Search Villas in Monticello

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Monticello villas

1. Retreat Villa: Theater, Yoga Studio, Group Spaces | Dream House in the Gunks

Retreat Villa: Theater, Yoga Studio, Group Spaces | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (12 reviews)
"The space was immaculate and serene. Can’t wait to come back."
United States
Mindy E.
Retreat Villa: Theater, Yoga Studio, Group Spaces | Dream House in the Gunks

2. Track Side Villa @ The Narrowsburg Inn

Track Side Villa @ The Narrowsburg Inn
Narrowsburg
8.0 out of 10, Very good, (2 reviews)
"Nice Catskill town! "
United States
Sterling S.
The price is AED 1,010
AED 1,560 total
includes taxes & fees
5 Nov - 6 Nov
Track Side Villa @ The Narrowsburg Inn

3. Luxury School House Retreat With Pool & Sauna - 1HR from NYC

Luxury School House Retreat With Pool & Sauna - 1HR from NYC
New Hampton
10.0 out of 10, Exceptional, (23 reviews)
"House was great, conveniently located to ski mountain, Hunter was a pleasure to work with, house was clean and had so many amenities for our family! Highly recommend! "
United States
Jennifer P.
The price is AED 2,810
AED 4,712 total
includes taxes & fees
10 Nov - 11 Nov
Luxury School House Retreat With Pool & Sauna - 1HR from NYC

4. Spectacular Historic Mansion w/Pool&Tennis

Spectacular Historic Mansion w/Pool&Tennis
Goshen
10.0 out of 10, Exceptional, (20 reviews)
"Truly amazing house, incredible pool, easy renting experience. Would definitely be back. "
United States
Aditya U.
The price is AED 5,869
AED 9,375 total
includes taxes & fees
5 Nov - 6 Nov
Spectacular Historic Mansion w/Pool&Tennis
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.

Monticello and related destinations

Tucked in the Catskills, this historic resort town offers excellent fishing and hiking trails where locals can point you to the best spots. The Monticello Raceway and nearby Bethel Woods Center for the Arts (home of the original Woodstock festival) provide entertainment after days spent exploring pristine lakes.

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

Top reviews in Monticello