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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Monticello cottages

Exterior

Hello Small Stone

Hello Small Stone
Middletown
9.6 out of 10, Exceptional, (5 reviews)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
The price is ￥27,583
￥66,740 total
includes taxes & fees
Mar 11 - Mar 12
Hello Small Stone
Exterior

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Kerhonkson
9.4 out of 10, Exceptional, (12 reviews)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
The price is ￥20,094
￥37,925 total
includes taxes & fees
Feb 24 - Feb 25
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Balcony

Equestrian House Suites

Equestrian House Suites
3.0 star property
Pleasant Mount
The price is ￥30,751
￥90,967 total
includes taxes & fees
Feb 26 - Feb 27
Equestrian House Suites
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (131 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is ￥28,721
￥46,490 total
includes taxes & fees
Feb 15 - Feb 16
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Smart TV

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful location. We really enjoyed seeing the deer in the field every morning. "
United States
Aaron M.
The price is ￥22,686
￥44,696 total
includes taxes & fees
Feb 18 - Feb 19
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Interior

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Shandaken
10.0 out of 10, Exceptional, (1 review)
"10/10 experience. beautiful cabin, super cozy"
United States
Hunter W.
The price is ￥17,377
￥31,478 total
includes taxes & fees
Mar 2 - Mar 3
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Exterior

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
Sparrow Bush
9.4 out of 10, Exceptional, (11 reviews)
"A little off the beaten path, but a lovely Vrbo with excellent amenities with a nice natural surrounding."
United States
Nicholas G.
The price is ￥14,553
￥42,214 total
includes taxes & fees
Feb 24 - Feb 25
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
Exterior

Little red house just outside of Woodstock

Little red house just outside of Woodstock
Bearsville
9.0 out of 10, Wonderful, (2 reviews)
"The house is cute, well decorated but very small "
United States
Harry
The price is ￥44,685
￥86,321 total
includes taxes & fees
Feb 16 - Feb 17
Little red house just outside of Woodstock
Exterior

2BR Premium Duplex • The Velvet Slopes of Romance

2BR Premium Duplex • The Velvet Slopes of Romance
Pleasant Mount
9.0 out of 10, Wonderful, (2 reviews)
"Would've liked to have more to cook with than just a microwave, other than that the stay was commendable."
United States
Jeremy
The price is ￥21,082
￥57,029 total
includes taxes & fees
Feb 22 - Feb 23
2BR Premium Duplex • The Velvet Slopes of Romance
Outdoor dining

Lakefront | Sport Courts | HotTub | GameRoom

Lakefront | Sport Courts | HotTub | GameRoom
Highland Lake
10.0 out of 10, Exceptional, (33 reviews)
"This property is absolutely beautiful. The check in process was easy and the host was super helpful and sweet! Highly recommend this place."
United States
Christina V.
The price is ￥26,429
￥133,206 total
includes taxes & fees
Feb 19 - Feb 20
Lakefront | Sport Courts | HotTub | GameRoom
Property grounds

Roscoe Cottage Pet Friendly

Roscoe Cottage Pet Friendly
Roscoe
9.8 out of 10, Exceptional, (19 reviews)
"The cottage is very adorable and a great place if your looking to get away from the city life"
United States
Darwin
The price is ￥32,586
￥48,144 total
includes taxes & fees
Feb 16 - Feb 17
Roscoe Cottage Pet Friendly
Outdoor dining

Forest Hideout Cottage • Valentine’s Grandeur in the Mountains

Forest Hideout Cottage • Valentine’s Grandeur in the Mountains
Pleasant Mount
10.0 out of 10, Exceptional, (1 review)
"the stay was fine, never knew there was a heated pool"
United States
Aliyah A.
The price is ￥31,348
￥89,946 total
includes taxes & fees
Feb 16 - Feb 17
Forest Hideout Cottage • Valentine’s Grandeur in the Mountains
Exterior

The Hideout Cottage • The Velvet Slopes of Romance

The Hideout Cottage • The Velvet Slopes of Romance
Pleasant Mount
The price is ￥20,166
￥51,128 total
includes taxes & fees
Feb 24 - Feb 25
The Hideout Cottage • The Velvet Slopes of Romance
Outdoor dining

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Vernon Township
8.8 out of 10, Excellent, (3 reviews)
"House was beautiful! Airy, cool and bedrooms were comfortable! Such a cute cottage and outdoor fire pit was amazing."
United States
Cherlyn I.
The price is ￥34,373
￥73,763 total
includes taxes & fees
Feb 23 - Feb 24
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Outdoor dining

Vacation Cottage Getaway • Crystal Peaks, Timeless Love

Vacation Cottage Getaway • Crystal Peaks, Timeless Love
Pleasant Mount
The price is ￥20,166
￥51,128 total
includes taxes & fees
Feb 24 - Feb 25
Vacation Cottage Getaway • Crystal Peaks, Timeless Love
Outdoor dining

Deluxe Duplex • Heart Runs & Ski Runs

Deluxe Duplex • Heart Runs & Ski Runs
Pleasant Mount
The price is ￥25,665
￥34,914 total
includes taxes & fees
Feb 15 - Feb 16
Deluxe Duplex • Heart Runs & Ski Runs
Outdoor dining

Tiny House Cabin in Livingston Manor, NY

Tiny House Cabin in Livingston Manor, NY
Livingston Manor
6.0 out of 10, (3 reviews)
"Marty was really nice. Property was as advertised, but it was out in the country, which is beautiful, but it was advertised as being in town and it’s not. "
United States
Parker B.
The price is ￥26,735
￥34,335 total
includes taxes & fees
Feb 17 - Feb 18
Tiny House Cabin in Livingston Manor, NY
Exterior

Countryside Retreat Near Ski Slopes

Countryside Retreat Near Ski Slopes
Pleasant Mount
The price is ￥30,248
￥80,842 total
includes taxes & fees
Feb 19 - Feb 20
Countryside Retreat Near Ski Slopes
Outdoor dining

City Escape • Close to Camps & ELK Ski

City Escape • Close to Camps & ELK Ski
Pleasant Mount
The price is ￥30,248
￥80,518 total
includes taxes & fees
Feb 15 - Feb 16
City Escape • Close to Camps & ELK Ski
Outdoor dining

Family Cottage Escape • Group‑Friendly Retreat Close to Skiing

Family Cottage Escape • Group‑Friendly Retreat Close to Skiing
Pleasant Mount
The price is ￥30,248
￥80,518 total
includes taxes & fees
Feb 15 - Feb 16
Family Cottage Escape • Group‑Friendly Retreat Close to Skiing
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

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

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

10/10 Excellent
"In spite of the extreme cold and snow covered grounds, the property was amazing!! Our Host Ben is personable, professional and responsive immediately. We'd absolutley recommend the property and you're not going to find a better host thn Ben!!"
Gino J. 3-night trip
Posted 21 hours ago
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Find out more about Monticello

Monticello Cottages information

Number of reviews
214
Accommodation
57 Cottages
Lowest Price
￥31,478
Highest Price
￥133,206

Frequently asked questions

Why book your cottage in Monticello with Expedia?
Expedia has some great cottages in Monticello, so start planning for a memorable vacay close to nature. If you're on a budget, click on how much you want to spend and your preferred property star rating. Or, use our filters to search for cottages with a hot tub or a kitchen. We'll help you find the perfect place whatever your bank balance or plans.
How can I find cheap cottages in Monticello?
With Expedia's useful filter tool, sourcing cheap cottages in Monticello is a snap. To find properties that are very pocket friendly, refine your search by amenities, budget and star rating.
What is there to do in Monticello near my cottage?
If you'd like to make the most of your time in Monticello, check out Monticello Casino and Raceway. It's popular among locals and tourists alike.