Discover a selection of 488 vacation rentals in Monticello, NY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $104 per night, and houses and cabins are popular options for a stay in Monticello. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Monticello
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Destination guide

Head to the captivating city of Monticello

The area's churches and entertainment are just a few of the reasons to vacation in Monticello. Renowned for its shopping, camping and forests, this city welcomes all visitors. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities

Activities and attractions in Monticello

Are you hoping to find attractions to see during your stay? Venture out of your cozy vacation rental and experience everything that makes Monticello a fun place to get away. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Concord Monster Golf Course (2.3 mi / 3.7 km)
  • Holiday Mountain Ski and Fun Park (4.2 mi / 6.7 km)
  • Tarry Brae Golf Course (5.7 mi / 9.2 km)
  • Grossinger Country Club (9.5 mi / 15.4 km)
  • Sullivan County Golf and Country Club (10.7 mi / 17.3 km)
  • Brimstone Hill Winery (19.4 mi / 31.3 km)
Natural features

Exploring the natural landscape of Monticello

Whether you're an adventurous traveler or just want to take in the scenery, Monticello is a great spot to appreciate mother nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Lippman Park (18.7 mi / 30.2 km)
  • Upper Delaware Scenic and Recreational Area (18.9 mi / 30.4 km)
  • Mongaup Pond Campground (20.9 mi / 33.6 km)
How to get there

Transportation to and around Monticello

Fly into Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 32.9 mi (53 km) from the city center.

How many vacation rentals are available around Monticello, NY?

Our 2022 property listings offer a large selection of 488 vacation rentals around Monticello. From 384 house rentals to 103 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Monticello?

Yes, of course. Vrbo has 384 Houses in Monticello. Our other popular types of vacation rentals in Monticello include:

  • Cabins: 103 rentals available
  • Cottages: 85 rentals available
  • Bungalows: 85 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Chalets and more.

Can I find a vacation rental with pool in Monticello?

Yes, you can select your preferred vacation rental with pool among our 115 vacation rentals with pool available in Monticello. Please use our search bar to access the selection of vacation rentals available.