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

Holiday Homes in Monticello

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

Our top choices for Monticello holiday 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 AU$194
includes taxes & fees
1 Nov - 2 Nov
Trails Head Tiny House
A living room with a wooden floor, a sofa, a dining table with chairs, and a door leading outside.

2. 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 AU$484
includes taxes & fees
18 Oct - 19 Oct
5 minutes from original Woodstock site.
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 AU$562
includes taxes & fees
23 Oct - 24 Oct
The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello
A residential house with a pathway leading to the front door, surrounded by a well-maintained lawn and trees.

4. 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 AU$325
includes taxes & fees
19 Oct - 20 Oct
New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi
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 AU$542
includes taxes & fees
26 Oct - 27 Oct
Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway
A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.

6. 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 traveller
The price is AU$492
includes taxes & fees
27 Oct - 28 Oct
In the cloud ~your cozy lake house
Nestled among mature trees, this private escape offers space to relax, reconnect, and unwind

7. 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 AU$1,072
includes taxes & fees
28 Oct - 29 Oct
Private Riverfront * Family Ready * Wood Stove
A lakeside scene with a boat and a chair on the shore.

8. Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (43 reviews)
"It was amazing quiet, clean, in a great location. Will go back again."
United States
GinaMarie C.
The price is AU$366
includes taxes & fees
29 Oct - 30 Oct
Beaver Lake Escape
An outdoor deck with wicker furniture, a fire pit, and a railing.

9. 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 AU$622
includes taxes & fees
9 Nov - 10 Nov
Lakefront Catskills Lodge
A dining area with a wooden table and chairs, a hanging light fixture, and a view of the outdoors through large windows.

10. 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 AU$621
includes taxes & fees
3 Nov - 4 Nov
Lakefront Home on Woodstock Way
A modern outdoor seating area with a sofa and chairs, large glass doors, and a wooden deck.

11. 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 AU$896
includes taxes & fees
20 Oct - 21 Oct
Catskills: Eikonic Box
A wooden deck with string lights, a covered area, and a staircase leading to a door.

12. 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, (17 reviews)
"Nice place to stay. "
United States
Biju P.
The price is AU$631
includes taxes & fees
19 Oct - 20 Oct
Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!
A kitchen with wooden ceiling beams, a black countertop, and a white backsplash.

13. 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 AU$436
includes taxes & fees
29 Oct - 30 Oct
Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake
A living room with a black sectional sofa, a wooden coffee table, a staircase, and a small side table with books.

14. Anthony's Castle

Anthony's Castle
Liberty
8.8 out of 10, Excellent, (13 reviews)
"We enjoyed staying at Anthony’s Castle. It suited our needs - was clean & comfortable. Location was approx 20 minutes from Bethelwoods and we will stay here again in the future. "
United States
David
Anthony's Castle
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 AU$309
includes taxes & fees
19 Oct - 20 Oct
The Columbus Hotel - The Courtyard Suite - 89-303
A cozy living room with a sofa, a coffee table, and a dining area with a table and chairs.

16. 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 AU$545
includes taxes & fees
25 Oct - 26 Oct
Cozy two bedroom House
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.

17. 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 AU$580
includes taxes & fees
18 Oct - 19 Oct
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.

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

Enclosed Hot Tub, King Bed, 3 bdrm, close to town
Ellenville
The price is AU$791
includes taxes & fees
9 Nov - 10 Nov
Enclosed Hot Tub, King Bed, 3 bdrm, close to town
A covered porch with a wooden floor, a table with chairs, and a hanging light fixture.

19. Historic 2BR Home +Patio in Quiet Catskills Hamlet

Historic 2BR Home +Patio in Quiet Catskills Hamlet
Grahamsville
7.4 out of 10, Good, (8 reviews)
"Great location, spacious house & responsive host!"
United States
Maura C.
The price is AU$467
includes taxes & fees
1 Nov - 2 Nov
Historic 2BR Home +Patio in Quiet Catskills Hamlet
A lakeside cabin with a large deck, a boat dock, and a reflection in the water.

20. 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 AU$1,991
includes taxes & fees
2 Nov - 3 Nov
Exclusive Lakeside Retreat -2Hot tub,Sauna, Pickleball,Basketball,RV
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 16 hours ago
Super 8 by Wyndham Monticello NY

Find out more about Monticello

Monticello Holiday Homes information

Number of reviews
212
Accommodation
148 Holiday Homes
Lowest Price
AU$194
Highest Price
AU$1,991