Vacation Rentals in Monticello, NY: Compare 10+ Sites & Save

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123 Best Vacation Rentals in Monticello (Starting from $195)

Queen Beds Fast Wi-Fi Free Parkng Casino/Waterpark
Queen Beds Fast Wi-Fi Free Parkng Casino/Waterpark
House
Monticello, New York, USA
1.1k from Monticello center

Pet Friendly, Balcony/Terrace, Parking, Air Conditioner, Child Friendly

1 Bedroom8 Guests
New to Booking
$1800
Average price / night
Check Availability
Hess Suite
Hess Suite
House
Monticello, NY, 12701, United States
0.5k from Monticello center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom2 Guests
9.4

Superb

3 reviews

$197
Average price / night
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Kiamesha Lake Home with Deck 4 Mi to Resorts World!
Kiamesha Lake Home with Deck 4 Mi to Resorts World!
House
Monticello, NY, USA
3.0k from Monticello center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms5 Guests
9.0

Fabulous

3 reviews

$195
Average price / night
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Highland Cabins Estate! Huge Hotub, 5 Private Units! Gameroom; 40+ guests
Highland Cabins Estate! Huge Hotub, 5 Private Units! Gameroom; 40+ guests
House
Monticello, NY, 12701, United States
1.4k from Monticello center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

12 Bedrooms46 Guests
6.8

Good

5 reviews

$972
Average price / night
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Sunset Estate in the Catskills
Sunset Estate in the Catskills
Villa
Monticello, New York, USA
3.7k from Monticello center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis, Places to stay

7 Bedrooms20 Guests
10.0

Exceptional

1 reviews

$601
Average price / night
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Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World!
Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World!
House
Kiamesha Lake, NY, 12751-5038, United States
3.0k from Monticello center

Free Parking, Kitchen, Microwave, No Smoking, Patio, Toys, TV

3 Bedrooms5 Guests
8.0

Good

2 reviews

$297
Average price / night
Check Availability
Southwoods Mountain Estate -private mansion, pool, hottub+ 15 acres
Southwoods Mountain Estate -private mansion, pool, hottub+ 15 acres
Villa
Monticello, NY, USA
5.2k from Monticello center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

9 Bedrooms36 Guests
9.3

Superb

3 reviews

$774
Average price / night
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Tranquil 5-bedroom house
Tranquil 5-bedroom house
House
Monticello, NY, 12701, United States
3.2k from Monticello center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

5 Bedrooms12 Guests
New to Booking
$536
Average price / night
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Chic Catskills Farmhouse
Chic Catskills Farmhouse
House
Harris, NY, USA
6.1k from Monticello center

View, Fireplace/Heating, Laundry, Balcony/Terrace, Barbecue/Outdoor Cooking, Security/Safety, Internet

4 Bedrooms8 Guests
New to Booking
$429
Average price / night
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Cozy 3BR 2BA Cottage - Your Perfect Catskills Family Getaway!
Cozy 3BR 2BA Cottage - Your Perfect Catskills Family Getaway!
House
Monticello, NY, 12701, United States
3.4k from Monticello center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$288
Average price / night
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Cozy Catskill Log Home
Cozy Catskill Log Home
Villa
Monticello, NY, USA
7.1k from Monticello center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

1 Bedroom8 Guests
10.0

Exceptional

1 reviews

$333
Average price / night
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Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
Villa
Monticello, NY, 12701, United States
3.5k from Monticello center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

8 Bedrooms28 Guests
9.4

Superb

36 reviews

$808
Average price / night
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Bethel Woods Cabin
Bethel Woods Cabin
House
Mongaup Valley, NY, USA
7.6k from Monticello center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cabins, Cottages, Pet-friendly, Lodgings

2 Bedrooms6 Guests
9.6

Exceptional

6 reviews

$220
Average price / night
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Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
House
Monticello, NY, 12701, United States
3.6k from Monticello center

AC, Arcade, Barbecue, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet

6 Bedrooms26 Guests
8.2

Very Good

24 reviews

$813
Average price / night
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Modern Chalet with Hot Tub and Lake Access
Modern Chalet with Hot Tub and Lake Access
Ski Chalet
Monticello, NY, USA
8.0k from Monticello center

Cheap, Accommodations, Parking, Cabins, Cottages, Lodgings, Jacuzzis, Places to stay, Family

4 Bedrooms9 Guests
9.5

Superb

2 reviews

$804
Average price / night
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Nature’s Hideaway
Nature’s Hideaway
Cabin
Monticello, NY, 12701, United States
3.8k from Monticello center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Toys

2 Bedrooms4 Guests
New to Booking
$206
Average price / night
Check Availability
Catskills Lakefront Escape with Hot Tub
Catskills Lakefront Escape with Hot Tub
Ski Chalet
Monticello, NY, USA
8.1k from Monticello center

Air Conditioner, Internet, Hot Tub, Sports/Activities, Wellness Facilities, Barbecue/Outdoor Cooking, Security/Safety

6 Bedrooms12 Guests
New to Booking
$1011
Average price / night
Check Availability
Beautiful 10-Bedroom Home for Group Getaways
Beautiful 10-Bedroom Home for Group Getaways
House
Thompsonville, NY, 12784, United States
5.2k from Monticello center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

10 Bedrooms25 Guests
8.0

Good

1 reviews

$1125
Average price / night
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Whimsical Lakefront Chalet
Whimsical Lakefront Chalet
Ski Chalet
Monticello, NY, USA
8.2k from Monticello center

Cheap, Accommodations, Parking, Cabins, Cottages, Lodgings, Places to stay, Family, Self-catering

4 Bedrooms8 Guests
9.7

Exceptional

3 reviews

$640
Average price / night
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5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
House
Monticello, NY, 12701, United States
5.4k from Monticello center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

9 Bedrooms36 Guests
9.6

Exceptional

51 reviews

$872
Average price / night
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Cozy Cottage with Hot Tub! Family Friendly
Cozy Cottage with Hot Tub! Family Friendly
House
Mongaup Valley, NY, USA
8.3k from Monticello center

Laundry, Internet, Parking, Air Conditioner, Balcony/Terrace, Hot Tub, Child Friendly

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$335
Average price / night
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Luxurious & Newly Renovated Catskills Lakehouse
Luxurious & Newly Renovated Catskills Lakehouse
House
Monticello, NY, 12701, United States
5.5k from Monticello center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms20 Guests
New to Booking
$747
Average price / night
Check Availability
Stunning South Fallsburg Home with Pool and Deck!
Stunning South Fallsburg Home with Pool and Deck!
House
NY, USA
8.3k from Monticello center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms11 Guests
New to Booking
$364
Average price / night
Check Availability
Modern Country Getaway-Catskills
Modern Country Getaway-Catskills
House
Monticello, NY, 12701, United States
5.5k from Monticello center

2 Bedrooms6 Guests
10.0

Exceptional

14 reviews

$242
Average price / night
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Lakefront home w/ Kayaks, canoe & SUP  on QUIET & PRIVATE lake\nNEAR BETHEL WOODS
Lakefront home w/ Kayaks, canoe & SUP on QUIET & PRIVATE lake\nNEAR BETHEL WOODS
House
Monticello, NY, 12701, United States
5.5k from Monticello center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Laundry

2 Bedrooms6 Guests
New to Booking
$426
Average price / night
Check Availability
Sackett Lake House - waterfront
Sackett Lake House - waterfront
House
Thompson, NY, 12701, United States
5.6k from Monticello center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

6 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$1058
Average price / night
Check Availability
Catskills Lakefront Getaway at Sackett Lake
Catskills Lakefront Getaway at Sackett Lake
House
Monticello, NY, 12701, United States
5.6k from Monticello center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms10 Guests
New to Booking
$395
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Monticello.

Stay Near Monticello's Top Attractions

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Frequently Asked Questions

You can explore 123 verified vacation rentals in Monticello. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Monticello vary depending on the season, property size, and location. Rates typically start from around $195 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Monticello include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Monticello welcome pets. Currently, 39 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Monticello often include amenities such as Child Friendly, Internet, and Fireplace/Heating. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.