Monticello Holiday Rentals

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Check prices for these dates

Tonight
31 Oct - 1 Nov
Tomorrow
1 Nov - 2 Nov
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Holiday Rentals in Monticello

6 bedrooms, desk, iron/ironing board, free WiFi
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
9.0 out of 10, Wonderful, (85)
"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."
United States
Denise D.
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Fridge, microwave, oven, stovetop
Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland
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...
United States
Nancy D.
Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland
Interior
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
9.6 out of 10, Exceptional, (48)
"The view was beautiful and the house was spotless. They had extra amenities that we forgot so we were set for our trip! Amazing owner who is very sweet and thoughtful!"
United States
Kayla U.
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
TV, fireplace, table football, offices
The Compound by Malon Villas
The Compound by Malon Villas
10.0 out of 10, Exceptional, (2)
"I was in love with the property from the beginning! The pictures dont do justice how serene and peaceful the surroundings are. The home fit our large gathering of 30, for my mother's 70th birthday. We enjoyed every part of the property. Hot tub was used by all, kids loved the game and theatre rooms. Adults and kids took advantage of the pool. Kitchen was well stocked and so large to accommodate everyone comfortably. We even used the fire pit outside woth lots of firewood provided. Deer were...
United States
Agata B.
The Compound by Malon Villas
Outdoor spa tub
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
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! "
United States
Alexa W.
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
Exterior detail
GRANDMA'S COTTAGE
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."
United States
Jordan
The price is HK$1,398
HK$2,463 total
includes taxes & fees
1 Nov - 2 Nov
GRANDMA'S COTTAGE
Exterior
Nature’s Hideaway
Nature’s Hideaway
Nature’s Hideaway
Fridge, microwave, oven, stovetop
Sun Drenched Lakefront Cove
Sun Drenched Lakefront Cove
9.0 out of 10, Wonderful, (26)
"We had a great time! Plenty of room and very clean."
United States
Beth N.
Sun Drenched Lakefront Cove
Exterior
Unique Escapes
Unique Escapes
3.0 star property
10.0 out of 10, Exceptional, (1)
Unique Escapes
Exterior
Catskills Lakefront Escape with Hot Tub
Catskills Lakefront Escape with Hot Tub
9.8 out of 10, Exceptional, (19)
"This amazing property looks even better in person than one can tell from the pictures. Modern amenities, comfortable sleeping accomodations and 3 full bathrooms made our stay one to remember. Lee's communication was phenomenal and the check-in/check-out process was seamless. Would highly recommend this lakefront getaway!!"
United States
Thomas O.
Catskills Lakefront Escape with Hot Tub
10 bedrooms, iron/ironing board, WiFi, bed sheets
Beautiful 10-Bedroom Home for Group Getaways
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...
United States
Leah
Beautiful 10-Bedroom Home for Group Getaways
Indoor pool, outdoor pool
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
9.4 out of 10, Exceptional, (34)
"We have gone back to this location three times because it's an excellent value with many bedrooms for our large group. The property manager was very responsive to any needs during our stay. The kitchen might use an upgrade, but the rest of the property is very good."
United States
Joseph M.
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
3 bedrooms, desk, iron/ironing board, travel cot
Lakefront Catskills Escape with Hot Tub, Game Room, and Theater!
Lakefront Catskills Escape with Hot Tub, Game Room, and Theater!
9.6 out of 10, Exceptional, (7)
"Went up for a bachelor party with 9 guys. Very spacious and fit everyone perfectly. Views speaks for itself. Very great getaway and would go again in the near future."
United States
Johnny W.
Lakefront Catskills Escape with Hot Tub, Game Room, and Theater!
Outdoor dining
New Custom A-Frame in Swinging Bridge Lake Community
New Custom A-Frame in Swinging Bridge Lake Community
10.0 out of 10, Exceptional, (21)
"Another great stay at the A frame! I hope to be back next summer!"
United States
Joshua P.
New Custom A-Frame in Swinging Bridge Lake Community
Terrace/patio
Modern 3-bedroom cabin with Hot Tub and Private Pond
Modern 3-bedroom cabin with Hot Tub and Private Pond
9.6 out of 10, Exceptional, (20)
Modern 3-bedroom cabin with Hot Tub and Private Pond
Property grounds
Tranquil 5-bedroom house
Tranquil 5-bedroom house
The price is HK$2,343
HK$4,477 total
includes taxes & fees
4 Nov - 5 Nov
Tranquil 5-bedroom house
On the beach
Marina Hillside Lakefront Retreat
Marina Hillside Lakefront Retreat
10.0 out of 10, Exceptional, (2)
"The advertising/pictures were a perfect representation of what we got; the house was clean (had everything you needed) and access to the lake was amazing. Our family had a great time. Highly recommend."
United States
Shannon B.
Marina Hillside Lakefront Retreat
Terrace/patio
Secluded lakefront home With an EV charger
Secluded lakefront home With an EV charger
9.8 out of 10, Exceptional, (12)
"This house was perfect for family weekend getaway. Was secluded and right on the brrok that feeds the lake."
United States
Michael K.
Secluded lakefront home With an EV charger
Fridge, microwave, oven, stovetop
Serenity at Lake Joseph | Lakefront•Hot Tub•Ski
Serenity at Lake Joseph | Lakefront•Hot Tub•Ski
9.6 out of 10, Exceptional, (4)
"We had a fabulous time! The house was gorgeous and the games and hot tub were so much fun. Kayaking was a blast and we really enjoyed every minute!"
United States
Sara G.
Serenity at Lake Joseph | Lakefront•Hot Tub•Ski
Exterior
Whimsical Lakefront Chalet
Whimsical Lakefront Chalet
9.6 out of 10, Exceptional, (9)
"My husband and I took our dog because she loves to swim. The house was beautiful but the steps to take the dog to go potty was a lot. There were two fireplaces which were great and the house was fully equipped with everything we needed. I highly recommend this area and house."
United States
Catherine P.
Whimsical Lakefront Chalet
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

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

10/10 Excellent
"The host was very nice, and the property was as advertised.We went in the fall, so to cold for the pool, but the hot tub was awesome for morning coffee.Tons of beds. The bar area was outstanding. Cool little trail behind the shed. Plenty to do for all ages."
Marianne A. 3-night trip
Posted 2 days ago
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

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
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  • 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 Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ 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.