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Compare 900 Vacation Homes in Poughkeepsie with updated reviews, rates, and availability.

Beautiful cottage with HOT TUB in Kingston/Woodstock Catskills, Hudson Valley
6.0 out of 10, 2 reviews
"we where on tour with our band. we like to stay a few minutes from the venue. This was the perfect place only a few minutes to downtown woodstock. We would definitely book again, and the host the host are very awesome. That you again Stacey"
The price is ¥19,675
per night
Jul 7 - Jul 8
Beautiful cottage with HOT TUB in Kingston/Woodstock Catskills, Hudson Valley
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, 63 reviews
"Stayed for West Point graduation. Beautiful home, scenic views, and everything we needed."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Sweet and spacious mountain view home w/fireplace!
9.8 out of 10, Exceptional, 14 reviews
"Sweet space, well-stocked and nice open living and kitchen area. We enjoyed watching birds eat from the bird feeders and a family of deer graze in the meadow and along the edge of the woods! The location was situated well for accessing nearby hiking and is not far from scenic Hudson landmarks. Excellent quiet place to relax and take things at your own pace."
The price is ¥39,350
per night
Jun 18 - Jun 19
Sweet and spacious mountain view home w/fireplace!
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The Farm at Hyde Park
9.8 out of 10, Exceptional, 49 reviews
"We needed a central location for my daughter’s bridal shower. We could not have imagined a better place. It is beautiful and so natural. Glen was helpful and welcoming. He even came over to sweep off the expansive patio before our guests arrived and this was after he made sure everyone was awake. The house was well supplied with kitchen and dining items. The grounds were perfect - lawn chairs, picnic table, fire pit and free range chickens whose eggs we were able to enjoy. We would all stay here...
The Farm at Hyde Park
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
9.6 out of 10, Exceptional, 30 reviews
"This place is wonderful!!!! It was a beautiful stay."
The price is ¥27,702
per night
Jun 18 - Jun 19
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Waterfront Luxury Lakehouse w/ Boat Dock & Kayaks. Priceless Views & Amenities.
10.0 out of 10, Exceptional, 6 reviews
"Great property, very clean and host was quick to reply. We were impressed with the amenities available (most places don’t have detergent, etc) and the view was amazing! We didn’t have time to go to the dock but it looked very nice! Wish we had time to stay longer. We will definitely try to stay there again for our next family event"
Waterfront Luxury Lakehouse w/ Boat Dock & Kayaks. Priceless Views & Amenities.
JUST LISTED! Romance +history +luxury +privacy in heart of village = Maple House
10.0 out of 10, Exceptional, 20 reviews
"Beautiful, updated property! Very modern and clean. Loved being able to park our car and walk to all of Woodstock’s shops and restaurants. Big fenced in yard is a plus for extra security/privacy. Loved the gas fireplace for extra warmth. Beds were very comfortable. Bottle of wine was a nice welcoming touch. We will definitely return for the Flea Market located directly across the street."
JUST LISTED! Romance +history +luxury +privacy in heart of village = Maple House
Botanical Hideaway: Gorgeous Home w/ Hot Tub & Private Pond
10.0 out of 10, Exceptional, 3 reviews
"This house is even more beautiful in person. From the high-quality dishes to the beautiful design, sauna, outdoor space and fenced-in backyard, it was a great vacation for all of us, including the dog. They were working on the barn during our stay but management was very responsive and the workers were so nice. We can't wait to see what they turn the barn into! Location was convenient to the ski area (to visit friends about 30 minutes away) and my in-laws who were also about 25 minutes away. We...
Botanical Hideaway: Gorgeous Home w/ Hot Tub & Private Pond
Enjoy pool time at our spacious home; minutes from the village of Millbrook!
9.8 out of 10, Exceptional, 46 reviews
"The house was really cute and comfortable. It had a nice private location, but was really close to town where we enjoyed the farmers market, Barberos and Babettes. Marsha recommended Wethersfield Estates, which was amazing, as was Innisfree Gardens. Would definitely go back!"
Enjoy pool time at our spacious home; minutes from the village of Millbrook!
The Woodbury Cottage
10.0 out of 10, Exceptional, 1 review
"We really enjoyed relaxing on the front porch after a busy day out. Beds were very comfortable. So nice to be able to sit around and visit, instead being in a hotel, sitting on beds. We did miss having a microwave to use. Very nice and affordable."
The Woodbury Cottage
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
9.6 out of 10, Exceptional, 11 reviews
"Overall, it seemed like the property manager was not ready for guests. The toilet instantly broke, the pool hadn’t been cleaned in probably weeks, and the apartment had stained sheets. It’s a nice place but really not worth the money."
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
9.6 out of 10, Exceptional, 59 reviews
"We had a lovely weekend stay for a quick family get-away. The main kitchen and living area has spectacular views onto the lake as does the deck where we spent most of our time. The lake is just across the very quiet street. The kitchen is incredibly well stocked, the host super responsive and the rooms very comfortable. We did not use the well equipped basement work-out and additional TV space but it looked great. Easy to get to grocery store, hikes, local attractions but honestly we just loved...
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, 38 reviews
"My husband and I greatly enjoyed our stay! We mentioned that we were traveling for our honeymoon and upon our arrival, the host had left a bottle of wine and some little decorations on the dining room table to celebrate our marriage! It was so thoughtful and sweet!! The Vrbo itself was cozy and tidy. We enjoyed cooking in the kitchen and listening to the music of Motown on the cd player. Our host was prompt to respond to messages and answered all questions clearly. We loved staying close to so...
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Historic former hotel with amazing kitchen, near great hiking; great for groups!
10.0 out of 10, Exceptional, 36 reviews
"I was looking for somewhere that had many rooms for single and couple adults to stay at for a long weekend birthday celebration. It was super difficult to find somewhere with rooms relatively the same size and separate/private, until I came upon this listing. That was the impetus, and the reality was even better than we could have imagined. We spent most of our time in the large kitchen/dining room: cooking, eating, laughing, conversing, and playing games. At nights we would all go into large...
Historic former hotel with amazing kitchen, near great hiking; great for groups!
Hamptons on the Hudson in South Saugerties
9.8 out of 10, Exceptional, 7 reviews
"Really cute interior. Perfect for our stay while at the horse show "
Hamptons on the Hudson in South Saugerties
Spacious restored Victorian w/ wraparound porch
9.4 out of 10, Exceptional, 10 reviews
"The property was gorgeous, the house large enough to accommodate our group. The kitchen was well stocked. We used the pool, hot tub, fire pit, and pool table. The indoor and outdoor speakers were a nice touch. I would definitely recommend this home I had to reach out to our host 2 days before check in to find out how to get in- usually that is communicated earlier than that. I had informed the host that we were going to have a luncheon for 10 additional people after the memorial service and was...
Spacious restored Victorian w/ wraparound porch
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!
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
10.0 out of 10, Exceptional, 22 reviews
"My family and I had a wonderful weekend at the property. It rained most of the time, but we made the best of it. It was all over too fast. It's a nice, relaxing property."
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Woodstock House on 35 private acres Mtn Views
10.0 out of 10, Exceptional, 36 reviews
"Easy to book and directions were spot on."
Woodstock House on 35 private acres Mtn Views
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See all available properties in 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.

Other property types in Poughkeepsie

Spacious restored Victorian w/ wraparound porch
9.4 out of 10, Exceptional, 10 reviews
"The property was gorgeous, the house large enough to accommodate our group. The kitchen was well stocked. We used the pool, hot tub, fire pit, and pool table. The indoor and outdoor speakers were a nice touch. I would definitely recommend this home I had to reach out to our host 2 days before check in to find out how to get in- usually that is communicated earlier than that. I had informed the host that we were going to have a luncheon for 10 additional people after the memorial service and was...
Spacious restored Victorian w/ wraparound porch
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, 96 reviews
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is ¥32,110
per night
Jun 19 - Jun 20
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, 200 reviews
"Very nice stay from start to finish. We stayed two nights after a busy conference and the space was clean and tranquil, with a gorgeous stream to relax us. "
The price is ¥29,749
per night
Jun 24 - Jun 25
Streamside Cottage Walking Distance to Town of Woodstock
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.

Poughkeepsie Vacation Homes information

Number of reviews
531
Accommodation
900 Vacation Homes
Lowest Price
¥19,675
Highest Price
¥39,350

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