Best Vacation Homes in Monticello
2200 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $278/Night
For 7 Nights US $1,946
1377.78 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Skiing
- Fireplace/Heating
US $260/Night
For 7 Nights US $1,821
1 Bedroom
1 Bathroom
Family Friendly
RV Rental
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $303/Night
For 7 Nights US $2,124
1000 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cabin
- Hot Tub
- Fireplace/Heating
- Ocean View
US $381/Night
For 7 Nights US $2,670
426.96 ft²
18 Guests
9 Bedrooms
9 Bathrooms
Free Cancellation
Bed & Breakfast
- Pet Friendly
- Parking
- Air Conditioner
US $375/Night
For 7 Nights US $2,625
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $267/Night
For 7 Nights US $1,869
500 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $242/Night
For 7 Nights US $1,695
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $233/Night
For 7 Nights US $1,632
Monticello Luxury Rentals
36 Guests
1 Bedroom
16 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $3,994/Night
For 7 Nights US $27,956
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $3,137/Night
For 7 Nights US $21,962
13000 ft²
34 Guests
13 Bedrooms
9 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $2,700/Night
For 7 Nights US $18,899
8000 ft²
29 Guests
7 Bathrooms
Family Friendly
Resort
- Private Pool
- Hot Tub
- Fireplace/Heating
US $2,533/Night
For 7 Nights US $17,734
8 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Skiing
- Fireplace/Heating
US $2,336/Night
For 7 Nights US $16,352
2820.14 ft²
10 Guests
4 Bedrooms
5 Bathrooms
Villa
- Private Beach
- Oceanfront
- Hot Tub
US $2,254/Night
For 7 Nights US $15,778
10 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $2,213/Night
For 7 Nights US $15,492
20 Guests
8 Bedrooms
6 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $2,200/Night
For 7 Nights US $15,398
Monticello Pet Friendly Vacation Rentals
8 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $353/Night
For 7 Nights US $2,469
495.14 ft²
6 Guests
1 Bedroom
1 Bathroom
House
- Balcony/Terrace
- View
- Pet Friendly
US $503/Night
For 7 Nights US $3,523
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $165/Night
For 7 Nights US $1,152
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $385/Night
For 7 Nights US $2,697
1496.18 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- View
- Pet Friendly
US $327/Night
For 7 Nights US $2,291
1500 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $544/Night
For 7 Nights US $3,807
500 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Hot Tub
- Spa
- Fireplace/Heating
US $296/Night
For 7 Nights US $2,075
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $218/Night
For 7 Nights US $1,524
Monticello Large Vacation Homes
10 Guests
1 Bedroom
1 Bathroom
Family Friendly
RV Rental
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $101/Night
For 7 Nights US $704
3498.27 ft²
20 Guests
7 Bedrooms
4 Bathrooms
Villa
- Hot Tub
- Skiing
- Fireplace/Heating
US $2,081/Night
For 7 Nights US $14,569
12 Guests
7 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Hot Tub
- Fireplace/Heating
- Pool
US $1,900/Night
For 7 Nights US $13,298
13 Guests
1 Bedroom
1 Bathroom
House
- Child Friendly
- Security/Safety
US $819/Night
For 7 Nights US $5,731
2002.09 ft²
11 Guests
4 Bedrooms
4 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pool
- Pet Friendly
US $481/Night
For 7 Nights US $3,369
4800 ft²
40 Guests
11 Bedrooms
5 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,126/Night
For 7 Nights US $7,880
17 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $823/Night
For 7 Nights US $5,758
12 Guests
4 Bedrooms
3 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $515/Night
For 7 Nights US $3,606
Why Choose Rent By Owner for your Monticello Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Monticello
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation in Monticello ensures you experience this charming area at its best, whether you're seeking outdoor adventures or relaxing escapes amidst the natural beauty of the region.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences its peak season as visitors enjoy warm weather and outdoor activities. Booking your vacation rental early ensures you find the best options during this lively time.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Fall (September to November)
Autumn is another busy period when the region's vibrant fall foliage attracts travelers seeking scenic views. Securing a rental in advance guarantees a comfortable stay amid the colorful landscape.
Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F
Off-Season Highlights
Winter (December to February)
The winter months see fewer visitors, offering a peaceful retreat for those seeking quietness and cozy accommodations. This is an ideal time for budget-conscious travelers looking for great deals.
Average Temperature Daytime: 25-35°F - Nighttime: 10-20°F
Spring (March to May)
Early spring marks a quieter period before the summer rush, allowing you to enjoy this area's natural beauty with less crowds. Booking ahead can still secure you a comfortable vacation rental at favorable rates.
Average Temperature Daytime: 45-60°F - Nighttime: 30-40°F
Weekly Weather Forecast for Monticello
How to Book Your Monticello Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Monticello
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor space with a patio or deck perfect for relaxing or dining al fresco.
- Make the most of scenic views with outdoor seating areas designed to appreciate the natural beauty of the region.
- Take advantage of a barbecue grill available for preparing your favorite meals amidst the fresh mountain air.
- Explore nearby trails and outdoor adventures right from your rental, ideal for hiking or nature walks.
- Benefit from well-maintained lawns or gardens that create a peaceful outdoor environment during your stay.
- Access on-site parking options to conveniently come and go while exploring this destination’s outdoor attractions.
- Some properties feature fire pits for cozy evenings under the stars, enhancing your outdoor experience here.
Top Attractions Around Monticello
What attractions are nearby?
During your stay, you can enjoy outdoor adventures and local attractions just moments away in the area surrounding your vacation rental in Monticello, New York, offering a variety of activities that showcase the natural beauty and vibrant community of this destination.
Family Activities
- Monte's Animal Farm: Engage your family with a hands-on experience at this local farm where you can interact with friendly farm animals and learn about sustainable farming practices.
- The Sullivan County Center for Sustainable Agriculture: Discover educational activities and workshops that highlight the region's agricultural heritage, perfect for curious young minds.
- Bethel Woods Center for the Arts: Enjoy family-friendly concerts and cultural events held at this historic venue, offering memorable entertainment in the heart of the area.
- Hiking at Bashakill Wildlife Management Area: Explore scenic trails suitable for all ages, where your family can observe native wildlife and enjoy the natural beauty surrounding here.
Adult Activities
- Enjoy a day at Resorts World Catskills: Experience world-class gaming, entertainment, and dining options right in the area for an exciting adult-oriented leisure activity.
- Explore local wineries and breweries: Discover the region’s unique craft beverages through guided tastings and tours that highlight the area's vibrant alcohol scene.
- Visit the Sullivan County Performing Arts Center: Take in live concerts, theatrical performances, or cultural events showcasing the region’s artistic talents.
- Embark on outdoor adventures at the Catskill Park: Engage in hiking, mountain biking, or scenic drives amidst stunning natural landscapes perfect for relaxation and exploration.
Other Places to Stay in Monticello, NY
The Catskills
Town of Colchester
Roscoe
Town of Thompson
Town of Rockland
Livingston Manor
Town of Highland
Hancock
Ellenville
Swan Lake
Town of Delaware
Callicoon
Monticello Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Attractions: Take advantage of the region's popular sights and outdoor activities to fully immerse yourself in the area's natural beauty and culture.
- Plan Your Arrival Timing: Consider visiting during off-peak seasons or weekdays to enjoy a more peaceful and less crowded experience within this destination.
- Utilize Personalized Guides: Leverage local resources and guides available for this area to uncover hidden gems and authentic experiences tailored to your interests.
- Book in Advance: Secure your preferred vacation rental early to ensure the best selection and availability, especially during peak travel periods in the region.
Transportation Options
- Car Rentals: Renting a vehicle in Monticello offers you the flexibility to explore the area's scenic landscapes and attractions at your own pace.
- Public Transit: Bus services are available for convenient transportation around the region, making it easy to get to local points of interest without hassle.
- Taxi and Rideshare Services: Taxis and rideshare options provide quick and reliable means to navigate here, especially if you're staying within the vicinity of your vacation rentals.
- Airport Transfers: The nearby regional airports offer shuttle and transfer services, ensuring seamless arrival and departure during your stay in this destination.
Local Customs Options
- Local Craftsmanship: You’ll notice a strong appreciation for handmade arts and crafts, reflecting the region’s rich artisan traditions.
- Farm-to-Table Dining: Embracing local culinary customs, many eateries here emphasize fresh, locally sourced ingredients in their menus.
- Community Festivals: Participating in seasonal festivals gives you a glimpse into the area's lively cultural heritage and communal spirit.
- Respect for Nature: The region values outdoor preservation and environmentally friendly practices, which are often observed during your stay.
Monticello Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Monticello?
There are a lot of options in Monticello. If you plan on staying in the Monticello area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Monticello:
- Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains
- Luxury Country Home in the Swinging Bridge Lake Community
- Peaceful woodsy retreat with stream and hiking on property/near Bethel Woods
- Secluded modern log cabin with picturesque private water fall on 12 acres!
- The Bradstan Boutique Hotel
- Log Cabin with Hot Tub, Sauna, Private Pond, 23 acres - 4.6 mi to Bethel Woods
- Dreamy Lakefront Log Cabin - 2hrs from NYC! Sleeps 14 (5Bed/3Bth) 7 private acre
- Beautiful, remote Catskills cabin over waterfall with amazing views & hot tub
- 3 bedrooms, 2.5 baths fully furnished and equipped, dog-friendly, on 15 acres
- Indoor Pool, Luxury Log Estate, 2 Story Game Room
2. How many vacation rentals have private pools in Monticello?
There are 53 vacation rentals with private pools near Monticello. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Monticello are best for families?
If you are looking for a family-friendly vacation home in Monticello, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Monticello:
4. How many Rentbyowner vacation rentals are available in Monticello?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 945 in the Monticello area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Monticello.
5. What is the cancellation policy for booking a vacation rental in Monticello, NY?
Cancellation policies vary depending on the property owner. You should review the specific rental listing details or contact the host directly to understand the terms regarding cancellations and possible refunds.
6. How do I ensure my reservation in Monticello's vacation rentals is secure?
Booking through the listing platform provides secure payment options and a reliable communication channel with the host, giving you confidence in your reservation process here.
7. Are there any additional fees I should be aware of when booking a vacation rental in the region?
Additional fees such as cleaning, service charges, or local taxes may apply and are detailed within each listing. It's recommended to review these details before confirming your reservation.
8. What amenities can I expect at vacation rentals in Monticello, NY?
Amenities vary by property but typically include essentials like Wi-Fi, parking, and kitchen facilities. To find accommodations that match your needs, check the listing descriptions carefully or contact the host for specific questions.
9. How far in advance should I book a vacation rental in this destination during peak seasons?
It's advisable to book several months ahead if visiting during popular times, as availability can fill up quickly. For personalized advice, reach out to the property owner or check the listing calendar for current availability.
Monticello Top Rated Vacation Rentals
US $436/Night
For 7 Nights US $3,055
3400 ft²
16 Guests
9 Bedrooms
3 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $946/Night
For 7 Nights US $6,625
3500 ft²
12 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Pool
US $1,013/Night
For 7 Nights US $7,090
18 Guests
6 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $1,301/Night
For 7 Nights US $9,106
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $1,085/Night
For 7 Nights US $7,592
6800 ft²
17 Guests
8 Bedrooms
5 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $2,093/Night
For 7 Nights US $14,650
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $314/Night
For 7 Nights US $2,198
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $453/Night
For 7 Nights US $3,170
