Holiday Rentals in Monticello

February 2025

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March 2025

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Holiday Rentals in Monticello

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

9.0 out of 10, Wonderful, (70)
"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, (39)
"A wonderful host with a beautiful & comfortable home. All the necessities, plus more! A must stay at. "
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

The Highland: Private Country Cottages, Pool, GameRoom 30+ beds

2.0 star property
6.0 out of 10, (1)
"very old , small, unfinished house . with 26 people as listed you would not have space to walk in the house . Unfortunately due to weather we couldn’t even stand out in backyard , so was pretty congested living for us. This house is more for campers, bachelor groups rather than family . Negatives- 1. No seatings in the house - all together you will have 1 small Futon sofa to seat in the house . Rest need to bring plastic chairs from basement. 2. Unfinished flooring - Flooring in both properties...
The Highland: Private Country Cottages, Pool, GameRoom 30+ beds

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

8.4 out of 10, Very good, (19)
"Nothing negative to say really. Booked this house for 20 guests and it fit us all comfortably. Everything was clean and loved the way this house was layed out. Lots of room and many things to do even inside the house. Huge backyard. Host was very kind. Not many things like paper towel, toilet paper, garbage bags for 4 days with 20 guests as well as no washer and dryer as it’s listed."
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski

Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski

9.6 out of 10, Exceptional, (20)
"Our stay was great! Host was great at communicating. Enough towels were supplied. Beds were very comfortable. Highly recommended!"
Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski

Tanglwood Resort

3.5 star property
8.6 out of 10, Excellent, (347)
"Nice place and location and reasonable price. Kids loved the spiral staircase and Jacuzzi tub in the two bedroom units"
Tanglwood Resort

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (249)
"Works great for our family of seven to Ski at Belleayre Mountain resort. Thank you. "
The price is €139
includes taxes & fees
3 Mar - 4 Mar
Starlite Motel

Postcard Cabins Western Catskills

2.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent stay. Special thanks to Sissy who met us while check out who was very kind to take care of stuffs we wanted to clear that helped us expedite our check out."
The price is €119
includes taxes & fees
25 Mar - 26 Mar
Postcard Cabins Western Catskills

This house is a 7 bedrooms, 4 bathrooms, located in Beach Lake, PA.

9.8 out of 10, Exceptional, (38)
"The house was very fun! We had room for 14 of us. The older kids liked that there was a tv in each bedroom. The pool was the perfect temperature and we all had a great time swimming. The kitchen had plenty of dishes and pots for everything we needed."
This house is a 7 bedrooms, 4 bathrooms, located in Beach Lake, PA.

Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly

9.6 out of 10, Exceptional, (207)
"Cute cabin in the woods, no frills- exactly as described. Clean, comfy, well equipped kitchen, secluded. The snow/ice made the road going in a little difficult, and the yard/deck by the river unusable-- but we expected this going in February. We enjoyed sitting on the porch, even in the chilly weather. Tons of puzzles and games, ( NO TV, but great wi-fi for those that need). We had a very peaceful escape from reality. "
Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly

The Philip Johnson Wolfhouse

10.0 out of 10, Exceptional, (3)
"This house is an architectural gem with great views to the Hudson river and very close to Dia Beacon and really nice hikes. We were a group of 7 and really enjoyed our time together during our stay. Jeremy was really nice and accommodating. I highly recommend this house."
The Philip Johnson Wolfhouse

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (39)
"The property was well maintained and a great space. The views along side the creek were amazing. "
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (107)
"Spectacular view and very convenient to USMA. "
The price is €237
includes taxes & fees
9 Mar - 10 Mar
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax

9.0 out of 10, Wonderful, (76)
"We enjoyed our stay at this condo. There was plenty of space for us to hang out and sleep. We used the kitchen a lot and for the most part it was well equipped. We could have used more things like larger bowls to mix things or for chips. The downstairs bathroom shower could also use a curtain so that the water doesn’t get everywhere. The condo was easy to find and check in. The owner reached out to make sure we were good which was nice. Overall our family was happy with the unit "
The price is €436
includes taxes & fees
3 Mar - 4 Mar
Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax

Trails Head Cabin

9.8 out of 10, Exceptional, (76)
"We had a wonderful stay! The property managers were wonderful. We stayed the night for a birthday celebration and they made the experience extra special. Will definitely return!"
The price is €202
includes taxes & fees
2 Mar - 3 Mar
Trails Head Cabin

In the cloud ~your cozy lake house

9.6 out of 10, Exceptional, (85)
"Great spot."
The price is €361
includes taxes & fees
2 Mar - 3 Mar
In the cloud ~your cozy lake house

Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

10.0 out of 10, Exceptional, (281)
"Beautiful, quiet property that was a great getaway from the city. A pair of bald eagles were circling the lake which was a really amazing surprise! "
The price is €264
includes taxes & fees
11 Mar - 12 Mar
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly

9.2 out of 10, Wonderful, (20)
"The property is beautiful. The soft snow blanketing the area only made it more so. Everything was exactly where it was said to be and our hosts were ready and willing to help at a moments notice. Couldn't ask for a better place"
Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly

Game Room + Deck: Group Getaway in the Poconos

6.0 out of 10, (2)
"We booked this property to celebrate my boyfriend's 30th birthday, as we were going on a ski/snowboarding trip to Elk Mountain. The game room was a key reason for choosing this rental, but we couldn't use it at all due to severe heating issues. The wall & floor heating units did not work in the game room or the downstairs bedrooms, leaving everyone who slept downstairs freezing. The game room was so cold that no one could stay in there for more than a minute. When we contacted the host, they...
Game Room + Deck: Group Getaway in the Poconos

A world where time stands still, close to Belleayre Ski & Wedding venues.

10.0 out of 10, Exceptional, (8)
"Just as advertised. Clean, comfortable, and inviting cabin perfect for relaxing after a day of skiing. The roads leading to the cabin are rural, and the driveway is a bit steep, so keep that in mind if you’ll be driving during or after a snowfall in the area. "
The price is €519
includes taxes & fees
4 Mar - 5 Mar
A world where time stands still, close to Belleayre Ski & Wedding venues.
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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Other types of properties in Monticello you may be interested in

The Kartrite Resort & Indoor Waterpark

4.0 star property
8.0 out of 10, Very good, (1263)
"We had a great time for presidents weekend"
The price is €304
includes taxes & fees
2 Mar - 3 Mar
The Kartrite Resort & Indoor Waterpark

Resorts World Catskills Casino

4.5 star property
8.8 out of 10, Excellent, (1002)
"Enjoyed my stay it was my first but not the last "
The price is €208
includes taxes & fees
12 Mar - 13 Mar
Resorts World Catskills Casino

Hampton Inn Monticello

2.5 star property
9.4 out of 10, Exceptional, (511)
"Quick overnight stay to go to the casino. Great location and super convenient. Hotel was very clean and friendly staff. Great value for price. "
The price is €119
includes taxes & fees
9 Mar - 10 Mar
Hampton Inn Monticello
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.

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

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.