Monticello vacation rentals

We found 1,038 vacation rentals — enter your dates for availability

Discover a selection of 26 homes, 13 cabins, and other vacation rentals in Monticello that are perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation rentals have the amenities you expect for your stay, which might include a fireplace and a washer and dryer. No matter what you're looking for, you're sure to find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Monticello

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Find out more about Monticello

Why visit Monticello

  1. Outdoor Adventures: Enjoy scenic lakes and beautiful state parks, perfect for hiking, fishing, and picnicking.
  2. Arts and Culture: Explore vibrant arts centers showcasing local talent and engaging cultural events.
  3. Charming Neighborhoods: Stroll through trendy areas filled with friendly locals and unique shops.
  4. Family-Friendly Activities: Discover various attractions that cater to families, ensuring fun for all ages.
  5. Cozy Accommodations: Choose from private vacation homes, rustic cabins, or charming cottages for a memorable stay.

Popular types of accommodation in Monticello

Discover the charm of Monticello with our diverse selection of vacation rentals. Whether you're seeking the comfort of houses, the rustic appeal of cabins, or the cozy ambiance of cottages, we have the perfect options for you. Our Monticello vacation rentals offer transparency, savings, and reassurance, ensuring you find the ideal friendly rental for your getaway. Explore all that Monticello has to offer and make your vacation unforgettable!

  • Houses: The top choice for travelers in Monticello, these homes offer spacious accommodations for families, friends, or couples seeking comfort and privacy.
  • Cabins: A close second, cabins provide a rustic escape, perfect for those wanting to connect with nature in a cozy setting.
  • Cottages: These charming getaways rank third, ideal for a quaint and intimate experience.
  • Chalets: Offering a unique blend of comfort and style, chalets are a popular fourth option for vacationers.
  • Apartments: Rounding out the list, apartments are a practical choice for those seeking convenience and a home-like feel.**

Top attractions near Monticello

Monticello, New York, is an ideal destination for family getaways, romantic escapes, and entertainment-filled vacations. Visitors can explore a variety of attractions, including scenic lakes, vibrant arts centers, and beautiful state parks. Whether you seek outdoor adventures or a romantic atmosphere, Monticello offers diverse experiences that cater to every traveler's interests.

  1. Bethel Woods Center For The Arts: A cultural hub, this arts center offers a diverse range of performances and events, surrounded by beautiful landscapes. It's a perfect spot for art lovers seeking inspiration and entertainment.
  2. Bethel Woods: This picturesque lake is ideal for romantic getaways, complete with scenic views and outdoor activities. Enjoy a relaxing beach atmosphere while soaking in the natural beauty.
  3. South Fallsburg Hebrew Association Synagogue: A historic site rich in culture, this synagogue offers a glimpse into the local heritage and community. It's a serene place for reflection and learning.

Things to do recommended for couples

For a romantic getaway in Monticello, enjoy skiing at Holiday Mountain Ski and Fun Park, just 5 miles away. Savor exquisite wines at Brimstone Hill Winery and Bashakill Vineyards, both offering entertainment and a cozy atmosphere, located 20 and 12 miles away respectively.

Things to do recommended for families

Your family will have a blast at The Kartrite Resort & Indoor Waterpark, just 2 miles from Monticello, offering fun-filled aquatic adventures. For a relaxing day, visit Minisink Battlefield County Park, 19 miles away. Thrill-seekers will love the excitement at Oakland Valley Race Park, 13 miles from Monticello.

What do I need to keep in mind when booking a vacation in Monticello

When planning your trip—whether you're traveling with a group, enjoying a family getaway, bringing along your pets, or seeking extended stays—be sure to use the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Monticello with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Monticello with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering how close you are to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Monticello: For many families, a vacation wouldn’t feel complete without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Monticello: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Monticello

Monticello, New York, offers a charming blend of family-friendly activities and romantic getaways, making it an ideal vacation spot. Visitors can enjoy the sunny weather while exploring trendy neighborhoods filled with friendly locals. Nearby attractions provide a luxurious atmosphere and various entertainment options, ensuring a memorable experience. Whether you're seeking delightful dining, beautiful homes, or engaging family activities, Monticello has something for everyone to cherish during their stay.

  • Thompsonville: Nestled in the Monticello area, Thompsonville is a charming village known for its family-friendly atmosphere and a plethora of entertainment options. Visitors flock to the local water park for a day of fun in the sun, while the nearby resort and casino provide additional leisure and adventure experiences. Don't miss the local theme park, where thrill-seekers can enjoy a variety of rides and attractions. With its vibrant tourist precinct, Thompsonville is perfect for families looking to create lasting memories while exploring various activities.
  • Kiamesha Lake: Located just 2 miles from Monticello, Kiamesha Lake offers a romantic and scenic escape for couples and outdoor enthusiasts. This city is renowned for its luxurious resorts and rejuvenating body treatment options, making it an ideal destination for relaxation. The picturesque lake, framed by stunning mountains, invites visitors to partake in outdoor activities, while the nearby event conference venue hosts a variety of gatherings. Kiamesha Lake combines natural beauty with urban charm, ensuring a delightful experience for all who visit.
  • White Lake: Approximately 7 miles from Monticello, White Lake is a city that captivates with its breathtaking scenery and rich artistic culture. A haven for romance and outdoor activities, visitors can explore the serene lake or hike the surrounding mountains for stunning views. The local arts center and theater host a variety of performances, including music concerts, ensuring a vibrant nightlife. With its blend of natural beauty and artistic expression, White Lake is a must-visit destination for those seeking both adventure and culture.

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming travel plans? One effective strategy is to be flexible with your travel dates, as prices can vary significantly. Additionally, booking a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of rental.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your entire booking. Being the planner truly has its benefits! When you join our travel rewards program, One Key, you’ll gain access to exclusive discounts and earn OneKeyCash™ on eligible reservations. Sign up today and begin your savings journey!

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient platform for you to create new travel plans, manage your existing arrangements, or review your bookings. Your saved or booked properties are organized into categories: Potential, Upcoming, or Current Trips, making it easy to keep track of your plans. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-us/trips.

**Based on Vrbo properties bookings.

The lush setting of Monticello is ready to explore

Come and experience Monticello and its entertainment, churches and architecture. This city's forests, theaters and hiking draw many visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Monticello

Do you want to find top things to see and do in the city? Venture out of your vacation home and check out everything that makes Monticello a fun place to get away. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Monticello Motor Club (2.4 mi / 3.8 km)
  • Concord Monster Golf Course (2.4 mi / 3.8 km)
  • Holiday Mountain Ski and Fun Park (4.6 mi / 7.4 km)
  • Tarry Brae Golf Course (5.7 mi / 9.2 km)
  • Sullivan County Golf and Country Club (10.7 mi / 17.2 km)
  • Ski Big Bear at Masthope Mountain (19.3 mi / 31 km)

Exploring the natural features in Monticello

Whether you're looking for adventure or just want to appreciate the scenery, Monticello is a great spot to appreciate mother nature. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Lake Louise Marie (6.2 mi / 10 km)
  • Neversink River (8.2 mi / 13.2 km)
  • Lake Superior State Park (9.9 mi / 15.9 km)
  • Bethel Woods (10.4 mi / 16.7 km)
  • Mohican Lake (11.2 mi / 18 km)
  • Sam's Point Preserve (16.5 mi / 26.6 km)

How to get to and around Monticello

The nearest airport is in Stewart Intl. Airport (SWF), located 33 mi (53.1 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Monticello?
Cabins are the most popular style of vacation rental in Monticello, according to our data. Even if you've got something else in mind, Vrbo has vacation homes in loads of sizes and shapes. Compare our options to find your perfect pad.
How much does it cost to rent a vacation rental in Monticello?
Property type, length of stay and time of year are some of the things that can affect the price of a vacation home. Simply click on your travel dates to find your ideal match. From comfy cottages to expansive luxury villas, all Vrbo vacation rentals provide incredible value.
How much does it cost to rent a beach house in Monticello?
The average price for a vacation home close to the beach in Monticello depends on when you're going and the type and size of property you're searching for. You can find prices easily and quickly on Vrbo by entering your travel dates and destination. Then use our handy filter tool to select the number of bedrooms and amenities that you require, like WiFi, air conditioning and a hot tub.
Are there pet-friendly vacation rentals in Monticello?
With three vacation rentals that welcome pets, your happy hound can also come along on your Monticello vacation. Use our filter tool to browse our pet-friendly vacation rentals and find a pad that'll set tails wagging on Vrbo.
Are there vacation rentals in Monticello that welcome kids?
With three family-friendly vacation properties to pick from in Monticello, now is a superb time to introduce your little ones to the magic of travel. Click on our "Properties good for families" filter box to find stays packed with amenities perfect for traveling families, like kitchens, yards, bunk beds and hot tubs.
What are the top attractions for families in Monticello?
Boredom doesn't stand a chance during your Monticello trip with these family-friendly attractions to explore:

  • Monticello Casino and Raceway
  • Concord Monster Golf Course

How can I find vacation rentals with air conditioning in Monticello?
Pick your dates and then use our filter tool to view vacation rentals with air conditioning in Monticello on Vrbo. With three air-conditioned properties to choose from here, you can enjoy a cool and comfy stay.
How old do you have to be to rent a vacation rental in Monticello?
The minimum required age is generally 16, 18 or 21. It can change from property to property on Vrbo, so check the rules of your preferred Monticello vacation home before you book.
How long can I rent a vacation rental in Monticello for?
The amount of time you can rent a Monticello vacation rental for differs depending on the property. Just enter your preferred travel dates to see available options offering extended stays. They have the things you need to make your extended break more enjoyable such as kitchens and yards. Some vacation homes may also offer weekly or monthly discounted prices, so you can hang around longer for less.
Does Vrbo offer discounts for vacation homes in Monticello?
On Vrbo, we've got plenty of great deals and discounts for Monticello. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're planning a mini getaway or an extended stay, Vrbo offers lots of options for all styles and budgets.

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