Monticello vacation rentals

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Discover a selection of 30 homes, 12 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

Showing deals for:Jul 17 - Jul 24

Image gallery for Waterfront property, perfect winter getaway, directly on the Willowemoc!

Front and yard
9.6 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)

Waterfront property, perfect winter getaway, directly on the Willowemoc!

Livingston Manor

13% off
Price is $215
$1,503 for 7 nights
All fees included
Waterfront property, perfect winter getaway, directly on the Willowemoc!

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Find out more about Monticello

Why visit Monticello

  • Outdoor Adventures: Enjoy a variety of activities in scenic state parks and beautiful lakes, perfect for hiking, fishing, and picnicking.
  • Family-Friendly Attractions: Discover local attractions that cater to families, ensuring fun for all ages during your visit.
  • Charming Neighborhoods: Explore vibrant neighborhoods filled with friendly locals and unique shops, enhancing your travel experience.
  • Luxurious Accommodations: Choose from an array of cozy cabins, charming cottages, and private vacation homes for a comfortable stay.
  • Relaxing Beach Experiences: Unwind at nearby beaches, offering a tranquil atmosphere for sunbathing and relaxation.

Popular types of accommodation in Monticello

Planning a getaway to Monticello? Exciting adventures await, and finding the perfect place to stay is just as important. Explore a variety of popular accommodations, including houses, cozy cabins, and charming cottages. Whether you’re searching for house rentals, Monticello apartments, or cottage rentals, our platform offers transparency and reassurance to help you make the best choice for your stay. Dive into the options and start your Monticello adventure today.

  • Houses: The top choice for visitors seeking comfort and space, ideal for families or groups looking to enjoy a home-like atmosphere in Monticello.
  • Cabins: A charming and rustic option, perfect for those wanting a cozy getaway surrounded by nature.
  • Cottages: Quaint and inviting, these small homes provide a delightful retreat for couples or solo travelers.
  • Chalets: Offering a unique alpine experience, chalets are great for those seeking a blend of comfort and adventure.
  • Apartments: Convenient and often centrally located, apartments are ideal for travelers wanting easy access to local attractions.**

Top attractions near Monticello

Monticello, New York, is perfect for family vacations, romantic getaways, and entertainment-themed adventures. Visitors can explore a variety of attractions, including beautiful lakes, vibrant arts centers, and scenic state parks. Whether you're seeking outdoor activities, breathtaking scenery, or a relaxing beach experience, Monticello offers something for everyone to enjoy during their stay.

  • Bethel Woods Center For The Arts: This vibrant arts center features a variety of cultural events, concerts, and festivals set against a beautiful backdrop, perfect for art lovers and music enthusiasts alike.
  • Bethel Woods: A picturesque lake offering scenic views, this spot is ideal for relaxation, romantic getaways, and outdoor activities like swimming and picnicking on the beach.
  • South Fallsburg Hebrew Association Synagogue: A historic site that reflects the rich cultural heritage of the Jewish community, this synagogue offers a glimpse into the area's history and traditions.

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. Then, savor exquisite wines at Brimstone Hill Winery and Bashakill Vineyards, both offering entertainment and a cozy atmosphere, perfect for couples seeking a memorable experience.

Things to do recommended for families

Your family will have a blast at The Kartrite Resort & Indoor Waterpark, just 2 miles from Monticello, featuring thrilling water slides and fun activities. For more adventure, head to Oakland Valley Race Park, located 13 miles away, where you can enjoy an exciting day of karting.

Things to do recommended for groups

Experience the thrilling Concord Monster Golf Course for some outdoor fun, or rev up your adventure at the Monticello Motor Club. For a cultural touch, catch a performance at the Sullivan County Dramatic Workshop - Rivoli Theatre, just 5 miles away, perfect for family entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip, whether you're traveling with friends, family, pets, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to guide 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. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Monticello with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions to enhance your experience.
  • Taking your pets with you to Monticello: For many families, a getaway isn't truly complete without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Monticello: If you're searching for vacation rentals that offer discounts for month-long stays, 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 amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in and around Monticello

Monticello, New York, offers a delightful blend of family-friendly activities and romantic getaways. With its sunny weather and vibrant atmosphere, visitors can explore charming neighborhoods filled with friendly locals. Just a short drive away, you’ll find trendy spots and historical landmarks that add to the region's appeal. Whether you’re looking for fun places to unwind or luxurious vacation spots, Monticello and its nearby areas promise an unforgettable travel experience.

  • White Lake: Situated 7 miles from Monticello, White Lake is a picturesque destination known for its romantic and outdoor experiences. The stunning scenery draws visitors seeking tranquility and natural beauty. Enjoy various activities such as theater performances, music concerts, and exploring the local arts center. Nearby, you'll find beautiful landmarks including the serene lake, historic sites, and the majestic mountains that provide a perfect backdrop for a day of hiking or picnicking.
  • Kiamesha Lake: Just 2 miles from Monticello, Kiamesha Lake offers a blend of urban charm and outdoor fun. This city is ideal for travelers looking for a romantic getaway or a relaxing weekend retreat. Popular activities include indulging in body treatments at local spas, enjoying a stay at luxurious resorts, or hitting the golf course for a round of play. The nearby lake and mountains provide a stunning setting, while the event conference venue makes it a great spot for both leisure and business travelers.
  • Thompsonville: Nestled in the Monticello area, Thompsonville is a village that caters to families and adventure seekers. Visitors can delight in a variety of entertainment options, including a thrilling water park and family-friendly resorts. The village vibe is perfect for those looking to have fun and create lasting memories. Nearby attractions include a popular theme park and a bustling tourist precinct, making it a fantastic hub for exploring the vibrant local culture and enjoying exciting activities.

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as this can significantly affect prices. Also, extending your stay can lead to substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your needs.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient way to plan new adventures, pick up right where you left off, or keep track of your travel arrangements. You can easily find properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/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)
  • Sullivan County Golf and Country Club (10.7 mi / 17.2 km)
  • Ski Big Bear at Masthope Mountain (19.3 mi / 31 km)
  • Tarry Brae Golf Course (5.7 mi / 9.2 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)
  • Masten Lake (8.4 mi / 13.5 km)
  • Lake Superior State Park (9.9 mi / 15.9 km)
  • Woodstock Monument (10.4 mi / 16.8 km)
  • Mohican Lake (11.2 mi / 18 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 best area to stay in Monticello, New York, United States of America when booking a vacation rental?
When looking for the best area to stay in Monticello, New York, you'll find that the neighborhoods surrounding the heart of the town offer a delightful mix of convenience and charm. One of the most appealing areas is the vicinity near the Bethel Woods Center for the Arts, which is not only a cultural hub but also features beautiful outdoor spaces that are great for a relaxing day out. This area typically has a range of vacation rentals, allowing visitors to choose from cozy cabins to more spacious rooms.

Another great neighborhood is close to the Monticello Casino and Raceway, which adds an exciting nightlife element to your stay. This area is vibrant and offers a variety of dining options, making it easy to enjoy local cuisines and entertainment. With a good selection of properties available here, you can find a place that suits your preferences, whether you're looking for something more laid-back or lively.

*Please play responsibly. You must be at least 21 years old to participate in any form of gambling in the United States. If you believe you have a gambling problem, seek help from professional organizations such as the National Council on Problem Gambling at www.ncpgambling.org or call their helpline at 1-800-522-4700.
How much does it cost to rent a vacation home in Monticello?
Prices for vacation rentals in Monticello vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Monticello to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Monticello vacation house rentals?
You can find great discounts on house rentals in Monticello on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Monticello?
For renting a beach house in Monticello, travelers should consider the nearby Lake Wallenpaupack area, which is a scenic destination known for its beautiful lakefront properties. This region features a variety of vacation rentals, including cozy cabins and spacious homes that offer direct access to the lake. Many properties come equipped with amenities such as private docks, outdoor decks, and fire pits, superb for enjoying summer evenings by the water.

Another appealing option is the quaint hamlet of Bethel, which is not far from Monticello and is known for its charming atmosphere and proximity to the Catskill region. Here, travelers can find lake houses that often include modern kitchens, open living spaces, and outdoor grilling areas. The Bethel Woods Center for the Arts is also nearby, providing entertainment options and cultural experiences.

Additionally, the surrounding areas offer opportunities for hiking, fishing, and boating, making it a great destination for those looking to enjoy both relaxation and outdoor activities.
Where are the best Monticello ski resort rentals?
For renting accommodations near Monticello, New York, travelers should look towards the nearby town of Bethel and the surrounding Catskills region, particularly because of its proximity to the popular ski area, Holiday Mountain. In Bethel, you can find a variety of vacation rentals ranging from cozy cabins to larger homes that can accommodate families and groups. Many properties in this area come equipped with amenities such as full kitchens, outdoor grills, and even hot tubs, making them great for après-ski relaxation.

Additionally, the scenic area of White Lake offers charming lakeside cabins that provide a peaceful retreat after a day on the slopes. These rentals often feature amenities like fireplaces and private docks, ideal for enjoying the beautiful surroundings. The town also has local shops and restaurants, ensuring that visitors have everything they need within reach.

If you're looking for more rustic options, the nearby towns of Monticello and Liberty offer quaint bed-and-breakfasts and lodge-style accommodations, which often include breakfast and local insight from the hosts. This can enhance the overall experience, especially for those interested in exploring the area's outdoor activities beyond skiing, such as hiking and snowshoeing in the winter months.
What is the most popular type of vacation rental accomodation in Monticello?
In Monticello, vacation houses are the most popular type of rental, with about 20 available in the area. These properties typically offer spacious living areas, multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation—ideal for families or groups looking to enjoy the natural beauty of the Catskills. Additionally, there are several cabins, chalets, and villas available, each offering unique amenities that may include fireplaces, hot tubs, and scenic views of the surrounding landscape.
Are there any family house rentals in Monticello?
In Monticello, New York, there are numerous family-friendly house rentals available—about 28 in total. This charming area is great for families looking to immerse themselves in nature and local attractions. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play or enjoy a barbecue.

Visitors can expect amenities such as Wi-Fi, air conditioning, and sometimes even game rooms to keep everyone entertained during downtime. The location is also close to the scenic Catskill Mountains, offering opportunities for hiking, fishing, and exploring the great outdoors. Additionally, the nearby Monticello Casino and Raceway provides family-friendly entertainment options.

*Please play responsibly. You must be at least 21 years old to participate in any form of gambling in the United States. If you believe you have a gambling problem, seek help from professional organizations such as the National Council on Problem Gambling at www.ncpgambling.org or call their helpline at 1-800-522-4700.
Can I rent a vacation home with a pool or hot tub in Monticello?
In Monticello, New York, there are several vacation homes available for rent that feature pools and hot tubs. This charming area, located in the scenic Catskills, offers a variety of properties where travelers can enjoy these amenities. Many rentals come with spacious outdoor areas, allowing guests to relax by the pool or unwind in a hot tub while taking in the natural beauty of the surroundings. Inside, you can expect full kitchens for meal preparation, cozy living spaces, and often additional amenities like Wi-Fi and air conditioning for a comfortable stay. Find your rental in Monticello with a pool or a hot tub.
Can I find long-stay vacation rentals in Monticello?
A long-stay vacation rental in Monticello is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Monticello?
In Monticello, New York, there are numerous pet-friendly house rentals available, with around 20 options for travelers to choose from. Many of these accommodations are equipped with family-friendly amenities, including spacious living areas, fully stocked kitchens, and outdoor spaces where pets can roam freely.

The area offers a variety of nearby attractions, such as the scenic Catskill Mountains, which provide opportunities for hiking, nature walks, and outdoor exploration with your furry companions. Additionally, Monticello is close to several parks and recreational areas that welcome pets, making it a great choice for those traveling with animals. See all pet-friendly rentals in Monticello.
Are there any remote work vacation rentals in Monticello?
In Monticello, New York, there are numerous remote work vacation rentals available, with around 29 options to choose from. Travelers can expect properties equipped with essential amenities for a productive stay, including reliable Wi-Fi, dedicated desks, and comfortable desk chairs. Many rentals also feature spacious living areas where guests can unwind after work hours.

The town is situated in the scenic Catskills region, providing opportunities for outdoor activities such as hiking, fishing, and exploring local parks. Additionally, Monticello is close to attractions like the Bethel Woods Center for the Arts and the Monticello Casino and Raceway, which can offer enjoyable downtime after a day of remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.

*Please play responsibly. You must be at least 21 years old to participate in any form of gambling in the United States. If you believe you have a gambling problem, seek help from professional organizations such as the National Council on Problem Gambling at www.ncpgambling.org or call their helpline at 1-800-522-4700.
Are there any Monticello vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Monticello with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Monticello?
In Monticello, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Many rentals also feature decks or patios, providing outdoor spaces to relax and enjoy the surrounding area. Onsite parking is commonly available, making it convenient for travelers with vehicles. Additionally, many properties offer coffee and tea makers for a warm beverage at any time. For those traveling with pets, many rentals permit pets, making it easier for guests to bring their furry companions along for the stay.
How early should I book a Monticello vacation rental?
Book your Monticello vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Monticello, New York, United States of America?
In Monticello, visitors can explore a variety of attractions that showcase the area's natural beauty and local culture. The Monticello Casino and Raceway is a popular destination for those looking to enjoy horse racing and gaming, offering entertainment year-round. Nearby, the Bethel Woods Center for the Arts hosts concerts and events, surrounded by the scenic landscape of the Catskills, making it a cultural hotspot just a short drive away.

For nature enthusiasts, the nearby Sullivan County Park and Recreation offers trails for hiking and areas for fishing, providing a great way to experience the outdoors. The area is also known for its proximity to the Delaware River, which is superb for water activities such as kayaking and fishing.

In addition, visitors can explore the local history at the Sullivan County Museum, which features exhibits related to the region's heritage and development.

*Please play responsibly. You must be at least 21 years old to participate in any form of gambling in the United States. If you believe you have a gambling problem, seek help from professional organizations such as the National Council on Problem Gambling at www.ncpgambling.org or call their helpline at 1-800-522-4700.
Can I change or cancel my Monticello home rental booking on Vrbo?
To find Monticello vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Monticello vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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