Kingston, New York

Vacation Rentals in Kingston, New York

Discover 27 vacation rental properties in Kingston. From 1 to 3 bedrooms. Average $249/night. 100% have pools.

27 verified listings Book securely on VRBO Prices updated March 2026

27 properties available

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

2 beds 1 bath
PoolA/CWiFiBalcony
$204/night
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Bohemian style open LOFT

Bohemian style open LOFT

1 bed 1 bath
PoolA/CWiFiBalcony
$165/night
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Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!

1 bed 1 bath
PoolA/CWiFiBalcony
$179/night
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Private one bedroom guesthouse with pool

Private one bedroom guesthouse with pool

1 bed 1 bath
PoolA/CWiFiBalcony
$170/night
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Modern Studio in Downtown Kingston

Modern Studio in Downtown Kingston

1 bed 1 bath
PoolA/CWiFiBalcony
$124/night
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Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

2 beds 1 bath
PoolA/CWiFiBalcony
$225/night
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Lovely 2 bedroom apt around the corner from Rough Draft and Uptown Kingston

Lovely 2 bedroom apt around the corner from Rough Draft and Uptown Kingston

2 beds 1 bath
PoolA/CWiFiBalcony
$213/night
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The Strand House with hot tub

The Strand House with hot tub

2 beds 1 bath
PoolA/CWiFiBalcony
$189/night
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Kingston 3 Bedroom 1 Bath Near the Rondout

Kingston 3 Bedroom 1 Bath Near the Rondout

3 beds 1 bath
PoolA/CWiFiBalcony
$127/night
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Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

1 bed 1 bath
PoolA/CWiFiBalcony
$185/night
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Secluded, Ski, Firepit, Pool, Getaway On 10 Acres

Secluded, Ski, Firepit, Pool, Getaway On 10 Acres

3 beds 3 baths
PoolA/CWiFiBalcony
$508/night
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Relaxing Stay, Convenient Location! Pets Allowed, Free Parking, Free Breakfast

Relaxing Stay, Convenient Location! Pets Allowed, Free Parking, Free Breakfast

1 bed 1 bath
PoolA/CWiFiBalcony
$507/night
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Woodstock Nature's Chateau...so close to Saugerties, Kingston, Woodstock

Woodstock Nature's Chateau...so close to Saugerties, Kingston, Woodstock

3 beds 2 baths
PoolA/CWiFiBalcony
$353/night
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Breath of Fresh Air! Pets Allowed, Near George H. Freer Memorial Beach

Breath of Fresh Air! Pets Allowed, Near George H. Freer Memorial Beach

1 bed 1 bath
PoolA/CWiFiBalcony
$485/night
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Kingston Crawfish Cottage Near Catskills!

Kingston Crawfish Cottage Near Catskills!

1 bath
PoolA/CWiFiBalcony
$185/night
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NEW The Art Loft in Kingston NY

NEW The Art Loft in Kingston NY

2 beds 1 bath
PoolA/CWiFiBalcony
$217/night
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Private Hudson Valley Escape

Private Hudson Valley Escape

2 beds 1 bath
PoolA/CWiFiBalcony
$187/night
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The Stables In The Carriage House

The Stables In The Carriage House

1 bed 1 bath
PoolA/CWiFiBalcony
$296/night
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Double the Fun: Two Houses, Shared Yard & Fire Pit

Double the Fun: Two Houses, Shared Yard & Fire Pit

3 beds 2 baths
PoolA/CWiFiBalcony
$372/night
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🌹The Rose Stay🌹

🌹The Rose Stay🌹

3 beds 1 bath
PoolA/CWiFiBalcony
$151/night
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Your Home Away From Home! Pets Allowed, Free Parking, Near Loughran Park

Your Home Away From Home! Pets Allowed, Free Parking, Near Loughran Park

1 bed 1 bath
PoolA/CWiFiBalcony
$507/night
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Hilltop House: Charming 1980's Kingston Farmhouse

Hilltop House: Charming 1980's Kingston Farmhouse

3 beds 2 baths
PoolA/CWiFiBalcony
$267/night
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Historic Kingston 1800s Waterfront Townhouse - / Backyard / BKLYN Loft / Modern

Historic Kingston 1800s Waterfront Townhouse - / Backyard / BKLYN Loft / Modern

3 beds 1 bath
PoolA/CWiFiBalcony
$166/night
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Rail Trail Cottage: Charming Kingston Home

Rail Trail Cottage: Charming Kingston Home

3 beds 1 bath
PoolA/CWiFiBalcony
$169/night
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Quaint Kingston Home: 4 Mi to Historic Waterfront

Quaint Kingston Home: 4 Mi to Historic Waterfront

1 bed 1 bath
PoolA/CWiFiBalcony
$107/night
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Adorable Kingston Cottage in the Heart of the Roundout Historic Area Downtown.

Adorable Kingston Cottage in the Heart of the Roundout Historic Area Downtown.

2 beds 1 bath
PoolA/CWiFiBalcony
$234/night
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"The hideout" ... A cozy Catskills cottage

"The hideout" ... A cozy Catskills cottage

2 beds 1 bath
PoolA/CWiFiBalcony
$226/night
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