12 Best Airbnb Vacation Rentals In Monticello, New York - Updated 2024

| 5 min read

Located in Sullivan County’s town of Thompson, Monticello is a village known for its charm and tranquility. It’s home to attractions such as Holiday Mountain Ski & Fun, Town of Thompson Town Park, and Monticello Raceway. This village has plenty of lakes that make it perfect for a fun holiday, especially during the summer. Enjoy activities such as hiking and kayaking and fishing on the lake. And there are plenty of vacation rentals around this area that you can call home during your vacation. To know more, continue reading to learn about the best Airbnb vacation rentals in Monticello, New York.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on May 20, 2024.

1. Sweet and simple studio near The Kartrite Resort (from USD 75)

Welcome the morning sun and beautiful sights from this studio apartment for two. Featuring enough amenities for a comfortable stay, this home promises you a simple yet convenient experience throughout your vacation. From the cushy convertible sofa bed to the full kitchen with a stove, oven, and microwave, to the balcony with some outdoor chairs and a table, this studio will have all your needs covered and then some.

As for places you can visit, the home is close to many restaurants, shops, and attractions like the Coach USA Short Line. It is also only 4 mi (6.4 km) away from The Kartrite Resort & Indoor Waterpark and 10 mi (16 km) away from Bethel Woods.

Stayed at this property?
Monticello, New York, United States
15.98 km (10.0 mi) from Bethel Woods Center for the Arts
53 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
incredibly responsive and cared whether or not we were comfortable and warm
the bed is very comfortable but quite small for two people
very clean and modern
nice clean place as advertised
this apartment was clean and well appointed
this is a very small but clean and sufficient studio space
good privacy and clean space
john was a great host who was really great at taking care of even the smallest of details
john was an excellent host and communicated well
john is a wonderful host
great host i stay at his airbnbs frequently
john is a good host and is always available for questions
i higy recommend staying at this place its right near all kinds of stores amd places
quiet cozy comfy nice to be able to hear birds chirping on a peaceful morning
great place for long stays
Read more reviews

2. Cozy cottage offering convenient access to Bethel Woods (from USD 99)

Check out this one-bedroom cottage in Monticello. Boasting a bright and lively interior, this home guarantees a cozy atmosphere that’s sure to help you relax throughout your stay. It features a living room furnished with a comfy couch and chair where you can relax with a good book. The kitchen is fully equipped with a stove and fridge for your cooking needs. There’s also a small patio with some outdoor chairs for you to sit back and take in the fresh morning air with some coffee or tea.

Finally, this home is only a short walk away from the bus station which gives you convenient and easy access to many of Monticello’s shops, restaurants, and attractions including Bethel Woods and The Kartrite Resort & Indoor Waterpark.

Stayed at this property?
Monticello, New York, United States
15.92 km (9.9 mi) from Bethel Woods Center for the Arts
35 reviews   Superhost Wifi Available
Entire cottage 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
we were working remotely and the wifi was pretty good to accommodate both of us
everything was clean and up to date
the listing was exactly as advertised and the place was very clean when i arrived
everything was clean and the kitchen and bathroom had all the essentials
clean responsive kind and helpful
john’s cottage is very clean and comfortable
john was a great host
john is a great host
lovely place helpful and communicative host
awesome airbnb john was wonderful host
john is a great host ready to help if needed
great location with easy access to hiking points
the place is super cute
monticello is close to some great hiking trails & lakes which is what my girlfriend and i came for
clean & spacious cottage close to town and about a 10 minute drive to nearby bethel and white lake
we had fantastic time staying in john’s place
Read more reviews

3. Blissful home in the forested region (from USD 310)

Seeking a home that’s between the best of both worlds? In this scenario, the best of both worlds = the forest and river. If yes, then you must check out this vacation rental right away. With encompassing forests and a river at the backyard, this beautiful vacation rental comprises two bedrooms, a living room with a flat-screen TV, a kitchen, and a dining area. Along with this, there’s also a backyard where you can chill in the evenings around the fire pit. If you’d like to have a barbecue, you’ve got that too in the backyard.

Stayed at this property?
Monticello, New York, United States
13.12 km (8.2 mi) from Bethel Woods Center for the Arts
32 reviews   Wifi Available
Entire cottage 4 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
very cozy house great library :)
they are comfortable and warm but not full mattresses if that's what you're looking for
the beds were all blow up mattresses all in separate rooms but they were comfortable
house it clean and neat
the house is clean and comfortable
great place very clean house a lot of convenient in the house
very quiet area with beautiful sunsets too and the cabin itself is clean and welcoming :)
the house was clean had everything we needed and check-in process was easy
best host and a nice dude
easy to communicate with host
very nice host he helped us a lot
very good host and a nice place
communicating was easy and he was very nice and helpful
a convenient place to stay close to great hiking and outdoor activities
it’s huge place in reasonable price
best place for a vacation and family weekend trip
Read more reviews

4. Cozy country house amidst the woods (from USD 181)

If you seek convenience, but also want silence, this country home fits the bill just right. This vacation home is a two-bedroom property that’s suitable for six guests. Fully equipped and well-furnished, this home features all the modern amenities required for a comfortable stay - a perfect example of home away from home. There’s a fire pit with a barbecue that overlooks the dense forest region. The open floor plan includes a kitchen with a deck that faces the backyard. The property is close to the shopping areas and several restaurants.

Stayed at this property?
Monticello, New York, United States
21.81 km (13.6 mi) from Bethel Woods Center for the Arts
174 reviews   Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
this kitchen has everything from my the ninja to juicers the best knives coffee grinder you name it
the beds and linens are beyond comfortable like a luxury hotel
her house was clean spacious and homey
most importantly it was spotless
everything was clean comfortable and more than we expected
aimee's house is modern extremely clean and well-appointed
everything was perfect was spotless very modern
amazing hosts and very hospitable towards guests
the host was very responsive and extremely helpful
aimee was super responsive and had sweet touches throughout the home
aimee was really responsive to texts and questions too which really helped
the host responded to every message right away and was extremely nice and helpful
her house is situated in a spacious location that offer peace and quiet and occasionally visit from deers
place is awesome if youre wanting to get away and relax
Read more reviews

5. Country abode with modern conveniences (from USD 562)

When you’re on a vacation and want to stay in style, then check out what this vacation rental offers. This country home features rustic design, charming furnishings, and elegant decor. It has 4 bedrooms that accommodate 12 guests comfortably. Along with this, the open floor plan features a functional kitchen, a living room with a TV and fireplace, and a dining area. You can also enjoy beautiful views from the patio. There’s a free parking facility available on site if you’re taking a road trip. All in all, make sure to book this beautiful vacation rental for a stylish holiday.

Stayed at this property?
Monticello, New York, United States
12.12 km (7.6 mi) from Bethel Woods Center for the Arts
111 reviews   Superhost Wifi Available
ENTIRE HOME 7 Beds 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
lee’s place was comfortable and had all the amenities we needed
we really had a great time playing pool and cards and watching movies
there were drinks and breakfast supplies which was very nice
the fireplace was a favorite of ours as well as the ping pong table
just perfect very clean comfortable great amenities nicely stocked and a great location
very clean and it is as advertised
very clean and well organized
the house is very clean and comfortable
fully equipped kitchen-clean and comfortable
the house was very clean and had a well stocked kitchen for cooking
lee was a great host
lee was a great host and responded quickly to all correspondence
owner is very responsive and helpful as well
he answered all our questions quickly and was very helpful
lee is an amazing host and thought of just about everything
nice place and close to the lake
great house to get away from it all stocked kitchen and close to the casino
lee’s place is great beautiful location and the house is perfect
nice part of town a ton of deer to see and close to stores
i would recommend this place and will likely return
Read more reviews

6. Luxurious oasis with outdoor sauna (from USD 200)

A charming two-bedroom home, this vacation rental has only one goal - to please the vacationers with style, luxury, and comfort. The home comes complete with basic amenities, along with modern necessities. It perfectly houses up to four guests. This home also includes a living area with a flat-screen TV, a fully functional kitchen, and a space for dining. The highlight of this place is the sauna that’s set outside the home. For a chill weekend, hang out by the fireplace, listening to beautiful records with your family or friends.

Stayed at this property?
Monticello, New York, United States
12.57 km (7.9 mi) from Bethel Woods Center for the Arts
331 reviews   Superhost Wifi Available
Entire cottage 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
wifi was great and sofa very comfortable
loved the concrete table and mid century chill chairs
also he has a beautiful view of the sunset from the living room/kitchens
the beds were very comfortable great amenities and the kitchen was well stocked for cooking
the space is really well designed and super cozy
sean’s place was very clean and beautifully decorated
everything was clean and sean responded very quickly
sean’s house is exactly like advertised—beautiful charming and clean
sean's place was clean and stylishly decorated
this place was sparkling clean and beautiful
he was also very communicative throughout and made checking in and out super easy
great space lovely woodsy area host is very responsive and helpful
not only the host the house itself amazing
sean is an amazing host super responsive and provided all info needed to make sure our stay was amazing
huge kitchen :) and the host is nice and super responsive
lovely place near monticello in the heart of the catskills
very conveniently located close almost for everything i highly recommend this place for your trip to monticello
lovely place to get away and escape the summer heat of the city
the house is located near the lake with really good walks
sean’s place was super cute and cozy
Read more reviews

7. Renovated cottage boasting rustic design (from USD 450)

If you’re looking for that perfect country getaway, look no further than Dutch Hill Cottage. You can’t go wrong with this one. You get comfort, luxury, and all the modern amenities. Encompassed by the lush forest, this cottage has several trails that lead to the mountains and the lakes. Although you get the remoteness, city life isn’t far off. Just a quick five-minute drive will take you to the restaurants, supermarkets, and more. You can enjoy the lazy yet relaxing evenings either in the hot tub, by the firepit, or on the deck. There’s a barbecue station where you can grill your favorite meals.

Stayed at this property?
Monticello, New York, United States
23.0 km (14.3 mi) from Bethel Woods Center for the Arts
109 reviews   Superhost Wifi Available
Entire cottage 7 Beds 10 Guests 5 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
lots of room to explore and take a breath of fresh air
it is a true 5 bedroom with a well stocked kitchen
it was clean and beautiful inside and out
the home was clean and well decorated
it was very clean and had everything that we needed we really enjoyed the deck and fire pit area
stunning location amazing views and super clean and cosy place
jenny is an excellent host
jenny was very communicative and a great host
jenny is a great host thanks for making our stay so easy
jenny and ron are super nice responsive and accommodating
check-in/out was seamless everything was clean and the hosts are thoughtful and highly responsive
it was the perfect place to get away
Read more reviews

8. Secluded cabin near Forest Reserve (from USD 225)

Set in a quiet community, this cozy cabin is located just a stone’s throw away from Forest Reserve, which is also home to beautiful waterfalls and a dog park. While vacationing at this cabin, you’ll get to see deer frolicking around from either in the sunroom or at the cabin’s gazebo. The cabin is designed in such a way that it acts as an escape from city life. Perfect for six guests, the cabin has three bedrooms, a bathroom, a living room with a fireplace, a workspace, a dining room, and a fully equipped kitchen.

Stayed at this property?
Monticello, New York, United States
7.21 km (4.5 mi) from Bethel Woods Center for the Arts
60 reviews   Superhost Wifi Available
Entire cabin 2 Beds 4 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
we especially loved the chill sundeck spacious lawn and cozy fireplace
super clean and stylish house highly recommend it
the house was immaculate when we arrived and communication was always prompt and helpful
jess and josh were great hosts and have a great home is a lovely location
surrounding area is quiet but a quick drive to white lake for cute restaurants and ice cream
waking up every morning with a peaceful walk near the wooded streams and waterfalls was so relaxing
great place in a beautiful part of ny
Read more reviews

9. Enchanting four-bedroom country home (from USD 135)

Nestled just five minutes away from the lake, this country home is perfect for eight guests looking for a blissful escape from the city life. The four-bedroom home is clean, spacious, and has everything a guest would need, including a fully stocked kitchen, a living area, and a dining area. Because of the surroundings, you’ll be lucky to see deer out and about living their life to the fullest nearby the property. And as for the location, just a few minutes’ drive will take you to liquor shops, restaurants, and bars.

Stayed at this property?
Monticello, New York, United States
6.12 km (3.8 mi) from Bethel Woods Center for the Arts
379 reviews   Wifi Available
ENTIRE HOME 4 Beds 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the full kitchen was great to have—all we had to do was bring groceries
would be very comfortable for 2 couples
the place was cozy and perfect for a group of 6
house is well stocked full kitchen great firebox sit out front or sit out back comfy
a wonderful well equipped space with 4 beds and 2 fireplaces
very clean and well kept
it was very clean and comfortable
great stay plenty of clean linens towels etc
oleg’s house was clean and comfortable
clean cozy quiet relaxing home
hosts welcome questions and respond quickly
host is very responsive and accommodating
oleg very responsive to questions and needs
very responsive host and easy check in
amazing hosts would absolutely stay here again
very comfortable house close to bethel performing arts center
great place and location for shows at bethel woods
very comfortable home located in a quiet area
nice fire pit close driving distance to several trails relaxing environment
the house was very cute in a nice quiet neighborhood
Read more reviews

10. Fully furnished lake house

If you’re an adventurous soul and into hiking, boating, rafting, zip-lining, tubing, etc, this lake house is perfect for you. It’s just a beautiful treasure to relax in during the holidays. This waterfront property comprises five bedrooms, two bathrooms, and perfectly accommodates ten guests. The surroundings of the property are filled with parks and beaches. There’s also an eagle sanctuary nearby the lake. Along with these, another attraction is Bethel Woods, which is famous for holding artworks and concerts.

Stayed at this property?
Monticello, New York, United States
10.55 km (6.6 mi) from Bethel Woods Center for the Arts
63 reviews  
Entire house 7 Beds 5 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
we had a great time at the house plenty of space for 10 people and very warm and comfortable
perfect lake escape accommodates a lot of people in a very warm and cozy cabin
the house was very clean and spacious
every bed had clean sheets
every room had clean sheets and fresh towels for our use
house was clean comfortable and spacious
the house was lovely and clean upon arrival
scott is an amazing host
truly a host that wants to be helpful and made us feel so at home
owner was very accommodating and easy to work with
his response time was very fast and he was very helpful
scott was the best host you could ever ask for
super walmart and icecream shop/ restaurant was so close
very cool house and beautiful location right on the water
the neighborhood is quiet peaceful and very conveniently located next to the lake
i already wish it was next summer so i could rent this place again
jeff's place is spacious and at an excellent location
Read more reviews

11. Cabin by the lake

Located in the hamlet of New York’s Smallwood, Red Lake Cabin is encompassed by a lush woodland area. And just because it is surrounded by the woods, it doesn’t mean the cabin skimps out on the amenities. You get all the features including brand-new electronics and appliances, as well as complimentary internet. There are also several activities and games for both adults and children. And if you want to vacation with your pet(s), you’re in luck, because this rental is pet-friendly, too.

Stayed at this property?
Monticello, New York, United States
6.88 km (4.3 mi) from Bethel Woods Center for the Arts
48 reviews  
Entire cabin 3 Beds 3 Bedrooms 1 Bathroom
Top guest reviews
very clean and well stocked
sparkling clean and neat
clean cozy quiet and peaceful
a clean and modern space in quiet neighborhood
very nice and clean space to stay
scott is a great host
it was a great experience with a super helpful host and friendly neighbors
scott was a great host and was very easy to communicate with
fantastic host fantastic place can’t wait to go back
the location is perfect for visiting the cluster of lakes in the area
very nice place great location
perfect place to get away from it all
needed to get away from the city and this location proved to be the perfect escape
the red lake cabins location is very private and secluded for that privacy needed for a relaxing getaway
Read more reviews

12. Modern sanctuary perfect for an idyllic retreat

Sun will shine upon you in every corner of the house when you stay here. This lakefront home is bright, warm, and cozy, making it a perfect stay during your holiday. If having dinner inside the house is too mainstream for you, then fret not. You can enjoy the fireside dinner, under the stars, with your family or friends. Not just this - you’ll also enjoy the silence and serenity that’s offered here. The entire house is fully stocked and you’ll even get access to the outdoor grill. Lastly, enjoy all the lakes and mountains nearby the property.

Stayed at this property?
Monticello, New York, United States
10.34 km (6.5 mi) from Bethel Woods Center for the Arts
49 reviews  
Entire house 3 Beds 3 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the location offers a dreamy river view from the comfortable deck (with grill)
owen was a fantastic host and super quick to reply
peaceful escape from it all owen’s a great host easygoing and non-intrusive
beautiful location thoughtful host - highly recommend
great place to stay will be coming back
we stayed at owen’s place for a weekend getaway with friends
Read more reviews

A great location to escape the city life

If you want to break free from the shackles of city life - even for just a little bit - pack your bags and head to a charming village of Monticello in New York. It has tons of lakes and forested areas where you can enjoy a vacation. And these accommodations will ensure you have a comfortable stay!

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Born in Mumbai and brought up in Bangalore, India, Aarti is a full-time freelance writer by profession. She is a lover of everything the ‘blue dot’ offers—world cultures, off-the-beaten tracks,...Read more

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