A stream flowing over rocks with moss and autumn leaves.

Monticello Vacation Rentals

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Our top choices for Monticello vacation rentals

1. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
8.8 out of 10, Excellent, (23 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is CA $100
CA $164 total
includes taxes & fees
Nov 9 - Nov 10
Trails Head Tiny House

2. Charming Swan Lake Retreat w/ Hot Tub & Deck

Charming Swan Lake Retreat w/ Hot Tub & Deck
3.0 star property
Swan Lake
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay. The house was in the perfect location for shows at Bethel Woods Arts Center. The apartment was adorable, with everything we could need. the backyard with the hot tub, deck, and fire pit was excellent. Very peaceful, and many deer coming by to say hello!"
United States
Debra
The price is CA $247
CA $592 total
includes taxes & fees
Nov 10 - Nov 11
Charming Swan Lake Retreat w/ Hot Tub & Deck

3. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (125 reviews)
"Great location being right at the trailhead for hiking."
United States
Tonne
The price is CA $172
CA $294 total
includes taxes & fees
Nov 9 - Nov 10
Trails Head Cabin

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 CA $170
CA $330 total
includes taxes & fees
Nov 9 - Nov 10
New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

5. Columbus Suites

Columbus Suites
3.0 star property
Middletown
6.4 out of 10, (21 reviews)
"My worst experience ever staying at the hotel no communication locked out at the sleep in my car. I would never recommend anybody to stay there. The bed is horrible no curtains window basically nothing nice to say about that property. Sorry."
United States
Edwin
The price is CA $78
CA $192 total
includes taxes & fees
Nov 9 - Nov 10
Columbus Suites

6. 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 $106
CA $138 total
includes taxes & fees
Nov 22 - Nov 23
Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,

7. Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (44 reviews)
"It was amazing quiet, clean, in a great location. Will go back again."
United States
GinaMarie C.
The price is CA $210
CA $328 total
includes taxes & fees
Nov 10 - Nov 11
Beaver Lake Escape

8. Cozy Cottage w/ Hot Tub! — Family Friendly

Cozy Cottage w/ Hot Tub! — Family Friendly
Mongaup Valley
10.0 out of 10, Exceptional, (10 reviews)
"we had gr8 time with our family even though it rained enjoyed brook fire pit hot tub tramperlin a great place to go with family very freindly host good communication than you alex !!!!"
United States
yisroel k.
The price is CA $212
CA $540 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Cottage w/ Hot Tub! — Family Friendly

9. Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway
Hurleyville
10.0 out of 10, Exceptional, (11 reviews)
"Perfect little spot for our weekend visiting Stagedoor! "
United States
Kami E. Q.
The price is CA $220
CA $564 total
includes taxes & fees
Nov 9 - Nov 10
Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

10. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (121 reviews)
"We had a wonderful one night stay!"
United States
Anonymous traveller
The price is CA $243
CA $460 total
includes taxes & fees
Nov 19 - Nov 20
In the cloud ~your cozy lake house

11. 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 CA $247
CA $1,033 total
includes taxes & fees
Dec 8 - Dec 9
Private Riverfront, Family Ready, Wood Stove

12. The Columbus Hotel - The Atelier Suite - 52-303

The Columbus Hotel - The Atelier Suite - 52-303
Middletown
The price is CA $88
CA $238 total
includes taxes & fees
Nov 16 - Nov 17
The Columbus Hotel - The Atelier Suite - 52-303

13. 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.
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

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

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.8 out of 10, Exceptional, (6 reviews)
"Tracy was an excellent host. The Mondrian Manor was cozy and perfect for two."
United States
Brandi A.
The price is CA $212
CA $309 total
includes taxes & fees
Nov 9 - Nov 10
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

15. The Columbus Hotel - The Revival Suite - 89-304

The Columbus Hotel - The Revival Suite - 89-304
Middletown
The price is CA $64
CA $195 total
includes taxes & fees
Nov 9 - Nov 10
The Columbus Hotel - The Revival Suite - 89-304

16. Charming Swan Lake Retreat w/ Hot Tub & Deck

Charming Swan Lake Retreat w/ Hot Tub & Deck
Swan Lake
9.2 out of 10, Wonderful, (20 reviews)
"Inside was very comfortable and nice. Would have appreciated a better groomed outside. Grass was not pretty and not mowed well and chair by fire pit was broken and other was dirty.Otherwise nice place"
United States
rose d.
The price is CA $186
CA $571 total
includes taxes & fees
Nov 10 - Nov 11
Charming Swan Lake Retreat w/ Hot Tub & Deck

17. 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 $448
CA $823 total
includes taxes & fees
Nov 10 - Nov 11
The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello

18. 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 $171
CA $400 total
includes taxes & fees
Nov 9 - Nov 10
Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake

19. Lakefront Home on Woodstock Way

Lakefront Home on Woodstock Way
White Lake
9.2 out of 10, Wonderful, (13 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 CA $178
CA $540 total
includes taxes & fees
Nov 9 - Nov 10
Lakefront Home on Woodstock Way

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

The Columbus Hotel - The Courtyard Suite - 89-303
Middletown
The price is CA $137
CA $296 total
includes taxes & fees
Dec 9 - Dec 10
The Columbus Hotel - The Courtyard Suite - 89-303
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

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?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: Visitors like this Monticello vacation home rental. It is located on a lake and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other top choices in Monticello are Starlight Lakehouse; Your Magical 5 Bdrm Getaway! W/ BRAND NEW 7 SEATER HOT TUB! and 5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!.

How many vacation rentals are there in Monticello?

Expedia has 25 vacation rentals for your stay in Monticello.

What can I see and do in Monticello?

Neversink River and Sackett Lake are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include The Kartrite Resort & Indoor Waterpark. Monticello 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.