Cottage holiday rentals in Monticello

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Top-rated cottage rentals in Monticello

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A dining area features a wooden table surrounded by two chairs. Natural light enters through two windows covered with bamboo shades. Wall art and photographs add character to the space, complemented by a vase filled with decorative branches at the table's center.
Cottage in Monticello
4.9 out of 5 average rating, 146 reviews

Cozy Catskill Getaway Upstate NY - 5 min to casino

Kick back and relax in this cozy styled cottage! Centrally located near shopping plazas including Shoprite, Walmart and Marshalls. Also close to eateries, fast food restaurants, and Resorts World Casino. Explore the Catskills and come back to stay in a warm cottage. Although it is centrally located, it's pushed back enough that you still get the country living feeling. Located on 2 acres of land, you're sure to hear the birds chirping! There is a pull out couch available for an additional guest.

Guest favourite
The main living area showcases a cozy seating arrangement featuring a sofa and a lounge chair, positioned on a multi-colored area rug. A floor-to-ceiling stone fireplace serves as a focal point, and the open layout includes a kitchen area with modern appliances and a spiral staircase leading to the loft.
Cottage in Kerhonkson
4.88 out of 5 average rating, 261 reviews

Beautiful stream side cottage in the woods

Stunning fully renovated 1970 partial A frame cottage in the woods! Set privately on four acres with a stream and meandering stone walls, the cottage is modern yet rustic, with a mid century decor. Main floor has living room with beautiful floor to ceiling stone fireplace (gas operated), kitchen, bathroom, and an office with a desk and twin bed. Second floor has master bedroom with queen size bed and a separate loft area with desk. Great place to relax in nature - a perfect couple's getaway!

Guest favourite
A private dock extends over the calm lake, featuring several Adirondack chairs arranged for seating. The cottage, with large windows, showcases an inviting glow from within, surrounded by lush greenery and trees. Soft exterior lighting enhances the tranquil atmosphere.
Cottage in Ferndale
4.96 out of 5 average rating, 100 reviews

Heron's Hideaway: Stylish Lakefront 5 BR Home

Welcome to the heart of the Catskills. Our 5 bedroom cottage is located in Ferndale just 2hrs drive from NYC. Offering beauty and tranquility every season, we invite you to unwind & reconnect with nature. The home is newly updated with stylish considerations, while still preserving a rustic charm. Less than 20 minutes from Livingston Manor, Bethel, & 30 from Callicoon and Narrowsburg, stay put on our private lake or explore the many gems the Catskills has to offer. @catskillslakecottage

Guest favourite
A hot tub is surrounded by lush greenery and illuminated by string lights, creating a serene outdoor setting. A stone path leads to the hot tub, with red chairs visible nearby, all nestled within a wooded area.
Cottage in Bethel
4.96 out of 5 average rating, 276 reviews

Hot Tub, Playground, 3 Acres, and Much More!

Relax with the whole family at this peaceful cottage in the trees 5 minutes from Bethel Woods - check out their upcoming events! Recently renovated cottage with hot tub, an electric fireplace, washer and dryer, dishwasher, and smart TVs. Family-friendly features include a baby gate, potty training seat, high chair, toddler-safe bunk beds, and toys Outdoor features include 2 fire pits, trampoline, jungle gym, basketball hoop, walking path, stream w/ waterfall, and 3 acres of woods to explore

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
4.99 out of 5 average rating, 202 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 favourite
Cottage in Kenoza Lake
4.95 out of 5 average rating, 167 reviews

The Schoolhouse at Kenoza Lake

The Schoolhouse at Kenoza Lake. This late 1800's renovated schoolhouse is the perfect getaway. Only a 2 hour drive from NYC. Old world charm with modern finishes. House features one bedroom plus a sleeping loft, a total of 3 beds plus a bunk bed, claw foot tub, cast iron wood stove, dinner barn, sleeping loft, vegetable garden, outdoor fire pit with bistro lights and Adirondack chairs. 10-20 min driving distance to all of Sullivan County's culinary offerings. 7 min drive to grocery store.

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
4.97 out of 5 average rating, 254 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.

Guest favourite
The exterior of the bungalow is showcased, set against a backdrop of trees and a partly cloudy sky. A spacious deck is equipped with chairs, while a fire pit is surrounded by outdoor seating. A stack of firewood is neatly arranged nearby.
Cottage in Ferndale
4.93 out of 5 average rating, 129 reviews

Barton bungalow cozy relaxation on 7private acres

Stay at the Barton Bungalow! This cozy, beautifully renovated bungalow sits on 7 private acres. It has a rustic feel with all the modern amenities. We have high speed WiFi so you can work from home. Enjoy some R&R in the hammock, relax by the fire pit or bbq . We are 2 miles from Walnut Mountain Park and less than 10 miles away from Bethel Woods. Try your luck at Resorts World Catskills or go for a splash at Kartrite indoor water park. The trendy Livingston Manor is less than 20 minutes away

Top guest favourite
A rustic cottage is nestled in a snowy landscape, surrounded by tall evergreen trees. The house features a covered porch with multiple seating areas, inviting relaxation in the serene winter setting. Fresh snow blankets the ground, enhancing the cottage's charm.
Cottage in Monticello
4.99 out of 5 average rating, 142 reviews

Dutchhillcottage, gem in the southern Catskills.

Just 85 miles from NYC! Rustic chic design cottage waiting for you and your friends or family to enjoy. Private, comfy & cozy country getaway with amazing views situated on 10 acres of rolling hills in the southern Catskills, perched on a peak at the forests edge with expansive views all the way down to the Never Sink river with beautiful suntset views from our huge deck. Plenty of ameneties. Petdog friendly. Just 2 miles down the road from newly updated Holiday Mountain Ski Resort!

Top guest favourite
The living room features a spacious couch, modern lighting, and a wood-burning fireplace, with a flat-screen TV mounted above a decorative white wall. Large windows invite natural light, while sliding glass doors open to the deck. A minimalist chair adds an additional seating option.
Cottage in Monticello
4.94 out of 5 average rating, 389 reviews

Modern Upstate Escape with Outdoor Sauna

Newly renovated two bedroom, two bath cottage with four person barrel sauna at Swinging Bridge Reservoir, Sullivan County's largest motorboat lake. Updated amenities and mid-century and modern furniture provide a welcome respite from the city just 90 miles away. Take in the local scenery, catch a show at the Forestburgh Playhouse or stop into some of the local vineyards and restaurants. For a low key weekend, hang out by the fireplace playing some records and cooking a meal.

Top guest favourite
A cozy farmhouse cottage is surrounded by a blanket of snow, with a charming porch and large windows reflecting the winter sunlight. The teal exterior is complemented by a red shed in the background, creating a tranquil rural scene.
Cottage in Grahamsville
5 out of 5 average rating, 102 reviews

“Green Meadow Cottage”, updated 1850’s farmhouse.

Relax with friends or family in this cozy updated 19th century farmhouse cottage set on 5 acres surrounded by pasture and forest. This is truly a rural setting to enjoy the serenity of nature. Centrally located, a leisurely country drive will take you to quaint towns, spectacular hiking, fine dining and more. Visit our many breweries and distilleries or just take a drive and explore. Bring your bikes and ride the gently rolling wooded roads… or not. It’s your vacation.

Guest favourite
Cottage in Bethel
4.91 out of 5 average rating, 159 reviews

Lovely Cottage w/ Jacuzzi+Woodstove!

Nestled in the hamlet of Smallwood, only 2 hours from NYC, this newly renovated cottage is the perfect getaway from the city and an oasis surrounded by nature. This cottage is perfectly located for access to surrounding lakes and seasonal beaches, hiking trails as well as exploring and discovering the lovely Catskills region. The cottage features a wood stove, spacious deck, a fire pit as well as an all-season jacuzzi to enjoy day or night.

Popular amenities for cottage rentals in Monticello

Quick stats about cottage rentals in Monticello

  • Nightly prices starting at

    Monticello holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 280 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Monticello rentals

  • 4.7 Average rating

    Monticello stays receive an average rating of 4.7 out of 5 from guests

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