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:14 Nov - 21 Nov
Image gallery for Charming 2-bedroom Waterfront home with boat access in Saugerties
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Charming 2-bedroom Waterfront home with boat access in Saugerties
Saugerties, NY
13% off
Price is NZ$4,993
NZ$4,993
NZ$713 per night
includes taxes & fees
Image gallery for Farmette Roquette Hudson Valley
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Farmette Roquette Hudson Valley
Germantown, NY
8% off
Price is NZ$8,594
NZ$8,594
NZ$1,228 per night
includes taxes & fees
Image gallery for Private Getaway 10 Mins From Hunter & Windham Mountain
9.89.8 out of 10 rating
Exceptional
(88 reviews)
Private Getaway 10 Mins From Hunter & Windham Mountain
Hunter, NY
12% off
Price is NZ$4,868
NZ$4,868
NZ$695 per night
includes taxes & fees
Image gallery for Navywood: Scandi | Peaceful | Red Hook/Rhinebeck
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Navywood: Scandi | Peaceful | Red Hook/Rhinebeck
Elizaville, NY
11% off
Price is NZ$3,750
NZ$3,750
NZ$536 per night
includes taxes & fees
Image gallery for Charming cottage with lake access, wood burning fire place, and WiFi
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Charming cottage with lake access, wood burning fire place, and WiFi
Elizaville, NY
12% off
Price is NZ$2,354
NZ$2,354
NZ$336 per night
includes taxes & fees
Image gallery for Catskills Home, 5 Mins to Windham Mtn Resort!
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Catskills Home, 5 Mins to Windham Mtn Resort!
Windham, NY
6% off
Price is NZ$1,931
NZ$1,931
NZ$276 per night
includes taxes & fees
Image gallery for Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
1010 out of 10 rating
Exceptional
(16 reviews)
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Red Hook, NY
8% off
Price is NZ$3,812
NZ$3,812
NZ$545 per night
includes taxes & fees
Image gallery for Perfect home for a getaway from NYC
1010 out of 10 rating
Exceptional
(12 reviews)
Perfect home for a getaway from NYC
Athens, NY
8% off
Price is NZ$6,680
NZ$6,680
NZ$954 per night
includes taxes & fees
Image gallery for Waterfront retreat near Kingston, NY w/ stunning views, firepit & trails nearby!
1010 out of 10 rating
Exceptional
(6 reviews)
Waterfront retreat near Kingston, NY w/ stunning views, firepit & trails nearby!
Ulster Park, NY
8% off
Price is NZ$3,232
NZ$3,232
NZ$462 per night
includes taxes & fees
Image gallery for A'Neils Windham Ski Lodge & Family Retreat
1010 out of 10 rating
Exceptional
(28 reviews)
A'Neils Windham Ski Lodge & Family Retreat
Windham, NY
8% off
Price is NZ$16,746
NZ$16,746
NZ$2,392 per night
includes taxes & fees
Image gallery for Redwood Retreat in Windham - Pool! Tennis!
9.89.8 out of 10 rating
Exceptional
(56 reviews)
Redwood Retreat in Windham - Pool! Tennis!
Windham, NY
5% off
Price is NZ$2,487
NZ$2,487
NZ$355 per night
includes taxes & fees
Image gallery for Hot Tub - Hammock- Games - Grill - Large Colonial
1010 out of 10 rating
Exceptional
(6 reviews)
Hot Tub - Hammock- Games - Grill - Large Colonial
Kingston, NY
8% off
Price is NZ$6,230
NZ$6,230
NZ$890 per night
includes taxes & fees
Image gallery for Hot tub Completely private Fenced yard with Pool and Hot tub near Hunter MT
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Hot tub Completely private Fenced yard with Pool and Hot tub near Hunter MT
Tannersville, NY
8% off
Price is NZ$4,966
NZ$4,966
NZ$709 per night
includes taxes & fees
Image gallery for Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
9.69.6 out of 10 rating
Exceptional
(25 reviews)
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
Hudson, NY
15% off
Price is NZ$17,939
NZ$17,939
NZ$2,563 per night
includes taxes & fees
Image gallery for Your Sunny Bungalow Awaits!
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Your Sunny Bungalow Awaits!
Oliverea, NY
20% off
Price is NZ$1,967
NZ$1,967
NZ$281 per night
includes taxes & fees
Image gallery for Catskills Cabin with Hot Tub near Hiking
8.48.4 out of 10 rating
Very good
(25 reviews)
Catskills Cabin with Hot Tub near Hiking
Shandaken, NY
8% off
Price is NZ$2,700
NZ$2,700
NZ$386 per night
includes taxes & fees
Image gallery for Newly Renovated Village Home circa. 1874 Near HITS & Hunter
1010 out of 10 rating
Exceptional
(35 reviews)
Newly Renovated Village Home circa. 1874 Near HITS & Hunter
Saugerties, NY
7% off
Price is NZ$3,182
NZ$3,182
NZ$455 per night
includes taxes & fees
Image gallery for PERFECT RETREAT Privacy & Relaxing, Hot Tub, WiFi, 2 Fireplaces, Outdoor Kitchen
1010 out of 10 rating
Exceptional
(10 reviews)
PERFECT RETREAT Privacy & Relaxing, Hot Tub, WiFi, 2 Fireplaces, Outdoor Kitchen
Saugerties, NY
9% off
Price is NZ$6,186
NZ$6,186
NZ$884 per night
includes taxes & fees
Image gallery for Hot Tub and Fireplace, Private Setting -Woodstock, NY
1010 out of 10 rating
Exceptional
(82 reviews)
Hot Tub and Fireplace, Private Setting -Woodstock, NY
Saugerties, NY
8% off
Price is NZ$3,581
NZ$3,581
NZ$512 per night
includes taxes & fees
Image gallery for 7BR Log Cobin /w Private Pool and Hot tub Just 10 Mins from HunterMT Sleeps 19
1010 out of 10 rating
Exceptional
(6 reviews)
7BR Log Cobin /w Private Pool and Hot tub Just 10 Mins from HunterMT Sleeps 19
Tannersville, NY
7% off
Price is NZ$4,574
NZ$4,574
NZ$653 per night
includes taxes & fees
Image gallery for THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
9.09.0 out of 10 rating
Wonderful
(8 reviews)
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
Saugerties, NY
9% off
Price is NZ$4,431
NZ$4,431
NZ$633 per night
includes taxes & fees
Image gallery for Pool is open & heated! Country lux w/ Priv hot tub! Explore the Carskills!
1010 out of 10 rating
Exceptional
(187 reviews)
Pool is open & heated! Country lux w/ Priv hot tub! Explore the Carskills!
Hurley, NY
8% off
Price is NZ$4,746
NZ$4,746
NZ$678 per night
includes taxes & fees
Image gallery for Stylish Catskills Retreat: Year-Round Adventure!
1010 out of 10 rating
Exceptional
(7 reviews)
Stylish Catskills Retreat: Year-Round Adventure!
Round Top, NY
7% off
Price is NZ$5,540
NZ$5,540
NZ$791 per night
includes taxes & fees
Image gallery for Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year
1010 out of 10 rating
Exceptional
(22 reviews)
Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year
Jewett, NY
8% off
Price is NZ$6,869
NZ$6,869
NZ$981 per night
includes taxes & fees
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Find the best place to stay - Indian Head Mountain
Cutest Cabin in Windham, walking path to pond, corn hole & fire pit, BBQ grill
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
65 reviews(65 reviews)
Hike In Hike Out Mountain Cabin
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Four Seasons Luxury Mountain Retreat next to hiking trails
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
Modern Luxurious Cabin, Catskills - The Tiny Nook
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Scenic getaway with private Deck
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
1930's 1 bedroom cottage updated with charm, pet friendly, near hiking trails
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
83 reviews(83 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