Monticello Holiday Rentals

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Holiday Rentals in Monticello

Our top choices for Monticello holiday rentals

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

9.0 out of 10, Wonderful, (81)
"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!

9.6 out of 10, Exceptional, (47)
"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

2.0 star property
7.4 out of 10, Good, (3)
"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

GRANDMA'S COTTAGE

9.8 out of 10, Exceptional, (16)
"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 NZ$538
includes taxes & fees
13 Sept - 14 Sept
GRANDMA'S COTTAGE

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

9.6 out of 10, Exceptional, (7)
"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!

New Custom A-Frame in Swinging Bridge Lake Community

10.0 out of 10, Exceptional, (18)
"Our third time here! Cozy A frame makes for such a relaxing getaway."
New Custom A-Frame in Swinging Bridge Lake Community

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

Modern 3-bedroom cabin with Hot Tub and Private Pond

9.6 out of 10, Exceptional, (20)
"Th"
Modern 3-bedroom cabin with Hot Tub and Private Pond

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

8.2 out of 10, Very good, (24)
"This place was very nice and clean. It was the perfect size and we had a good time here. We definitely recommend! "
The price is NZ$1,503
includes taxes & fees
8 Sept - 9 Sept
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski

Catskills Lakefront Escape with Hot Tub

9.8 out of 10, Exceptional, (19)
"Everyone had a place to sleep! Very clean! Great hot tub! "
Catskills Lakefront Escape with Hot Tub

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

Unique Escapes

3.0 star property
10.0 out of 10, Exceptional, (1)
Unique Escapes

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

9.4 out of 10, Exceptional, (33)
"This place was fun, efficient, big, and clean! We loved it here and it was very spacious for us! We will definitely be back some day"
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!

Beautiful 10-Bedroom Home for Group Getaways

Beautiful 10-Bedroom Home for Group Getaways

Spacious Catskills Home with Covered Hot Tub

9.8 out of 10, Exceptional, (25)
"We had an amazing family gathering! Wonderful spot!!"
Spacious Catskills Home with Covered Hot Tub

Sun Drenched Lakefront Cove

9.0 out of 10, Wonderful, (25)
"We had a great time! Plenty of room and very clean."
Sun Drenched Lakefront Cove

Modernist Lakefront Sojourn

9.0 out of 10, Wonderful, (4)
"Nice place, plenty of room, great view of the lake."
Modernist Lakefront Sojourn

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

Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome

The price is NZ$1,104
includes taxes & fees
20 Sept - 21 Sept
Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome

Catskills Mid-Century Modern 2-bedroom in Monticello, NY

Catskills Mid-Century Modern 2-bedroom in Monticello, NY
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

Find out more about Monticello

Find out more about Monticello

Everything you need to know about Monticello holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Monticello holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monticello holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Monticello holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monticello. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monticello holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Monticello holiday rentals we have selected for you start as low as NZ$538 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Monticello rentals

At Expedia, we put the best Monticello holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Monticello rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monticello holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monticello. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Monticello?

Yes, there are holiday rentals close to the most popular sights in Monticello, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts say Monticello is known for its live music and theatre scene. Make sure you allow time to enjoy the forests during your holiday.

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

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This highly rated holiday home rental in Monticello is located on a lake, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. 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 holiday rentals are there in Monticello?

Expedia has 26 holiday 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 holiday rentals like in Monticello?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Monticello. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family gatherings.