A calm lake with a sunset reflecting on the water, surrounded by forested hills.

Monticello Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Monticello vacation rentals

A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

1. Cottage Suites

Cottage Suites
3.0 star property
Middletown
5.4 out of 10, (10 reviews)
"Room could have actually been cleaned , this is a building not a “hotel” ,"
United States
Jennifer
The price is CA $92
CA $206 total
includes taxes & fees
Sep 1 - Sep 2
Cottage Suites
A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

2. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (311 reviews)
"nice room, nice kitchen, nice renovated rest room, plus picnic tables and grounds"
United States
Sarah
The price is CA $173
CA $194 total
includes taxes & fees
Aug 31 - Sep 1
Starlite Motel

3. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Roscoe
9.4 out of 10, Exceptional, (181 reviews)
"Great staff, and nature friendly"
United States
Maaz
The price is CA $175
CA $254 total
includes taxes & fees
Sep 1 - Sep 2
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

4. Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (80 reviews)
"Great room, good amenities, very nice area. My friends and I had a great time staying here for our skiing trip and plan on renting again next year."
United States
Taylor
The price is CA $151
CA $219 total
includes taxes & fees
Aug 30 - Aug 31
Suites on Main
A spacious living room with a high ceiling, large windows, a flat-screen TV, a grey sofa, a small round table, and a wooden deck visible through the glass door.

5. Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is CA $335
CA $571 total
includes taxes & fees
Aug 30 - Aug 31
Hike & Fish: Outdoor Retreat Near Trails
A sunroom with a wooden table, two chairs, a sofa, and a view of a green landscape.

6. Equinunk

Equinunk
3.0 star property
Equinunk
The price is CA $271
CA $518 total
includes taxes & fees
Sep 16 - Sep 17
Equinunk
A house with a covered porch, stone foundation, and a front door with a wreath.

7. West Point Summer Pool Jacuzzi Events Pets OK

West Point Summer Pool Jacuzzi Events Pets OK
2.0 star property
Cornwall
The price is CA $935
CA $1,838 total
includes taxes & fees
Sep 9 - Sep 10
West Point Summer Pool Jacuzzi Events Pets OK
A wooden cabin with a porch, a door, and a window.

8. Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is CA $242
CA $370 total
includes taxes & fees
Aug 31 - Sep 1
Close to Trails: Studio w/ Water Views
A spacious living room with a fireplace, a ceiling fan, and a large window.

9. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"The house was very quiet and exactly as advertised. Would stay again!"
United States
Scott
The price is CA $294
CA $716 total
includes taxes & fees
Aug 30 - Aug 31
Hudson Valley Retreat w/ Pool Near Greenwood Lake
A spacious porch with large windows offering views of a lake and surrounding landscape.

10. By Mtn Creek Resort: The Point on Highland Lake

By Mtn Creek Resort: The Point on Highland Lake
3.0 star property
Highland Lakes
The price is CA $716
CA $1,306 total
includes taxes & fees
Sep 8 - Sep 9
By Mtn Creek Resort: The Point on Highland Lake
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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Top Monticello Hotel Reviews

Best Western Monticello

Best Western Monticello

10/10 Excellent
"Convenient location off 17. Also has a great Italian restaurant next door."
Michael 1-night trip
Posted 3 days ago
Best Western Monticello

Find out more about Monticello

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Monticello. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Monticello?

Yes, we give you a choice of vacation rentals in Monticello close to The Kartrite Resort & Indoor Waterpark, or you can select a more secluded option if you're looking for a relaxing 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?

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!: 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 9 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 patio, a private yard, and a selection of games so you can immerse yourself in your vacation. Some other top choices in Monticello are Highland Cabins Estate! Huge Hotub, 5 Private Units! Gameroom; 40+ guests and Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!.

How many vacation rentals are there in Monticello?

Expedia has 27 vacation rentals for your stay in Monticello.

What can I see and do in Monticello?

Sackett Lake and Neversink River are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include The Kartrite Resort & Indoor Waterpark. 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.