Holiday rentals near Monticello Casino and Raceway
We found 833 holiday rentals — enter your dates for availability
Find the perfect private holiday rental within easy reach of Monticello Casino and Raceway. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Monticello Casino and Raceway
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$14,190
NZ$14,190
NZ$2,027 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$29,768
NZ$29,768
NZ$4,253 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$5,492
NZ$5,492
NZ$785 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$4,793
NZ$4,793
NZ$685 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$15,771
NZ$15,771
NZ$2,253 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$4,881
NZ$4,881
NZ$697 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$4,925
NZ$4,925
NZ$704 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$8,447
NZ$8,447
NZ$1,207 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$5,853
NZ$5,853
NZ$836 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$3,128
NZ$3,128
NZ$447 per night
includes taxes & fees
Image gallery for Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres
1010 out of 10 rating
Exceptional
(25 reviews)
Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres
Callicoon Center, NY
8% off
Price is NZ$3,684
NZ$3,684
NZ$526 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$3,467
NZ$3,467
NZ$495 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$5,558
NZ$5,558
NZ$794 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$6,310
NZ$6,310
NZ$901 per night
includes taxes & fees
Image gallery for Comfy Cozy Living on the Delaware River! Recently Renovated!
9.89.8 out of 10 rating
Exceptional
(34 reviews)
Comfy Cozy Living on the Delaware River! Recently Renovated!
Damascus, PA
8% off
Price is NZ$8,742
NZ$8,742
NZ$1,249 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$4,055
NZ$4,055
NZ$579 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$5,889
NZ$5,889
NZ$841 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$4,325
NZ$4,325
NZ$618 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$7,979
NZ$7,979
NZ$1,140 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$4,749
NZ$4,749
NZ$678 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$6,144
NZ$6,144
NZ$878 per night
includes taxes & fees
Image gallery for CATSKILL CABIN 3 — 15% OFF-Casual, Luxurious, Clean & Cozy Getaway on 183 acres
9.49.4 out of 10 rating
Exceptional
(15 reviews)
CATSKILL CABIN 3 — 15% OFF-Casual, Luxurious, Clean & Cozy Getaway on 183 acres
Callicoon Center, NY
7% off
Price is NZ$1,664
NZ$1,664
NZ$238 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$4,707
NZ$4,707
NZ$672 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$5,382
NZ$5,382
NZ$769 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Monticello Casino and Raceway
In the cloud ~your cozy lake house
Sleeps 6 · 2 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
86 reviews(86 reviews)
Beaver Cottage · Beaver Cottage - Families - Groups
Sleeps 13 · 6 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
NEW! Liberty Upstate Retreat with Outdoor Pool, BBQ & Scenic Trails!
Sleeps 14 · 5 bedrooms · 4 bathrooms
8.08.0 out of 10
Very goodvery good
1 review(1 review)
Cozy Cottage with a Pond 2
Sleeps 2 · 1 bedroom · 1 bathroom
6.06.0 out of 10
12 reviews(12 reviews)
Lucky Lane Cottage
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Mid-century modern ranch in Catskills near river
Sleeps 10 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
62 reviews(62 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