A calm lake with a sunset reflecting on the water, surrounded by forested hills.

Search Monticello Cottage Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Monticello cottages

Exterior

1. Cozy Cottage w/ Hot Tub! — Family Friendly

Cozy Cottage w/ Hot Tub! — Family Friendly
Mongaup Valley
10.0 out of 10, Exceptional, (10 reviews)
"we had gr8 time with our family even though it rained enjoyed brook fire pit hot tub tramperlin a great place to go with family very freindly host good communication than you alex !!!!"
United States
yisroel k.
The price is ￥24,186
￥63,524 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Cottage w/ Hot Tub! — Family Friendly
A small cabin with a porch, surrounded by dense forest and a clear night sky with a visible moon.

2. Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.6 out of 10, Exceptional, (5 reviews)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
The price is ￥22,131
￥34,123 total
includes taxes & fees
Oct 19 - Oct 20
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
A rustic cabin with a stone exterior, wooden deck, and a small porch.

3. Hello Small Stone

Hello Small Stone
Middletown
9.8 out of 10, Exceptional, (7 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 ￥22,076
￥59,487 total
includes taxes & fees
Oct 20 - Oct 21
Hello Small Stone
A cottage with a wooden deck, a porch, and a staircase leading to the entrance.

4. 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
9.6 out of 10, Exceptional, (18 reviews)
"The cottage was welcoming, clean and cozy. We appreciated the special touches throughout. The indoor fireplace and sauna were a huge bonus "
United States
Anthony M.
The price is ￥21,395
￥38,385 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.

5. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.4 out of 10, Exceptional, (17 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is ￥26,083
￥49,386 total
includes taxes & fees
Nov 1 - Nov 2
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
A small cabin with a red roof, surrounded by dense greenery and a pond.

6. Roscoe Cottage Pet Friendly

Roscoe Cottage Pet Friendly
Roscoe
9.8 out of 10, Exceptional, (20 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 ￥25,751
￥39,279 total
includes taxes & fees
Oct 19 - Oct 20
Roscoe Cottage Pet Friendly
A bedroom with a large bed, a window with a view of trees, and a sliding glass door leading to an outdoor area.

7. Private Pool House - Pool · Jacuzzi · Fireplace

Private Pool House - Pool · Jacuzzi · Fireplace
Pine Bush
The price is ￥49,005
￥77,902 total
includes taxes & fees
Oct 20 - Oct 21
Private Pool House - Pool · Jacuzzi · Fireplace
A wooden deck with a table and chairs, overlooking a snowy landscape with bare trees.

8. 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 ￥19,238
￥34,670 total
includes taxes & fees
Oct 28 - Oct 29
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
An outdoor dining area with tables and chairs, surrounded by greenery and a view of the landscape.

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

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Vernon Township
9.2 out of 10, Wonderful, (5 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 ￥35,568
￥75,537 total
includes taxes & fees
Oct 19 - Oct 20
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
A blue house with a porch, an American flag, and a brick pathway leading to the entrance.

10. Bright Cornwall-on-hudson Vacation Rental!

Bright Cornwall-on-hudson Vacation Rental!
3.0 star property
Cornwall
10.0 out of 10, Exceptional, (1 review)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
United States
Poyuk
The price is ￥58,648
￥110,395 total
includes taxes & fees
Oct 22 - Oct 23
Bright Cornwall-on-hudson Vacation Rental!
A house with a view of a bridge and mountains.

11. 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, (148 reviews)
"We had a great stay!!"
United States
Jasmine
The price is ￥31,300
￥52,099 total
includes taxes & fees
Oct 20 - Oct 21
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Monticello Hotel Reviews

Super 8 by Wyndham Monticello NY

Super 8 by Wyndham Monticello NY

10/10 Excellent
"Great job with the redesign. Place looks awesome."
Jonathan 2-night trip
Posted 2 hours ago
Super 8 by Wyndham Monticello NY

Find out more about Monticello

Monticello Cottages information

Number of reviews
Accommodation
 Cottages
Lowest Price
Highest Price

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.