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Red Hook Vacation Rentals

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May 1 - May 2
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May 2 - May 3
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May 3 - May 5
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May 10 - May 12

Vacation Rentals in Red Hook

Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Private kitchen
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
10.0 out of 10, Exceptional, (10)
"We had a lovely weekend at this updated farm house. The house is a great combination of old comfortable farm house and updated and clean kitchens and bathrooms. We loved having Artie, the kitty, as our welcoming party."
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Streamside Cottage Walking Distance to Town of Woodstock
Property grounds
Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, (194)
"My sister and I needed a quick getaway from the world and found refuge in this sweet little cottage that is right on the creek. The cottage was pristine, fully eqipped, quiet and tastefully decorated. My communication with the owner, Jane, was "easy breezy". Our favorite part of our stay were the sights and sounds of the water! It was truly magnificent. We came to the cottage a little tired from the pressures of life but left rejuvenated and filled with peace. Our short stay was delightful. We...
The price is $159
$323 total
includes taxes & fees
May 14 - May 15
Streamside Cottage Walking Distance to Town of Woodstock
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Exterior
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
10.0 out of 10, Exceptional, (37)
"A perfect location and the cottage was set up with great attention to detail. Everything was very clean and comfortable. The property is beautiful too. John and Mollie are very responsive hosts and provided us with anything we needed. Could not ask for more. Highly recommend!"
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
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The Freeman - Newly Renovated 14K SF Estate on 40 Acres
7 bedrooms, iron/ironing board, cribs/infant beds, travel crib
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (28)
"We've stayed in a lot of home rentals - and across the board - this was the best place ever. The home was clean, nicely decorated and super comfortable. The hosts were easy to get a hold of and incredibly welcoming, leaving us with a generous basket of local treats. We loved the peaceful outdoor space and roamed all 40 acres. The pond was beautiful and if it had only been warmer we'd have jumped in the rowboat. We will be back for sure. A++ Thank you, Anna!"
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Cozy Relaxing Retreat in Saugerties, NY
Property grounds
Cozy Relaxing Retreat in Saugerties, NY
10.0 out of 10, Exceptional, (28)
"I can't wait to come back, they. I loved it, It is super quiet, very stylish, huge windows to look at the trees. birds outside, very very good restaurants in a 10 minute drive. Great! "
Cozy Relaxing Retreat in Saugerties, NY
Romantic Luxury Chalet With Private Pool
1 bedroom, free WiFi, bed sheets
Romantic Luxury Chalet With Private Pool
10.0 out of 10, Exceptional, (259)
"Richard was very kind and thoughtful. The stay was very comfortable and Richard provided many ideas for things to in the vicinity. We will definitely consider staying here again if we're back in the area."
Romantic Luxury Chalet With Private Pool
Mid-Century DJ’s Dream
Property grounds
Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (13)
"Exactly as described. Clean & comfortable with all the amenities of home . Great for a long weekend getaway. Just a short drive from plenty of restaurants, store and attractions."
The price is $147
$217 total
includes taxes & fees
May 13 - May 14
Mid-Century DJ’s Dream
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Exterior
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
10.0 out of 10, Exceptional, (27)
"This is our third stay in this property, and each time we had a fabulous time."
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Campfire Cottage: Fireplace, fire pit & no chores!
Fridge, microwave, oven, stovetop
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (15)
"Matt is a wonderful host! I was very impressed by the cleanliness of the 1 bedroom cabin and how much thought went into providing guests with everything they need. I stayed for four nights and was very comfortable. The bed was so comfortable I slept great. Kingston is a city so some noise is expected. The neighborhood is very quiet at night and you can hear a little noise occasionally in the distance. Matt provides an adjustable sound machine. I put it on low and slept like a baby. Matt is very...
The price is $71
$194 total
includes taxes & fees
May 15 - May 16
Campfire Cottage: Fireplace, fire pit & no chores!
Best Mountain Views Triple level Deck /w Hot tub Brand New Home Sleeps 30!
Terrace/patio
Best Mountain Views Triple level Deck /w Hot tub Brand New Home Sleeps 30!
10.0 out of 10, Exceptional, (6)
"Property was updated and clean. Good location for hikes. The hot tub was enjoyable. Minimal kitchen tools and utensils. Plan ahead if you are cooking. Close to super market and dollar general if you forget some bits. Good location to pop into downtown."
Best Mountain Views Triple level Deck /w Hot tub Brand New Home Sleeps 30!
Woodstock House on 35 private acres Mtn Views
Woodstock House on 35 private acres Mtn Views
10.0 out of 10, Exceptional, (35)
"Perfect long weekend getaway for our family of four plus our dog. Plenty of room both inside and out. Close to skiing, hikes, and nearby towns, Woostock, Phoenicia, etc. Thank you!"
Woodstock House on 35 private acres Mtn Views
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
Property grounds
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
10.0 out of 10, Exceptional, (81)
"We enjoyed our stay at this property. The location is very private and comfortable. The kitchen is well stocked with amenities."
The price is $85
$272 total
includes taxes & fees
May 5 - May 6
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
Relaxing Catskill Mountain Cottage.
Interior
Relaxing Catskill Mountain Cottage.
10.0 out of 10, Exceptional, (37)
"This was something like our fourth stay in the cabin, and we continue to absolutely love it. Clean, comfy, cozy, aesthetically pleasing (Catskills + art), great kitchen equipment, really thoughtful and available property manager and hosts. Our little dog comes with me and my five-year-old daughter, and we're grateful she can -- and that the place doesn't scream "dog-friendly." If you don't have dogs, you won't realize that anyone else ever did. Beds and bedding clean, fragrance-free (per our...
Relaxing Catskill Mountain Cottage.
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Property grounds
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
10.0 out of 10, Exceptional, (11)
"Perfect spot to visit grandkids Lots to do"
The price is $110
$243 total
includes taxes & fees
May 15 - May 16
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Hamptons on the Hudson in South Saugerties
Property grounds
Hamptons on the Hudson in South Saugerties
9.8 out of 10, Exceptional, (6)
"Rainy but had a great time at the Wool and Sheep Festival.The fall colors were beautiful."
Hamptons on the Hudson in South Saugerties
Moose Lodge by AvantStay | Luxe Berkshires Escape
Outdoor dining
Moose Lodge by AvantStay | Luxe Berkshires Escape
9.8 out of 10, Exceptional, (10)
"It was unique, with unusual amenities, like the home theater and fabulous game room. Our weather was wintery, so this was such a comfortable and fun way for the family to spend time together!"
Moose Lodge by AvantStay | Luxe Berkshires Escape
The Farm at Hyde Park
Exterior
The Farm at Hyde Park
9.6 out of 10, Exceptional, (45)
"We booked the Chapel for a quick weekend to check out the FDR Home and other sights around Hyde Park and Dutchess County. The place was perfect for our needs! Glen was very helpful and communication was excellent. We loved that the property has chickens and a wild turkey."
The Farm at Hyde Park
Hotel Woodstock - Iris suite
1 bedroom, internet, bed sheets
Hotel Woodstock - Iris suite
9.6 out of 10, Exceptional, (45)
"Cool propertry in a unique town"
The price is $99
$220 total
includes taxes & fees
May 2 - May 3
Hotel Woodstock - Iris suite
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Outdoor spa tub
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
9.6 out of 10, Exceptional, (163)
"The house was fantastic. Close to Hunter Mountain Ski Resort and a cute one street town. Peter and Lara had both wood burning stoves going for us when we arrived. The house is wonderful with a fun separate hang out place for the kids. Well equipped kitchen. Comfortable beds. Hot tub with wonderful views. All the firewood you could ever need. We will be back for sure!"
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
Property grounds
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
9.4 out of 10, Exceptional, (41)
"The house is decorated beautifully, and the view of the river is great. The beds and linens were soo comfortable. Would love to return in warmer weather to enjoy the outdoors 😀"
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
Don't see what you're looking for?
See all available properties in Red Hook
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Red Hook you may be interested in

Hampton Inn by Hilton New Paltz
Indoor pool
Hampton Inn by Hilton New Paltz
2.5 star property
9.4 out of 10, Exceptional, (1000)
"Clean room. Great staff. Breakfast buffet was one of the best I have seen "
The price is $135
$151 total
includes taxes & fees
May 8 - May 9
Hampton Inn by Hilton New Paltz
AutoCamp Catskills
Premium bedding, down comforters, Tempur-Pedic beds, laptop workspace
AutoCamp Catskills
3.5 star property
9.0 out of 10, Wonderful, (266)
"We loved our stay at Autocamp. The airstream was beautiful. The bed was super comfortable and the bedding felt high quality. Staff were friendly and efficient. You can't beat the prices for happy hour drinks. The complementary granola was excellent and so was the coffee. The food and drinks were made quickly and were of very good quality. The only disappointing aspect of our stay was how dirty the floors in the entire airstream were. I ended up cleaning them myself to ensure they were clean...
The price is $176
$233 total
includes taxes & fees
May 28 - May 29
AutoCamp Catskills
DoubleTree by Hilton Poughkeepsie
Bar (on property)
DoubleTree by Hilton Poughkeepsie
4.0 star property
8.2 out of 10, Very Good, (957)
"Great stay. Hotel staff was friendly. Rooms were clean and hotel is just steps away from the concert hall venue. Easy free parking. "
The price is $127
$148 total
includes taxes & fees
May 8 - May 9
DoubleTree by Hilton Poughkeepsie
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Red Hook vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Red Hook vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Red Hook vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Red Hook vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Red Hook. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Red Hook in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $71 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Red Hook rentals

At Expedia, we put the best Red Hook vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Red Hook rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Red Hook vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Red Hook. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Red Hook?

Yes, you can find vacation rentals close to popular attractions in Red Hook, or you can select a more secluded option if you're looking for relaxation. Visitors to Red Hook speak positively about the lakeside and coffeehouses in this destination.

What's the top vacation rental in Red Hook?

The Farm at Hyde Park: This vacation home rental outside of Red Hook is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Red Hook?

Expedia has 17 vacation rentals for your stay in Red Hook.

What can I see and do in Red Hook?

Poet's Walk Park and Lake Carvel are a couple of scenic spots to enjoy the outdoors, whereas Old Rhinebeck Aerodrome is one of the cultural attractions. Bard College and Red Hook Golf Club are a couple of places you'll find in the larger area.

What are vacation rentals like in Red Hook?

Vacation rentals are private properties you can book for several days or more in Red Hook. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.

Recent reviews of Red Hook properties
Expedia verified reviews

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

5/5 Excellent
"Everyone was lovely and very accommodating "
A verified traveler stayed at Americas Best Value Inn New Paltz
Posted 2 days ago
Americas Best Value Inn New Paltz