Hillside Rentals
- From $650 per night (USD)
VRBO
Mansion-on-the-hill elegance close to all the Hudson Valley has to offer.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Judge James Betts house was built in 1904 on former limestone quarry lands used for cement manufacture for construction ...
From $650 per night (USD)VRBO
- From $648 per night (USD)
Expedia
Antique Uptown Charmer w\/ Five-Star Modern Kitchen
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This elegant 1860 Italianate home has been restored to its detailed charm, with all-modern systems. The house features 3 ...
From $648 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Cozy and stylish historical home in Kingston's Stockade
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our home away from home! Capture a slice of Kingston's heritage in this historical frame home, built in 1811 ...
From $310 per night (USD)VRBO
- From $264 per night (USD)
Expedia
Hilltop House: Charming 1980's Kingston Farmhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to our charming 1890’s farmhouse near Kingston, Rosendale & New Paltz. Immerse yourself in the picturesque charm ...
From $264 per night (USD)Expedia
- From $233 per night (USD)
VRBO
Lovely 2 bedroom apt around the corner from Rough Draft and Uptown Kingston
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Well maintained, immaculately clean, and fully renovated, this quiet Uptown Kingston apartment has two large queen bedro ...
From $233 per night (USD)VRBO
- From $135 per night (USD)
VRBO
Cozy cottage with yard, private porch and fire pit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
NEW PHOTOS !! Located in the sought after quiet Hillside neighborhood, cottage is walking distance to Forsyth Park, Adve ...
From $135 per night (USD)VRBO
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VRBO
Newly Renovated 2 Story Kingston Home Walking Distance to Town Center
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Our home is located on Pine Street, just blocks from the local shops, restaurants and beautiful historic sights that Kin ...
Click For PricingVRBO
- From $300 per night (USD)
VRBO
Beautiful Private Home in Historic Hurley with Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Historic Hurley Cape decorated with traditional and modern aesthetic providing comfort. Private completely fenced in bac ...
From $300 per night (USD)VRBO
- From $206 per night (USD)
VRBO
Peaceful Hurley Retreat ~ 1 Mi to Main Street
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Leave all your troubles behind and let the fresh air take over at this Hurley vacation rental! This 3-bedroom, 2-bath ho ...
From $206 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Stockade Oasis in the Heart of Uptown - with yard!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 5
January availability- Nice desk for working remote- cozy house and incredibly wonderful neighborhood. PLEASE WRITE US ...
From $700 per night (USD)VRBO
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VRBO
Hilltop Hideaway w\/pool & EV Charger in a private wooded setting
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Sprawling 4-bedroom home in a private wooded setting. Modern, well-appointed chef's kitchen with adjacent dining room. ...
Click For PricingVRBO
- From $599 per night (USD)
VRBO
Stunning Estate w\/Hot Tub- 5 minutes from Uptown Kingston
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Stunning 3 park-like acre estate just 2 blocks from the hip Stockade District of Kingston, yet feels like a secluded cou ...
From $599 per night (USD)VRBO
- From $510 per night (USD)
VRBO
Explore Uptown Kingston from the Historic Bau Guesthaus
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Centrally located in the heart of historic uptown Kingston, the Bau Guesthaus offers charming accommodations and walking ...
From $510 per night (USD)VRBO
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VRBO
Pink Hill: Spacious Home w\/Heated Saltwater Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome! We are located less than 90mins from the George Washington Bridge in the quaint town of Rosendale between New P ...
Click For PricingVRBO
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Expedia
Kingston\/Hurley country escape.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
DeWitt Lodge sits on a ridge amidst 4 acres of woods just outside Hurley, NY, in the heart of the Hudson Valley. The hou ...
Click For PricingExpedia
- Click For Pricing
Expedia
Historic Home with Uptown Sophistication
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Gather your family or friends together in this National Historic Registry home constructed in 1860. This stunning home h ...
Click For PricingExpedia
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VRBO
The Wiltwyck in the Historic Stockade District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful space in a National Historic Register Home. The perfect place to get away without getting away from everything ...
Click For PricingVRBO
- Click For Pricing
Expedia
The Wiltwyck 2 bedroom suite
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A beautiful suite offering 2 bedrooms, kitchenette and private bath. You will love being able to walk to all of the rest ...
Click For PricingExpedia
- Click For Pricing
VRBO
1BR Sunlit Gem: Hudson Valley Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Kingston, an urban hip area with an indie vibe just 2 hours north of Manhattan! Our lovely 1 Bedroom Apartmen ...
Click For PricingVRBO
- From $283 per night (USD)
Expedia
Historic house overlooking Rondout Creek
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Residence One at the historic Abeel House. Constructed in the 1850's, the Abeel House has been thoughtfully r ...
From $283 per night (USD)Expedia
- From $165 per night (USD)
VRBO
Bohemian style open LOFT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to The Loft, located on the third floor of the historic Abeel House. Constructed in the 1850's, the Abeel House ...
From $165 per night (USD)VRBO
- From $1035 per night (USD)
Expedia
Catskill Estate w\/epic views + hot tub, sleeps 13 and pet friendly
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 15
Serene 5BR/4.5BA Art Deco/Hollywood Regency style Hudson Valley estate, on 8 private, pristine acres; mountain views & p ...
From $1035 per night (USD)Expedia
- Click For Pricing
VRBO
Private Uptown Oasis
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
About this space Long term (30 day minimum) stays only. This beautiful home is in the heart of uptown's leafy streets, ...
Click For PricingVRBO
- From $380 per night (USD)
VRBO
Elegant Kingston Townhouse - Walk to Hot Spots!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the esteemed Historic Stockade District or Uptown, this stunning townhouse offers the perfect blend of conven ...
From $380 per night (USD)VRBO
- From $165 per night (USD)
VRBO
Quaint Kingston Home: 4 Mi to Historic Waterfront
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
If you’re looking for a charming couple’s getaway near the Hudson River, look no further than this cozy 1-bedroom, 1-bat ...
From $165 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Indoor-Outdoor Retreat in the Heart of Uptown Kingston
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and enjoy the sun-drenched 25 x 25 ft open concept living / dining / kitchen w/ soaring 14 foot cathedral ceilings ...
From $400 per night (USD)Expedia
- From $115 per night (USD)
VRBO
Modern Studio in Downtown Kingston
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in the esteemed Historic Stockade District or Uptown, this studio offers the perfect blend of convenience & char ...
From $115 per night (USD)VRBO
- From $120 per night (USD)
Expedia
Spacious Cozy Uptown Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located one block from the historic uptown Stockade district, this new construction (May 2023) spacious 400 sqft studio ...
From $120 per night (USD)Expedia
- From $400 per night (USD)
VRBO
VICTORIAN FARM HOUSE IN UPTOWN KINGSTON
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Incredible Location! Close to all that Uptown Kingston /Stockade has to offer. A walk to the Farmer's Market/ Coffee ...
From $400 per night (USD)VRBO
- From $304 per night (USD)
Expedia
A light and spacious house with deck in the heart of historic Kingston
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
A peaceful retreat in the heart of Uptown Kingston. Filled with art, light, and little details to make your stay as comf ...
From $304 per night (USD)Expedia