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Compare 22 Villas in Poughkeepsie with updated reviews, rates, and availability.

Kick back & relax in this peaceful, stylish place to stay with the whole family.
10.0 out of 10, Exceptional, (12)
"Beautiful property, plenty of room! Clean, plenty of linens and other amenities As described. Would definitely recommend if needed for large family/friends to attend events in this area."
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Awesome Country Retreat - 4BR - Private and Peaceful
10.0 out of 10, Exceptional, (5)
"The location of the home is beautiful. Upon arrival home was set at comfortable temp, Our party of 9 were quickly able to pick our rooms, with enough privacy for each guest. The natural lighting against the wood floors so nice. We stayed here and visited Wallkill, Warwick and Patterson. Hour plus away from the location of home. Convenient stores located a few minutes away from home. Overall we are very happy with our stay and would come back again."
Awesome Country Retreat - 4BR - Private and Peaceful
The Scenic Mansion With Breathtaking View
9.4 out of 10, Exceptional, (3)
"We loved staying in this large home for a weekend wedding in the area. All couples had plenty of room, with a bathroom in every bedroom, comfy beds, lots of living spaces, and gorgeous views of the valley below. The fall colors were so pretty!"
The Scenic Mansion With Breathtaking View
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4-Acre Hudson Valley Estate with Pool, Sauna, Yard
10.0 out of 10, Exceptional, (1)
"The house was very nice. It was spacious, clean, the grounds were gorgeous and very comfortable for our group of 8 people. The communication and responsiveness of the home owner was excellent. We stayed for graduation at West Point, it was an ideal location for us (about 25 minutes from West Point)."
4-Acre Hudson Valley Estate with Pool, Sauna, Yard
River Lodge by AvantStay | 11 BR Historic Estate w/ Pool & Views of Hudson!
9.6 out of 10, Exceptional, (8)
"River Lodge is perfect for our big family. We stayed for a long weekend. The house is spacious with lots of things to do. Outdoor space is huge with a beautiful view of the Hudson River. Highly recommend!"
River Lodge by AvantStay | 11 BR Historic Estate w/ Pool & Views of Hudson!
DREAM Home, Pool, Hot Tub, Game Rm & Mountains.
DREAM Home, Pool, Hot Tub, Game Rm & Mountains.
Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT
Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT
Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20)
10.0 out of 10, Exceptional, (6)
"Everything was great! The house was perfect for our needs - plenty of space and super comfy beds."
Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20)
Luxury in the Woods, Pool, Privacy and Peace
8.0 out of 10, Very Good, (1)
"This house is perfect for a nice group of friends or Family, we stayed over the New Year’s Eve weekend and the house was spacious for our group, with plenty of room for everyone, Ricky is super on top of the check in /out Process so that was a breeze. My only feedback would be that the house should be better equipped in relation to the number of bedrooms offered."
Luxury in the Woods, Pool, Privacy and Peace
Beautiful modern villa with pool suana hot tub...
10.0 out of 10, Exceptional, (2)
"My family and I had a wonderful time here! Israel was a great host, messaged me a couple times to make sure everything was okay and if we needed anything. The hot tub and sauna were an awesome addition! It was a great space! Would book again!"
Beautiful modern villa with pool suana hot tub...
Perfect home for a dream retreat + POOL
10.0 out of 10, Exceptional, (1)
"We definitely intend on coming back to enjoy the pool!!"
Perfect home for a dream retreat + POOL
Luxurious & Tranquil ~ Pool ~ Fire Pit ~ Backyard!
6.0 out of 10, (1)
"The pictures are accurate but when you get there you see the furniture is flimsy, the cabinets and drawers fall off when you touch them and the yard is a disaster. There is so much stagnant water the mosquitos look like drones!"
Luxurious & Tranquil ~ Pool ~ Fire Pit ~ Backyard!
Incredible Ranch in the Woods - Lake View - Peace and Luxury!
9.0 out of 10, Wonderful, (2)
"Very nice house with plenty of space. Great views too"
Incredible Ranch in the Woods - Lake View - Peace and Luxury!
Villa Retreat in nature with private yoga studio
10.0 out of 10, Exceptional, (2)
"Wonderful property in a picturesque location and host has great communication"
Villa Retreat in nature with private yoga studio
Luxe Mountain Getaway Fire Pit Arcade Hot Tub Pool
10.0 out of 10, Exceptional, (2)
"Happy Minnewaska is a great place for making memories! Our family really enjoyed our time there, relaxing, hiking in the surrounding area and making s'mores around the campfire. The house is just as pictured, very clean and comfortable. The kitchen is well equipped for basic cooking, which is all we did. It's a bit of a drive into New Paltz, especially on Sunday afternoon, but the town is charming so definitely worth a visit. Hosts were great with communication (though since I prefer to avoid my...
Luxe Mountain Getaway Fire Pit Arcade Hot Tub Pool
Luxurious Villa with pool spa arcade room and more
10.0 out of 10, Exceptional, (4)
"Me and my family enjoyed everything about this property and cant wait to dtay here again ."
Luxurious Villa with pool spa arcade room and more
Fully facilitated home, 7 Beds + Pool. (Pine Bush)
3.4 out of 10, (3)
"We did not end up staying at this property because the host cancelled on us the day before. He reached out 2 months prior to tell us his pool would not be available and offered us a 20% refund. But he never provided it and did not communicate about this again. When we followed up about it, he cancelled the whole stay and tried to get us to change properties last minute. This seemed very strange so we didn’t agree. We did eventually get a full refund after a LOT of back and forth but lost over...
Fully facilitated home, 7 Beds + Pool. (Pine Bush)
Dome House Retreat
4.0 star property
Dome House Retreat
5k+ Sq Ft of Luxury Living on 54 Acres near Hudson
8.0 out of 10, Very Good, (5)
"Property was perfect for our group trip. The house was clean, spread out, well air-conditioned during the summer, and provided a number of sleeping options (easily sleeping 10). The outside was perfect for our guys-trip - lots of space, nice patio with overhang, and the pool was incredible. Overall the house was great, and Gautam was a great host - easy to communicate with, providing additional air mattresses and towels in every room. The house is 15-20 minutes from Hudson/Catskill towns, and...
5k+ Sq Ft of Luxury Living on 54 Acres near Hudson
Updated 3 to 4 bedroom Cape Cod
Updated 3 to 4 bedroom Cape Cod
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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)
"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)
"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 SAR 765
SAR 1,092 total
includes taxes & fees
19 Jum. II - 20 Jum. II
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)
"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 SAR 709
SAR 1,343 total
includes taxes & fees
25 Jum. II - 26 Jum. II
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.

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