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Search Holiday Rentals in Red Hook

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Top Holiday Rentals in Red Hook

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
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
9.6 out of 10, Exceptional, (45)
"Cool propertry in a unique town"
The price is £181
includes taxes & fees
9 May - 10 May
Hotel Woodstock - Iris suite
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Downtown Loft. In Poughkeepsie. Walking distance to Civic Center. Pet friendly
The price is £162
includes taxes & fees
5 May - 6 May
Downtown Loft. In Poughkeepsie. Walking distance to Civic Center. Pet friendly
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 £264
includes taxes & fees
16 May - 17 May
Streamside Cottage Walking Distance to Town of Woodstock
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
The Studio at the Inn at High Falls
8.8 out of 10, Excellent, (16)
"Love staying at The Studio at the Inn at High Falls. It truly is my new home away from home. Soo Clean, Comfortable and incredible friendly helpful people who own and work there. Again Thank you Frank and too a New Year. Patricia"
The price is £209
includes taxes & fees
5 May - 6 May
The Studio at the Inn at High Falls
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool
8.8 out of 10, Excellent, (5)
"Stay, house, check in were all great. It was pretty far to Hunter mountain but the house was perfect for our little getaway!"
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool
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
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.
Micosta Leisure Inn
3.0 star property
8.8 out of 10, Excellent, (70)
"I needed a place to sleep while attending several events in the area and this was perfect; clean, safe, warm, great snacks. The only negative was the icy steps and deck. I had to break up the ice and clear with my boots. Place could use an electric kettle for tea. Other than that it was a great place for me and my elderly dog. "
The price is £112
includes taxes & fees
5 May - 6 May
Micosta Leisure Inn
Cozy Relaxing Retreat in Saugerties, NY
10.0 out of 10, Exceptional, (29)
"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
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
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!
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, (151)
"Beautiful private property. House is huge, plenty of space for our gang to spread out and get some privacy if needed. Comfortable living room with window views of nature. Great communication home owner. We will definitely be back!"
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
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 £174
includes taxes & fees
27 May - 28 May
Mid-Century DJ’s Dream
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
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (31)
"Beautiful nature at the foot of a quiet retreat cottage, a mile away from the Woodstock strip and Comeau park and 4 miles from the Ashoka rail trail was an ideal access to peace and fun. I would definitely return and I appreciated the owners flexibility, great communication, and allowance for pets."
The price is £229
includes taxes & fees
5 May - 6 May
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Sexiest Lil Cabin in Saugerties, NY
8.4 out of 10, Very good, (6)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
Sexiest Lil Cabin in Saugerties, NY
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 £159
includes taxes & fees
15 May - 16 May
Campfire Cottage: Fireplace, fire pit & no chores!
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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

Everything you need to know about Red Hook holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Red Hook holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Red Hook holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Red Hook holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Red Hook holiday rentals we have selected for you start as low as £112 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Red Hook rentals

At Expedia, we put the best Red Hook holiday 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 holiday.

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 holiday rentals in Red Hook?

Yes, there are holiday rentals close to the most popular sights in Red Hook, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Red Hook speak positively about the lakeside and coffee shops in this destination.

How many holiday rentals are there in Red Hook?

Expedia has 17 holiday 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 wider area.

What are holiday rentals like in Red Hook?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Red Hook. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.

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