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

Monticello Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Monticello vacation rentals

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

1. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (118 reviews)
"Was very pet friendly. "
United States
Kevin
$174 nightly
The price is $195
Sep 24 - Sep 25
Total with taxes and fees
Trails Head Cabin
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, (75 reviews)
"The house was really nice. Decorated in line with the area. Plus, Bruce was a great host."
United States
Robert
$280 nightly
The price is $315
Sep 23 - Sep 24
Total with taxes and fees
5 minutes from original Woodstock site.
A tent set up in a forest with a campfire in front.

3. 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
$77 nightly
The price is $86
Sep 23 - Sep 24
Total with taxes and fees
Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,
A window with a view of a green, leafy outdoor area, possibly a garden or park.

4. 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.
$117 nightly
The price is $131
Sep 23 - Sep 24
Total with taxes and fees
Trails Head Tiny House
A bedroom with a wooden ceiling, a bed with pillows, a sofa with cushions, a wooden bench, and a television on a stand.

5. Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy Loft Cabin high above Bashakill Wildlife Refuge
Wurtsboro
9.6 out of 10, Exceptional, (34 reviews)
"Very nice place to spend the weekend with my beautiful wife for our 23rd anniversary! Thank you very much for your hospitality!"
United States
nelu
$183 nightly
The price is $206
Sep 29 - Sep 30
Total with taxes and fees
Cozy Loft Cabin high above Bashakill Wildlife Refuge
A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

6. Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.0 out of 10, (16 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
$148 nightly
The price is $167
Sep 23 - Sep 24
Total with taxes and fees
Cottage Suites
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.

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

The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello
Monticello
$352 nightly
The price is $396
Sep 23 - Sep 24
Total with taxes and fees
The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello
A wooden deck with a glass table and chairs, surrounded by lush greenery and trees.

8. Cozy Cottage with Woodstock Scavenger Hunt

Cozy Cottage with Woodstock Scavenger Hunt
Mongaup Valley
10.0 out of 10, Exceptional, (6 reviews)
"Great little cottage close to Bethel Woods."
United States
Erin
$238 nightly
The price is $268
Sep 30 - Oct 1
Total with taxes and fees
Cozy Cottage with Woodstock Scavenger Hunt
A kitchen with wooden ceiling beams, a black countertop, and a white backsplash.

9. 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.
$255 nightly
The price is $287
Sep 23 - Sep 24
Total with taxes and fees
Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake
A residential house with a pathway leading to the front door, surrounded by a well-maintained lawn and trees.

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.
$187 nightly
The price is $206
Sep 29 - Sep 30
Total with taxes and fees
New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi
A lakeside scene with a boat and a chair on the shore.

11. Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (42 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
$225 nightly
The price is $252
Sep 30 - Oct 1
Total with taxes and fees
Beaver Lake Escape
A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.

12. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (118 reviews)
"We had a wonderful one night stay!"
United States
Anonymous traveler
$303 nightly
The price is $340
Sep 24 - Sep 25
Total with taxes and fees
In the cloud ~your cozy lake house
A serene riverside setting with a grassy area and a few lounge chairs.

13. Private Riverfront * Family Ready * Wood Stove

Private Riverfront * Family Ready * Wood Stove
Ferndale
$579 nightly
The price is $651
Oct 6 - Oct 7
Total with taxes and fees
Private Riverfront * Family Ready * Wood Stove
A dining area with a wooden table and chairs, a sofa, and a view of the outdoors.

14. Lakefront Home on Woodstock Way

Lakefront Home on Woodstock Way
White Lake
9.4 out of 10, Exceptional, (11 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.
$373 nightly
The price is $419
Sep 23 - Sep 24
Total with taxes and fees
Lakefront Home on Woodstock Way

15. 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.
$360 nightly
The price is $396
Sep 24 - Sep 25
Total with taxes and fees
Cozy Cottage w/ Hot Tub! — Family Friendly
A forested area with a table and chairs on a wooden platform.

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

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.6 out of 10, Exceptional, (5 reviews)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
$192 nightly
The price is $216
Sep 23 - Sep 24
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
A cabin with a deck overlooking a calm body of water, surrounded by lush greenery.

17. 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.
$287 nightly
The price is $323
Sep 23 - Sep 24
Total with taxes and fees
Black Marsh Mellow Tiny Home
A bedroom with a bed, a desk, a chair, a potted plant, and a window.

18. 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.
$243 nightly
The price is $273
Sep 27 - Sep 28
Total with taxes and fees
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
An open door leading to a deck with outdoor furniture and a stone wall.

19. Hello Small Stone

Hello Small Stone
Middletown
9.8 out of 10, Exceptional, (7 reviews)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
$328 nightly
The price is $371
Sep 23 - Sep 24
Total with taxes and fees
Hello Small Stone
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

Find out more about Monticello

Everything you need to know about Monticello vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Monticello vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monticello vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monticello vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monticello. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Monticello in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $396 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Monticello rentals

At Expedia, we put the best Monticello vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Monticello rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monticello vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monticello. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation! and The Compound by Malon Villas.

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?

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 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.