Vacation Home Rentals By Owner In Monticello, NY

$708.18

Lakeside Catskills Retreat: Private Hot Tub, BBQ & Movie Lounge

Monticello, New York, United States

The Ultimate Catskills Workation & Family RetreatExperience the perfect balance of hustle and heart at The Bethel Wood Escape. Whether you are a digital nomad seeking a high-speed sanctuary, a professional on a quiet retreat, or a family planning an epic getaway, this meticulously designed 4-bedroom haven is your basecamp for the best of the Catskills. Just 6 minutes from Bethel Woods Center for the Arts, we combine rustic charm with top-tier modern amenities.brbr For the Professional & Digital NomadStop compromising on your workspace. Stay productive with our dedicated Work from the Woods Loft, featuring:brHigh-Speed Mesh WiFi: Reliable, verified speeds for seamless Zoom calls and large file uploads.brQuiet Nook: A dedicated office space set apart from the main living areas.brbr For the Modern FamilyWe’ve done the heavy lifting so you don't have to.brThe Never-Bored Zone: A dedicated basement Game Room & Movie Lounge—the perfect rainy-day insurance policy.Pack Light: brWe provide a Pack-and-Play and High Chair for the little ones.brbrSafety & Fun: A huge wrap-around deck for sunset BBQs, outdoor games, and a fire pit (wood included!) for nightly s'mores.br✨ Why Guests Love UsStarlit Relaxation: A private Hot Tub, professionally maintained and ready for a soak under the mountain stars.brbrLake Life: Complimentary Kayaks provided for a peaceful morning paddle at Toronto Reservoir or Lake Superior.brPrime Location: 6 mins to legendary shows at Bethel Woods; 15 mins to Holiday Mountain Skiingbrbr Adaptable Sleeping (Sleeps 8)Main Level: Regal King Bedroom & full chef’s kitchen.Upper Level: Serene Queen Suite + the Work-from-Woods Loft (Full Bed).Lower Level: Private Queen Nook + Laundry + Game Lounge.

4

Bed

2

Bath

8

Sleeps

$1896.14

/ Nightly

Hotel Resort

Hidden Gem In New York! 4 Beautiful Units with Free Parking, Waterpark

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.brbr✦ Each room is 420 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

4

Bed

4

Bath

16

Sleeps

$1422.61

/ Nightly

Hotel Resort

Exciting Waterpark Escapade! 3 Beautiful Units with Free Parking!

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 420 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

3

Bed

3

Bath

12

Sleeps

$1916.52

/ Nightly

Hotel Resort

Perfect Waterpark Getaway! 3 Units w/ Waterpark Access! Arcade & Playground!

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 847 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

6

Bed

6

Bath

12

Sleeps

$2556.02

/ Nightly

Hotel Resort

Four 2-bedroom Suites with 2 Queens and 1 King at The Kartrite Resort!

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.brbr✦ Each room is 847 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

Bed

Bath

Sleeps

$429.4

/ Nightly

Cabin

New Custom A-Frame in Swinging Bridge Lake Community

Monticello, New York, United States

Be one of the first to stay at this newly constructed custom A-frame home situated on 4 private wooded acres, right next door to its sister property https://www.vrbo.com/1114459 unitId=1662622. brbrbrLocated in the beautiful Swinging Bridge Lake community, this property is just a 3 minute car ride up the hill from the two full service marinas (Starlight marina and Swinging Bridge marina) as well as the Swinging Bridge Neighborhood boat launch where you can launch your own power boat, kayak, or canoe at no cost! Food and other main shopping is less than 15 minutes away, while other attractions such as the restaurants at White Lake, Bethel Woods Performing Arts Center, Monticello Motor Club, and the World Resorts hotel and casino can be reached in 15-20 minutes.brbrbrOutside, this cozy home sits on more than 4 acres of private wooded land, and boasts 700sqft of outdoor multi-seasonal deck space with multiple sitting and lounge areas, a grill and complete dining set. And there is a fire-pit situated just off the rear deck to complete the ultimate outdoor experience. brbrbrInside the home you will find a warm and cozy environment with convenient amenities to satisfy all your needs, including luxurious and comfortable lounge seating around the gas stove in the family room, high top dining table, work area, and coffee and bar station all included in the kitchen. The small library loft contains a unique lounging and reading experience. The two main level bedrooms are appointed with king beds and have easy access to the front entrance of the home. The upstairs bedroom is equipped with two sets of custom built-in bunk beds. Twin beds on the top with double beds on the bottom. Well appointed bathrooms can be found on both the main level and upstairs level.brbrIf you are a bike rider, take advantage of the well-maintained roads in the area and enjoy miles of scenic cycling. The public boat launch, just down the hill, is the ideal spot to park and kick off your bike ride or freshwater adventure. Or if you are into mountain biking or trail hiking, you cannot do better than the Watershed trail system in Port Jervis, just 30 minutes away. Don't leave until you've reached the summit for spectacular views of the town and surrounding areas below!brbrOther great local activities to try: Bethel Woods Ampi-theater for amazing concerts and fall festivals, Antiquing, spas, distilleries, and farmers markets and Forestburgh Playhouse.

Bed

Bath

Sleeps

$165.47

/ Nightly

Private Vacation Home

Riverfront Ski & Fishing retreat, steps from the slopes!

Monticello, New York, United States

Beautiful, newly renovated 3 bed, 2 1/2 bath country home right on the picturesque Neversink River. This home is only a five minute walk down the road to Holiday Mountain Ski & Fun Park!brbrYou can fly fish right in your front yard! The river is easily to wade and has amazing fishing! brbrThis house is only ten minutes to the famous Monticello Raceway and only thirty minutes from Stewart International Airport. This house is only an hour and a half from New York City and only 7 minutes away from Resorts World Catskills! Upstate New York's newest Casino destination! See live shows, comedy headliners, and enjoy fine dining!brbrThere is amazing canoeing and horse back riding just minutes away. The leaves changing color in the fall are breathtaking! Escape from the city to this Catskill getaway. Please Call the phone numbers listed for reservations.

3

Bed

2

Bath

7

Sleeps

$474.54

/ Nightly

Hotel Resort

Junior King Ste at The Kartrite Resort and Indoor Waterpark

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for a room within a hotel.brbr✦ Your room is 420 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

1

Bed

1

Bath

4

Sleeps

$638.51

/ Nightly

Hotel Resort

Your Home Away From Home! 2 Onsite Swimming Pools and Arcade, Free Parking

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for a room within a hotel.brbr✦ Your room is 847 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

2

Bed

2

Bath

4

Sleeps

$1278.01

/ Nightly

Hotel Resort

2 Two Bedrooms with 2 Queens and 1 King at The Kartrite Resort!

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 847 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

4

Bed

4

Bath

8

Sleeps

$948.07

/ Nightly

Hotel Resort

2 Junior King Stes at The Kartrite Resort and Indoor Waterpark

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 420 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

2

Bed

2

Bath

8

Sleeps

$485.84

/ Nightly

Hotel Resort

Indoor Waterpark Resort in the Catskills! Large Accommodation w/ Private Balcony

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for a room within a hotel.brbr✦ Your room is 420 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

1

Bed

1

Bath

4

Sleeps

$674.56

/ Nightly

Hotel Resort

NY’s Largest Indoor Waterpark awaits! Generous Accommodation w/ Patio! Pools!

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for a room within a hotel.brbr✦ Your room is 847 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

2

Bed

2

Bath

4

Sleeps

$497.14

/ Nightly

Hotel Resort

Catskill Getaway! Waterpark, Playground, Arcade, Entertainment, and more awaits!

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for a room within a hotel.brbr✦ Your room is 500 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

1

Bed

1

Bath

4

Sleeps

$970.67

/ Nightly

Hotel Resort

2 Big Rooms w/ Balconies! Waterpark, Arcade & Indoor Activities Available Onsite

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 420 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

2

Bed

2

Bath

8

Sleeps

$461.08

/ Nightly

Cottage

Relaxing Lakeview Cottage in Smallwood

Monticello, New York, United States

Surrounded by trees, and with a stunning lake view, this 1940 cottage will have you in relaxation mode in no time. Explore the area, or simply hang out and enjoy the view, hot tub, fire pit, kitchen with new appliances, and indoor fireplace. Nearby, there are lakes, scenic drives, Bethel Woods, and the towns of Narrowsburg, Livingston Manor, and Roscoe. Dogs allowed with approval, and the property is fully fenced. There are other houses nearby, but still private. Note that while my home has a lovely view of the lake, due to HOA rules, short-term renters are not allowed to use the lake.

2

Bed

1

Bath

4

Sleeps

$225.06

/ Nightly

Private Vacation Home

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

Monticello, New York, United States

Your cozy getaway in Monticello is waiting for you at this lovely house. With four comfy bedrooms and three bathrooms, everyone has plenty of space to relax and feel at home. Bright and welcoming, the living areas create a perfect space for enjoying time with family or friends. Whether you’re looking for a peaceful retreat or an exciting adventure, this home is a wonderful place to base your trip. In winter, you can indulge in skiing, snowboarding, and tubing just nearby. Plus, indoor water parks and casinos are easily accessible, giving you even more fun options to explore.

Bed

Bath

Sleeps

$226.0

/ Nightly

Private Vacation Home

Modern Country Getaway-Catskills

Monticello, New York, United States

Beautifully designed 2 bedroom home nestled between towering Pine trees. With 2 fire pits-1 with bbq located next to it(wood and propane provided) Deck kitchen overlooking yard with dining +another bbq! 2bedrooms on opposite ends of house joined by kitchen and living room. Located on dead end street. Take a peaceful walk uninterrupted-still only 3 miles from route 17-RWCatskills-Kartrite-YO1-Holiday Mountain SKI

Bed

Bath

Sleeps

$1046.38

/ Nightly

Private Vacation Home

Highland Cabins Estate! Huge Hotub, 5 Private Units! Gameroom; 40+ guests

Monticello, New York, United States

The Highlands - Private 5-Unit Estate perfect for extended families or groups – your exclusive retreat in the heart of the Catskills!brbrRead the description, before you book for description and terms:brbr✔ 5 Private Units (2 houses + 3 cabins**)br✔ Sleeps 36+ – Great for big families & groupsbr✔ Huge Hotub, 9+ People -open all year roundbr✔ Private Pool, Game Room, Open Spacesbr✔ Near Kosher Dining, Shul & Local Attractionsbr✔ Fresh mountain air, privacy & room to relaxbrbrEnjoy the entire estate just to yourselves – perfect for reunions, holidays, or peaceful getaways. Escape to fresh air!brbrEscape to Your Own Private Catskills Retreat!brWelcome to The Highlands—a charming, spacious, and completely private mini-colony nestled in the heart of the scenic Catskill Mountains. Ideal for large families, multiple families vacationing together, or group getaways, this exclusive rental offers your group full access to the entire estate—five units in total**, all just for you! Ideal for reunions, retreats, or large family getaways.brbrA Cozy & Private RetreatbrEnjoy the warmth and charm of two country homes and three newly remodeled cabins, all enclosed within a classic white fence for ultimate privacy.brbrThe estate comfortably accommodates large groups with:br^ 12 Bedrooms | Sleeps 36+br^ 2 Country Homes + 3 Cottages**br^ 2 Fully Equipped Kitchens + Modern Dining Area (seats 40 guests)br^ Game Room with pool table, ping pong & foosballbr^ Outdoor Fun – Pool, Hotub, trampoline, fire pit & grassy yardbr^ 2 Cozy Living Rooms with ample seatingbr^ Smart TVs, futons, Wi-Fi & stocked kitchensbr^ Includes linens, towels, pots & morebrbrABOUT US:brA Unique Colony-Style GetawaybrDesigned like a private colony, The Highlands features five family-friendly units, making it a perfect choice for multi-family vacations, reunions, or group getaways. You'll have the entire property to yourselves!brbr2 houses each feature a master bedroom with 2 Queen size beds and en-suite bathroom, 2 additional bedrooms with 7 more beds, a kitchen, dining room and living room room. br* Unit B features a Game Room downstairs with a chic pool table, foosball tables and games too. br* Unit A hosts the large modern dining room area which seats large groups.brbr3 Cabins - Each with 2 bedrooms, a full bathroom, a living room with a futon couch, and updated interiorsbrbrYou'll enjoy the entire estate to yourselves—no shared spaces, just your group’s private getaway [It is one group at a time, even if not booking all units].brbrEndless Fun & RelaxationbrYour group will love the variety of on-site amenities, including:br✔ Game Room with a pool table, ping pong, foosball, and lounging spacebr✔ Refreshing private pool (available in summer)br✔ Large grassy yard—perfect for kids to run and playbr✔ Trampoline for outdoor funbr✔ Firepit area for relaxing evenings under the starsbr✔ Lawn chairs and outdoor seating throughout the propertybrbrPrime LocationbrLocated just minutes from the best local attractions:br*Resorts World Casinobr*Kartrite Indoor Waterparkbr*Holiday Mountain Ski & Snow Tubing Parkbr*Hiking, fishing, and outdoor adventuresbrbrEnjoy amazing dining options, including kosher, nearby and explore the breathtaking beauty of the Catskills with ease.brbrJust a short walk to:br✔ Food, shops, & year-round kosher diningbr✔ Local Shuls, MikvahbrbrNature, Peace & PrivacybrExplore a peaceful mountain setting with grassy lawns, wildlife sightings, and rustic charm. You may spot deer, hear birds, or even see a shimmering spider web in the morning dew. It’s a real escape from city life—laid-back, quiet, and cozy.brbrYour Comfort & Safety Come FirstbrThe property is located in a peaceful, private neighborhood, and for added security, exterior areas are monitored by five clearly visible closed-circuit cameras.brbrFully Stocked & Ready for YoubrThe estate comes fully stocked with fresh linens, towels, cookware, and all the basics for a stress-free stay.brbrThese are cozy country homes and cabins—comfortable, inviting, and exactly as pictured, with the amenities and condition shown in the listing. If you’re looking for a relaxed country-style getaway, you’re in the right place. If you’re expecting red-carpet luxury, the Waldorf may be a better fit.brbrWhether you're escaping the noise of the city, planning a nature-filled family trip, or gathering friends for a cozy reunion, The Highlands offers a warm, rustic getaway that’s all your own.brbrKick off your shoes, breathe in the mountain air, and experience the serenity of your own Catskills colony.brbrWe look forward to hosting you soon—like so many of our happy returning guests!brbr-----------br**Guest accessbrExclusive Property Booking Details:brFor bookings up to 16 guests: Only the 2 front houses are included in your basic booking.brbrFor 16-36 guests (or if you have 16 or fewer guests but would like all 5 units included), please contact us for a custom quote to book all 5 units.brbrFeel free to reach out for any further information or special requestsbrbrShul Access:br- 4-minute walk in the summer; 10-minute walk year-roundbrbrThe Perfect Getaway:brWhether you're seeking outdoor adventure, family-friendly fun, or a peaceful retreat, Highland Estate Colony is the perfect destination to unwind and explore.

12

Bed

7

Bath

46

Sleeps

$384.77

/ Nightly

Cabin

007 Geodome - Unique Escapes 007 Luxury Camping Geo-Dome!

Monticello, New York, United States

Looking for a vacation that will really stand out from the rest Look no further! With a unique 007-themed interior, this geodome vacation rental with 1 bathroom is sure to make lasting memories. You can even bring your dogs along! Shred the slopes of Holiday Ski and Fun Park, just 9 miles away, or visit Bethel Woods, which is the site of Woodstock 1969. Kick back in the cozy interior, have an al fresco meal on the grill, or simply enjoy time with your loved ones. Book now!br*Please note this is a non-smoking unit.

1

Bed

1

Bath

4

Sleeps

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