Monticello Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Monticello vacation rentals

Interior

Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (111 reviews)
"Was very pet friendly. "
United States
Kevin
The price is CA $149
CA $278 total
includes taxes & fees
May 27 - May 28
Trails Head Cabin
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 $160
CA $399 total
includes taxes & fees
Jun 1 - Jun 2
Cozy, Quiet Cottage-style Cabin - 10m to Bethel Woods music venue!
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, (29 reviews)
"Great weekend getaway, very communicative and easy to access"
United States
Marlon R.
The price is CA $166
CA $299 total
includes taxes & fees
Jun 17 - Jun 18
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 $255
CA $458 total
includes taxes & fees
May 27 - May 28
5 minutes from original Woodstock site.
Exterior

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi
Hurleyville
10.0 out of 10, Exceptional, (9 reviews)
"The house was adorable! It had all amenities. The hosts were super responsive. Definitely would stay there again. "
United States
Chris L.
The price is CA $152
CA $326 total
includes taxes & fees
Jun 1 - Jun 2
New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi
Beach

Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (35 reviews)
"I had a lovely getaway. "
United States
Paul J.
The price is CA $205
CA $350 total
includes taxes & fees
Jun 1 - Jun 2
Beaver Lake Escape
Property grounds

Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,

Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, 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 $119 total
includes taxes & fees
Jun 9 - Jun 10
Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,
Interior

Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (19 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is CA $111
CA $186 total
includes taxes & fees
May 27 - May 28
Trails Head Tiny House
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)
"Quiet and lovely for a solo adventure with my dog. "
United States
Darcie B.
The price is CA $269
CA $467 total
includes taxes & fees
May 27 - May 28
Tiny Home, King Bed & Hot Tub, Unit B
1 bedroom, desk, iron/ironing board, free WiFi

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 $179
CA $380 total
includes taxes & fees
May 27 - May 28
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Exterior

Beautiful and Charming 3-bedroom House in Mountain Dale, NY

Beautiful and Charming 3-bedroom House in Mountain Dale, NY
Mountain Dale
7.0 out of 10, Good, (4 reviews)
"The house was actually better than the listing. It served our needs perfectly and the host was incredible. We didn’t get to use the hot tub because it was rainy and cold but that’s not anything that could have been controlled. Would def return in the future."
United States
Kelly M.
The price is CA $124
CA $332 total
includes taxes & fees
Jun 7 - Jun 8
Beautiful and Charming 3-bedroom House in Mountain Dale, NY
Property grounds

In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (109 reviews)
"The house is adorable and very comfortable! Loved every part of our stay here!"
United States
Laura S.
The price is CA $240
CA $471 total
includes taxes & fees
Jun 9 - Jun 10
In the cloud ~your cozy lake house
Dining

Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!

Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
Monticello
10.0 out of 10, Exceptional, (40 reviews)
"Great little area- very cozy cabin! "
United States
Valeria S.
The price is CA $304
CA $617 total
includes taxes & fees
Jun 10 - Jun 11
Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
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 $137
CA $402 total
includes taxes & fees
Jun 1 - Jun 2
Historic 2BR Home +Patio in Quiet Catskills Hamlet
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 $342
CA $525 total
includes taxes & fees
May 27 - May 28
Cozy two bedroom House
Property grounds

Charming Creekside Village Cottage!

Charming Creekside Village Cottage!
Jeffersonville
9.4 out of 10, Exceptional, (6 reviews)
"The cottage was exactly what we needed. Perfect size and very comfy"
United States
Lauren L.
The price is CA $179
CA $660 total
includes taxes & fees
May 27 - May 28
Charming Creekside Village Cottage!
Dining

Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway
Hurleyville
10.0 out of 10, Exceptional, (9 reviews)
"Perfect little spot for our weekend visiting Stagedoor! "
United States
Kami E. Q.
The price is CA $210
CA $572 total
includes taxes & fees
Jun 10 - Jun 11
Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway
Terrace/patio

Catskills: Eikonic Box

Catskills: Eikonic Box
Smallwood
10.0 out of 10, Exceptional, (5 reviews)
"three couples stayed at this very unique, clean, cozy container home. I had never stayed in a container home and this place was very cool. Great outdoor space as well. Highly recommend and would definitely stay here again especially if attending something at Bethel Woods."
United States
Julie T.
The price is CA $233
CA $636 total
includes taxes & fees
Jun 7 - Jun 8
Catskills: Eikonic Box
1 bedroom, internet, bed sheets

Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome

Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome
Monticello
The price is CA $346
CA $700 total
includes taxes & fees
May 27 - May 28
Rosé All Day Geodome - Unique Escapes "Rosé All Day" Dog Friendly Geodome
Outdoor dining

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

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
10.0 out of 10, Exceptional, (1 review)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
The price is CA $207
CA $317 total
includes taxes & fees
May 27 - May 28
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
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

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

10/10 Excellent
"We loved staying at Kartrite. It was perfect for our 8 years olds to practice their independence. Very family friendly. Movie night at 8pm and other activities in the lobby. Restaurant food was pretty good as well. You could stay for 1 night and use water park from 11-7 on both days. Fun rides!"
Ella 1-night trip
Posted 5 hours ago
The Kartrite Resort & Indoor Waterpark

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 Highland Cabins Estate! Huge Hotub, 5 Private Units! Gameroom; 40+ guests and Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!.

How many vacation rentals are there in Monticello?

Expedia has 30 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.