Vacation rentals in Tyler Hill

Luxury Home:Heated Pool, Sauna, Hot Tub & C Plunge

Pool Open to Thanksgiving! Orchid Home is a thoughtfully curated wellness retreat designed to restore balance, calm the mind, and elevate the experience of simply being present. From the moment you arrive, the home welcomes you with an immediate sense of ease, where natural light pours in through expansive windows and gently fills each room. The architecture and interiors work in harmony, blending modern design with soft elements that create a space that feels both refined and deeply comforting.

Family · Location · Skiing

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

Family · Value · Amenities

Lakefront • Hot tub • Kayak • Firepit • Fish • Ski

With its sparkling water views and secluded, middle-of-the-woods feel, this 2-bedroom, 1-bathroom vacation rental cabin is ideal for a city dweller's escape. Once you've settled in, make yourself at home in the bright and beautiful mid-century modern interior, or head out for a relaxing paddle on the lake. Prefer land-based activity? Stroll into downtown Narrowsburg, or go for a hike along the Upper Delaware Scenic & Recreational River. The tranquil beauty of the Catskill Mountains awaits!

Location · Family · Kitchen

Modern Catskills Retreat•10 Acres•Hot Tub•Firepit

Welcome to a dream escape, tranquil 3-bedroom modern home that's less than 1-mile off the Delaware River! Built in 2023 and nestled on 10+ acres of pristine countryside delivering peace, quiet and privacy. This exceptional retreat seamlessly combines rustic charm with contemporary luxury, guaranteeing an unforgettable stay. The home features 3 furnished bedrooms sleep up to 7 (3 queen beds, 1 w/ trundle) + a spacious entertainment room flowing directly from the kitchen ideal for hosting.

Value · Location · Cleanliness

Chez Cochecton, a 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!

Family · Value · Pets

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.

Location · Value · Condition

Creekside Cottage • Dog Friendly • Fire Pit

Creekside, dog-friendly Catskills cottage on 3 acres. Just 2 hours from NYC, with a fire pit, wood stove, and private access to Beaverdam Creek. Queen memory foam beds, a nice heated-floor bathroom, fast WiFi, and a Roku TV. Walk to the Delaware River, or explore Narrowsburg, Callicoon, and Bethel Woods. The house sits near a rural road and a few nearby homes. Great for relaxing weekends or peaceful remote work getaways—grab a drink, build a fire, and Stay Awhile.

Family · Value · Beach

3BR/2BA • Fireplace & Hot Tub Near Bethel Woods

Perched on a hill with fantastic views, this modern 3BR/2BA Catskills retreat is perfect for couples or small groups. Unwind in the hot tub, cozy up by the indoor fireplace, make s'mores by the outdoor fire-pit, or enjoy your evening cocktail by the additional gas fire-pit on the patio. Watch deer wander through the meadow, enjoy a game of ping-pong or darts. House offers stylish interiors and premium bedding. Check out our guide-book for activities in the area.

Value · Family · Heating

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.

Value · Location · Bathroom

Modern Secluded Retreat

Escape to the center of 11+ acres of woods, water, and dark starry skies—under 2 hours from NYC. Walls of windows pull the outside in, with a stream, pond, and constant wildlife just beyond. Warm up by the fireplace, unwind in the open living space, and sleep deep in a king bed. A large jetted bathtub, bonus half bath, and a flexible bonus room with pool table and ping pong table on heated floors round it out. Peaceful, private, and made for slowing down.

Family · Value · Cleanliness

The River Queen

The River Queen is a beautiful, light and airy house adjacent to the Damascus access to the Delaware River. With 3 bedrooms it can accommodate your whole family or a group of friends who enjoy rafting or boating on this pristine waterway in a bald eagle habitat. Enjoy the natural beauty around you and have all the conveniences of home as well as a deck with a hot tub. True relaxation!

Location · Value · Access

Make memories at the Farmhouse at Boyds Mills

The Farmhouse in Boyds Mills welcomes guests year round accommodating up to 10 guests., 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.

Location · Family · Air conditioning