Holiday rentals near Ann Street Gallery
We found 632 holiday rentals — enter your dates for availability
If you are looking to stay near Ann Street Gallery, take a look at holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the amenities that you need and want, which might include air conditioning and a pool. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Ann Street Gallery
Showing deals for:14 Nov - 21 Nov
Image gallery for Hillcrest Glasshouse - a minimalist modern retreat
1010 out of 10 rating
Exceptional
(12 reviews)
Hillcrest Glasshouse - a minimalist modern retreat
Newburgh, NY
8% off
Price is NZ$12,894
NZ$12,894
NZ$1,842 per night
includes taxes & fees
Image gallery for 4BR Home in Highland Near Mountain Views and Wedding Venues
1010 out of 10 rating
Exceptional
(21 reviews)
4BR Home in Highland Near Mountain Views and Wedding Venues
Highland, NY
11% off
Price is NZ$6,638
NZ$6,638
NZ$948 per night
includes taxes & fees
Image gallery for 6 Acre Private Hudson Valley Estate
9.69.6 out of 10 rating
Exceptional
(5 reviews)
6 Acre Private Hudson Valley Estate
Highland, NY
7% off
Price is NZ$22,267
NZ$22,267
NZ$3,181 per night
includes taxes & fees
Image gallery for Lake House, ONE HOUR from NYC
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Lake House, ONE HOUR from NYC
Newburgh, NY
8% off
Price is NZ$5,003
NZ$5,003
NZ$715 per night
includes taxes & fees
Image gallery for Cozy Wallkill Inn family home.
9.69.6 out of 10 rating
Exceptional
(30 reviews)
Cozy Wallkill Inn family home.
Wallkill, NY
7% off
Price is NZ$6,299
NZ$6,299
NZ$900 per night
includes taxes & fees
Image gallery for Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
1010 out of 10 rating
Exceptional
(15 reviews)
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Carmel, NY
19% off
Price is NZ$5,794
NZ$5,794
NZ$828 per night
includes taxes & fees
Image gallery for Charming 3-bedroom house.
1010 out of 10 rating
Exceptional
(9 reviews)
Charming 3-bedroom house.
Cortlandt, NY
7% off
Price is NZ$4,063
NZ$4,063
NZ$580 per night
includes taxes & fees
Image gallery for NEW! FOLEY'S LOG CABIN with Hot Tub
1010 out of 10 rating
Exceptional
(6 reviews)
NEW! FOLEY'S LOG CABIN with Hot Tub
Pine Bush, NY
8% off
Price is NZ$8,558
NZ$8,558
NZ$1,223 per night
includes taxes & fees
Image gallery for Hudson River Valley Estate - New Listing!
1010 out of 10 rating
Exceptional
(7 reviews)
Hudson River Valley Estate - New Listing!
Verplanck, NY
12% off
Price is NZ$19,535
NZ$19,535
NZ$2,791 per night
includes taxes & fees
Image gallery for Brookview Farm Country Living
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Brookview Farm Country Living
New Paltz, NY
8% off
Price is NZ$6,946
NZ$6,946
NZ$992 per night
includes taxes & fees
Image gallery for The Perfect Essential Getaway!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
The Perfect Essential Getaway!
Washingtonville, NY
8% off
Price is NZ$12,487
NZ$12,487
NZ$1,784 per night
includes taxes & fees
Image gallery for CREATIVES DREAM GETAWAY
1010 out of 10 rating
Exceptional
(5 reviews)
CREATIVES DREAM GETAWAY
Gardiner, NY
8% off
Price is NZ$4,345
NZ$4,345
NZ$621 per night
includes taxes & fees
Image gallery for Contemporary Cozy Cottage
1010 out of 10 rating
Exceptional
(26 reviews)
Contemporary Cozy Cottage
Lake Peekskill, NY
15% off
Price is NZ$3,194
NZ$3,194
NZ$456 per night
includes taxes & fees
Image gallery for Luxury retreat w/ private deck, garden, firepit on organic farm
1010 out of 10 rating
Exceptional
(22 reviews)
Luxury retreat w/ private deck, garden, firepit on organic farm
Gardiner, NY
8% off
Price is NZ$2,919
NZ$2,919
NZ$417 per night
includes taxes & fees
Image gallery for PRISCILLA'S HOMESTEAD: Authentic Private Estate with Pool Tennis FirePit
1010 out of 10 rating
Exceptional
(11 reviews)
PRISCILLA'S HOMESTEAD: Authentic Private Estate with Pool Tennis FirePit
Middletown, NY
7% off
Price is NZ$13,056
NZ$13,056
NZ$1,865 per night
includes taxes & fees
Image gallery for Bear Mountain House.
1010 out of 10 rating
Exceptional
(14 reviews)
Bear Mountain House.
Garrison, NY
8% off
Price is NZ$8,590
NZ$8,590
NZ$1,227 per night
includes taxes & fees
Image gallery for Wildflower Lotus Farm a Luxurious 5bd Home w/ Pool, Firepit and more
1010 out of 10 rating
Exceptional
(9 reviews)
Wildflower Lotus Farm a Luxurious 5bd Home w/ Pool, Firepit and more
Gardiner, NY
8% off
Price is NZ$17,618
NZ$17,618
NZ$2,517 per night
includes taxes & fees
Image gallery for Secluded House with hot tub at base of Shawangunk Ridge
1010 out of 10 rating
Exceptional
(8 reviews)
Secluded House with hot tub at base of Shawangunk Ridge
New Paltz, NY
8% off
Price is NZ$7,569
NZ$7,569
NZ$1,081 per night
includes taxes & fees
Image gallery for Sweet spot studio on village outskirts
1010 out of 10 rating
Exceptional
(29 reviews)
Sweet spot studio on village outskirts
New Paltz, NY
8% off
Price is NZ$2,537
NZ$2,537
NZ$362 per night
includes taxes & fees
Image gallery for Storm King Lodge is a country retreat ready for you.
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Storm King Lodge is a country retreat ready for you.
Mountainville, NY
16% off
Price is NZ$12,811
NZ$12,811
NZ$1,830 per night
includes taxes & fees
Image gallery for Peaceful Cottage with Grill | Walk to Lake
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Peaceful Cottage with Grill | Walk to Lake
Putnam Valley, NY
7% off
Price is NZ$3,315
NZ$3,315
NZ$474 per night
includes taxes & fees
Image gallery for Green Haven House
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Green Haven House
Campbell Hall, NY
8% off
Price is NZ$10,350
NZ$10,350
NZ$1,479 per night
includes taxes & fees
Image gallery for GORGEOUS COUNTRY ESTATE, VIEWS, YEAR-ROUND JACUZZI!
9.89.8 out of 10 rating
Exceptional
(56 reviews)
GORGEOUS COUNTRY ESTATE, VIEWS, YEAR-ROUND JACUZZI!
New Paltz, NY
8% off
Price is NZ$10,404
NZ$10,404
NZ$1,486 per night
includes taxes & fees
Image gallery for Splendid Isolation: Private Luxury. Breathtaking Modern Villa On Hudson Bluffs.
1010 out of 10 rating
Exceptional
(68 reviews)
Splendid Isolation: Private Luxury. Breathtaking Modern Villa On Hudson Bluffs.
Highland, NY
6% off
Price is NZ$23,412
NZ$23,412
NZ$3,345 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Ann Street Gallery
The Farm at Hyde Park
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Sleeps 10 · 5 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
302 reviews(302 reviews)
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Sleeps 12 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
The House In Highland- Secluded Retreat
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 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