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Compare 26 Villas in Poughkeepsie with updated reviews, rates, and availability.

Luxury 5-Bdrm Getaway Near West Point

3.0 star property
10.0 out of 10, Exceptional, (1)
"This property was fantastic!! The house was beautiful and spacious for our family! The master bathroom had a really cool shower and the kids enjoyed the game room. There were seperate thermostats that everyone can enjoy their own temperature. The views were stunning and the neighborhood was quiet!The host was easy to deal with and communicated in a timely response!!I would highly recommend this property and host! We would totally book again!communit"
Luxury 5-Bdrm Getaway Near West Point

The Scenic Mansion With Breathtaking View

9.6 out of 10, Exceptional, (13)
"This house is so grand and perfect for a destination wedding, corprate retreat or family reunion. Host was wonderful!"
The Scenic Mansion With Breathtaking View

Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20)

10.0 out of 10, Exceptional, (9)
"This house was great for our group of 19 people. We went to celebrate my moms birthday and she had the best weekend. The living room is a great place for everyone to hang and the amenities were amazing. We were able to use the hot tub, go in the sauna, play pool/foosball, and it's in a great location. Highly recommend this property and they were also very easy to communicate with. "
Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20)

Kick back & relax in this peaceful, stylish place to stay with the whole family.

10.0 out of 10, Exceptional, (22)
"Our family went to the Hudson Valley area for a wedding. Pre stay communication with Malka was excellent and we all had a wonderful time. Lots of room for the kids to play and be entertained downstairs as well as upstairs in the Projection Room. The backyard was a great soccer area and the fire pit was great to sit around at night. Firewood on site was a real plus! I do recommend to anyone doing substantial cooking for many people to bring their own favorite pots and pans if possible though...
Kick back & relax in this peaceful, stylish place to stay with the whole family.

Dome House Retreat

4.0 star property
Dome House Retreat

DREAM Home, Pool, Hot Tub, Game Rm & Mountains.

10.0 out of 10, Exceptional, (1)
"This house was absolutely perfect for our friend's weekend wedding. 14 guests, guys/girls in their early to mid 30s. We stayed at this house and attended our friend's rehearsal dinner and wedding about 30 min away. The location is perfect, slightly secluded and quiet. The property is very large and has all the amenities a group of people could want. The interior of the house was clean, setup nicely, and aesthetically pleasing. Everything listed was accurate. The pool and hot tub were clean and...
DREAM Home, Pool, Hot Tub, Game Rm & Mountains.

Luxurious 7 Bedroom Estate with Heated Pool and Hot Tub

2.0 out of 10, (1)
"There was rats inside the house and there was no amenities like toilet paper. And host was very unresponsive."
Luxurious 7 Bedroom Estate with Heated Pool and Hot Tub

Luxurious Villa with pool spa arcade room and more

10.0 out of 10, Exceptional, (5)
"Warm, roomy, and quiet. Lots of room for our family of 5. Communication with host was amazing."
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)

Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT

8.8 out of 10, Excellent, (5)
"Truly a gem of a place! We loved it. Great spot to celebrate my 30th birthday with a low-key, mellow group. My chef friend who cooked the entire weekend was thrilled at the industrial-style kitchen. The house is probably unlike anything you've ever seen. We're still talking about it haha. A lovely spot. "
The price is SAR 2,795
SAR 4,909 total
includes taxes & fees
6 Apr - 7 Apr
Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT

Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

2.0 star property
10.0 out of 10, Exceptional, (4)
"Big, spacious and clean. The area is calm and shops are within 5 min driving distance"
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

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

Luxury Villa w/ Private Yoga Studio, Jacuzzi & Mountain Views | By Dream House

10.0 out of 10, Exceptional, (3)
"We booked this house for a long weekend to catch up with friends and relax and in certainly delivered - comfortable lodgings, ample space, and great amenities. I would certainly rent this listing again, as well as recommend it to others. "
The price is SAR 747
SAR 1,442 total
includes taxes & fees
25 Mar - 26 Mar
Luxury Villa w/ Private Yoga Studio, Jacuzzi & Mountain Views | By Dream House

Perfect home for a dream retreat + POOL

6.0 out of 10, (2)
"To begin, before leaving for the trip I tried reaching out multiple times for check in information. Upon arrival, I was unable to check into place to stay. I tried multiple times contacting host, as well as support trying to contact the host, with NO answer. This left me to find another place to stay with short notice because we waited for 2+ hours for a reply. Unprofessional, ghosted by the host, and frustrating. This has never happened in all the years I have used Vrbo, but to summarize, do...
Perfect home for a dream retreat + POOL

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 & 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!

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...

Picturesque, Cozy & Fun ~ GameRoom ~ Spacious Yard

10.0 out of 10, Exceptional, (1)
"Loved the home didn't realize when booking it was in such a secluded spot so come prepared. House was clean minus some hair in the tubs (around drain) the closet doors attacked my sister (needs to be reinstalled and tightened) upon opening and a few draw coverings fell off. we couldn't find a broom until 10 mins before checkout (we looked all weekend )other wise the place was amazing my sister is already talking about booking in the warmer months because the yard is amazing"
Picturesque, Cozy & Fun ~ GameRoom ~ Spacious Yard

Spacious 1 BR Unit w/ Washer-Dryer and Parking

The price is SAR 297
SAR 597 total
includes taxes & fees
30 Mar - 31 Mar
Spacious 1 BR Unit w/ Washer-Dryer and Parking

Charming 3-bedroom villa with WiFi, AC in fabulous Monroe

Charming 3-bedroom villa with WiFi, AC in fabulous Monroe
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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Other property types in Poughkeepsie

Spacious New Luxurious holiday house in lovely Hudson Valley

9.8 out of 10, Exceptional, (8)
"The house had room for all of us, spacious and comfortable with modern amenities. We enjoyed the large open kitchen, well equipped for making big meals, and especially loved the walk in pantry with sink, oven and coffee bar. The beds were comfy, the bathrooms deluxe. Large couch and huge TV in living room with cozy gas fireplace for us to gather and relax. Located on a quiet cul de sac, easy to get to local attractions. We enjoyed every minute of our stay."
Spacious New Luxurious holiday house in lovely Hudson Valley

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (230)
"The house was just as advertised. It is cozy and clean, on a gorgeous stream, and close to town. We'll definitely be back!"
Streamside Cottage Half Mile to Town of Woodstock

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.4 out of 10, Exceptional, (3)
"Plenty of room for my family"
The price is SAR 972
SAR 1,099 total
includes taxes & fees
25 Mar - 26 Mar
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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.