Holiday rentals near Ann Street Gallery
We found 634 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
7% off
Price is S$10,108
S$10,108
S$1,444 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 S$5,103
S$5,103
S$729 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 S$4,837
S$4,837
S$691 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
6% off
Price is S$17,653
S$17,653
S$2,522 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 S$3,821
S$3,821
S$546 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 S$4,445
S$4,445
S$635 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 S$6,582
S$6,582
S$940 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 S$5,343
S$5,343
S$763 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
11% off
Price is S$15,469
S$15,469
S$2,210 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 S$3,103
S$3,103
S$443 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 S$10,237
S$10,237
S$1,462 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 S$3,316
S$3,316
S$474 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 S$2,228
S$2,228
S$318 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 S$9,786
S$9,786
S$1,398 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 S$7,878
S$7,878
S$1,125 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 S$5,818
S$5,818
S$831 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
15% off
Price is S$10,041
S$10,041
S$1,434 per night
includes taxes & fees
Image gallery for Modern Home in Gardiner NY - Hudson Valley
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Modern Home in Gardiner NY - Hudson Valley
Gardiner, NY
8% off
Price is S$1,703
S$1,703
S$243 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 S$8,239
S$8,239
S$1,177 per night
includes taxes & fees
Image gallery for Field of Boaz - A Contemporary Country Home. Perfect for the whole family!
1010 out of 10 rating
Exceptional
(22 reviews)
Field of Boaz - A Contemporary Country Home. Perfect for the whole family!
Walden, NY
8% off
Price is S$6,219
S$6,219
S$888 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 S$1,937
S$1,937
S$277 per night
includes taxes & fees
Image gallery for Private Home with Pool & Jacuzzi in the Hudson Valley
1010 out of 10 rating
Exceptional
(9 reviews)
Private Home with Pool & Jacuzzi in the Hudson Valley
Montgomery, NY
12% off
Price is S$6,636
S$6,636
S$948 per night
includes taxes & fees
Image gallery for The Scenic Mansion With Breathtaking View
8.88.8 out of 10 rating
Excellent
(16 reviews)
The Scenic Mansion With Breathtaking View
Highland, NY
8% off
Price is S$10,619
S$10,619
S$1,517 per night
includes taxes & fees
Image gallery for CHARMING Mid Century Vintage 1BR Guest Suite - 2 Min to Downtown
8.48.4 out of 10 rating
Very good
(6 reviews)
CHARMING Mid Century Vintage 1BR Guest Suite - 2 Min to Downtown
New Paltz, NY
8% off
Price is S$1,463
S$1,463
S$209 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