Photo by Rufus Howe

Red Hook Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Red Hook

Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
10.0 out of 10, Exceptional, 10 reviews
"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
Micosta Leisure Inn
3.0 star property
9.0 out of 10, Wonderful, 72 reviews
"Expedia said they have a Sunday buffet, but they didn't."
The price is CA $172
CA $193 total
includes taxes & fees
Jun 3 - Jun 4
Micosta Leisure Inn
Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, 199 reviews
"Very clean, just as advertised. The stream behind the cottage is beautiful! Will stay there again if we get a chance to revisit the area. The host was extremely accommodating and available🙂"
The price is CA $232
CA $457 total
includes taxes & fees
Jun 3 - Jun 4
Streamside Cottage Walking Distance to Town of Woodstock
Save an average of 15% on thousands of hotels when you're signed in
The Farm at Hyde Park
9.8 out of 10, Exceptional, 48 reviews
"We thoroughly enjoyed our stay. It was a unique setting. Glen was very accommodating for our check in & out needs. Great location & central to everything we wanted to do & see. Definitely would come back."
The Farm at Hyde Park
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.4 out of 10, Very good, 37 reviews
"Our trip was amazing. We do it again again and again"
The price is CA $171
CA $198 total
includes taxes & fees
Jun 5 - Jun 6
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, 32 reviews
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is CA $247
CA $384 total
includes taxes & fees
Jun 2 - Jun 3
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, 29 reviews
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, 153 reviews
"We had a great time, and the space was great. The house is so spacious, and that was perfect for us. We would have liked a few more towels, a bit more soap and shampoo, and the grill didn't get hot enough to cook the steak we had brought. Overall a wonderful time. Thank you very much."
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
10.0 out of 10, Exceptional, 84 reviews
"A perfect getaway retreat! Gorgeous grounds with garden, firepit with adirondack chairs, flowers and tree-li ed view as far as the eye can see from upper and lower decks equipped with seating, umbrella shade and dining area with bbq grill. All the comforts of home--and that's before you enter!! The home is very clean, bright with A-frame windows in the family room Updated kitchen and fine wood flooring as well as beautiful bathrooms. Downstairs bedrooms were small but had very comfortable...
The price is CA $157
CA $421 total
includes taxes & fees
Jun 20 - Jun 21
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
10.0 out of 10, Exceptional, 38 reviews
"We spent the weekend and had a wonderful time. The property was conveniently located near the center of town while still being very quiet and private. The cottage is perfect for a couple’s weekend getaway. Great spot if you want to have a jumping off point to explore the area. Would definitely stay again."
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Charming Artist's Retreat
10.0 out of 10, Exceptional, 113 reviews
"From beginning to end a pleasant stay. Owner was on contact to make sure everything was in order. Fresh cut flowers, plenty of clean white fluffy towels, comfortable bedding and the view through sparkling clear windows. What a wonderful way to spend the mother's day weekend with my daughter and spend some time outdoors exploring little Hudson river towns. 10 thumbs up!!!!"
Charming Artist's Retreat
Cozy Relaxing Retreat in Saugerties, NY
10.0 out of 10, Exceptional, 31 reviews
"The house is secluded and peaceful with a huge deck for a cool breeze with morning coffee or an evening glass of wine. The house was spotless and well equipped with anything you could possibly need. Restaurants, grocery, and Katterskill Falls for hiking all within a 15-20 minute drive. Our host, Nick, was very attentive making sure everything was as we expected ( and it was). Would stay here again if the opportunity arises. I highly recommend this property for your vacation getaway."
Cozy Relaxing Retreat in Saugerties, NY
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
9.8 out of 10, Exceptional, 21 reviews
"place was great, exactly as described...ryan was great, no issues all was as described...however sent 2 notes via vrbo but rec'd no response and ryan apologized...so all good...if needed place up that way again would stay."
The price is CA $294
CA $388 total
includes taxes & fees
Jun 5 - Jun 6
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Best Mountain Views Triple level Deck /w Hot tub Brand New Home Sleeps 30!
10.0 out of 10, Exceptional, 7 reviews
"House and location were great, would definitely come back."
Best Mountain Views Triple level Deck /w Hot tub Brand New Home Sleeps 30!
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, 16 reviews
"An unassuming setting belies the well-appointed interior and thoughtful extras you’ll find within. Parking is tight but it is off-street and the location offers come-and-go convenience for exploring the area."
The price is CA $129
CA $302 total
includes taxes & fees
Jun 2 - Jun 3
Campfire Cottage: Fireplace, fire pit & no chores!
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
9.0 out of 10, Wonderful, 28 reviews
"For a woodsy getaway close to real highways, here’s your spot. A good home base for local activities. Cute not chic, clean and functional. Chickens and goats on the property added a great farm with no work charm."
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
Woodstock Design-Waterfront, Deck, Private Dock Kayak, Swim
10.0 out of 10, Exceptional, 65 reviews
"Very relaxing and enjoyable with excellent views and tranquility!"
Woodstock Design-Waterfront, Deck, Private Dock Kayak, Swim
The Studio at the Inn at High Falls
8.4 out of 10, Very good, 17 reviews
"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 CA $171
CA $355 total
includes taxes & fees
Jun 2 - Jun 3
The Studio at the Inn at High Falls
Hamptons on the Hudson in South Saugerties
9.8 out of 10, Exceptional, 6 reviews
"Rainy but had a great time at the Wool and Sheep Festival.The fall colors were beautiful."
Hamptons on the Hudson in South Saugerties
Private Estate, Heated YEARROUND Outdoor Pool
10.0 out of 10, Exceptional, 8 reviews
"The pictures simply do not do this place justice, it’s an incredible home. Our friend group was cozy all weekend! We loved the hot tub/pool, the really interesting artwork, the driving range mat and basketball hoop. Plenty of towels and kitchen supplies. The in law apartment (which we didn’t use as sadly part of our group was unable to join us) is attached to the main home and is so cute. We had a small issue upon arrival and the hosts were immediately responsive with us troubleshooting and...
Private Estate, Heated YEARROUND Outdoor Pool
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

DoubleTree by Hilton Poughkeepsie
4.0 star property
8.2 out of 10, Very good, 972 reviews
"We were greeted with a warm chocolate chip cookie and checked in quickly and smoothly. They warned us there may be some noise from construction but we didn’t hear anything. The room was clean and spacious. Beds were comfortable. I would definitely stay there again. There were plenty of options for eating around the immediate area. We were there for a graduation so already had plans. "
The price is CA $174
CA $202 total
includes taxes & fees
Jun 13 - Jun 14
DoubleTree by Hilton Poughkeepsie
Hampton Inn by Hilton New Paltz
2.5 star property
9.4 out of 10, Exceptional, 1,003 reviews
"Clean, comfortable room and bathroom. Easy on and off the highway, breakfast included. Staff was friendly and helpful. "
The price is CA $197
CA $221 total
includes taxes & fees
Jun 16 - Jun 17
Hampton Inn by Hilton New Paltz
AutoCamp Catskills
3.5 star property
9.2 out of 10, Wonderful, 274 reviews
"Have stayed just about every time of accommodation they have. Love them all"
The price is CA $298
CA $382 total
includes taxes & fees
Jun 3 - Jun 4
AutoCamp Catskills
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Red Hook. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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