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Holiday Rentals and Homes in Monticello, NY

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    1 / 19
    5 of 5 stars (2) Excellent
    Monticello
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Monticello
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Monticello
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    The following rentals are within 25 kilometers of Monticello, Catskill Region, New York.

    Bethel
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Central Heating
    • Washer
    • Outdoor Dining Area
    • Balcony
    • Waterfront
    • Mountain Views
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    • x
    About this property
    Lakefront Contemporary Home, Sleeps 10, walk to Bethel woods, Private lakefront and Dock. Game room, pinball, foosball, large screen TV, Cable, internet wifi, Kayaks, Peddle Boat, rowboat, fire pit, and more... View all property information
    Location Information
    Bethel, Catskill Region 12720
    1 / 15
    5 of 5 stars (2) Excellent
    Bethel
    5 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    • Outdoor Dining Area
    • Internet Access
    • Satellite TV
    • Central Heating
    • Grill
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    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
    5 of 5 stars Reviewed 1 December 2014
    Craig was very responsive, so anything that came up before or during our stay was quickly resolved. He also made sure to check in on the check in day to ensure everything was set...
    5 of 5 stars Reviewed 10 July 2014
    This was my first attempt at renting a place on Flip Key. I wanted a big place with lots of bedrooms to fit my friends and I couldn't have been happier with my choice. The place...
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    Wurtsboro
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
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    • Grill
    • Patio
    • Central Heating
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Family Friendly and/or Romantic Getaway home at the foot of the Catskills Mountains in the quaint village of Wurtsboro, 90 minutes from NYC. 3 bedroom property on 3 acres - private creek, giant trampoline, swing and slide set, hammock and lots and lots of space!! Ideally located near many... View all property information
    Location Information
    Wurtsboro, Catskill Region 12790
    Bethel
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • DVD Player
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Porch
    • Balcony
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    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, or Spring! Just a 2... View all property information
    Location Information
    Bethel, Catskill Region 12778
    Wurtsboro
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Patio
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
    • x
    About this property
    If you’re in need of a peaceful lakefront retreat, look no further than this lovely Catskills vacation rental cabin, ideally situated on the pastoral shores of Yankee Lake in a quiet, family-oriented lake community! With 3 bedrooms, 1 bathroom and enough sleeping arrangements for 6 guests to... View all property information
    Location Information
    Wurtsboro, Catskill Region 12790
    Smallwood
    3 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
    1 / 26
    5 of 5 stars (1) Excellent
    Hurleyville
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Parking
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    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    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 home, surrounded by old trees,... View all property information
    Location Information
    Hurleyville, New York 12747
    5 of 5 stars Reviewed 14 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...
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    1 / 26
    Otisville
    7 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Parking
    • DVD Player
    • Porch
    • Satellite TV
    • Internet Access
    • Waterfront
    • Grill
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    This 7 bedroom 1920s Farmhouse style home has a dream wrap around, screened in porch which is 100 feet from the lake. Art deco wall sconces, a wood beam salon ceiling, and an open face wood stove set against an old stone fireplace add character to this rustic,charming old fashioned 1920s home. The... View all property information
    Location Information
    Otisville, New York 10963
    1 / 12
    5 of 5 stars (40) Excellent
    Ellenville
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
    • Outdoor Dining Area
    • Internet Access
    • Porch
    • Grill
    • Central Heating
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Emerald Forest Bungalows is an enchanted locatin tucked away in Ellenville, NY. The White Pine is our brand new Chalet style Cabin. This unit was designed to blend perfectly with our forested landscape (we have just under 75 acres to frolic in). Ellenville is just a 2 hour drive north of... View all property information
    Location Information
    Ellenville, Catskill Region 12428
    5 of 5 stars Reviewed 27 August 2015
    My wife were in the area to see our duaghter and found Emerald Forest to be very nice with an excellent host. Wish we could have spent more time at the Bungalow than we did, but...
    5 of 5 stars Reviewed 18 February 2015
    The remote location of the chalet and property were exactly what we were seeking for a long weekend escape from Manhattan, yet it was very conveniently located for exploring...
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    1 / 8
    4 of 5 stars (1) Very good
    Ellenville
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Air Conditioning
    • Internet Access
    • Grill
    • Waterfront
    • Washer
    • Porch
    • Shared Garden
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
    • x
    About this property
    Cozy 2 bedroom 1 bath cottage, sleeps 6, is available for summer rental. Beautiful wooded property leading to your private beach. Swim, fish or boat in a pristine 100 acre lake. The house is fully furnished, enclosed porch and a deck with lakeviews. Lots of hiking trails nearby. Ideal for... View all property information
    Location Information
    Ellenville, Catskill Region 12428
    4 of 5 stars Reviewed 1 June 2011
    Quite and secluded cottage on a lake. Great place to get away. Small private lake. Quick and easy transaction.
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    Forestburgh
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Outdoor Dining Area
    • Satellite TV
    • Washer
    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
    1 / 26
    Bethel
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Washer
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Grill
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Lake Jeff cottage, a lovely four-season lakefront home is perfectly situated on a small, private 44 acre, non-motor lake where our guests enjoy swimming, fishing, and row boating from the private dock located on the property. Panoramic views of the lake from nearly every room in the cottage,... View all property information
    Location Information
    Bethel, Catskill Region
    1 / 21
    Glen Spey
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Waterfront
    • Central Heating
    • Internet Access
    • Washer
    • Parking
    • Satellite TV
    • Grill
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    This is sort of a bed and breakfast (sans breakfast,) so please read the entire description: Gorgeous, extra spacious home on Loch Ada, Glen Spey...less than two hours from the George Washington Bridge, nestled very far off the beaten path amongst the deer and chipmunks, the wild turkeys and... View all property information
    Location Information
    Glen Spey, New York 12737