Monticello Vacation Rentals

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Jul 13 - Jul 14
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Vacation Rentals in Monticello

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Relax in a spacious room with a large bed, floor-to-ceiling windows, and a comfortable seating area.

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

9.0 out of 10, Wonderful, (75)
"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!
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Enjoy cooking in this well-equipped kitchen with a central island and bar stools.

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

9.6 out of 10, Exceptional, (45)
"Love the hot tub, love the location Absolutely loved our stay! The place was clean, cozy, and exactly as described. Great location, easy check-in, and the host was super responsive."
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland
Enjoy cooking in this well-equipped kitchen with oven, stovetop, and sink.

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"The property was very big and spacious. We had a large group, yet everyone had more than enough room.Looking forward to renting this place again. "
Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland
Lakefront Catskills Escape with Hot Tub, Game Room, and Theater!
Relax in this serene bedroom with a large sliding door leading to an outdoor deck, a comfortable bed, and beautiful wall art.

Lakefront Catskills Escape with Hot Tub, Game Room, and Theater!

10.0 out of 10, Exceptional, (4)
"My boyfriend and I stayed here for Thanksgiving weekend. It was quiet and peaceful, and the house was spacious and well appointed. Would love to come back in the summer to take advantage of all the lake has to offer! "
Lakefront Catskills Escape with Hot Tub, Game Room, and Theater!
GRANDMA'S COTTAGE
Steps lead up to a welcoming front door with a small porch and mailbox.

GRANDMA'S COTTAGE

10.0 out of 10, Exceptional, (14)
"I love the part that it really makes you feel like you at grandmas house and it’s close to a lot of fun things to do."
The price is ￥21,230
￥40,269 total
includes taxes & fees
Jul 14 - Jul 15
GRANDMA'S COTTAGE
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
Relax by the pool surrounded by lush greenery and trees, with lounge chairs and tables for a comfortable stay.

Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!

9.6 out of 10, Exceptional, (31)
"Our stay was great! Host was great at communicating. Enough towels were supplied. Beds were very comfortable. Highly recommended!"
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
Relax in a serene outdoor setting with a hot tub surrounded by a patio and comfortable seating.

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

8.0 out of 10, Very Good, (23)
"Had a nice time with a large group of people. "
The price is ￥66,344
￥159,881 total
includes taxes & fees
Jul 14 - Jul 15
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
New Custom A-Frame in Swinging Bridge Lake Community
Enjoy panoramic forest views from the large windows of this cabin, featuring a seating area perfect for outdoor dining or relaxation.

New Custom A-Frame in Swinging Bridge Lake Community

10.0 out of 10, Exceptional, (15)
"It is a nice getaway place for anytime if you love quiet and relaxing moments "
New Custom A-Frame in Swinging Bridge Lake Community
Catskills Lakefront Escape with Hot Tub
Escape to a serene lakeside retreat with a cozy main building and dock.

Catskills Lakefront Escape with Hot Tub

9.8 out of 10, Exceptional, (18)
"Everyone had a place to sleep! Very clean! Great hot tub! "
Catskills Lakefront Escape with Hot Tub
Sun Drenched Lakefront Cove
Fridge, microwave, oven, stovetop

Sun Drenched Lakefront Cove

9.2 out of 10, Wonderful, (20)
"We had a great time! Plenty of room and very clean."
Sun Drenched Lakefront Cove
Unique Escapes
Enjoy al fresco dining on the deck with a table for four, a grill, and a barbecue area.

Unique Escapes

3.0 star property
10.0 out of 10, Exceptional, (1)
Unique Escapes
Beautiful 10-Bedroom Home for Group Getaways
Two single beds with matching headboards and pillows, a bedside table, and a large window with curtains.

Beautiful 10-Bedroom Home for Group Getaways

Beautiful 10-Bedroom Home for Group Getaways
Lakeside Lodge with Studio Apartment
Relax in a hot tub surrounded by serene winter scenery and comfortable outdoor seating.

Lakeside Lodge with Studio Apartment

10.0 out of 10, Exceptional, (1)
"Really nice stay. No complaints. Has everything you need for a great long weekend. Super quiet and clean. Lots of room. Beds were super comfortable. A true diamond in the rough!"
Lakeside Lodge with Studio Apartment
Modernist Lakefront Sojourn
Relax and socialize in this outdoor space, featuring a sofa set, chairs, and dining table, perfect for al fresco dining and gatherings.

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
Modern 3-bedroom cabin with Hot Tub and Private Pond
Relax in a serene cabin surrounded by lush greenery, with a fire pit and Adirondack chairs perfect for unwinding.

Modern 3-bedroom cabin with Hot Tub and Private Pond

9.6 out of 10, Exceptional, (20)
"As described, a perfect weekend getaway. Robert was super responsive. House was lovely."
Modern 3-bedroom cabin with Hot Tub and Private Pond
The Compound by Malon Villas
Relax in this inviting living area with a plush sofa, stone fireplace, and large window.

The Compound by Malon Villas

10.0 out of 10, Exceptional, (1)
"We had a large group and this place could not have been more perfect, we had a blast. It is enormous there were 15 bedrooms total, including some bunk rooms and plenty of room for everyone. The pool is amazing and warm, the pool room is enormous. The sauna and hot tub were fantastic. We will hopefully return sooner than later, it was a great winter stay and I'm sure it's amazing in the summer too. "
The Compound by Malon Villas
Newly Built Handcrafted Cozy Log Home
Surrounded by a well-maintained garden, this cabin features a spacious porch and a steeply pitched roof.

Newly Built Handcrafted Cozy Log Home

4.0 out of 10, (1)
"While the listing states there are two bedrooms, that is not the case. There is a lovely bedroom with a king size bed and then the second "bedroom" is actually just a loft with two hard futons (pictured). There are also two showers, both located in the first bedroom en suite. We went to the cabin as two couples and these accommodations made for incredibly unequal stays. In addition, it should be know that you are asked to not flush your toilet paper, but put used paper in the garbage and the...
Newly Built Handcrafted Cozy Log Home
Whimsical Lakefront Chalet
Surrounded by snow-covered trees, this cabin features a balcony and a prominent chimney.

Whimsical Lakefront Chalet

9.6 out of 10, Exceptional, (8)
"The property was great and we had a blast. Only wish there were more blankets available as it got super chilly!"
Whimsical Lakefront Chalet
Secluded lakefront home With an EV charger
Relax in a serene forest setting with a view, surrounded by trees and a wooden deck.

Secluded lakefront home With an EV charger

9.8 out of 10, Exceptional, (11)
"My family and I were looking for a secluded and quiet place to unwind for vacation. This place did not disappoint, the house had everything we could possibly need!"
Secluded lakefront home With an EV charger
Serenity at Lake Joseph | Lakefront•Hot Tub•Ski
Enjoy cooking in this well-lit kitchen with a large island and a view of the outdoors.

Serenity at Lake Joseph | Lakefront•Hot Tub•Ski

9.4 out of 10, Exceptional, (3)
"This property has an amazing location with plenty of space in the home! Loved the open kitchen with plenty of seating. Great place to stay if you have children. "
Serenity at Lake Joseph | Lakefront•Hot Tub•Ski
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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Frequently asked questions

Can I find a vacation rental in Monticello?

Yes, we give you a choice of vacation rentals close to popular local attractions in Monticello, or you can select a more remote option if you want a relaxing place to stay. Travelers who like culture and the arts say Monticello is known for its live music and theater scene. Make sure you allow time to enjoy the forests during your vacation.

What are some of the best vacation rentals that Monticello has to offer?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: Visitors like this Monticello vacation home rental. It is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. Some other top choices in Monticello are 5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation! and Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland.

How many vacation rentals are there in Monticello?

Expedia has 26 vacation rentals for your stay in Monticello.

What can I see and do in Monticello?

Neversink River and Mongaup River are a couple of lovely local spots to get outside and enjoy nature. Monticello Casino and Raceway and Resorts World Catskills are other places to visit while you're in town.

What are vacation rentals like in Monticello?

Vacation rentals are private accommodations you can book for a short or long stay in Monticello. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip.