Monticello Holiday Rentals

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

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, (84)
"Great property for a group trip. We enjoyed the house it was spacious and had everything we needed. The lake, kayaks and paddle boards were a lot of fun. I highly recommend and would stay again."
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)
"House had everything you could ever need. Such a great location "
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland
12 bedrooms, iron/ironing board, travel cot, free WiFi

Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland

2.0 star property
8.0 out of 10, Very good, (4)
"We had the BEST time staying here with our sorority sisters! The property is absolutely perfect for groups — so many private bedrooms that gave everyone their own space, plus the cutest houses and cabins that made it feel like a little village just for us. The dining hall was super chill and such a great hangout spot for meals and late-night laughs.We loved how close it was to everything — food, fun activities, and plenty of outdoor space to enjoy the yard. It made planning so easy since...
Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ 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
Nature’s Hideaway
Exterior

Nature’s Hideaway

Nature’s Hideaway
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)
"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 HK$2,296
HK$6,892 total
includes taxes & fees
13 Oct - 14 Oct
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
Unique Escapes
Exterior

Unique Escapes

3.0 star property
10.0 out of 10, Exceptional, (1)
Unique Escapes
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
GRANDMA'S COTTAGE
Exterior detail

GRANDMA'S COTTAGE

9.4 out of 10, Exceptional, (18)
"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$1,401
HK$2,468 total
includes taxes & fees
14 Oct - 15 Oct
GRANDMA'S COTTAGE
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)
"Top it off with the pool, snuggle in a hotub and such comfy beds! We just loved our stay. Shira was so kind and helpful the whole time. Super clean and spacious!"
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
Beautiful 10-Bedroom Home for Group Getaways
10 bedrooms, iron/ironing board, WiFi, bed sheets

Beautiful 10-Bedroom Home for Group Getaways

8.0 out of 10, Very good, (1)
"The landscape is beautiful. There’s much to explore. It is a convenient location. The fire pit was a highlight. Toasting marshmallows and grilling. The house is tastefully decorated. The water pressure in sinks and showers is very very slow. The layout is a bit of a maze. There’s a center staircase that splits. Half of the sleepy areas on two side. The description of 10 bedrooms is deceptive. Each of the bedrooms has a lounge area. These areas are spacious and have sofas that fold out; not...
Beautiful 10-Bedroom Home for Group Getaways
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!

9.6 out of 10, Exceptional, (7)
"Came with a group of girls for my sister's bachelorette. Had an amazing time and the house was beautiful! Appreciated the host's quick response to my questions."
Lakefront Catskills Escape with Hot Tub, Game Room, and Theater!
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
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, (19)
"Our third time here! Cozy A frame makes for such a relaxing getaway."
New Custom A-Frame in Swinging Bridge Lake Community
Sun Drenched Lakefront Cove
Fridge, microwave, oven, stovetop

Sun Drenched Lakefront Cove

9.0 out of 10, Wonderful, (26)
"We had a great time! Plenty of room and very clean."
Sun Drenched Lakefront Cove
Marina Hillside Lakefront Retreat
On the beach

Marina Hillside Lakefront Retreat

10.0 out of 10, Exceptional, (2)
"We had a great stay in this nice lake house. Fun beach, kayaks and a marina next door to rent even bigger boats!"
Marina Hillside Lakefront Retreat
Spacious Catskills Home
Exterior

Spacious Catskills Home

9.8 out of 10, Exceptional, (25)
"We had an amazing family gathering! Wonderful spot!!"
Spacious Catskills Home
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
Whimsical Lakefront Chalet
Exterior

Whimsical Lakefront Chalet

9.6 out of 10, Exceptional, (9)
"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
Terrace/patio

Secluded lakefront home With an EV charger

9.8 out of 10, Exceptional, (12)
"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
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

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

10/10 Excellent
"Sofa on the Room was a bit dusty, but overall was a good hotel and family friendly. "
Wanda I 1-night trip
Posted 5 days ago
The Kartrite Resort & Indoor Waterpark

Find out more about Monticello

Search for holiday rentals in Monticello on Expedia! You can easily find your home rentals, villas, holiday apartments in Monticello using one of the methods below:

  • View our selection of featured holiday rentals in Monticello
  • Use the map to find apartments and other holiday homes in the Monticello neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Monticello while they last

Look no further and take a look at our great range of rental properties in Monticello!

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 27 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.