Monticello Holiday Rentals

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Check prices for these dates

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

Holiday Rentals in Monticello

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

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!
Interior

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
Fridge, microwave, oven, stovetop

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
The Compound by Malon Villas
TV, fireplace, table football, offices

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
Sun Drenched Lakefront Cove
Fridge, microwave, oven, stovetop

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
GRANDMA'S COTTAGE
Exterior detail

GRANDMA'S COTTAGE

9.6 out of 10, Exceptional, (15)
"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 HK$1,407
HK$2,495 total
includes taxes & fees
26 Aug - 27 Aug
GRANDMA'S COTTAGE
Lakefront Catskills Escape with Hot Tub, Game Room, and Theater!
3 bedrooms, desk, iron/ironing board, travel cot

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

10.0 out of 10, Exceptional, (6)
"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!
Catskills Lakefront Escape with Hot Tub
Exterior

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
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

8.2 out of 10, Very good, (24)
"We had a great time! We had our wedding there and it was perfect. Everyone had a great time and the stores were close by. The property is beautiful. "
The price is HK$2,306
HK$6,921 total
includes taxes & fees
8 Sept - 9 Sept
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
Indoor pool, outdoor pool

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

9.4 out of 10, Exceptional, (33)
"Great Property. Clean and Spacious. "
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
Unique Escapes
Exterior

Unique Escapes

3.0 star property
10.0 out of 10, Exceptional, (1)
Unique Escapes
Beautiful 10-Bedroom Home for Group Getaways
10 bedrooms, iron/ironing board, WiFi, bed sheets

Beautiful 10-Bedroom Home for Group Getaways

Beautiful 10-Bedroom Home for Group Getaways
New Custom A-Frame in Swinging Bridge Lake Community
Outdoor dining

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
Modern 3-bedroom cabin with Hot Tub and Private Pond
Terrace/patio

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
Spacious Catskills Home with Covered Hot Tub
Exterior

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
Modernist Lakefront Sojourn
Outdoor dining

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
Terrace/patio

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
Catskills Mid-Century Modern 2-bedroom in Monticello, NY
Fridge, microwave, oven, stovetop

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

Catskills Mid-Century Modern 2-bedroom in Monticello, NY
Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome
Outdoor dining

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

The price is HK$2,282
HK$4,366 total
includes taxes & fees
28 Aug - 29 Aug
Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome
Newly Built Handcrafted Cozy Log Home
Exterior

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
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

Resorts World Catskills Casino

Resorts World Catskills Casino

10/10 Excellent
"Very clean , beautiful room"
Rosemarie 1-night trip
Posted 2 days ago
Resorts World Catskills Casino

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.