House vacation rentals in Monticello

An open backyard is surrounded by tall trees, providing privacy and a natural setting. A circular fire pit is centered within a circle of six dark Adirondack chairs, inviting relaxation and gatherings. The well-kept lawn features lush green grass, enhancing the tranquil atmosphere.

5.0 out of 5 average rating, 121 reviews

Cozy Catskills Chalet • Fire Pit • Covered Deck

Stylish, newly renovated Catskills chalet near Bethel Woods Center for the Arts. Walk to White/Kauneonga Lake, lakefront dining, and a boat launch. Unwind by the fire pit, grill on the covered deck, or enjoy the spacious backyard with a playground, sports gear, and apple trees. Inside, relax with vinyl records, board games, puzzles, and a fully stocked kitchen. Close to hiking trails, ski resorts, the Delaware River, and charming nearby towns. Perfect for families, couples, and concert weekends.

ValueFamilyHospitality

Aerial view of the lakefront property showcases a modern home surrounded by vibrant autumn foliage. The private dock extends into the calm water, with kayaks and paddleboards visible nearby. A spacious deck with a hot tub invites relaxation, framed by lush trees.

4.94 out of 5 average rating, 172 reviews

Catskills Lakefront Haven w/ Hot Tub & Game Room

Indulge in the serenity of our lakefront haven, situated along 100ft of Sackett Lake's private shoreline. Here, year-round enjoyment is a promise - be it summer swimming, kayaking, or winter ice fishing and snowmobiling. Mere minutes away from Holiday Mountain, Casino, Waterpark, breweries, and Bethel Woods, our modern home boasts a vast deck and an 8-person hot tub. This is more than just a getaway; it's a sanctuary for creating unforgettable memories. Don't miss the chance to experience it!

LocationFamilyNearby

Superhost

A spacious living room is highlighted by a large blue sectional sofa arranged around a wooden coffee table. Natural light floods the area through skylights and glass doors, casting gentle shadows on the warm wooden floor. Simple decor and indoor plants enhance the inviting ambiance.

4.84 out of 5 average rating, 106 reviews

Lakefront Home in the Catskills

Quiet & Comfortable house on Sackett Lake w/dock. 3 Kayaks and canoe On our adjacent property for use Located near everything. Large deck w/BBQ. Fire pit area by lake & patio area in front Close to Kartrite water park, Resorts World, Bethel Woods , Breweries & wineries. So much to do right near by, or do nothing at all but relax & listen to the sounds of the country. Plenty of Outdoor furniture. Large front lawn & ample parking. Property not suitable for children under the age of 7.

LocationValueAmenities

4.97 out of 5 average rating, 115 reviews

An inviting open living space features large windows that allow natural light to flood the room. The area includes a comfortable seating arrangement with a beige sofa and armchair, alongside a round coffee table. The dining area is visible through a set of French doors that lead to a large deck.

Home in Woodridge

Serene Home in the Catskills Woods

Welcome to your countryside escape! Perched in the heart of scenic Sullivan County, Davos on the Hill is your serene home away from home—the ultimate retreat for hiking, rest, and recharging. We’ve curated a space that balances minimalist design with total comfort. Whether you’re whipping up a gourmet meal, ordering a local pizza for movie night, or gathering for board games by the fireplace, you’ll find everything you need right here. Slow down, breathe deep, and make some memories.

FamilyValueSleep quality

4.93 out of 5 average rating, 247 reviews

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.

LocationFamilyHiking

Superhost

Home in Swan Lake

Bethel Woods Escape: Private Oasis with Hot Tub

Welcome to Bethel Woods Escape, a gorgeous modern home tucked into woodlands of Eastern pine and hemlock, just minutes from Bethel Woods Center of the Arts, the very hillside where the original Woodstock festival unfolded back in 1969. This is Sullivan County at its best: rolling hills made for hiking, a music history you can still feel in the air, and a stunning A-Frame home with a private hot tub waiting at the end of the day, ready to host your next adventure.

ValueFamilyLayout

4.95 out of 5 average rating, 107 reviews

4.93 out of 5 average rating, 158 reviews

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.

LocationFamilyRiver

A modern house with a large glass wall is nestled among tall trees beside a serene waterway. A spacious deck extends from the home, offering a view of the surroundings. The landscape features a gently sloping yard leading to the water's edge.

4.97 out of 5 average rating, 186 reviews

Secluded lakefront home With an EV charger

Welcome to your oasis on the Swiniging Bridge Reservoir! Only 90 minutes from NYC, but a world away. A complete glass wall facing the water allows guests to take in the views and sounds of a babbling brook that feeds into a motorboat lake. This brand new house sleeps 6 adults (or 4 adults and 3 children) and features a full kitchen, free WiFi, bedding, linens, and toiletries. A canoe and paddleboat are also available for your use!

FamilyValueView

4.93 out of 5 average rating, 109 reviews

A spacious living area is highlighted by large windows that provide natural light and views of the surrounding greenery. The room features a comfortable sofa, a coffee table, and a textured area rug. A modern kitchen with a breakfast bar and colorful stools can be seen in the background.

Home in Woodbourne

Charming Farmhouse Getaway

Welcome to our beautifully renovated 4-bedroom, 2-bathroom and 1 mezzanine floor office space, originally farmstead, nestled on an expansive 18-acre property, with a tranquil brook flowing through its grounds. This enchanting retreat offers the perfect blend of rustic charm and modern comforts, providing an idyllic escape from the hustle and bustle of everyday life.

LocationValueView

4.94 out of 5 average rating, 195 reviews

Luxury Lakefront Estate | Private Beach & Spa

✓ Lakefront home w/ sandy beach ✓ Covered hot tub ✓ Massive deck w/ outdoor kitchen + BBQ ✓ Private dock ✓ HDTV 55” w/ Netflix, Hulu, Prime ✓ 336 Mbps wifi ✓ Driveway for 6 cars + land across the street for 6 more ★”The view and the lake access was just what we wanted” 3 min→ Swinging bridge marina 20 min→ Resort Worlds Casino @thestarlightny

ValueFamilyQuiet

4.99 out of 5 average rating, 147 reviews

A spacious golf simulator room features a large projection screen displaying a scenic golf course. A putting green is positioned in front, and golf clubs are displayed in the corner. Soft lighting enhances the ambiance, providing a comfortable setting for practice or entertainment.

Home in Lackawaxen

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings

A stay here is an experience! The perfect place for a group or multiple families. *Hot Tub *Game Rm: Poker Table, Ping Pong, Air Hockey, Basketball, Arcade, Skee Ball & Large Screen TV. *Cinema Room *2 King Bedrooms 1 Queen & 2 Bunk rooms Amenity Passes available - $10/ person/day for pools, beach & Fitness Center.

LocationFamilyGetting around

The living area features large windows that allow natural light to fill the space, complemented by a wood-burning stove. A cozy gray sofa and rustic chairs surround a circular wooden coffee table, while a textured area rug adds warmth to the hardwood floor.