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Our top choices for Monticello cottages

Terrace/patio
Cozy Cottage with Woodstock Scavenger Hunt

Cottage in Mongaup Valley

Cozy Cottage with Woodstock Scavenger Hunt
10.0 out of 10, Exceptional, (6)
"Great little cottage close to Bethel Woods."
United States
Erin
The price is ￥21,703
￥43,361 total
includes taxes & fees
Dec 28 - Dec 29
Cozy Cottage with Woodstock Scavenger Hunt
Exterior
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Cottage in Bloomingburg

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
10.0 out of 10, Exceptional, (1)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
The price is ￥21,860
￥33,368 total
includes taxes & fees
Dec 28 - Dec 29
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Exterior
Hello Small Stone

Cottage in Middletown

Hello Small Stone
9.6 out of 10, Exceptional, (5)
"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 ￥25,997
￥64,913 total
includes taxes & fees
Dec 28 - Dec 29
Hello Small Stone
House (1 Bedroom) | Interior
Hike & Fish: Outdoor Retreat Near Trails

Cottage in Westbrookville

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
The price is ￥25,763
￥48,052 total
includes taxes & fees
Dec 30 - Dec 31
Hike & Fish: Outdoor Retreat Near Trails
Exterior
Equestrian House Suites

Cottage in Pleasant Mount

Equestrian House Suites
3.0 star property
The price is ￥31,087
￥92,602 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Equestrian House Suites
Children's area
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Cottage in Goshen

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
9.8 out of 10, Exceptional, (12)
"Beautiful location. We really enjoyed seeing the deer in the field every morning. "
United States
Aaron M.
The price is ￥23,187
￥45,682 total
includes taxes & fees
Dec 29 - Dec 30
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Exterior
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Cottage in Sparrow Bush

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
9.4 out of 10, Exceptional, (11)
"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 ￥18,044
￥48,850 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
Exterior
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cottage in Kerhonkson

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
9.4 out of 10, Exceptional, (12)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
The price is ￥16,160
￥33,629 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Cottage in Fort Montgomery

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (129)
"It has an incredible mountain and water view. "
United States
MIHYUN
The price is ￥29,354
￥47,515 total
includes taxes & fees
Dec 30 - Dec 31
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior
Roscoe Cottage Pet Friendly

Cottage in Roscoe

Roscoe Cottage Pet Friendly
9.8 out of 10, Exceptional, (18)
"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 ￥27,824
￥42,339 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Roscoe Cottage Pet Friendly
Exterior
Secluded Couples Spa Sanctuary with HotTub!

Cottage in Kerhonkson

Secluded Couples Spa Sanctuary with HotTub!
9.2 out of 10, Wonderful, (9)
"We had a great stay at Fern Pond. The property offers a relaxing, quiet detox from the city. It is about 20-30 minutes from a grocery store but there’s also a bunch of Farm stands in between. The yard was great for our pup as well. Excellent stay, we will be back! "
United States
Ashley J.
The price is ￥32,009
￥91,075 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Secluded Couples Spa Sanctuary with HotTub!
Exterior
The Hideout Cottage • Near Camps & ELK Ski

Cottage in Pleasant Mount

The Hideout Cottage • Near Camps & ELK Ski
The price is ￥17,238
￥47,579 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Hideout Cottage • Near Camps & ELK Ski
Outdoor dining
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

Cottage in Vernon Township

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
2.0 star property
8.8 out of 10, Excellent, (3)
"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 ￥35,132
￥75,079 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
House (5 Bedrooms) | Interior
15 Mi to Ski Big Bear: Gem w/ Deck & Game Room

Cottage in Hawley

15 Mi to Ski Big Bear: Gem w/ Deck & Game Room
3.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent Vacaciones Places Instagram and Facebook recommended your Property "
United States
Ronny
The price is ￥34,445
￥83,788 total
includes taxes & fees
Dec 30 - Dec 31
15 Mi to Ski Big Bear: Gem w/ Deck & Game Room
Outdoor dining
Deluxe Duplex • Near Camps & ELK Ski

Cottage in Pleasant Mount

Deluxe Duplex • Near Camps & ELK Ski
The price is ￥26,232
￥35,519 total
includes taxes & fees
Dec 28 - Dec 29
Deluxe Duplex • Near Camps & ELK Ski
Outdoor dining
Vacation Cottage Getaway • Close to Ski Mountain

Cottage in Pleasant Mount

Vacation Cottage Getaway • Close to Ski Mountain
The price is ￥17,987
￥48,306 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Vacation Cottage Getaway • Close to Ski Mountain
Exterior
Little red house just outside of Woodstock

Cottage in Bearsville

Little red house just outside of Woodstock
9.0 out of 10, Wonderful, (2)
"The house is cute, well decorated but very small "
United States
Harry
The price is ￥45,671
￥87,876 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Little red house just outside of Woodstock
Exterior
2BR Premium Duplex • Close to Ski Adventures

Cottage in Pleasant Mount

2BR Premium Duplex • Close to Ski Adventures
9.0 out of 10, Wonderful, (2)
"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 ￥21,547
￥58,121 total
includes taxes & fees
Jan 5 - Jan 6, 2026
2BR Premium Duplex • Close to Ski Adventures
Outdoor dining
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Cottage in Shandaken

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
10.0 out of 10, Exceptional, (1)
"10/10 experience. beautiful cabin, super cozy"
United States
Hunter W.
The price is ￥16,863
￥31,128 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Exterior
Woodland Hideout • Romantic Escape Close to Ski Trails

Cottage in Pleasant Mount

Woodland Hideout • Romantic Escape Close to Ski Trails
2.0 star property
The price is ￥30,916
￥79,151 total
includes taxes & fees
Dec 30 - Dec 31
Woodland Hideout • Romantic Escape Close to Ski Trails
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

YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills

10/10 Excellent
"Clean and relaxing"
Fatima 2-night trip
Posted 2 days ago
YO1 Longevity & Health Resorts, Catskills

Find out more about Monticello

Monticello Cottages information

Number of reviews
191
Accommodation
57 Cottages
Lowest Price
￥31,128
Highest Price
￥92,602

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.