over the fire, and soak up the sounds of nature. A space that’s made for creating memories that will last a lifetime!

Top guest favorite

The exterior of a freshly renovated schoolhouse features a welcoming porch with wooden railings and a gabled roof. A central front door is flanked by decorative lanterns and small green shrubs. Two dark, framed windows provide a touch of elegance on either side.

Cottage in Narrowsburg

4.97 out of 5 average rating, 230 reviews

Luxury Historic School House Cottage

Step into history inside our freshly renovated 1800s school house home. Relax and take it easy on the expansive front porch, with sweeping views of rural farmland and a historic cemetery next door. Sit by the fire and enjoy a book or beverage with friends and family and cook a nice farmhouse meal. This unique and tranquil getaway won't disappoint. And it's just 4 minutes from Narrowsburg's Main Street. Swimming holes and hiking trails along the Delaware River are just a stone's throw away.

Top guest favorite

The exterior of a modern cabin showcases a deck with two red chairs, inviting relaxation. Large windows create a bright atmosphere, framed by lush greenery. A well-kept lawn enhances the cabin's charming appearance, while the architectural design thoughtfully blends style and comfort.

Cabin in Cochecton

4.99 out of 5 average rating, 101 reviews

Chez Cochecton - Modern Cabin in the Catskills

Completely renovated inside and out. This unique cabin style home is built for style and comfort. You'll love the thoughtful design and finishing touches. Enjoy some music and wine while relaxing in the private backyard. Cochecton and neighboring towns of Callicoon and Narrowsburg are full of amazing restaurants, shops and hangouts. Situated just off the Delaware River, this home is very close to swimming, hiking, and kayaking. Enjoy all the beautiful Catskills have to offer all year long!

Top guest favorite

An aerial view of a rustic wooden house is framed by lush greenery. The spacious wraparound deck is visible, along with outdoor lounging furniture. The home features a sloped roof and a chimney, surrounded by trees and a hint of a stream nearby.

Home in Cochecton

4.91 out of 5 average rating, 585 reviews

Woodsy Retreat, Sunny Home with Paths and Stream

This lovely hand-made home in the woods, lined with windows, flooded with light, has 2 bedrooms and 2 full baths, and a large wraparound deck facing a feisty stream. It has 10 hilly acres of woods with its own paths to wander. Work, relax and play in its inspiring kitchen and lofty spaces stocked with albums, movies, books, art supplies, and instruments. Enveloped in nature, yet only a 10 minute drive to local hot spots including Narrowsburg, Callicoon, Skinners' Falls and Bethel Woods.

Top guest favorite

A spacious bedroom features a queen bed with a blue quilt and decorative pillows. Large windows allow natural light and provide views of the landscape. A seating area includes a cozy chair, and a dresser offers storage options. Air conditioning units are mounted on the walls.

Home in Equinunk

5 out of 5 average rating, 184 reviews

Art House Bird Sanctuary at EBC Sculpture Park

The Art House is set in a Sculpture Park being Developed by the artist Tom and Carol Holmes. The Park is 38 acres of rolling hills, grass land with valley views, bordered by two streams and woodlands. The views are magnificent. The house is set on the second tier of three rolling hills 1000 feet up from the road. The property is the newest building project/ABNB offering from Tom; who creates magical and life changing experiences...in the landscape; at EBC Bird Sanctuary Sculpture Park.

Guest favorite

The exterior of a country home is framed by lush trees, with an American flag gently waving from the porch. Flower containers add color along the stone pathway leading to the steps, which provide access to a screened-in area overlooking the river.

Home in Damascus

4.95 out of 5 average rating, 182 reviews

Delaware River retreat

Approximately two hours from the GW bridge - this beautiful country home is located directly on the Delaware River. The house features a full kitchen, a large dining room, and two porches that overlook the river. Watch the eagles, warm up by the fireplace, ski, hike, fish, canoe, swim, eat and laze about. With hi-speed cable and WiFi, tons of space inside and out, this house is perfect for a getaway, staycation, or for families and couples looking to remote-work.

Guest favorite

A vibrant tree with pink blossoms provides shade over a grassy area by the pond. Two colorful chairs are positioned near the water's edge, creating a peaceful spot for relaxation. The scene includes lush greenery and a gentle fountain in the background.

Home in Milanville

4.97 out of 5 average rating, 117 reviews

Farmhouse at Boyds Mills, family fun, super clean

The Farmhouse in Boyds Mills welcomes guests year round sleeping 10, this is a great home to gather with family and friends. Warm up inside by the fire, relax in the large three season room overlooking the valley, or sit by the pond for a breathtaking sunset. Create memories in this country oasis.

Top guest favorite

The great room features a rustic stone fireplace as its focal point, surrounded by wooden beams and large windows allowing natural light. Two couches of varying styles are arranged around a wooden coffee table, providing a cozy setting for gatherings.

Home in Callicoon

4.99 out of 5 average rating, 318 reviews

Paradise in the Catskills

This spacious, fully-renovated old dairy barn looks over the valley with a gorgeous view from the deck. Comprised of large, open rooms, this is a perfect space for a gatherings and getaways with friends and family in the beautiful Catskills. Find us on Instagram! @thecallicoonbarn 4532

Guest favorite

A charming white house is set among lush greenery, with a welcoming dark green door framed by colorful flower beds. Large green shrubs and hydrangeas enhance the entrance, inviting guests to enjoy the serene garden atmosphere.

Cottage in Honesdale

4.93 out of 5 average rating, 122 reviews

Private cottage at Fox Hill Farm

A day on the farm: walking through the flower gardens and pastures and meeting the farm characters (human and animal). Then spend the day driving through the Upper Delaware Highlands country, having a yummy dinner, and then crawl into a nice, cozy bed at the end of your day!