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Top Holiday Rentals in Staatsburg

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 £266
per night
15 May - 16 May
Streamside Cottage Walking Distance to Town of Woodstock
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
Property grounds
Cozy Relaxing Retreat in Saugerties, NY
10.0 out of 10, Exceptional, (29)
"The accommodations were excellent. We were a couple, but the house would be great for two couples. We loved the setting! The host has thought of everything, and the place is equipped to the max. Just bring yourself! Perfect location to explore the area."
Cozy Relaxing Retreat in Saugerties, NY
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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
View from property
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, (152)
"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!
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
Property grounds
Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (13)
"Our stay was quite nice, the place looked as the pictures showed it to be which is just amazing. everything was music themed and our host had an amazing selection of vinyls. The only complaints I would say I had was the small flying bugs near the Tv and we weren’t provided paper towels. Overall it was a nice place for the night and the property itself was beautiful."
The price is £171
per night
27 May - 28 May
Mid-Century DJ’s Dream
Property grounds
Woodstock Design-Waterfront, Deck, Private Dock Kayak, Swim
10.0 out of 10, Exceptional, (64)
"This is our 4th time staying here! And it won't be the last. Weather perfect for sitting on the deck with coffee and cocktails watching the creek slowly flow by. Beds are super comfortable with the BEST pillows. Everything you need for a relaxing stay. O.J, incredible bread with butter and strawberry preserves to greet you! Only a mile from town. An easy walk. Will see you again soon!"
Woodstock Design-Waterfront, Deck, Private Dock Kayak, Swim
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
Property grounds
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
10.0 out of 10, Exceptional, (105)
"Great location. Comfortable space. The only drawback was the downstairs bedroom mattress."
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
Property grounds
Spectacular Log Home Estate North Wing Apt
10.0 out of 10, Exceptional, (24)
"The place was amazing! It was a very beautiful place and was close to everything I was needing to do. It was extremely clean and cozy and I would stay again for sure!"
Spectacular Log Home Estate North Wing Apt
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 £152
per night
15 May - 16 May
Campfire Cottage: Fireplace, fire pit & no chores!
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
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 £221
per night
28 May - 29 May
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
Fridge, microwave, oven, stovetop
Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, (37)
"This property is beautiful!! Spotless, functional and private. We absolutely loved the experience and will DEFINITELY be back again."
Cozy country efficiency in the Hudson Valley
1 bedroom, Internet, bed sheets
Hotel Woodstock - Dandelion Suite
9.8 out of 10, Exceptional, (35)
"The location is perfect, especially if you’re going to a show at Colony. Nice apartment-style unit with character. Bed was comfortable. Because it’s an old building, sounds travel through the walls quite often, but a white noise app helps drown them out. Definitely not a deal breaker. Check-in/out is easy and a full kitchen is good to have if you are staying for a few days. Will definitely stay here again next time we’re in Woodstock."
The price is £179
per night
5 May - 6 May
Hotel Woodstock - Dandelion Suite
TV, DVD player, books, video library
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
9.8 out of 10, Exceptional, (125)
"For a peaceful getaway this cottage will serve you well. It’s a long walk (15 min) to central Woodstock and also feels quiet and away from the hustle bustle. Fully equipped, cozy, quaint place. Perfect for - couple and a small pooch, if you have one. Easy communication with owners rep."
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Property grounds
High Point Mtn House~April Adventure~2 hrs from NYC ULTIMATE PRIVACY!
9.8 out of 10, Exceptional, (18)
"My recent weekend getaway to the Catskills was truly unforgettable, thanks to our wonderful host and their charming retreat nestled in the heart of this picturesque mountain region. From the moment we arrived, we were greeted with warm hospitality and a sense of tranquility that immediately set the tone for our stay. The accommodations were nothing short of perfect – cozy yet spacious, with rustic charm and modern amenities seamlessly blended together. Our host went above and beyond to ensure...
High Point Mtn House~April Adventure~2 hrs from NYC ULTIMATE PRIVACY!
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
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 £180
per night
9 May - 10 May
Hotel Woodstock - Iris suite
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See all available properties in Staatsburg
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.

Staatsburg Holiday Rental Travel Info

Number of holiday rentals
2
Popular accommodation
Staatsburg private holiday homes
Known landmarks
Old Rhinebeck Aerodrome, Centre for Performing Arts at Rhinebeck and Hyde Park Historical Society Museum
International airport
Newburgh, NY (SWF-Stewart Intl.)

Other types of properties in Staatsburg you may be interested in

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
Premium bedding, down duvets, Tempur-Pedic beds, laptop workspace
AutoCamp Catskills
3.5 star property
9.0 out of 10, Wonderful, (266)
"The property and our cabin was great but the housekeeping system needs a little attention. Our cabin was not serviced during our stay. We stayed Monday-Thursday and had to go to the main house for more toilet paper, Kleenex, and towels ourselves. Id like to respectfully offer a suggestion… It would be nice if perhaps these things were put in a bag and left on our doorstep each morning or evening so that we could have fresh towels etc. As guests, we could also place used towels in bags and...
The price is £180
per night
7 May - 8 May
AutoCamp Catskills
Bar (on property)
DoubleTree by Hilton Poughkeepsie
4.0 star property
8.2 out of 10, Very good, (959)
"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 £110
per night
28 May - 29 May
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 Staatsburg 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 Staatsburg 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 Staatsburg holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Staatsburg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Staatsburg. 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 Staatsburg 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 Staatsburg holiday rentals we have selected for you start as low as £152 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Staatsburg rentals

At Expedia, we put the best Staatsburg 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 Staatsburg 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 Staatsburg 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 Staatsburg. 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

Can I find a holiday rental in Staatsburg?

Yes, there are holiday rentals close to the most popular sights in Staatsburg, or you can select a more secluded option if you're looking for a relaxing stay. Staatsburg is known for its shopping and riverfront. Make sure you have time to check out the local tours and restaurants during your trip.

What are some of the best holiday rentals that Staatsburg has to offer?

The Farm at Hyde Park: This highly rated holiday home rental in Staatsburg is located in a rural location, and has a fireplace, a patio and a BBQ 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 holiday rentals are there in Staatsburg?

Expedia has 19 holiday rentals for your stay in Staatsburg.

What’s there to see and do in Staatsburg?

Ogden Mills and Ruth Livingston Mills State Park and Margaret Lewis Norrie State Park are a couple of lovely local spots to get outside and enjoy nature. While here, Staatsburg State Historic Site and Mills Mansion are other places worth a visit.

What’s a holiday rental in Staatsburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Staatsburg. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.

Recent reviews of Staatsburg properties
Expedia verified reviews

Holiday Inn Express Poughkeepsie, an IHG Hotel

Holiday Inn Express Poughkeepsie, an IHG Hotel

5/5 Excellent
"It’s good "
A verified traveller stayed at Holiday Inn Express Poughkeepsie, an IHG Hotel
Posted 2 days ago
Holiday Inn Express Poughkeepsie, an IHG Hotel