Monticello Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Monticello vacation rentals

Smart TV, books, stereo

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 $337
CA $519 total
includes taxes & fees
May 12 - May 13
Cozy two bedroom House
Interior

Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (110 reviews)
"Was very pet friendly. "
United States
Kevin
The price is CA $172
CA $306 total
includes taxes & fees
May 11 - May 12
Trails Head Cabin
Interior

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 $183
CA $526 total
includes taxes & fees
May 9 - May 10
Hello Small Stone
Exterior

Tiny Home, King Bed & Hot Tub, Unit B

Tiny Home, King Bed & Hot Tub, Unit B
Ellenville
9.6 out of 10, Exceptional, (9 reviews)
"Everything was perfect. Don’t miss the owners restaurant either it’s great "
United States
Matthew
The price is CA $250
CA $438 total
includes taxes & fees
May 19 - May 20
Tiny Home, King Bed & Hot Tub, Unit B
Dining

Lakefront Home on Woodstock Way

Lakefront Home on Woodstock Way
White Lake
9.8 out of 10, Exceptional, (8 reviews)
"Minimalist very comfortable cozy perfect layout having sleeping quarters all on the same floor while the entertaining space on the lower floor and beautiful water view on the lake "
United States
Angel F.
Lakefront Home on Woodstock Way
Property grounds

In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (107 reviews)
"The house is adorable and very comfortable! Loved every part of our stay here!"
United States
Laura S.
The price is CA $231
CA $463 total
includes taxes & fees
May 11 - May 12
In the cloud ~your cozy lake house
Smart TV, offices, computer monitors

The Perfect up to date Private Getaway to call home for a while

The Perfect up to date Private Getaway to call home for a while
Bloomingburg
8.6 out of 10, Excellent, (4 reviews)
"This property and listing was perfect for our men's retreat weekend getaway. We gathered together and enjoyed being able to spread out in the spacious home. It was very close to a local park with a pool, basketball court, and open field. We also enjoyed grilling on the patio and using the fire-pit to roast s'mores in the evening. The driveway had plenty of parking. The pool on the property was unusable but the backyard was perfect for us to play football and have outdoor activities. We...
United States
Marcellius H.
The price is CA $600
CA $1,296 total
includes taxes & fees
May 9 - May 10
The Perfect up to date Private Getaway to call home for a while
Property grounds

BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit

BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit
Jeffersonville
10.0 out of 10, Exceptional, (1 review)
The price is CA $343
CA $684 total
includes taxes & fees
May 13 - May 14
BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit
Smart TV, books

Anthony's Castle

Anthony's Castle
Liberty
9.0 out of 10, Wonderful, (12 reviews)
"We enjoyed staying at Anthony’s Castle. It suited our needs - was clean & comfortable. Location was approx 20 minutes from Bethelwoods and we will stay here again in the future. "
United States
David
The price is CA $410
CA $647 total
includes taxes & fees
Jun 1 - Jun 2
Anthony's Castle
1 bedroom, free WiFi, bed sheets

Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy Loft Cabin high above Bashakill Wildlife Refuge
Wurtsboro
9.4 out of 10, Exceptional, (28 reviews)
"Great weekend getaway, very communicative and easy to access"
United States
Marlon R.
The price is CA $164
CA $296 total
includes taxes & fees
May 10 - May 11
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Smart TV

5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (61 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 $280
CA $490 total
includes taxes & fees
May 26 - May 27
5 minutes from original Woodstock site.
Dining

Cozy Cottage with Lake View, Minutes to Bethel Woods, Skiing & Casino

Cozy Cottage with Lake View, Minutes to Bethel Woods, Skiing & Casino
Rock Hill
10.0 out of 10, Exceptional, (10 reviews)
"Great clean place, enjoyed the patio, and all the amenities."
United States
samuel g.
The price is CA $389
CA $760 total
includes taxes & fees
May 31 - Jun 1
Cozy Cottage with Lake View, Minutes to Bethel Woods, Skiing & Casino
Terrace/patio

Cozy Farmhouse in the Woods

Cozy Farmhouse in the Woods
South Fallsburg
10.0 out of 10, Exceptional, (1 review)
The price is CA $337
CA $516 total
includes taxes & fees
May 20 - May 21
Cozy Farmhouse in the Woods
Exterior

Cozy, Quiet Cottage-style Cabin - 10m to Bethel Woods music venue!

Cozy, Quiet Cottage-style Cabin - 10m to Bethel Woods music venue!
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 $176
CA $416 total
includes taxes & fees
Jun 1 - Jun 2
Cozy, Quiet Cottage-style Cabin - 10m to Bethel Woods music venue!
Interior

Coop 002 Summary:<br>Thi

Coop 002 Summary:<br>Thi
Kenoza Lake
The price is CA $331
CA $592 total
includes taxes & fees
May 10 - May 11
Coop 002 Summary:<br>Thi
Terrace/patio

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, (8 reviews)
"Nice place to stay. "
United States
Biju P.
The price is CA $338
CA $604 total
includes taxes & fees
May 10 - May 11
Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!
Exterior

3BR Country House on 18 Acres - Hudson Valley/Catskills - King Beds, Unit D

3BR Country House on 18 Acres - Hudson Valley/Catskills - King Beds, Unit D
Ellenville
The price is CA $260
CA $1,991 total
includes taxes & fees
Jun 8 - Jun 9
3BR Country House on 18 Acres - Hudson Valley/Catskills - King Beds, Unit D
Outdoor dining

Historic 2BR Home +Patio in Quiet Catskills Hamlet

Historic 2BR Home +Patio in Quiet Catskills Hamlet
Grahamsville
7.0 out of 10, Good, (4 reviews)
"Great location, spacious house & responsive host!"
United States
Maura C.
The price is CA $162
CA $436 total
includes taxes & fees
May 10 - May 11
Historic 2BR Home +Patio in Quiet Catskills Hamlet
Interior

Suite 001 Summary:<br>Th

Suite 001 Summary:<br>Th
Kenoza Lake
10.0 out of 10, Exceptional, (1 review)
"The experience was amazing. It was a very relaxing and restful weekend. The staff was beyond accommodating and the restaurant in the property provided amazing tasting meals. The amenities all worked and were a great pleasure. I will definitely be visiting this property again. "
United States
Stefan W.
The price is CA $373
CA $650 total
includes taxes & fees
May 11 - May 12
Suite 001 Summary:<br>Th
Dining

Domes at Catskills a lakefront glamping adventure for adults

Domes at Catskills a lakefront glamping adventure for adults
Swan Lake
10.0 out of 10, Exceptional, (2 reviews)
"My husband, dog, and I had a wonderful stay at the domes! It is the perfect nature getaway with all the amenities you get from a hotel! The host was very personable when we arrived and had great communication before and during our stay! The property of the domes is beautiful. We highly recommend!"
United States
Nancy B.
The price is CA $512
CA $693 total
includes taxes & fees
May 25 - May 26
Domes at Catskills a lakefront glamping adventure for adults
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

Resorts World Catskills Casino

Resorts World Catskills Casino

8/10 Good
"Very Spacious guest room"
Eric 1-night trip
Posted 1 day ago
Resorts World Catskills Casino

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.

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?

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 28 vacation rentals for your stay in Monticello.

What can I see and do in Monticello?

Neversink River and Mongaup 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.