Stay If You Dare - Vacation Rentals in Tuthilltown Spirits

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From US $895

         

9.6 (60 Reviews)

House

GORGEOUS COUNTRY ESTATE, VIEWS, YEAR-ROUND JACUZZI!

• Air Conditioner
• Parking
• Pool

• Poughkeepsie
• New Paltz

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From US $600

         

10.0 (1 Review)

House

Rose & Thorne

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Gardiner

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From US $1,038

         

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9.4 (56 Reviews)

Resort

Wildflower Farms, Auberge Collection

• Air Conditioner
• Parking
• Pool

• Poughkeepsie
• Gardiner

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From US $829

         

10.0 (14 Reviews)

House

Peaceful Hudson Valley Renovated Home and Barn -Steps from River!

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• New Paltz

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From US $465

         

8.9 (195 Reviews)

Cabin

Minnewaska Lodge

• Air Conditioner
• Parking
• TV

• Poughkeepsie
• Gardiner

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From US $173

         

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9.0 (523 Reviews)

Hotel

Minnewaska Lodge

• Air Conditioner
• Parking
• TV

• Poughkeepsie
• Gardiner

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From US $231

         

10.0 (68 Reviews)

Cottage

Mountain View escape

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• New Paltz

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From US $675

         

New

House

Experience the Charm of a Cozy Hudson Valley Vacation Retreat

• Air Conditioner
• Parking
• Pool

• Poughkeepsie
• Gardiner

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From US $235

         

10.0 (62 Reviews)

House

Red Barn Retreat - Shawangunk Mountains Getaway

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Gardiner

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From US $302

         

10.0 (23 Reviews)

House

Sweet and spacious mountain view home w/fireplace!

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Gardiner

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From US $228

         

10.0 (22 Reviews)

Cabin

Luxury retreat w/private deck, garden, firepit on organic farm

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Gardiner

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From US $455

         

10.0 (10 Reviews)

House

Yuzu-stunning mountain views family home with a hot tub and a camper, sleeps 15

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Gardiner

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From US $1,358

         

10.0 (9 Reviews)

House

Wildflower Lotus Farm a Luxurious 5bd Home w/Pool, Firepit and more

• Air Conditioner
• Parking
• Pool

• Poughkeepsie
• Gardiner

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From US $355

         

10.0 (7 Reviews)

Ski Chalet

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

• Air Conditioner
• Parking
• TV

• Poughkeepsie
• Gardiner

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From US $258

         

10.0 (7 Reviews)

House

Cozy private suite in the heart of beautiful Gardiner.

• Air Conditioner
• Parking
• Pool

• Poughkeepsie
• New Paltz

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From US $506

         

10.0 (5 Reviews)

House

CREATIVES DREAM GETAWAY

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Gardiner

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From US $211

         

10.0 (4 Reviews)

Apartment

Charming 2-bedroom apartment above a country store in the heart of Gardiner!

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Gardiner

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New

From US $188

         

10.0 (1 Review)

Apartment

Shawangunk Homestead guest apartment walking distance to Gardiner Hamlet

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Gardiner

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From US $596

         

9.8 (54 Reviews)

House

Riverfront stone cottagenPrivate dock & boatsnPersonal spanprivate resort

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Gardiner

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From US $316

         

9.6 (19 Reviews)

House

The Under Ridge Home - 4 Bedroom w/Fireplace

• Air Conditioner
• Parking
• TV

• Poughkeepsie
• Gardiner

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From US $170

         

9.6 (14 Reviews)

Apartment

Modern Home in Gardiner NY - Hudson Valley

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Gardiner

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From US $258

         

9.6 (13 Reviews)

House

Charming Gardiner Home w/Yard & Sunroom

• Air Conditioner
• Parking
• TV

• Poughkeepsie
• Gardiner

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From US $282

         

8.8 (9 Reviews)

House

New for 2025 smart/whisper silent Heat and AC HVAC System. Temperature Control.

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Gardiner

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From US $449

         

6.8 (6 Reviews)

House

Vineyard Retreat: 3BR Home-Live Music, Wine+Hiking

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• New Paltz

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★ Pro Tip: Stayifyoudare makes it easy to compare the best listings on Stayifyoudare homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stayifyoudare homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Tuthilltown Spirits.