Holiday rentals near Indian Head Mountain
We found 1,862 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals within easy reach of Indian Head Mountain that can be your home away from home. Whether you're going on holiday with family or friends, holiday homes have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Indian Head Mountain
Showing deals for:26 Sept - 3 Oct
Image gallery for Pool is open & heated! Country lux w/ Priv hot tub! Explore the Carskills!
1010 out of 10 rating
Exceptional
(182 reviews)
Pool is open & heated! Country lux w/ Priv hot tub! Explore the Carskills!
Hurley, NY
8% off
Price is NZ$4,739
NZ$4,739
NZ$677 per night
includes taxes & fees
Image gallery for Secluded Catskill Mountains Getaway Peaceful Nature Near Woodstook
1010 out of 10 rating
Exceptional
(23 reviews)
Secluded Catskill Mountains Getaway Peaceful Nature Near Woodstook
West Shokan, NY
7% off
Price is NZ$3,045
NZ$3,045
NZ$435 per night
includes taxes & fees
Image gallery for Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
1010 out of 10 rating
Exceptional
(157 reviews)
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Windham, NY
17% off
Price is NZ$20,341
NZ$20,341
NZ$2,906 per night
includes taxes & fees
Image gallery for Charming rustic home in the Hudson Valley. New Hot Tub! Close to Hunter/Windham
1010 out of 10 rating
Exceptional
(5 reviews)
Charming rustic home in the Hudson Valley. New Hot Tub! Close to Hunter/Windham
Saugerties, NY
12% off
Price is NZ$7,796
NZ$7,796
NZ$1,114 per night
includes taxes & fees
Image gallery for Magical Home Located in Windham and Catskills
1010 out of 10 rating
Exceptional
(9 reviews)
Magical Home Located in Windham and Catskills
Windham, NY
12% off
Price is NZ$4,349
NZ$4,349
NZ$621 per night
includes taxes & fees
Image gallery for Ski hunter, Indoor pool & sauna .2 miles to slopes
9.49.4 out of 10 rating
Exceptional
(20 reviews)
Ski hunter, Indoor pool & sauna .2 miles to slopes
Hunter, NY
8% off
Price is NZ$11,541
NZ$11,541
NZ$1,649 per night
includes taxes & fees
Image gallery for Rustic Quarry Luxury with Private Lake
1010 out of 10 rating
Exceptional
(6 reviews)
Rustic Quarry Luxury with Private Lake
Saugerties, NY
16% off
Price is NZ$15,614
NZ$15,614
NZ$2,231 per night
includes taxes & fees
Image gallery for Ashokan ArtHaus, Private Hot Tub, Wags Welcome!
1010 out of 10 rating
Exceptional
(7 reviews)
Ashokan ArtHaus, Private Hot Tub, Wags Welcome!
West Shokan, NY
20% off
Price is NZ$3,889
NZ$3,889
NZ$556 per night
includes taxes & fees
Image gallery for Quiet Mountain View Art House - Up on a hill - Round Top!
1010 out of 10 rating
Exceptional
(5 reviews)
Quiet Mountain View Art House - Up on a hill - Round Top!
Round Top, NY
8% off
Price is NZ$8,074
NZ$8,074
NZ$1,153 per night
includes taxes & fees
Image gallery for "New Home" Idyllic Mt Views ,Pond & Horse farm views 2 min to Town
1010 out of 10 rating
Exceptional
(25 reviews)
"New Home" Idyllic Mt Views ,Pond & Horse farm views 2 min to Town
Windham, NY
16% off
Price is NZ$6,464
NZ$6,464
NZ$923 per night
includes taxes & fees
Image gallery for Gorgeous Villa w/ Mountain Views, pool, hot tub!
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Gorgeous Villa w/ Mountain Views, pool, hot tub!
Glenford, NY
5% off
Price is NZ$5,786
NZ$5,786
NZ$827 per night
includes taxes & fees
Image gallery for Le Chalet: Modern Design, Mountain views, Chef's Kitchen, Sauna & Hot Tub
1010 out of 10 rating
Exceptional
(10 reviews)
Le Chalet: Modern Design, Mountain views, Chef's Kitchen, Sauna & Hot Tub
Jewett, NY
12% off
Price is NZ$13,487
NZ$13,487
NZ$1,927 per night
includes taxes & fees
Image gallery for Church Des Artistes a Hudson Valley retreat
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Church Des Artistes a Hudson Valley retreat
Kingston, NY
8% off
Price is NZ$21,182
NZ$21,182
NZ$3,026 per night
includes taxes & fees
Image gallery for Relaxing House in Catskills Forest Near Pretty Pond - near Woodstock/Phoenicia.
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Relaxing House in Catskills Forest Near Pretty Pond - near Woodstock/Phoenicia.
Willow, NY
8% off
Price is NZ$4,323
NZ$4,323
NZ$618 per night
includes taxes & fees
Image gallery for Stunning Modern Barn minutes from Woodstock 21N-195
1010 out of 10 rating
Exceptional
(42 reviews)
Stunning Modern Barn minutes from Woodstock 21N-195
Mount Tremper, NY
8% off
Price is NZ$6,237
NZ$6,237
NZ$891 per night
includes taxes & fees
Image gallery for In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,
9.69.6 out of 10 rating
Exceptional
(44 reviews)
In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,
Woodstock, NY
16% off
Price is NZ$3,245
NZ$3,245
NZ$464 per night
includes taxes & fees
Image gallery for Chalet nestled right in Windham Mountain's quiet beauty-private access to trails
1010 out of 10 rating
Exceptional
(18 reviews)
Chalet nestled right in Windham Mountain's quiet beauty-private access to trails
Windham, NY
8% off
Price is NZ$9,992
NZ$9,992
NZ$1,427 per night
includes taxes & fees
Image gallery for Perfect Getaway - Luxury Cabin w/ Mtn View
1010 out of 10 rating
Exceptional
(11 reviews)
Perfect Getaway - Luxury Cabin w/ Mtn View
Germantown, NY
12% off
Price is NZ$4,286
NZ$4,286
NZ$612 per night
includes taxes & fees
Image gallery for Stunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna
1010 out of 10 rating
Exceptional
(11 reviews)
Stunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna
Windham, NY
13% off
Price is NZ$10,060
NZ$10,060
NZ$1,437 per night
includes taxes & fees
Image gallery for Pet Friendly Cabin Doh-Ray up @ 1500 ft
1010 out of 10 rating
Exceptional
(62 reviews)
Pet Friendly Cabin Doh-Ray up @ 1500 ft
Woodstock, NY
8% off
Price is NZ$3,995
NZ$3,995
NZ$571 per night
includes taxes & fees
Image gallery for Serene Retreat on a Stream with Fire Pit Close to Skiing and Hiking
1010 out of 10 rating
Exceptional
(70 reviews)
Serene Retreat on a Stream with Fire Pit Close to Skiing and Hiking
Phoenicia, NY
16% off
Price is NZ$3,611
NZ$3,611
NZ$516 per night
includes taxes & fees
Image gallery for Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
1010 out of 10 rating
Exceptional
(68 reviews)
Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
Bearsville, NY
8% off
Price is NZ$9,243
NZ$9,243
NZ$1,320 per night
includes taxes & fees
Image gallery for July 4th now available. Inquire about discount. Pool, gourmet kitchen, views!
1010 out of 10 rating
Exceptional
(85 reviews)
July 4th now available. Inquire about discount. Pool, gourmet kitchen, views!
Tannersville, NY
6% off
Price is NZ$17,600
NZ$17,600
NZ$2,514 per night
includes taxes & fees
Image gallery for BREATHTAKING VIEWS, Contemporary, located 2,500' off road, 25 acre estate!
1010 out of 10 rating
Exceptional
(5 reviews)
BREATHTAKING VIEWS, Contemporary, located 2,500' off road, 25 acre estate!
Windham, NY
8% off
Price is NZ$6,697
NZ$6,697
NZ$957 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
Villa
Chalet
Find the best place to stay - Indian Head Mountain
Sanctuary by the Stream
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
144 reviews(144 reviews)
Postcard Cabins Eastern Catskills
Sleeps 2 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
22 reviews(22 reviews)
Romantic sky loft with steam shower and giant tub. Breweries and hiking nearby
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Modern Streamside Cabin near Hunter Mountain
Sleeps 5 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Relax!
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Charming Artist's Retreat
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
137 reviews(137 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