Monticello holiday homes
We found 791 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:1 Aug - 8 Aug
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 NZ$14,246
NZ$14,246
NZ$2,035 per night
includes taxes & fees
Image gallery for Serene escape with private lake
1010 out of 10 rating
Exceptional
(8 reviews)
Serene escape with private lake
Ellenville, New York
13% off
Price is NZ$29,711
NZ$29,711
NZ$4,244 per night
includes taxes & fees
Image gallery for Huge 5BR Cabin Retreat With Game Room & Nature Views
1010 out of 10 rating
Exceptional
(12 reviews)
Huge 5BR Cabin Retreat With Game Room & Nature Views
Hawley, PA
8% off
Price is NZ$10,451
NZ$10,451
NZ$1,493 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 NZ$4,784
NZ$4,784
NZ$683 per night
includes taxes & fees
Image gallery for Catskill Gem! Four bedroom on 20 quiet acres
1010 out of 10 rating
Exceptional
(8 reviews)
Catskill Gem! Four bedroom on 20 quiet acres
Barryville, NY
16% off
Price is NZ$5,482
NZ$5,482
NZ$783 per night
includes taxes & fees
Image gallery for Au Bon Orchard - Catskills Mountain Views/Private Heated Pool and Jacuzzi
1010 out of 10 rating
Exceptional
(5 reviews)
Au Bon Orchard - Catskills Mountain Views/Private Heated Pool and Jacuzzi
Parksville, NY
8% off
Price is NZ$15,741
NZ$15,741
NZ$2,249 per night
includes taxes & fees
Image gallery for Mountain Retreat- Masthope-Ski/Lake Community!
1010 out of 10 rating
Exceptional
(16 reviews)
Mountain Retreat- Masthope-Ski/Lake Community!
Lackawaxen, PA
8% off
Price is NZ$4,518
NZ$4,518
NZ$645 per night
includes taxes & fees
Image gallery for Wooden Paradise in Catskills!!!!
1010 out of 10 rating
Exceptional
(14 reviews)
Wooden Paradise in Catskills!!!!
Rock Hill, NY
8% off
Price is NZ$4,871
NZ$4,871
NZ$696 per night
includes taxes & fees
Image gallery for Mid-century modern ranch in Catskills near river
1010 out of 10 rating
Exceptional
(62 reviews)
Mid-century modern ranch in Catskills near river
Narrowsburg, NY
12% off
Price is NZ$4,916
NZ$4,916
NZ$702 per night
includes taxes & fees
Image gallery for Beautiful Full-Size Private Lakefront Gated Home with dock / boats
9.89.8 out of 10 rating
Exceptional
(135 reviews)
Beautiful Full-Size Private Lakefront Gated Home with dock / boats
Swan Lake, NY
11% off
Price is NZ$8,431
NZ$8,431
NZ$1,204 per night
includes taxes & fees
Image gallery for Masthope Spacious 5 Bdrm chalet on cul de sac, wood burning Pizza Oven and Bar
1010 out of 10 rating
Exceptional
(59 reviews)
Masthope Spacious 5 Bdrm chalet on cul de sac, wood burning Pizza Oven and Bar
Lackawaxen, PA
16% off
Price is NZ$5,842
NZ$5,842
NZ$835 per night
includes taxes & fees
Image gallery for The Enchanted Cottage & Hot Tub
1010 out of 10 rating
Exceptional
(29 reviews)
The Enchanted Cottage & Hot Tub
Lackawaxen, PA
11% off
Price is NZ$3,122
NZ$3,122
NZ$446 per night
includes taxes & fees
Image gallery for Cozy Modern Updated House in Catskills
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Cozy Modern Updated House in Catskills
South Fallsburg, NY
8% off
Price is NZ$3,460
NZ$3,460
NZ$494 per night
includes taxes & fees
Image gallery for Wonderful cozy 3-bedroom perfect family retreat
1010 out of 10 rating
Exceptional
(7 reviews)
Wonderful cozy 3-bedroom perfect family retreat
Hawley, PA
8% off
Price is NZ$5,548
NZ$5,548
NZ$793 per night
includes taxes & fees
Image gallery for Modern Catskills Lakefront Home
1010 out of 10 rating
Exceptional
(50 reviews)
Modern Catskills Lakefront Home
Smallwood, NY
6% off
Price is NZ$6,298
NZ$6,298
NZ$900 per night
includes taxes & fees
Image gallery for Lakefront family friendly peaceful Catskills retreat!
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Lakefront family friendly peaceful Catskills retreat!
Wurtsboro, NY
8% off
Price is NZ$5,878
NZ$5,878
NZ$840 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
16% off
Price is NZ$4,047
NZ$4,047
NZ$578 per night
includes taxes & fees
Image gallery for Charming Catskill Farm House on River Front
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Charming Catskill Farm House on River Front
Glen Wild, NY
12% off
Price is NZ$4,317
NZ$4,317
NZ$617 per night
includes taxes & fees
Image gallery for 5 mins to Ski Big Bear! Eclectic getaway w/FP & firepit near Woodloch & Winery
9.89.8 out of 10 rating
Exceptional
(8 reviews)
5 mins to Ski Big Bear! Eclectic getaway w/FP & firepit near Woodloch & Winery
Lackawaxen, PA
9% off
Price is NZ$4,740
NZ$4,740
NZ$677 per night
includes taxes & fees
Image gallery for Dazzling Design, Hot Tub, Huge Rooms, Privacy, 20 acres
1010 out of 10 rating
Exceptional
(26 reviews)
Dazzling Design, Hot Tub, Huge Rooms, Privacy, 20 acres
Swan Lake, NY
8% off
Price is NZ$7,964
NZ$7,964
NZ$1,138 per night
includes taxes & fees
Image gallery for Walk to the Ski-Slope, Pool and Lodge Spectacular 5 Bedroom 3 Bath Contemp
9.49.4 out of 10 rating
Exceptional
(24 reviews)
Walk to the Ski-Slope, Pool and Lodge Spectacular 5 Bedroom 3 Bath Contemp
Lackawaxen, PA
16% off
Price is NZ$6,132
NZ$6,132
NZ$876 per night
includes taxes & fees
Image gallery for Mountain/lake community in Poconos,PA
1010 out of 10 rating
Exceptional
(19 reviews)
Mountain/lake community in Poconos,PA
Lackawaxen, PA
15% off
Price is NZ$4,508
NZ$4,508
NZ$644 per night
includes taxes & fees
Image gallery for The Cottage at Bluestone Falls (90 mins from NYC)
1010 out of 10 rating
Exceptional
(11 reviews)
The Cottage at Bluestone Falls (90 mins from NYC)
Matamoras, PA
8% off
Price is NZ$4,698
NZ$4,698
NZ$671 per night
includes taxes & fees
Image gallery for Private Waterfront Log Home on the Delaware River - Upstate _ Catskills
9.89.8 out of 10 rating
Exceptional
(64 reviews)
Private Waterfront Log Home on the Delaware River - Upstate _ Catskills
Narrowsburg, NY
8% off
Price is NZ$5,372
NZ$5,372
NZ$767 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Monticello
GRANDMA'S COTTAGE
Sleeps 8 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Cozy House + Private Dome with Hot Tub & Sauna
Sleeps 8 · 4 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
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
40 reviews(40 reviews)
River Front Home with lots of Outdoor Activities
Sleeps 3 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Twin Creeks, Our Waterfront Catskills Retreat
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Trails Head Tiny House
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
11 reviews(11 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