Holiday rentals in Tyler Hill

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Tyler Hill

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

1 of 1 pages1 / 1

Guest favourite

Home in Callicoon

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.

LocationFamilyCleanliness

4.84 out of 5 average rating, 32 reviews

Top guest favourite

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

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

ValueFamilyAccess

4.99 out of 5 average rating, 217 reviews

Top guest favourite

Cabin in Damascus

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.

ValueLocationCheckout

5.0 out of 5 average rating, 291 reviews

Top guest favourite

A wooden deck is positioned by the water's edge, featuring two red lounge chairs facing the serene lake. Lush greenery surrounds the area, enhancing the natural setting. In the background, trees line the shore, creating a peaceful atmosphere.

Cabin in Narrowsburg

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!

ValueFamilyAir conditioning

4.95 out of 5 average rating, 217 reviews

Top guest favourite

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

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.

FamilyValueAmenities

4.97 out of 5 average rating, 286 reviews

Guest favourite

Home in Town of Cochecton

Delaware River Hideaway

Gorgeous Georgian Revival just minutes from Callicoon & Narrowsburg! This 3BR, 1.5BA retreat is steps from river access and a short drive to top restaurants, Bethel Woods, shops, and the fly-fishing capital of the Northeast. Enjoy a huge fenced yard, outdoor suspension playground, firepit, grill, and deck. Inside, relax by the wood stove, cook in a stocked kitchen, or unwind in a luxurious bath. Peaceful yet central—perfect for families, couples, and nature lovers seeking a Catskills escape!

LocationFamilyNearby

5.0 out of 5 average rating, 23 reviews

Guest favourite

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 Town of Cochecton

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!

LocationValueSkiing

4.96 out of 5 average rating, 154 reviews

Top guest favourite

Home in Town of Cochecton

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.

LocationFamilyTV

4.91 out of 5 average rating, 630 reviews

Guest favourite

Home in Narrowsburg

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.

LocationFamilyGetting around

4.93 out of 5 average rating, 247 reviews

Top guest favourite

Home in Damascus

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.

ValueLocationSleep quality

4.94 out of 5 average rating, 208 reviews

Top guest favourite

Home in Narrowsburg

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.

FamilyLocationNearby

4.93 out of 5 average rating, 158 reviews

Top guest favourite

Cottage in Milanville

Dog Heaven on 50 Acres with Private River Access

Welcome to Pond and Perch! *SAUNA added as of 5/2026 *Private River access, Trails, Pond *Firepits, Grill, Large deck *Dog Friendly, No Pet Fee *10 Min to Narrowsburg & Callicoon Our property is great for couples, families, and total heaven for dogs. We are close to Catskill and PA towns for shopping, and Bethel for concerts. Or stay home and fish, tube the river, and relax on our 50 private acres. Unwind and enjoy the river life

LocationFamilyAmenities

5.0 out of 5 average rating, 93 reviews