We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Homes in Monticello

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    $400 Average
    |||
    |||
    $0$2,000+
    Suitability
    More filters
    Don't let other travellers get your favourite Monticello area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 16 Rentals in Monticello
    Sort by:
    Default
    Monticello
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    The following rentals are within 15 kilometres of Monticello.
    Bethel
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Beautiful Catskills Cabin1 / 23
    (2)Excellent
    Bethel
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    6 Bedroom, 9 Beds, Luxury Estate on 165 Acres with Lake, 2hrs from NYC1 / 15
    (1)Very good
    Liberty
    6 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    House was as advertised - spacious and bright, lots of room. The highlight though is the 165 acres - quiet, private and scenic.
    See all reviews
    About this property
    Lovely modern 6 bedroom home, with stunning 60 mile views just 2 hrs from Manhattan, 30 min from Bethel Woods, 5 min from golf, stroll in your own 165 acre private forest. Complete privacy BBQ, 1000 sq ft deck, fire pit, lake, trails, forest, view The space Wonderful property with tremendous...
    View all property information
    Location Information
    Liberty, New York 12754
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 16
    Make Enquiry
    Large Modern Cabin with Hot Tub Tucked in Woods1 / 45
    (7)Excellent
    Bethel
    5 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Outdoor Dining Area
    • Internet Access
    • Cable/satellite TV
    • Central Heating
    • Grill
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2018
    Location was secluded and there was enough space for everyone. There were plenty of things to do and everyone was happy with all of the extra activities like the pool table and...
    Reviewed 31 January 2018
    Had a great time and the place was all we hoped it would be. The house and grounds are huge amd the setting in the woods is beutiful . We are looking foward to returing in the...
    See all reviews
    About this property
    Our cabin was built to allow you to enjoy the best of Catskill living. Five minutes from Bethel Woods Performing Arts Center, 15 Minutes from skiing at Holiday Mountain, 15 minutes from swimming at Lake Superior, minutes from boating and fishing at White Lake and 15 minutes from golf and tennis at...
    View all property information
    Location Information
    Bethel, Catskill Region 12749
    Cabin Holiday Rental - 5 Bedrooms, 5 Bathrooms, Sleeps 13
    Make Enquiry
    Smallwood
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Lake Front Lodge! Just renovated! Minutes away from Bethel Woods Performing Arts Center ( Home of the original 1969 Woodstock) Enjoy a relaxing getaway in the heart of the Catskills!!! Situated on the picturesque and peaceful private Mountain Lake of Smallwood in Bethel NY. Close to all...
    View all property information
    Location Information
    Smallwood, New York 12701
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    Make Enquiry
    Indian Stone Property with 4 Bedroom House1 / 33
    (2)Excellent
    Hurleyville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • Wi-Fi
    • Parking
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2015
    This is an Amazing place to stay. The house is beautiful and well kept by the care taker George. The owner Michael is a great guy! Me and my family are having a great time here...
    See all reviews
    About this property
    Enjoy life from a better view. Unforgettable property with 25 acres private land, lrge swimming pond, nice detailing with unobstructed views from every single window of home. Long driveway through beautiful landscaped property leads to immaculate elevated 4 bedrooms house, surrounded by old...
    View all property information
    Location Information
    Hurleyville, New York 12747
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Smallwood
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a relaxing getaway in the heart of the Catskills!!! Situated in the picturesque private lake community of smallwood in Bethel NY (home of the original Woodstock) During your stay take in all that the beautiful mountain and lake scenery has to offer in the Summer, Fall, Winter or Spring!...
    View all property information
    Location Information
    Smallwood, New York 12778
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 7
    Make Enquiry
    Beauty at Road's End, close to Casino Bethel Woods and Catskill Casino!1 / 13
    (1)Excellent
    Liberty
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2018
    It was great to spend the weekend in this beautiful house! I fell in love with this place! My children and husband also like Kathleen's house and surroundings very much! If...
    See all reviews
    About this property
    Perfect get away great appeal for every taste and leisure activity. The house is large, lots of space. Even though this is a bedroom rental, Guests have access to the Living Room and Dining Room, where coffee, tea, breakfast snacks are served in the morning. Charming home in idyllic setting - end...
    View all property information
    Location Information
    Liberty, New York 12754
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    White Lake
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Central Heating
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely home is located in the private Beechwood Community of White Lake, not to be confused with Beechwoods at Villa Roma. It features lovely rear views to dense woods with lots of wildlife stopping by daily! It is just up the hill from beautiful, sparkling spring-fed White Lake and comes with...
    View all property information
    Location Information
    White Lake, New York 12786
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Enquiry
    Save time - get the best Monticello rentals sent straight to your email!
    Get the List
    Smallwood
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hello welcome to our Log sided Cabin-this is an original condition 1939 one owner cabin in excellent condition. wood all around you-Sun shines on our cabin from sunrise to sunset with Beautiful Hiking Trails-Pond-Swimming Lake- Antiquing-Restaurants-Farming-all within minutes drive. We are a family...
    View all property information
    Location Information
    Smallwood, New York 12786
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Forestburgh
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Outdoor Dining Area
    • Cable/satellite TV
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Woodsy Catskill Summer House in Merriewold. Merriewold is a private enclave of summer homes dating back to the late 1890's. The house was built in 1931 by John Moody, the financier. The house is in a mature pine forest, surrounded by ferns and mountain laurel. Merriewold is entirely private,...
    View all property information
    Location Information
    Forestburgh, Catskill Region 12777
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    Liberty
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Central Heating
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect get away great appeal for every taste and leisure activity. Great location: Close to Bethel Woods, hunting locations; casino; mins from shopping, restaurants, hiking / biking trails, antique shops or spend time on the 6-acre grounds to hike, relax in Adirondack chairs, wade in creek!...
    View all property information
    Location Information
    Liberty, New York 12754
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Kiamesha Lake
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Private Garden
    • Patio
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This two leveled house is airy and plenty natural light access. Newly renovated and spacious. It is in a quiet community with front parking lot for two cars. There are modern stainless steel appliances and stereo sound system with celling speakers. There is a private backyard with swing and a...
    View all property information
    Location Information
    Kiamesha Lake, New York 12751
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    White Lake
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a sweet and fully-functional cabin in lovely Beechwood, White Lake, NY. It backs up to dense woods and is home to lots of birds and wildlife including deer, the occasional bear!, and other of nature's bounty. It has three small but comfortable bedrooms each accommodating three people....
    View all property information
    Location Information
    White Lake, New York 12786
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 10
    Make Enquiry
    Liberty
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Fern Creek' is the perfect get away and has great appeal for every taste and leisure time preference. The house is well-cared for two-story colonial with a farm house design, including front porch with comfortable solid wood Adirondack chairs where guests like to gather for morning coffee and...
    View all property information
    Location Information
    Liberty, New York 12754
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    List your property
    Owner log in