Trippy Mates - Vacation Rentals in High Falls Trail

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From US $1,155

         

10.0 (29 Reviews)

House

Country Estate Outside Hudson - Heated Extra Large Pool w/Outdoor Barrel Sauna

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Ghent

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From US $795

         

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10.0 (1 Review)

House

Waterfalls and Trails at The Mills At Green Hole

• Parking
• Pet Friendly
• Pool

• New York
• Hollowville

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From US $886

         

10.0 (16 Reviews)

House

Waterfalls and Trails at 'The Mills At Green Hole'

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Hollowville

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From US $838

         

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9.0 (1 Review)

House

Hudson Valley Hot Tub Sauna Fire Pit Games

• Air Conditioner
• Parking
• View

• New York
• Philmont

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From US $388

         

10.0 (12 Reviews)

House

Home w/Fire Pit, Near Downtown Hudson + Skiing!

• Air Conditioner
• Parking
• TV

• New York
• Hollowville

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From US $112

         

8.8 (5 Reviews)

Apartment

Charming Claverack Retreat with Serene Deck!

• Parking
• Accessibility
• Security/Safety

• New York
• Hollowville

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From US $189

         

9.6 (9 Reviews)

Apartment

Charming Claverack Retreat w/Serene Deck!

• Air Conditioner
• Parking
• TV

• New York
• Hollowville

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From US $220

         

8.8 (3 Reviews)

Apartment

Hudson NY’S Country Serenity Guest Suite.

• Air Conditioner
• Parking
• Pool

• New York
• Hollowville

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From US $714

         

8.0 (2 Reviews)

House

The Hudson Escape – Pool, Hot Tub, & 13 private acres of fun!

• Air Conditioner
• Parking
• Pet Friendly

• Hudson
• Mellenville

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From US $760

         

New

House

Luxe Hudson Valley Hot Tub Sauna Fire Pit

• Air Conditioner
• Parking
• TV

• New York
• Philmont

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From US $664

         

9.8 (35 Reviews)

House

Private pool on 8 acres. Minutes from Hudson, Copake Lake, OMI, Klocke & Olana!

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Hollowville

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From US $758

         

10.0 (14 Reviews)

House

Secluded family friendly oasis on 15 acres

• Air Conditioner
• Parking
• TV

• New York
• Hollowville

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From US $648

         

New

House

Beautiful Upstate New York Farmhouse for up to 7 Guests

• Security/Safety

• New York
• Hollowville

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From US $525

         

10.0 (25 Reviews)

House

Beautifully Restored, Secluded Farmhouse

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Hillsdale

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From US $459

         

7.6 (4 Reviews)

Cottage

Hudson NY Country Cottage, Fireplace, Pond, Hot Tub, NYC 2hrs

• Air Conditioner
• Parking
• TV

• New York
• Hollowville

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From US $666

         

New

House

Renovated Stylish Farmhouse with Pond and Fire Pit Near Hudson

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Hollowville

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From US $595

         

New

House

Mid-Century Modern Country Home - 10 minutes to Hudson!

• Air Conditioner
• Pet Friendly
• TV

• New York
• Hollowville

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From US $282

         

10.0 (2 Reviews)

House

Bucolic Sanctuary within 20 mins to Hudson NY or Great Barrington MA

• Air Conditioner
• Parking
• TV

• New York
• Hollowville

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From US $219

         

8.0 (1 Review)

House

Artist's home near the woods - close to skiing, vineyards, High Falls, Hudson

• Air Conditioner
• Security/Safety
• Bedding/Linens

• New York
• Philmont

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From US $284

         

6.0 (1 Review)

House

Pondfront Gem Minutes from Hudson’s Best Shops & Cafes | The Stillwater House

• Parking
• Pet Friendly
• TV

• New York
• Hollowville

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From US $233

         

5.0 (6 Reviews)

House

Nature Lover’s Haven: Ski, Golf, Fish, Hike & More

• Air Conditioner
• TV
• Balcony/Terrace

• New York
• Hollowville

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From US $250

         

New

House

Sun-drenched upstate escape

• Air Conditioner
• Parking
• TV

• New York
• Hollowville

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From US $164

         

10.0 (27 Reviews)

House

Newly renovated home - cozy 2 bedroom

• Air Conditioner
• Parking
• TV

• New York
• Craryville

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From US $674

         

10.0 (1 Review)

House

NEW Quiet, private farmhouse, stunning mntn views!

• Air Conditioner
• TV
• Balcony/Terrace

• New York
• Hollowville

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★ Pro Tip: Trippymates makes it easy to compare the best listings on Trippymates homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Trippymates 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 High Falls Trail.