
House vacation rentals in Monticello
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Top-rated house rentals in Monticello
Guests agree: these houses are highly rated for location, cleanliness, and more.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

90 Acre Mountainview Ranch Home
Escape to a beautiful ranch home in the Catskill Mountains, offering a spacious and open 2000 sqft layout with 3 bedrooms and 2 bathrooms, accommodating up to 7-8 guests. The property is surrounded by 90 acres of land with trails for hiking and biking, two ponds with freshwater fish, and stunning mountain views. The house is bright and airy with large windows that frame the beautiful scenery. It features a mix of rustic and modern decor and amenities, creating a warm and inviting atmosphere.

BirchRidge A-Frame: Sauna/Firepit/King Bed/7 Acres
Nestled in the Catskills Forest, less than 2 hrs from NYC, you'll find Birch Ridge A-frame! This gorgeous 2-bedroom cabin is set on 7 private acres with hiking areas and a seasonal stream. Enjoy the wall of windows that creates a magical stay with breathtaking views. This is the perfect place to relax, sit in the barrel sauna, hike through the private forest, roast marshmallows over the fire, and soak up the sounds of nature. A space that’s made for creating memories that will last a lifetime!

Beaver Lake Escape
Welcome to Beaver Lake Escape! This one bedroom, one bathroom lakeview home has all of the amenities you will need for a relaxing vacation getaway! Come experience a warm & cozy environment with full access to the community beach where you can enjoy kayaking, swimming and fishing (catch & release). You'll also find great hiking in the Spring, Summer and Fall at the Neversink Gorge Unique Area and skiing/snow boarding in the winter at Holiday Mountain! Only a 25 minute drive to Bethel Woods!

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!

The Nest At Swiss - Lakefront In The Catskills
Modern, classic, luxurious, and comfortable. Lakefront four bedroom (1 K, 2 Q, trundle with 2 singles) with epic year round environment and beautiful nature and lake views from almost everywhere. Wrap around deck on main level accompanied by decks on all three of the upstairs bedrooms. All new kitchen, Bathrooms, and basement with movie theater. Hot tub, fire pit, dock on lake for swimming and fishing. Outdoor dining on main deck with grill. Lush private feel without being too far from town.

Parkston Schoolhouse
Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

In the clouds your cozy- lake house
Cozy lake house in Catskill,only 2 hrs away from NYC.The property has 2 Bedroom 1-1/2 baths & sleeps 4-6 people. Guest can enjoy kayaking fishing in property.The property is close proximity 2 downtown Jeffersonville & Bethel-Woods Center for Arts (Historic Site of the 1969 Woodstock Music & Art Fair).Nearby attractions ~ Villa Roma Resorts,Resort World Casino, Kartrite Resort & Water park & Holiday Mountain Ski resort.Visit local farms and Catskill brewery

Catskills Lake Magic
Serene getaway to a lakefront luxury MidCentury house 90 mins from NYC/3 hours from Philadelphia. Equipped with dock, firepit, outdoor deck and patio, guitar, instruments for family music making, games, books, and lake toys galore. 3-beds, 2-baths, fully equipped kitchen, large dining & living areas. Minutes to Callicoon, Livingston Manor, Narrowsburg, Bethel Woods, spas, Catskills Casino, Monticello Racetrack, Kartrite Waterpark, Holiday Mountain.

Modern creekside cabin in the Catskills
Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.

Lakefront House w/Private Dock, Fire Pit & Hot Tub
Cozy and recently renovated 1940s lakefront house right on the water. Perfect for a couple or a small family, with a king bed and a queen sofa bed. Enjoy views of the lake all around the house. Private dock, fire pit, and cedar hot tub. Under 2 hours from NYC, and 20 minutes to nearby shopping and restaurants as well as great hiking trails. High speed Internet and TV provided.

Art Studio in the Gunks | Sauna + Forest Views
A peaceful forest retreat handcrafted by local artists. This spacious studio features a custom stone fireplace, original art, a handmade dining table, and a huge window overlooking the trees. Enjoy the private outdoor barrel sauna, bamboo floors, and a Casper mattress for deep rest. Perfect for hikers, creatives, and anyone needing to slow down and reconnect.
Popular amenities for Monticello house rentals
House rentals with a pool

Oak View: Vintage Fireplace, Sonos Sound, Firepit!

Entire Home (private pool), Event Friendly

Upstate Modern Scandinavian Barn in the Catskills

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

Spacious Catskills Farmhouse on over 5 acres!

Family Fun Getaway w/Pool/Hot tub Canoe

Peace & Privacy - High Falls (hot tub & salt pool)

Insta-Worthy Retreat: Sauna|HotTub|Fire Pit
Weekly house rentals

little cozy house in the village

Retreat w/ Hot Tub, Gym, Cold Plunge, Office

Private Forest Getaway • Fire Pit • Bethel Woods

Lake Ridge Bungalow w/ outdoor SAUNA

Lakefront A-Frame w/ Hot Tub & Game Room!

Cozy Catskills Mid-century bungalow

Aigle Noir: Stunning Cabin w/ Delaware River Views

Cozy Creek House
Private house rentals

Islander House - 5 mins from Bethel Woods

Catskills Barn House @ Smallwood

Starlight House - Swinging Bridge Lake

Luxe & Modern farmhouse | House of Jane West

Hot Tub + Game Room + Fire Pit + Deck + Near Lake

Magical Treehouse Retreat | Pond & Fire Pit

That 70s Camp

Victorian Catskills Getaway—90 min from NYC
Quick stats about house rentals in Monticello

Total vacation rentals
Explore 10 vacation rentals in Monticello

Nightly prices starting at
Monticello vacation rentals start at $168 CAD per night before taxes and fees

Verified guest reviews
Over 110 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Monticello rentals

4.8 Average rating
Monticello stays are highly rated by guests—averaging 4.8 out of 5!
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- Hunter Mountain
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Bushkill Falls
- Elk Mountain Ski Resort
- Minnewaska State Park Preserve
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
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