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, 147 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.

Top Guest favourite
A soft, textured sofa in a light neutral tone is positioned against a warm, smooth wall. A single floor lamp provides gentle lighting beside a small black side table. An adjacent window is dressed with sheer curtains, allowing natural light to filter softly into the space.
Cottage in Warwick
4.99 out of 5 average rating, 113 reviews

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

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, 101 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 Mongaup Valley
4.96 out of 5 average rating, 277 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
Cottage in Hawley
5 out of 5 average rating, 151 reviews

Cottage on House Pond

Intimate Lakefront country cottage on beautiful House Pond. Just 3 minutes from the Lake Wallenpaupack boat launch and 5 minutes from shopping, restaurants, bars, boat tours, fantastic hiking trails, and more. At this quiet, newly renovated (2022) retreat, you can experience great fishing, incredible sunrises and sunsets, bald eagles, blue herons, deer, various birds, and other wildlife. Relax and dine on the deck or lakeside flagstone patio while enjoying crackling embers in the fire pit.

Top Guest favourite
A well-maintained exterior of a mountain home is showcased, featuring a large covered porch and a grassy lawn. In front, a circular stone fire pit is surrounded by four vibrant red Adirondack chairs, ideal for gathering outdoors. Lush greenery surrounds the property.
Cottage in Livingston Manor
4.98 out of 5 average rating, 183 reviews

Cozy mountain top home - views, 5acres & a gym.

Located 2hrs from NYC, 7mins from Livingston Manor and close to Belleayre and Plattekill ski mountains. Sat atop a mountain, with 5 acres that sweep away from the property revealing stunning long distance views. Beautiful light throughout - front room with fireplace, full renovated kitchen, lounge, dining area, master bedroom, 1 large guest room, office / single bedroom, 2 bathrooms and huge covered back porch + a full home gym complete with Peloton bike, Peloton tread + ping pong table.

Top Guest favourite
Cottage in Monticello
4.98 out of 5 average rating, 143 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, 393 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 Monticello
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.

Top Guest favourite
Cottage in Narrowsburg
5 out of 5 average rating, 193 reviews

Upper Delaware River cottage

1930's cottage with spectacular views. Fully stocked and situated on a stretch of Upper Delaware river rapids near Narrowsburg, NY. Heat/AC system, fireplace, solo stove, barbecue and porch. There are 7 acres with river views and access . River is a couple hundred yards from cottage, lots of lawn, hammock, kayaking, lawn games, board games, hiking, fire pits, lots to do or just relax.

Guest favourite
A bright and airy living area features wooden beams and a light color scheme. A gray sofa is positioned beside a small wooden table, and a chair is nearby. A patterned rug adds warmth to the space. Natural light streams in through a window, complementing the welcoming ambiance.
Cottage in Swan Lake
4.92 out of 5 average rating, 101 reviews

Catskills Tiny Home Near Bethel Woods

Take it easy at this cozy and tranquil getaway. Experience your favorite musician less than 10 minutes at the historic site of Woodstock, the Bethel Woods Performing Arts Center. Enjoy a sunset dinner at Kauneonga lake. Go boating and fishing at White Lake and Lake Superior. Take an exhilarating trip down the Delaware.

Popular amenities for Monticello cottage rentals

Quick stats about cottage rentals in Monticello

  • Nightly prices starting at

    Monticello holiday rentals start at $85 AUD 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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