Holiday rentals near Ann Street Gallery
We found 645 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:3 Oct - 10 Oct
Image gallery for complete privacy vacation home [private pool]
9.89.8 out of 10 rating
Exceptional
(8 reviews)
complete privacy vacation home [private pool]
Newburgh, NY
12% off
Price is AU$9,102
AU$9,102
AU$1,300 per night
includes taxes & fees
Image gallery for Hillcrest Glasshouse - a minimalist modern retreat
1010 out of 10 rating
Exceptional
(11 reviews)
Hillcrest Glasshouse - a minimalist modern retreat
Newburgh, NY
8% off
Price is AU$11,489
AU$11,489
AU$1,641 per night
includes taxes & fees
Image gallery for LOCATION LOCATION LOCATION IN THE HEART OF BEACON & RIGHT ON MAIN STREET.
1010 out of 10 rating
Exceptional
(16 reviews)
LOCATION LOCATION LOCATION IN THE HEART OF BEACON & RIGHT ON MAIN STREET.
Beacon, NY
16% off
Price is AU$4,216
AU$4,216
AU$602 per night
includes taxes & fees
Image gallery for NEW! FOLEY'S LOG CABIN with Hot Tub
1010 out of 10 rating
Exceptional
(5 reviews)
NEW! FOLEY'S LOG CABIN with Hot Tub
Pine Bush, NY
8% off
Price is AU$7,794
AU$7,794
AU$1,113 per night
includes taxes & fees
Image gallery for Charming Cottage in the Heart of the Shawangunks
1010 out of 10 rating
Exceptional
(12 reviews)
Charming Cottage in the Heart of the Shawangunks
Wallkill, NY
7% off
Price is AU$3,657
AU$3,657
AU$522 per night
includes taxes & fees
Image gallery for The House In Highland- Secluded Retreat
1010 out of 10 rating
Exceptional
(6 reviews)
The House In Highland- Secluded Retreat
Highland, NY
8% off
Price is AU$7,412
AU$7,412
AU$1,059 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
(6 reviews)
Wildflower Lotus Farm a Luxurious 5bd Home w/ Pool, Firepit and more
Gardiner, NY
8% off
Price is AU$15,730
AU$15,730
AU$2,247 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 AU$11,126
AU$11,126
AU$1,589 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 AU$8,982
AU$8,982
AU$1,283 per night
includes taxes & fees
Image gallery for 1890's Log Cabin ~ 230 Acre Private Reserve ~ 150’ Waterfall ~ Hiking Trails
9.89.8 out of 10 rating
Exceptional
(22 reviews)
1890's Log Cabin ~ 230 Acre Private Reserve ~ 150’ Waterfall ~ Hiking Trails
Wallkill, NY
8% off
Price is AU$13,752
AU$13,752
AU$1,965 per night
includes taxes & fees
Image gallery for Contemporary Cozy Cottage
1010 out of 10 rating
Exceptional
(23 reviews)
Contemporary Cozy Cottage
Lake Peekskill, NY
8% off
Price is AU$3,190
AU$3,190
AU$456 per night
includes taxes & fees
Image gallery for Simply Unforgettable 8br, Pool, Pets, Hot Tub, Fire Pit, Private, 1 hr NYC
1010 out of 10 rating
Exceptional
(77 reviews)
Simply Unforgettable 8br, Pool, Pets, Hot Tub, Fire Pit, Private, 1 hr NYC
Harriman, NY
8% off
Price is AU$19,849
AU$19,849
AU$2,836 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 AU$2,680
AU$2,680
AU$383 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
8% off
Price is AU$10,716
AU$10,716
AU$1,531 per night
includes taxes & fees
Image gallery for Cozy House 3 Blocks From West Pt
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Cozy House 3 Blocks From West Pt
Highland Falls, NY
8% off
Price is AU$5,452
AU$5,452
AU$779 per night
includes taxes & fees
Image gallery for Beacon Retreat with Hudson River views and access to hiking trails and downtown!
1010 out of 10 rating
Exceptional
(29 reviews)
Beacon Retreat with Hudson River views and access to hiking trails and downtown!
Beacon, NY
8% off
Price is AU$14,531
AU$14,531
AU$2,076 per night
includes taxes & fees
Image gallery for Sweet spot studio on village outskirts
1010 out of 10 rating
Exceptional
(27 reviews)
Sweet spot studio on village outskirts
New Paltz, NY
8% off
Price is AU$2,917
AU$2,917
AU$417 per night
includes taxes & fees
Image gallery for Woodstove, firepit, lakeviews and access to lake, hiking trails, large terrace!
1010 out of 10 rating
Exceptional
(13 reviews)
Woodstove, firepit, lakeviews and access to lake, hiking trails, large terrace!
Holmes, NY
8% off
Price is AU$6,527
AU$6,527
AU$932 per night
includes taxes & fees
Image gallery for 76 acres of peace and light in Hudson Valley
9.49.4 out of 10 rating
Exceptional
(14 reviews)
76 acres of peace and light in Hudson Valley
Campbell Hall, NY
8% off
Price is AU$8,573
AU$8,573
AU$1,225 per night
includes taxes & fees
Image gallery for Beautiful Lake View House Overlooking Peaceful Whaley Lake
1010 out of 10 rating
Exceptional
(12 reviews)
Beautiful Lake View House Overlooking Peaceful Whaley Lake
Holmes, NY
8% off
Price is AU$7,673
AU$7,673
AU$1,096 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 AU$5,273
AU$5,273
AU$753 per night
includes taxes & fees
Image gallery for A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
1010 out of 10 rating
Exceptional
(6 reviews)
A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
Holmes, NY
8% off
Price is AU$4,332
AU$4,332
AU$619 per night
includes taxes & fees
Image gallery for Cozy Cottage minutes to West Point
1010 out of 10 rating
Exceptional
(59 reviews)
Cozy Cottage minutes to West Point
Cornwall, NY
13% off
Price is AU$7,304
AU$7,304
AU$1,043 per night
includes taxes & fees
Image gallery for Private Home with Pool & Jacuzzi in the Hudson Valley
1010 out of 10 rating
Exceptional
(8 reviews)
Private Home with Pool & Jacuzzi in the Hudson Valley
Montgomery, NY
12% off
Price is AU$7,855
AU$7,855
AU$1,122 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
71 reviews(71 reviews)
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
297 reviews(297 reviews)
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Sleeps 12 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 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
22 reviews(22 reviews)
The House In Highland- Secluded Retreat
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 8
Sleeps 10 · 5 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
4 reviews(4 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