Estia Villas - Vacation Rentals in Monticello
Villa
10.0
(
3 Reviews
)
5 Bedrooms
2 Bathrooms
15 Guests
3800 ft²
-
Parking -
Pool -
Balcony/Terrace -
Kitchen
US $1,605
/Night
7 Nights - $11,233
Villa
10.0
(
1 Review
)
7 Bedrooms
4 Bathrooms
20 Guests
3498.27 ft²
-
Hot Tub -
Breakfast -
Parking
-
Skiing
US $2,081
/Night
7 Nights - $14,569
Villa
7 Bedrooms
4 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Pool
-
Kitchen
US $1,900
/Night
7 Nights - $13,298
New
Villa
10.0
(
1 Review
)
8 Bedrooms
5 Bathrooms
28 Guests
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
US $1,102
/Night
7 Nights - $7,712
Villa
9.6
(
39 Reviews
)
8 Bedrooms
3 Bathrooms
28 Guests
-
Private Pool -
Hot Tub
-
Parking
-
Pool
US $998
/Night
7 Nights - $6,985
Villa
2.0
(
1 Review
)
7 Bedrooms
4 Bathrooms
16 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,346
/Night
7 Nights - $9,421
New
Villa
7 Bedrooms
3 Bathrooms
28 Guests
-
Hot Tub
-
Parking
-
Ocean View -
Balcony/Terrace
US $1,953
/Night
7 Nights - $13,670
Villa
9.4
(
91 Reviews
)
5 Bedrooms
2 Bathrooms
8 Guests
2500 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $602
/Night
7 Nights - $4,216
See More Monticello Vacation Rentals
Luxury Places to Stay in Monticello
Over 948+
Luxury Places to Stay in or Near Monticello
House
10.0
(
3 Reviews
)
14 Bedrooms
16 Bathrooms
36 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $4,942
/Night
7 Nights - $34,593
House
8.4
(
5 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $3,406
/Night
7 Nights - $23,845
House
10.0
(
61 Reviews
)
13 Bedrooms
9 Bathrooms
39 Guests
13000 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $3,314
/Night
7 Nights - $23,201
House
10.0
(
1 Review
)
5 Bedrooms
3 Bathrooms
8 Guests
-
Private Pool
-
Parking
-
Pool
-
Skiing
US $2,558
/Night
7 Nights - $17,907
House
5 Bedrooms
6 Bathrooms
12 Guests
5500 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $2,556
/Night
7 Nights - $17,894
House
8 Bedrooms
6 Bathrooms
20 Guests
-
Air Conditioner
-
Internet
-
Child Friendly -
Laundry
US $2,524
/Night
7 Nights - $17,668
Villa
4 Bedrooms
5 Bathrooms
10 Guests
2820.14 ft²
-
Private Beach -
Oceanfront -
Hot Tub
-
EV Charge Station
US $2,254
/Night
7 Nights - $15,778
House
10.0
(
1 Review
)
8 Bedrooms
7 Bathrooms
30 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $2,158
/Night
7 Nights - $15,108
See More Monticello Luxury Vacation Rentals
Find More Monticello Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Monticello
Over 107+
Top-Rated Vacation Rentals with a Pool in or Near Monticello
House
10.0
(
50 Reviews
)
9 Bedrooms
3 Bathrooms
16 Guests
3400 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $1,144
/Night
7 Nights - $8,006
House
10.0
(
12 Reviews
)
2 Bedrooms
1 Bathroom
8 Guests
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $400
/Night
7 Nights - $2,803
Ski Chalet
10.0
(
11 Reviews
)
3 Bedrooms
2 Bathrooms
9 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $552
/Night
7 Nights - $3,862
House
10.0
(
6 Reviews
)
6 Bedrooms
3 Bathrooms
18 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,174
/Night
7 Nights - $8,216
House
10.0
(
4 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $967
/Night
7 Nights - $6,770
House
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $439
/Night
7 Nights - $3,073
House
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $620
/Night
7 Nights - $4,342
House
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $1,647
/Night
7 Nights - $11,530
Pet-Friendly Vacation Rentals in Monticello
Over 484+
Pet-Friendly Vacation Rentals in or Near Monticello
Cabin
10.0
(
79 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1000 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $437
/Night
7 Nights - $3,062
House
9.0
(
1 Review
)
2 Bedrooms
1 Bathroom
5 Guests
850.35 ft²
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $158
/Night
7 Nights - $1,106
Cabin
9.4
(
159 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $193
/Night
7 Nights - $1,349
House
10.0
(
152 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
2200 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $460
/Night
7 Nights - $3,218
New
House
10.0
(
58 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $421
/Night
7 Nights - $2,948
Cabin
10.0
(
45 Reviews
)
7 Bedrooms
4 Bathrooms
10 Guests
5400 ft²
-
Hot Tub
-
Parking
-
Spa -
Balcony/Terrace
US $823
/Night
7 Nights - $5,758
House
10.0
(
38 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $666
/Night
7 Nights - $4,661
House
10.0
(
37 Reviews
)
4 Bedrooms
2 Bathrooms
18 Guests
3700 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $733
/Night
7 Nights - $5,129
See More Pet-Friendly Vacation Rentals in Monticello on PetFriendly.io
Large Vacation Homes & Villas in Monticello
Over 209+
Large Vacation Homes & Villas in or Near Monticello
Cabin
9.8
(
144 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
2500 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $467
/Night
7 Nights - $3,269
Bed & Breakfast
10.0
(
7 Reviews
)
9 Bedrooms
9 Bathrooms
18 Guests
426.96 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $398
/Night
7 Nights - $2,788
House
10.0
(
8 Reviews
)
5 Bedrooms
2 Bathrooms
10 Guests
1800 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $555
/Night
7 Nights - $3,884
House
10.0
(
7 Reviews
)
5 Bedrooms
2 Bathrooms
10 Guests
3500 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $926
/Night
7 Nights - $6,482
House
10.0
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
13 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $571
/Night
7 Nights - $3,996
House
10.0
(
5 Reviews
)
6 Bedrooms
2 Bathrooms
13 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,032
/Night
7 Nights - $7,221
House
10.0
(
3 Reviews
)
6 Bedrooms
4 Bathrooms
13 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $706
/Night
7 Nights - $4,944
House
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $570
/Night
7 Nights - $3,992
See More Family Vacation Rentals in Monticello on FVR
Wheelchair Accessible Vacation Homes in Monticello
Over 18+
Wheelchair Accessible Vacation Homes in or Near Monticello
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Child Friendly
US $238
/Night
7 Nights - $1,666
House
10.0
(
16 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1377.78 ft²
-
Oceanfront
-
Parking
-
Skiing
-
Ocean View
US $260
/Night
7 Nights - $1,821
US $565
/Night
7 Nights - $3,957
House
9.8
(
61 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
796.53 ft²
-
Oceanfront
-
Parking
-
Skiing
-
Ocean View
US $219
/Night
7 Nights - $1,533
US $226
/Night
7 Nights - $1,585
Resort
8.1
(
377 Reviews
)
688.89 ft²
-
Oceanfront
-
Hot Tub
-
EV Charge Station
-
Parking
US $309
/Night
7 Nights - $2,164
Hotel
8.2
(
2308 Reviews
)
-
Breakfast
-
Pool
-
Spa
-
Balcony/Terrace
US $432
/Night
7 Nights - $3,022
Resort
7.4
(
117 Reviews
)
712.57 ft²
-
Private Pool
-
Breakfast
-
Parking
-
Pool
US $324
/Night
7 Nights - $2,268
Monticello Vacation Rentals and Airbnb Places to Stay Under $200
Over 163+
Monticello Vacation Rentals and Airbnb Places to Stay Under $200
Cabin
10.0
(
8 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
80 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $149
/Night
7 Nights - $1,041
House
9.3
(
3 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $152
/Night
7 Nights - $1,064
US $165
/Night
7 Nights - $1,155
Cabin
10.0
(
7 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Internet
-
Laundry
-
Bedding/Linens
US $148
/Night
7 Nights - $1,034
Cabin
10.0
(
4 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
80 ft²
-
Parking
-
Kitchen
-
Internet
-
Laundry
US $169
/Night
7 Nights - $1,180
RV Rental
9.8
(
6 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Internet
-
Pet Friendly
-
Child Friendly
-
Security/Safety
US $122
/Night
7 Nights - $855
Cabin
9.6
(
21 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
450 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $153
/Night
7 Nights - $1,068
House
9.6
(
4 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $183
/Night
7 Nights - $1,278
See More Monticello Vacation Rental Deals
Instantly Bookable Vacation Homes in Monticello
Over 463+
Instantly Bookable Vacation Homes in or Near Monticello
House
9.8
(
47 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1400 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $371
/Night
7 Nights - $2,597
House
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Spa
-
Balcony/Terrace
-
Kitchen
US $882
/Night
7 Nights - $6,177
House
9.4
(
50 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1536 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $295
/Night
7 Nights - $2,066
Cabin
10.0
(
143 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2000 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $454
/Night
7 Nights - $3,180
Cabin
10.0
(
24 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1400 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $549
/Night
7 Nights - $3,841
House
10.0
(
22 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $254
/Night
7 Nights - $1,779
House
10.0
(
17 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2000 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $399
/Night
7 Nights - $2,793
Cabin
10.0
(
14 Reviews
)
3 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $432
/Night
7 Nights - $3,026
About Monticello Vacation Rentals
With more than 17 Monticello vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Monticello.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Monticello, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Monticello. Places to stay near Monticello are 1711.86 ft² on average, with prices averaging US $1,308 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Monticello with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Use these Quick Filters to Find a Vacation Rental in Monticello
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Monticello.
Weather in Monticello
View the weather forecast for Monticello before booking your Monticello Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Monticello, NY
Estiavillas offers a large selection of top attractions around Monticello. Research things to do on your vacation before you visit Monticello.
Resorts World Catskills
Monticello Casino and Raceway
Holiday Mountain Ski and Fun Park
Forestburgh Playhouse
Straus Center - Frost Valley YMCA
Tarry Brae Golf Course
Hancock Golf Course
Sullivan County Dramatic Workshop - Rivoli Theatre
Concord Monster Golf Course
Red Hill Fire Tower
Mongaup Pond Campground
Shadowland Theater
Neversink Dam
Catskill Fly Fishing Center and Museum
Roscoe Presbyterian Church
Brook House Gallery Incorporated
South Fallsburg Hebrew Association Synagogue
Grossinger Country Club
Sullivan County Golf and Country Club
Hancock Riverpark
Other Places to Stay Near Monticello, NY
The Catskills
3,777 Properties
Town of Colchester
84 Properties
Town of Thompson
81 Properties
Roscoe
76 Properties
Town of Rockland
67 Properties
Livingston Manor
67 Properties
Town of Highland
48 Properties
Ellenville
35 Properties
Swan Lake
34 Properties
Town of Delaware
31 Properties
Callicoon
31 Properties
Hancock
31 Properties
Complexes around Monticello, NY
Monticello Vacation Rental Frequently Asked Questions
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:
- Tranquil 5-bedroom house
- Sunset Estate in the Catskills
- Spacious 8BR Catskills Cabin w/Game Room & Deck
- Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
- Catskills Cottage with Lake View Book Now
- Villa Roma Resort and Conference Center
- Catskills Luxury Chalet - Mountains Retreat
- Luxury Catskills Retreat : Pool, Hot Tub, Game Room & Riverside Views
- Lakeside Lodge with Studio Apartment
- Catskills Retreat W/Hot Tub & Gym
How many vacation rentals have private pools in Monticello?
There are 50 vacation rentals with private pools near Monticello. Top-rated homes that have access to a swimming pool include:
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:
How many vacation rentals are available in Monticello?
Currently, the total number of properties listed in 2026 is over 17 in the Monticello area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Monticello.
