Monticello holiday rentals
We found 842 holiday rentals — enter your dates for availability
If you'd like to stay close to Monticello, NY (MSV-Sullivan County Intl.), take a look at holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the amenities that you need and want, which might include a hot tub and a washer and dryer. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Monticello, NY (MSV-Sullivan County Intl.)
Showing deals for:7 Nov - 14 Nov
Image gallery for 4BDRM * Games * Family Frndly* Fire Pit * Masthope
1010 out of 10 rating
Exceptional
(22 reviews)
4BDRM * Games * Family Frndly* Fire Pit * Masthope
Lackawaxen, Pennsylvania
7% off
Price is AU$4,069
AU$4,069
AU$581 per night
includes taxes & fees
Image gallery for Au Bon Orchard - Catskills Mountain Views/Private Heated Pool and Jacuzzi
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Au Bon Orchard - Catskills Mountain Views/Private Heated Pool and Jacuzzi
Parksville, NY
8% off
Price is AU$6,534
AU$6,534
AU$933 per night
includes taxes & fees
Image gallery for Crosslands - Woodland Escape w/ Hot Tub
1010 out of 10 rating
Exceptional
(7 reviews)
Crosslands - Woodland Escape w/ Hot Tub
Monticello, New York
11% off
Price is AU$3,915
AU$3,915
AU$559 per night
includes taxes & fees
Image gallery for 9-bedroom home with Private Indoor heated Pool - Firepit - 7 acres - sleeps 22
8.88.8 out of 10 rating
Excellent
(5 reviews)
9-bedroom home with Private Indoor heated Pool - Firepit - 7 acres - sleeps 22
Narrowsburg, NY
8% off
Price is AU$16,893
AU$16,893
AU$2,413 per night
includes taxes & fees
Image gallery for Stream Side Cabin surrounded by woods + Fire Pit
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Stream Side Cabin surrounded by woods + Fire Pit
Ellenville, NY
8% off
Price is AU$2,613
AU$2,613
AU$373 per night
includes taxes & fees
Image gallery for Lake House in the Summer, Ski Chalet in the Winter, Pet Friendly!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Lake House in the Summer, Ski Chalet in the Winter, Pet Friendly!
Lackawaxen, PA
5% off
Price is AU$5,158
AU$5,158
AU$737 per night
includes taxes & fees
Image gallery for Fireplace, Hot Tub, Sauna– Adventure & Charming Towns!
1010 out of 10 rating
Exceptional
(16 reviews)
Fireplace, Hot Tub, Sauna– Adventure & Charming Towns!
Jeffersonville, NY
20% off
Price is AU$3,597
AU$3,597
AU$514 per night
includes taxes & fees
Image gallery for Catskills Log Home
1010 out of 10 rating
Exceptional
(11 reviews)
Catskills Log Home
Liberty, NY
8% off
Price is AU$4,389
AU$4,389
AU$627 per night
includes taxes & fees
Image gallery for Game Night Unique House In Narrowsburg
1010 out of 10 rating
Exceptional
(9 reviews)
Game Night Unique House In Narrowsburg
Narrowsburg, NY
8% off
Price is AU$3,732
AU$3,732
AU$533 per night
includes taxes & fees
Image gallery for Indoor Pool, 11 yrs hosting, 7 bdrm, Hot Tub, Designer Home, Stunning Kitchen
1010 out of 10 rating
Exceptional
(6 reviews)
Indoor Pool, 11 yrs hosting, 7 bdrm, Hot Tub, Designer Home, Stunning Kitchen
Yulan, NY
8% off
Price is AU$13,200
AU$13,200
AU$1,886 per night
includes taxes & fees
Image gallery for Lovely Country Retreat, 4 Mi to Dtwn Narrowsburg!
1010 out of 10 rating
Exceptional
(7 reviews)
Lovely Country Retreat, 4 Mi to Dtwn Narrowsburg!
Narrowsburg, New York
13% off
Price is AU$2,856
AU$2,856
AU$408 per night
includes taxes & fees
Image gallery for Cozy Cabin at Big Bear Mountain: Pools, Lake, Ski, Horseback & More at Masthope!
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Cozy Cabin at Big Bear Mountain: Pools, Lake, Ski, Horseback & More at Masthope!
Lackawaxen, PA
9% off
Price is AU$2,388
AU$2,388
AU$341 per night
includes taxes & fees
Image gallery for Bella Vista Chalet Poconos -Four Season Resort/Lake/Pool/Ski/Horseback-riding
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Bella Vista Chalet Poconos -Four Season Resort/Lake/Pool/Ski/Horseback-riding
Lackawaxen, PA
7% off
Price is AU$3,331
AU$3,331
AU$476 per night
includes taxes & fees
Image gallery for The Masthope View House--Chalet Overlooking Delaware River with Fab Game Room!
1010 out of 10 rating
Exceptional
(64 reviews)
The Masthope View House--Chalet Overlooking Delaware River with Fab Game Room!
Hawley, PA
8% off
Price is AU$5,783
AU$5,783
AU$826 per night
includes taxes & fees
Image gallery for Secluded Cabin w/ Natural Swim Hole-HotTub-Trails
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Secluded Cabin w/ Natural Swim Hole-HotTub-Trails
Lackawaxen, PA
8% off
Price is AU$9,994
AU$9,994
AU$1,428 per night
includes taxes & fees
Image gallery for Enjoy the Magic of the Catskills in your Private Lakefront Home
1010 out of 10 rating
Exceptional
(18 reviews)
Enjoy the Magic of the Catskills in your Private Lakefront Home
White Lake, NY
7% off
Price is AU$3,360
AU$3,360
AU$480 per night
includes taxes & fees
Image gallery for SPACIOUS and COMFY RENOVATED BARN - pets welcome!
1010 out of 10 rating
Exceptional
(5 reviews)
SPACIOUS and COMFY RENOVATED BARN - pets welcome!
Cochecton, NY
8% off
Price is AU$4,155
AU$4,155
AU$594 per night
includes taxes & fees
Image gallery for Cozy Loft Cabin high above Bashakill Wildlife Refuge
9.29.2 out of 10 rating
Wonderful
(20 reviews)
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Westbrookville, NY
8% off
Price is AU$1,853
AU$1,853
AU$265 per night
includes taxes & fees
Image gallery for 16 Bedroom 20 Bathroom Mansion with Indoor Pool
9.89.8 out of 10 rating
Exceptional
(39 reviews)
16 Bedroom 20 Bathroom Mansion with Indoor Pool
Narrowsburg, NY
27% off
Price is AU$25,082
AU$25,082
AU$3,583 per night
includes taxes & fees
Image gallery for 2 Miles from Bethel Woods! SUPER Secluded Luxury Cabin - HOT TUB !!!
9.69.6 out of 10 rating
Exceptional
(10 reviews)
2 Miles from Bethel Woods! SUPER Secluded Luxury Cabin - HOT TUB !!!
Bethel, NY
7% off
Price is AU$3,852
AU$3,852
AU$550 per night
includes taxes & fees
Image gallery for Mountain Retreat- Masthope-Ski/Lake Community!
1010 out of 10 rating
Exceptional
(18 reviews)
Mountain Retreat- Masthope-Ski/Lake Community!
Lackawaxen, PA
8% off
Price is AU$3,504
AU$3,504
AU$501 per night
includes taxes & fees
Image gallery for Completely renovated house in amenities-filled Masthope community / Ski Big Bear
1010 out of 10 rating
Exceptional
(9 reviews)
Completely renovated house in amenities-filled Masthope community / Ski Big Bear
Lackawaxen, PA
7% off
Price is AU$2,735
AU$2,735
AU$391 per night
includes taxes & fees
Image gallery for Mountain Retreat Masthope-Ski-Boat-Swim. Walk to ski slopes-pools - Pet Friendly
1010 out of 10 rating
Exceptional
(5 reviews)
Mountain Retreat Masthope-Ski-Boat-Swim. Walk to ski slopes-pools - Pet Friendly
Lackawaxen, PA
15% off
Price is AU$3,203
AU$3,203
AU$458 per night
includes taxes & fees
Image gallery for Magnificent Modern Farmhouse
1010 out of 10 rating
Exceptional
(22 reviews)
Magnificent Modern Farmhouse
Mountain Dale, NY
8% off
Price is AU$14,656
AU$14,656
AU$2,094 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Monticello
Riverfront Ski & Fishing retreat, steps from the slopes!
Sleeps 7 · 3 bedrooms · 2+ bathrooms
8.88.8 out of 10
Excellentexcellent
31 reviews(31 reviews)
Lakefront Catskills Escape with Hot Tub, Game Room, and Theater!
Sleeps 12 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Lovely Country Retreat, 4 Mi to Dtwn Narrowsburg!
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Sleeps 36 · 9 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Maison Liberty in the Catskills w/heated pool, hot tub fire pit, games and more
Sleeps 10 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
ITS BACK UP! 5 Bedrooms 4.5 Bathrooms W/ AMAZING Game Room Beautiful Bearadise
Sleeps 14 · 5 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
88 reviews(88 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value