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

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Monticello vacation homes

A window with a view of a green, leafy outdoor area, possibly a garden or park.

1. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (21 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is ￥12,470
￥21,068 total
includes taxes & fees
Nov 1 - Nov 2
Trails Head Tiny House
A residential house with a pathway leading to the front door, surrounded by a well-maintained lawn and trees.

2. New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi
Hurleyville
10.0 out of 10, Exceptional, (3 reviews)
"Clean, neat, well stocked cabin in a peaceful village. We enjoyed a walk on the nearby rail trail and is not far from other interesting sites. We would definitely recommend."
United States
Holly L.
The price is ￥10,102
￥28,242 total
includes taxes & fees
Oct 5 - Oct 6
New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi
A modern living room with a sofa, a dining table, and chairs. There is a window with curtains, a lamp, and a painting on the wall.

3. The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello

The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello
Monticello
The price is ￥23,157
￥64,373 total
includes taxes & fees
Oct 11 - Oct 12
The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello
A living room with a wooden floor, a sofa, a dining table with chairs, and a door leading outside.

4. 5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (76 reviews)
"The house was really nice. Decorated in line with the area. Plus, Bruce was a great host."
United States
Robert
The price is ￥34,806
￥59,869 total
includes taxes & fees
Oct 6 - Oct 7
5 minutes from original Woodstock site.
A dining area with a wooden table and chairs, a kitchen in the background, and a green wall.

5. Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway
Hurleyville
10.0 out of 10, Exceptional, (9 reviews)
"Perfect little spot for our weekend visiting Stagedoor! "
United States
Kami E. Q.
The price is ￥24,309
￥65,265 total
includes taxes & fees
Oct 14 - Oct 15
Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway
A lakeside scene with a boat and a chair on the shore.

6. Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (42 reviews)
"Very thoughtfully appointed and lovingly maintained. Excellent value with lots of extras. I travelled in July, and the lake was amazing"
United States
Olga
The price is ￥23,441
￥39,840 total
includes taxes & fees
Oct 5 - Oct 6
Beaver Lake Escape
A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.

7. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (119 reviews)
"We had a wonderful one night stay!"
United States
Anonymous traveler
The price is ￥28,129
￥54,698 total
includes taxes & fees
Oct 7 - Oct 8
In the cloud ~your cozy lake house
Nestled among mature trees, this private escape offers space to relax, reconnect, and unwind

8. Private Riverfront * Family Ready * Wood Stove

Private Riverfront * Family Ready * Wood Stove
Ferndale
10.0 out of 10, Exceptional, (1 review)
"This was an ideal location for our visit to the area. The house and property are beautiful. Really nice kitchen and dining area for cooking, eating, and just visiting. Simple check in and check out directions. We will absolutely consider this property in the future!"
United States
Nancy W.
The price is ￥27,782
￥110,510 total
includes taxes & fees
Oct 5 - Oct 6
Private Riverfront * Family Ready * Wood Stove
A dining area with a wooden table and chairs, a hanging light fixture, and a view of the outdoors through large windows.

9. Lakefront Home on Woodstock Way

Lakefront Home on Woodstock Way
White Lake
9.2 out of 10, Wonderful, (12 reviews)
"We had a great time staying at the property. The lake front house and lake access was very nice. Owner/Property manager was great to work with. A great overall experience and would recommend this highly!"
United States
Nolan B.
The price is ￥22,020
￥62,917 total
includes taxes & fees
Oct 5 - Oct 6
Lakefront Home on Woodstock Way
A modern outdoor seating area with a sofa and chairs, large glass doors, and a wooden deck.

10. Catskills: Eikonic Box

Catskills: Eikonic Box
Smallwood
10.0 out of 10, Exceptional, (7 reviews)
"Great place to go relax and forget about everything!!!! Definitely must go back "
United States
Jean
The price is ￥34,208
￥95,889 total
includes taxes & fees
Oct 20 - Oct 21
Catskills: Eikonic Box
An outdoor deck with wicker furniture, a fire pit, and a railing.

11. Lakefront Catskills Lodge

Lakefront Catskills Lodge
Monticello
10.0 out of 10, Exceptional, (13 reviews)
"The house is gorgeous, we had a great time!"
United States
Ayden S.
The price is ￥34,096
￥73,296 total
includes taxes & fees
Oct 26 - Oct 27
Lakefront Catskills Lodge
A kitchen with wooden ceiling beams, a black countertop, and a white backsplash.

12. Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake

Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake
Woodridge
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our two night stay here. The tiny house was well maintained. "
United States
Chris D.
The price is ￥15,627
￥41,882 total
includes taxes & fees
Oct 19 - Oct 20
Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake
A wooden deck with string lights, a covered area, and a staircase leading to a door.

13. Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!

Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!
Glen Wild
10.0 out of 10, Exceptional, (16 reviews)
"Nice place to stay. "
United States
Biju P.
The price is ￥39,068
￥69,656 total
includes taxes & fees
Oct 5 - Oct 6
Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!
A neatly made bed with a metal frame, a bedside table with a lamp, and a chair with a blanket.

14. Cozy two bedroom House

Cozy two bedroom House
Liberty
8.4 out of 10, Very good, (5 reviews)
"Very cozy stay with nice living space"
United States
Michael G.
The price is ￥39,068
￥59,544 total
includes taxes & fees
Oct 4 - Oct 5
Cozy two bedroom House
A modern hotel room with a large bed, a desk, a chair, a TV, and a wardrobe.

15. The Columbus Hotel - The Courtyard Suite - 89-303

The Columbus Hotel - The Courtyard Suite - 89-303
Middletown
The price is ￥19,889
￥41,071 total
includes taxes & fees
Oct 13 - Oct 14
The Columbus Hotel - The Courtyard Suite - 89-303
A cozy room with a stone wall, wooden ceiling, and a large window. There is a round rug, a chair, and a small table with a vase of flowers.

16. Big Stone House in Charming Catskills Village

Big Stone House in Charming Catskills Village
Wurtsboro
6.4 out of 10, (5 reviews)
"It was a great time"
United States
cesar s.
The price is ￥20,784
￥63,475 total
includes taxes & fees
Oct 11 - Oct 12
Big Stone House in Charming Catskills Village
A bedroom with a large bed, a nightstand, a window with curtains, and a door leading to another room.

17. Enclosed Hot Tub, King Bed, 3 bdrm, close to town

Enclosed Hot Tub, King Bed, 3 bdrm, close to town
Ellenville
The price is ￥41,325
￥95,785 total
includes taxes & fees
Nov 3 - Nov 4
Enclosed Hot Tub, King Bed, 3 bdrm, close to town
A lakeside cabin with a large deck, a boat dock, and a reflection in the water.

18. Exclusive Lakeside Retreat -2Hot tub,Sauna, Pickleball,Basketball,RV

Exclusive Lakeside Retreat -2Hot tub,Sauna, Pickleball,Basketball,RV
Woodbourne
9.2 out of 10, Wonderful, (5 reviews)
"Nice place. !"
United States
Xavier F.
The price is ￥69,044
￥223,402 total
includes taxes & fees
Oct 12 - Oct 13
Exclusive Lakeside Retreat -2Hot tub,Sauna, Pickleball,Basketball,RV
Interior

19. Swan Lake Large Family Cabin with Lake Views and Outdoor Fire Pit

Swan Lake Large Family Cabin with Lake Views and Outdoor Fire Pit
Swan Lake
The price is ￥117,867
￥152,610 total
includes taxes & fees
Oct 5 - Oct 6
Swan Lake Large Family Cabin with Lake Views and Outdoor Fire Pit
A modern interior with a staircase, a seating area, and a view through large windows.

20. Coop 002

Coop 002
Kenoza Lake
The price is ￥38,200
￥68,201 total
includes taxes & fees
Oct 4 - Oct 5
Coop 002
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

Resorts World Catskills Casino

Resorts World Catskills Casino

8/10 Good
"Big room with beautiful view on the Catskills. The staff were very nice but issues we had with the room safe weren't handled."
Raz 2-night trip
Posted 1 day ago
Resorts World Catskills Casino

Find out more about Monticello

Monticello Vacation Homes information

Number of reviews
202
Accommodation
148 Vacation Homes
Lowest Price
￥21,068
Highest Price
￥223,402