Stay If You Dare - Vacation Rentals in Red Hook

the farmhouse suite at barn & bike From US $191
         

|
10.0 (17 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County From US $297
         

rural, serene + sophisticated space From US $355
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Creekside Cottage The Fitz House Red Hook NY From US $269
         

10.0 (5 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Hudson Valley Artist Sanctuary From US $370
         

8.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Luxury Places to Stay in Red Hook

Over 41+ Luxury Places to Stay in or Near Red Hook
Stunning Five Bedroom Historic Red Hook, NY Home From US $2,041
         

Upstate Idyll From US $1,297
         

New
House
  • Air Conditioner
  • Parking
  • Pool
Blissful Farmhouse with Swim Pond & Vegetable Garden From US $861
         

Firebrook - a peaceful retreat near Rhinebeck From US $614
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Milan Hill A-Frame - Charming & Stylish near Rhinebeck From US $533
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Red Hook

Over 6+ Top-Rated Vacation Rentals with a Pool in or Near Red Hook
Hudson Valley - Soulful Sounds and Artistry From US $211
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Red Hook

Over 19+ Pet-Friendly Vacation Rentals in or Near Red Hook
LAKE FRONT COTTAGE - YEAR ROUND HOT TUB From US $390
         

9.6 (41 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
the barn at barn & bike From US $372
         

10.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Goose Landing Cottage by the lake with BRAND NEW year-round Hot Tub From US $311
         

Country Cottage Retreat, Fido stays for free From US $207
         

10.0 (12 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful home on acres with deck, fenced area & fireplace
New
From US $446
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Secluded Private Cabin on the river From US $200
         

10.0 (2 Reviews)
Cabin
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Lakefront cottage with Year round Hot Tub private beach and dock From US $311
         

9.6 (75 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Tentrr Signature Site - Frisky Sward Barn Yard Bliss From US $136
         

5.0 (2 Reviews)
RV Rental
  • Pet Friendly
  • Child Friendly
See More Pet-Friendly Vacation Rentals in Red Hook on PetFriendly.io

Large Vacation Homes & Villas in Red Hook

Over 6+ Large Vacation Homes & Villas in or Near Red Hook
Fabulous Designer Spa Retreat From US $663
         

New
Villa
  • Air Conditioner
  • Pet Friendly
  • TV
Camp Connie - A Rhinebeck Retreat From US $299
         

4.7 (17 Reviews)
House
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace

Red Hook Varoom and Airbnb Places to Stay Under $200

Over 6+ Red Hook Varoom and Airbnb Places to Stay Under $200
Tentrr Signature Site - Frisky Sward Lower Meadow 1 From US $128
         

4.5 (4 Reviews)
RV Rental
  • Pet Friendly
  • Bedding/Linens
  • Child Friendly
Hudson Valley Haven - NY From US $193
         

New
House
  • Air Conditioner
  • Pet Friendly
  • TV
Tentrr Signature Site - Sweet Hill Glamping From US $106
         

New
RV Rental
  • Pet Friendly
  • Balcony/Terrace
  • Child Friendly
Pet-Friendly Red Hook Cabin Rental w/ Fenced Yard! From US $96
         

New
Cabin
  • Pet Friendly
  • Bedding/Linens
  • Child Friendly
The Yurt at Hippie Hill From US $151
         

New
Other
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly

About Red Hook Vacation Rentals

With more than 50 Red Hook vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Stayifyoudare and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Red Hook.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Stayifyoudare Red Hook, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Red Hook. Places to stay near Red Hook are 861.88 ft² on average, with prices averaging $482 a night.

Stayifyoudare makes it easy and safe to find and compare vacation rentals in Red Hook with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Red Hook

Type Count
Vacation Homes 20
Cottages 7
Others 7
Holiday Apartments 5
Cabin Rentals 3
Villas 2

Use these Quick Filters to Find a Vacation Rental in Red Hook

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 Red Hook.

Weather in Red Hook

View the weather forecast for Red Hook before booking your Red Hook Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F