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

Monticello Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for Monticello vacation rentals

A room with a sloped ceiling, wooden beams, and two windows with curtains.

1. Trails Head Tiny House

Rock Hill

Michael R.

AED 394 total

includes taxes & fees

10 Nov - 11 Nov

A modern living room with a sofa, coffee table, and a fireplace.

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

Swan Lake

Debra

AED 1,539 total

includes taxes & fees

10 Nov - 11 Nov

A room with a wooden floor, a bed, a TV, and a sign with 'CABIN RULES'.

3. Trails Head Cabin

Rock Hill

Tonne

AED 767 total

includes taxes & fees

10 Nov - 11 Nov

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

Hurleyville

Holly L.

AED 857 total

includes taxes & fees

10 Nov - 11 Nov

A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

5. Columbus Suites

Middletown

Edwin

AED 528 total

includes taxes & fees

16 Nov - 17 Nov

A tent set up in a forest with a campfire in front.

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

Harris

"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...

Lissette

AED 355 total

includes taxes & fees

22 Nov - 23 Nov

A modern living room with a stone fireplace, a flat-screen TV, and a sliding glass door leading to an outdoor area.

7. Beaver Lake Escape

Rock Hill

GinaMarie C.

AED 887 total

includes taxes & fees

11 Nov - 12 Nov

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

Mongaup Valley

yisroel k.

AED 1,396 total

includes taxes & fees

10 Nov - 11 Nov

A dining area with a wooden table and chairs, a kitchen in the background, and a green wall.

9. Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

Hurleyville

Kami E. Q.

AED 1,460 total

includes taxes & fees

16 Nov - 17 Nov

A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.

10. In the cloud ~your cozy lake house

Swan Lake

Anonymous traveler

AED 1,188 total

includes taxes & fees

19 Nov - 20 Nov

A hallway with a staircase, a door leading outside, and a basket with towels.

11. Private Riverfront, Family Ready, Wood Stove

Ferndale

Claire O.

AED 2,683 total

includes taxes & fees

9 Dec - 10 Dec

A four-poster bed with a grey headboard, a bedside table with a lamp, and a wall-mounted air conditioner.

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

Middletown

AED 619 total

includes taxes & fees

16 Nov - 17 Nov

A bedroom with a bed, a desk, a chair, a potted plant, and a window.

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

Wurtsboro

Sheena C.

A small cabin with a porch, surrounded by dense forest and a clear night sky with a visible moon.

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

Bloomingburg

Brandi A.

AED 803 total

includes taxes & fees

10 Nov - 11 Nov

A laundry room with a front-loading washer and dryer, a wooden staircase, and a white door.

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

Middletown

AED 569 total

includes taxes & fees

16 Nov - 17 Nov

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

Swan Lake

rose d.

AED 1,485 total

includes taxes & fees

10 Nov - 11 Nov

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.

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

Monticello

AED 2,295 total

includes taxes & fees

10 Nov - 11 Nov

A kitchen with wooden ceiling beams, a black countertop, and a white backsplash.

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

Woodridge

Chris D.

AED 1,036 total

includes taxes & fees

10 Nov - 11 Nov

A dining area with a wooden table and chairs, a hanging light fixture, and a view of the outdoors through large windows.

19. Lakefront Home on Woodstock Way

White Lake

Nolan B.

AED 1,445 total

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with a built-in microwave and a dining area with a table and chairs.

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

Middletown

AED 727 total

includes taxes & fees

10 Dec - 11 Dec

View all properties

Find vacation rentals that suit your style

Top Monticello Hotel Reviews

A covered outdoor area with a wooden deck and a view of a green landscape.

Inn at Tyler Hill

Tyler Hill

10/10 Excellent

Nicholas

A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.

Hampton Inn Monticello

Monticello

10/10 Excellent

Paul

A two-story house with a front porch, a covered entryway, and a small garden area.

Windsong Retreat 2

Bethel

10/10 Excellent

Kelly

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

10/10 Excellent

Jordan

A circular outdoor seating area with a fire pit in the center, surrounded by wicker chairs and a small table.

Candlewood Suites Middletown Goshen by IHG

Middletown

10/10 Excellent

Moraivic

An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.

Residence Inn by Marriott Middletown Goshen

Middletown

10/10 Excellent

Everything was beautiful, it looks like a new property. My only complaint was after shutting off the air conditioner/heater it still remained on and was very noisy keeping my wife and I up most of the night. Even switching the circuit breaker off didn’t solve the problem. I’m not one to complain though and didn’t bother the staff at the late hour. I still wouldn’t hesitate to stay at a residence inn property in the future.

Joseph

A spacious living room with a wooden ceiling, a sofa, a coffee table, and a television.

Blue Hill Lodge

Claryville

10/10 Excellent

I knew the moment I drove up that this was a great find. Perfect blend of country charm and convenience. Great little restaurant/deli/general store, with friendly and efficient staff. Restaurant had some great Russian specialty foods and beers. Liquor store on premises too. The room was simple and comfortable with a good tv and its own themostat, and really, really clean! I'm looking forward to coming back in spring 2015 when the microbrewery opens.

Curtis

An outdoor patio area with seating, a fire feature, and a view of the surrounding buildings.

Home2 Suites by Hilton Middletown

Middletown

10/10 Excellent

Anonymous traveler

A hotel with a modern facade, multiple floors, and a covered entrance area.

Holiday Inn Express & Suites Middletown - Goshen by IHG

Middletown

10/10 Excellent

Kathleen

A two-story house with a stone facade and a large window.

Kenoza Lake View Manor

Jeffersonville

10/10 Excellent

America, the owner of this bed and breakfast property, and her family were all very sincere and helpful. Comfortable outdoor chairs surround an outdoor fire pit, which makes for great night time conversations. Staying in the plush king bed suite equipped with a microwave and refrigerator allowed us to keep food we travel with fresh and handy. The WiFi connection was strongest late at night or early in the mooning. During the day, as more guests use WiFi, the connection begins to slow down....

Anonymous traveler

A modern reception area with a curved wooden counter, seating area with colorful cushions, and pendant lighting.

Tru by Hilton Middletown

Middletown

10/10 Excellent

Love coming to this hotel, it has a wonderful atmosphere, caring staff and the environment is throughly clean and friendly. Saxida is very lovley and accommodating she definitely cares about the guests that come in and any problems that may occur she is urgent to fix it I appreciate how she remembered who I was and her energy is full of light. I appreciate everything this hotel has to offer and will be returning to make more fun memories in the future!

Daniela

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

Hampton Inn by Hilton Middletown

Middletown

10/10 Excellent

Destiny

A landscaped outdoor area with a fire feature, seating, and a pathway.

Courtyard by Marriott Middletown Goshen

Middletown

10/10 Excellent

Kathleen

A modern living room with two sofas, a glass coffee table, and a painting of a horse.

Best Western Monticello

Monticello

10/10 Excellent

Laurie

A hotel with a pool area, outdoor seating, and a view of the sunset.

The Kartrite Resort & Indoor Waterpark

Monticello

10/10 Excellent

Upon arrival i called And spoke with Wendy about my upcoming arrival and she was very friendly and assisted me with my questions and with making sure she can get my rooms as close as possible with me having to last minute book another room. When i arrived She assisted me at the desk with a smile very pleasant and welcoming. Her service was impeccable and made me want to return and recommend. Thanks again Wendy at the front desk

destiny

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.

Monticello Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Monticello vacation rentals

1. Trails Head Tiny House

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

3. Trails Head Cabin

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

5. Columbus Suites

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

7. Beaver Lake Escape

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

9. Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

10. In the cloud ~your cozy lake house

11. Private Riverfront, Family Ready, Wood Stove

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

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

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

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

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

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

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

19. Lakefront Home on Woodstock Way

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

Find vacation rentals that suit your style

Top Monticello Hotel Reviews

Inn at Tyler Hill

10/10 Excellent

Frequently Asked Questions

Can I find a vacation rental in Monticello?

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

How many vacation rentals are there in Monticello?

What can I see and do in Monticello?

What are vacation rentals like in Monticello?