Best Vacation Homes in Monticello
House
10.0(146 Reviews)
2 Bedrooms
2 Baths
8 Guests
2200 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
£260/Night
7 Nights - £1,820
House
10.0(16 Reviews)
3 Bedrooms
1 Bath
6 Guests
1377.78 ft²
Oceanfront
Skiing- Fireplace/Heating
- Ocean View
£193/Night
7 Nights - £1,353
RV Rental
10.0(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Kitchen
Parking
£225/Night
7 Nights - £1,578
Cabin
10.0(76 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
Hot Tub- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£280/Night
7 Nights - £1,957
Bed & Breakfast
10.0(7 Reviews)
9 Bedrooms
9 Baths
18 Guests
426.96 ft²
Pet Friendly- Parking
Air Conditioner
Internet
£279/Night
7 Nights - £1,951
Cabin
10.0(27 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£233/Night
7 Nights - £1,628
House
10.0(14 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£171/Night
7 Nights - £1,195
House
10.0(11 Reviews)
2 Bedrooms
1 Bath
8 Guests
Private Pool- Fireplace/Heating
Pool- Ocean View
£287/Night
7 Nights - £2,009
Monticello Luxury Rentals
House
10.0(3 Reviews)
14 Bedrooms
16 Baths
36 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£3,401/Night
7 Nights - £23,808
House
10.0(1 Review)
8 Bedrooms
8 Baths
30 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£2,334/Night
7 Nights - £16,337
House
8.4(5 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£2,332/Night
7 Nights - £16,321
House
10.0(60 Reviews)
13 Bedrooms
9 Baths
34 Guests
13000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£2,329/Night
7 Nights - £16,302
House
10.0(1 Review)
6 Bedrooms
4 Baths
14 Guests
- Private Pool
- Hot Tub
Spa- Fireplace/Heating
£1,881/Night
7 Nights - £13,167
Resort
10.0(1 Review)
7 Baths
29 Guests
8000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£1,874/Night
7 Nights - £13,120
House
10.0(3 Reviews)
8 Bedrooms
5 Baths
17 Guests
6800 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£1,837/Night
7 Nights - £12,857
House
10.0(1 Review)
5 Bedrooms
3 Baths
8 Guests
- Private Pool
- Skiing
- Fireplace/Heating
- Pool
£1,736/Night
7 Nights - £12,152
Monticello Pet Friendly Vacation Rentals
House
10.0(10 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£339/Night
7 Nights - £2,374
House
10.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
904.17 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- View
£308/Night
7 Nights - £2,153
Cabin
9.4(140 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£155/Night
7 Nights - £1,081
House
10.0(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
1500 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£478/Night
7 Nights - £3,345
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1496.18 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
£243/Night
7 Nights - £1,703
Cottage
10.0(6 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Ocean View
£236/Night
7 Nights - £1,652
House
10.0(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£206/Night
7 Nights - £1,440
RV Rental
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
527 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£316/Night
7 Nights - £2,212
Monticello Large Vacation Homes
RV Rental
8.0(8 Reviews)
1 Bedroom
1 Bath
10 Guests
- Balcony/Terrace
Breakfast- Pet Friendly
- Parking
£75/Night
7 Nights - £523
Villa
10.0(1 Review)
7 Bedrooms
4 Baths
20 Guests
3498.27 ft²
- Hot Tub
- Skiing
- Fireplace/Heating
- Balcony/Terrace
£1,547/Night
7 Nights - £10,827
Villa
7 Bedrooms
4 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
£1,412/Night
7 Nights - £9,883
House
1 Bedroom
1 Bath
13 Guests
Child Friendly
Security/Safety
£608/Night
7 Nights - £4,259
House
10.0(1 Review)
4 Bedrooms
4 Baths
11 Guests
2002.09 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Parking
£358/Night
7 Nights - £2,504
New
House
11 Bedrooms
5 Baths
40 Guests
4800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£965/Night
7 Nights - £6,755
House
6 Bedrooms
4 Baths
17 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£704/Night
7 Nights - £4,925
House
4 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
£319/Night
7 Nights - £2,235
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
Swan Lake
Parksville
Town of Mamakating
Ellenville
Hancock
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.
Frequently Asked Questions About Monticello?
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/Outdoor Pool, 2 Story Game Room, Luxury Log Estate
2. How many vacation rentals have private pools in Monticello?
There are 50 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 953 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
£412/Night
7 Nights - £2,887
Other
10.0(48 Reviews)
9 Bedrooms
3 Baths
16 Guests
3400 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£658/Night
7 Nights - £4,605
Ski Chalet
10.0(11 Reviews)
3 Bedrooms
2 Baths
9 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£759/Night
7 Nights - £5,314
House
10.0(5 Reviews)
6 Bedrooms
3 Baths
18 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£1,189/Night
7 Nights - £8,326
House
10.0(4 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£928/Night
7 Nights - £6,493
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£246/Night
7 Nights - £1,725
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
£337/Night
7 Nights - £2,356
House
10.0(1 Review)
3 Bedrooms
2 Baths
9 Guests
1948.27 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
£815/Night
7 Nights - £5,707
