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

Monticello Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Monticello vacation rentals

Interior

1. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (116 reviews)
"Was very pet friendly. "
United States
Kevin
The price is CA $188
CA $326 total
includes taxes & fees
Aug 16 - Aug 17
Trails Head Cabin
Interior

2. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (20 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is CA $124
CA $202 total
includes taxes & fees
Aug 10 - Aug 11
Trails Head Tiny House
Property grounds

3. 5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (69 reviews)
"Bruce's place was exactly as advertised, very clean and perfect for our stay. I would definitely stay there again. "
United States
Leslie M. K.
The price is CA $275
CA $483 total
includes taxes & fees
Sep 8 - Sep 9
5 minutes from original Woodstock site.
1 bedroom, WiFi (free), bed sheets

4. Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy Loft Cabin high above Bashakill Wildlife Refuge
Wurtsboro
9.6 out of 10, Exceptional, (31 reviews)
"This is a beautiful and quiet space to get away to and was just what I needed for the two nights."
United States
Dan V.
The price is CA $160
CA $290 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Property grounds

5. Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,

Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,
Harris
10.0 out of 10, Exceptional, (1 review)
"Taino wood was a great place for camping. Chantel and her husband Jesse are great host and are very welcoming and kind. Nice place to enjoy with your family in the nature. There were many tent sites inside their woods and we occupied the site called:Turey. We set up 3 tents (two 4-people tents and one 6-people tent). There was a firepit we used to cook food and Chantel and Jesse lend us a pot to cook. Before leaving Chantel, Jesse and a few of their friends sang indigenous songs and played...
United States
Lissette
The price is CA $79
CA $120 total
includes taxes & fees
Aug 10 - Aug 11
Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,
Beach

6. Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.8 out of 10, Exceptional, (41 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 CA $207
CA $352 total
includes taxes & fees
Aug 11 - Aug 12
Beaver Lake Escape
TV

7. 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 CA $209
CA $572 total
includes taxes & fees
Sep 4 - Sep 5
The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello
Suite

8. Cottage Suites

Cottage Suites
3.0 star property
Middletown
5.4 out of 10, (10 reviews)
"Room could have actually been cleaned , this is a building not a “hotel” ,"
United States
Jennifer
The price is CA $113
CA $231 total
includes taxes & fees
Aug 12 - Aug 13
Cottage Suites
Interior

9. Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!

Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!
Monticello
9.8 out of 10, Exceptional, (10 reviews)
"Loved the cottage, it was quaint in an idyllic setting and right next to easy hikes. Lovely and would come back for a longer retreat asap!"
United States
Angeline
The price is CA $267
CA $340 total
includes taxes & fees
Aug 10 - Aug 11
Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!
Property grounds

10. 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 CA $160
CA $336 total
includes taxes & fees
Aug 10 - Aug 11
New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi
Smart TV, books, stereo

11. Cozy two bedroom House

Cozy two bedroom House
Liberty
10.0 out of 10, Exceptional, (3 reviews)
"Very cozy stay with nice living space"
United States
Michael G.
The price is CA $345
CA $530 total
includes taxes & fees
Aug 11 - Aug 12
Cozy two bedroom House
Outdoor dining

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

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.4 out of 10, Exceptional, (3 reviews)
"Tracy was an excellent host. The Mondrian Manor was cozy and perfect for two."
United States
Brandi A.
The price is CA $209
CA $318 total
includes taxes & fees
Aug 10 - Aug 11
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Private kitchen

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 CA $124
CA $354 total
includes taxes & fees
Aug 10 - Aug 11
Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake
Exterior

14. Tiny Home, King Bed & Hot Tub, Unit B

Tiny Home, King Bed & Hot Tub, Unit B
Ellenville
9.8 out of 10, Exceptional, (11 reviews)
"Quiet and lovely for a solo adventure with my dog. "
United States
Darcie B.
The price is CA $286
CA $479 total
includes taxes & fees
Sep 1 - Sep 2
Tiny Home, King Bed & Hot Tub, Unit B
Property grounds

15. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (117 reviews)
"Great place"
United States
Susan S.
The price is CA $282
CA $521 total
includes taxes & fees
Sep 9 - Sep 10
In the cloud ~your cozy lake house
Property grounds

16. Monticello Family Retreat. Pool, Firepit. 7min to casino. Sleeps 15

Monticello Family Retreat. Pool, Firepit. 7min to casino. Sleeps 15
Monticello
10.0 out of 10, Exceptional, (3 reviews)
"This house was a home run for our week-long stay. It was clean, comfortable, and exactly as described in the listing. The check-in process was seamless and communication with the host was great. Five stars all around, we would definitely stay here again!"
United States
Uri J.
The price is CA $662
CA $1,297 total
includes taxes & fees
Aug 17 - Aug 18
Monticello Family Retreat. Pool, Firepit. 7min to casino. Sleeps 15
1 bedroom, desk, iron/ironing board, WiFi (free)

17. Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Wurtsboro
9.0 out of 10, Wonderful, (2 reviews)
"The host was very welcoming and very responsive. The apartment was very cute and super clean. I came up for a Halloween event put on by a friend the location was very convenient in the downtown area and I could walk to most of the places I needed to get to I very much enjoyed my stay here and would stay again if I’m in the area. "
United States
Sheena C.
The price is CA $181
CA $382 total
includes taxes & fees
Aug 16 - Aug 17
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Interior

18. Hello Small Stone

Hello Small Stone
Middletown
9.6 out of 10, Exceptional, (5 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 CA $124
CA $456 total
includes taxes & fees
Aug 10 - Aug 11
Hello Small Stone
Exterior

19. Black Marsh Mellow Tiny Home

Black Marsh Mellow Tiny Home
Woodridge
5.0 out of 10, (2 reviews)
"Doors to cabin were warped and not very secure, couch in sitting area very uncomfortable "
United States
Edward G.
The price is CA $208
CA $475 total
includes taxes & fees
Aug 18 - Aug 19
Black Marsh Mellow Tiny Home
Terrace/patio

20. 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, (11 reviews)
"Nice place to stay. "
United States
Biju P.
The price is CA $345
CA $612 total
includes taxes & fees
Aug 10 - Aug 11
Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!
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

Best Western Monticello

Best Western Monticello

10/10 Excellent
"staff so nice Kat and Essie. Coffee fantastic- super hot. Place definitely outdated but close and easy ride from Bethel Arts Center and we went to Roscoe and Livingston Mills. Great location. Would stay again for sure."
Donna 2-night trip
Posted 9 hours ago
Best Western Monticello

Find out more about Monticello

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Monticello. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Monticello?

Yes, we give you a choice of vacation rentals in Monticello close to The Kartrite Resort & Indoor Waterpark, or you can select a more secluded option if you're looking for a relaxing stay. Travelers who like culture and the arts say Monticello is known for its live music and theater scene. Make sure you allow time to enjoy the forests during your vacation.

What are some of the best vacation rentals that Monticello has to offer?

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!: Visitors like this Monticello vacation home rental. It is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a private yard, and a selection of games so you can immerse yourself in your vacation. Some other top choices in Monticello are Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone! and Highland Cabins Estate! Huge Hotub, 5 Private Units! Gameroom; 40+ guests.

How many vacation rentals are there in Monticello?

Expedia has 26 vacation rentals for your stay in Monticello.

What can I see and do in Monticello?

Sackett Lake and Neversink River are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include The Kartrite Resort & Indoor Waterpark. Monticello Casino and Raceway and Resorts World Catskills are other places to visit while you're in town.

What are vacation rentals like in Monticello?

Vacation rentals are private accommodations you can book for a short or long stay in Monticello. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip.