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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 179 Vacation Homes in Monticello with updated reviews, rates, and availability.

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
5 bedrooms, desk, iron/ironing board, free WiFi

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

9.0 out of 10, Wonderful, (73)
"This beautiful getaway was just what we needed. Fresh air, nature, and a gorgeous home. Already planning our next trip back..."
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Catskills mountain gateway house.
Terrace/patio

Catskills mountain gateway house.

9.8 out of 10, Exceptional, (19)
"Had a great time with friends for a peaceful weekend away from NYC. We loved the house and it was just what we needed!"
Catskills mountain gateway house.
In the cloud ~your cozy lake house
Interior

In the cloud ~your cozy lake house

9.6 out of 10, Exceptional, (87)
"Great spot."
The price is AED 691
AED 1,293 total
includes taxes & fees
13 May - 14 May
In the cloud ~your cozy lake house
Sun Drenched Lakefront Cove
Fridge, microwave, oven, stovetop

Sun Drenched Lakefront Cove

9.0 out of 10, Wonderful, (18)
"We had a great time! Plenty of room and very clean."
Sun Drenched Lakefront Cove
Beaver Lake Escape
Interior

Beaver Lake Escape

9.4 out of 10, Exceptional, (15)
"Greatly enjoyed our short stay. The dog bones were a nice touch for our pups. Extremely clean, great layout - we would love to return soon"
The price is AED 606
AED 999 total
includes taxes & fees
14 May - 15 May
Beaver Lake Escape
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
Outdoor spa tub

Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski

8.0 out of 10, Very Good, (20)
"Nothing negative to say really. Booked this house for 20 guests and it fit us all comfortably. Everything was clean and loved the way this house was layed out. Lots of room and many things to do even inside the house. Huge backyard. Host was very kind. Not many things like paper towel, toilet paper, garbage bags for 4 days with 20 guests as well as no washer and dryer as it’s listed."
The price is AED 533
AED 2,547 total
includes taxes & fees
12 May - 13 May
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
The Perfect up to date Private Getaway to call home for a while
Smart TV, offices, computer monitors

The Perfect up to date Private Getaway to call home for a while

8.6 out of 10, Excellent, (4)
"This property and listing was perfect for our men's retreat weekend getaway. We gathered together and enjoyed being able to spread out in the spacious home. It was very close to a local park with a pool, basketball court, and open field. We also enjoyed grilling on the patio and using the fire-pit to roast s'mores in the evening. The driveway had plenty of parking. The pool on the property was unusable but the backyard was perfect for us to play football and have outdoor activities. We...
The Perfect up to date Private Getaway to call home for a while
5 minutes from original Woodstock site.
Fridge, microwave, oven, stovetop

5 minutes from original Woodstock site.

9.8 out of 10, Exceptional, (48)
"Amazing stay! Clean home and very cozy "
The price is AED 360
AED 801 total
includes taxes & fees
19 May - 20 May
5 minutes from original Woodstock site.
Private Lakeside Retreat- Pool/Hot tub/Sauna/RV
Exterior

Private Lakeside Retreat- Pool/Hot tub/Sauna/RV

The price is AED 1,098
AED 3,934 total
includes taxes & fees
11 May - 12 May
Private Lakeside Retreat- Pool/Hot tub/Sauna/RV
Trails Head Tiny House
Exterior

Trails Head Tiny House

9.2 out of 10, Wonderful, (11)
"beautiful tiny home with privacy and amazing scenery! definitely recommend for a little getaway, come prepared as if you’re camping! "
The price is AED 290
AED 490 total
includes taxes & fees
11 May - 12 May
Trails Head Tiny House
Charming Catskills Lakefront Cottage
Sun loungers

Charming Catskills Lakefront Cottage

8.8 out of 10, Excellent, (10)
"The house was perfectly spacious and the outside area by the lake was amazing. Easy drive to the nearby small towns. Full of character and the house was well prepared."
Charming Catskills Lakefront Cottage
1913 LOVE SHACK Bethel NY Bethel Woods your own Private Dock on LAKE 6 BREWERIES
Lake

1913 LOVE SHACK Bethel NY Bethel Woods your own Private Dock on LAKE 6 BREWERIES

9.6 out of 10, Exceptional, (13)
"It was a great stay for our family including our puppy. Cabin was cozy and warm. Thanks for having us!"
1913 LOVE SHACK Bethel NY Bethel Woods your own Private Dock on LAKE 6 BREWERIES
Dazzling Design, Hot Tub, Huge Rooms, Privacy, 20 acres
Outdoor spa tub

Dazzling Design, Hot Tub, Huge Rooms, Privacy, 20 acres

10.0 out of 10, Exceptional, (26)
"This was our third time at this property and it was just as well kept as the first time. It is well appointed, clean and the manager is very responsive to any questions we have. We look forward to staying there again next year!"
Dazzling Design, Hot Tub, Huge Rooms, Privacy, 20 acres
Lakefront 7 Bedrooms! Private Dock Swim! Fish! Boat! Newly renovated
Outdoor spa tub

Lakefront 7 Bedrooms! Private Dock Swim! Fish! Boat! Newly renovated

9.8 out of 10, Exceptional, (67)
"Had a wonderful time staying here, really enjoyed the beautiful house and property. Thank you "
Lakefront 7 Bedrooms! Private Dock Swim! Fish! Boat! Newly renovated
Swim, Hike & Ski: Waterfront Home in White Lake!
Fridge, microwave, stovetop, dishwasher

Swim, Hike & Ski: Waterfront Home in White Lake!

Swim, Hike & Ski: Waterfront Home in White Lake!
Cozy Swan Lake Apt w/ Grill + Private Yard
Fridge, microwave, stovetop, dishwasher

Cozy Swan Lake Apt w/ Grill + Private Yard

9.6 out of 10, Exceptional, (14)
"Very clean"
Cozy Swan Lake Apt w/ Grill + Private Yard
Beautiful and Charming 3-bedroom House in Mountain Dale, NY
Exterior

Beautiful and Charming 3-bedroom House in Mountain Dale, NY

2.0 out of 10, (1)
"Incrediblely disappointed in this house. Not only was it extremely unclean but there were multiple rats in the house as well as uncleaned rat feces on the kitchen counter, as well as the beds being dusty upon entry. Game area lacked most equipment that was shown and half of the amenities were closed and not diclosed till after the property was booked. Kitchen was claimed to be fully stocked however there was no serviceable pans and all pots were dirty. Additionally, there were no utensil. Host...
The price is AED 367
AED 933 total
includes taxes & fees
11 May - 12 May
Beautiful and Charming 3-bedroom House in Mountain Dale, NY
Modernist Lakefront Sojourn
Outdoor dining

Modernist Lakefront Sojourn

9.4 out of 10, Exceptional, (3)
"Beautiful property with lots of space for my large family. We enjoyed the open floor plan and space to gather together. "
Modernist Lakefront Sojourn
Dancing Doe Estate with Wood Stove, Hot Tub & Firepit
Terrace/patio

Dancing Doe Estate with Wood Stove, Hot Tub & Firepit

4.0 star property
10.0 out of 10, Exceptional, (2)
"We really enjoyed a post-holiday getaway in the cozy Dancing Doe Estate. It was the perfect house to relax, unwind and welcome in my husband's 50th trip around the sun. "
Dancing Doe Estate with Wood Stove, Hot Tub & Firepit
Cozy little retreat far from the city
Terrace/patio

Cozy little retreat far from the city

Cozy little retreat far from the city
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Monticello

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
5 bedrooms, desk, iron/ironing board, free WiFi

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

9.0 out of 10, Wonderful, (73)
"This beautiful getaway was just what we needed. Fresh air, nature, and a gorgeous home. Already planning our next trip back..."
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland
Aerial view

Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had the most incredible stay at Highland! This property is perfectly set up for groups or families traveling together. With five separate houses/cabins, each couple (and their kids) had their own private space to relax and recharge—super comfortable and cozy, yet very clean and well-kept. It made the whole experience feel seamless and stress-free.At the same time, the shared space was perfect for gathering. We had the best time cooking and eating meals together, playing games, and just...
Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Fridge, microwave, oven, stovetop

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

9.6 out of 10, Exceptional, (40)
"The whole family had a great time! We would love to come back!"
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.