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Compare 18 Villas in Chester with updated reviews, rates, and availability.

Luxurious 7 Bedroom Estate with Heated Pool and Hot Tub

The price is AED 4,408
AED 6,696 total
includes taxes & fees
29 Dec - 30 Dec
Luxurious 7 Bedroom Estate with Heated Pool and Hot Tub

MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY

9.6 out of 10, Exceptional, (7)
"We stayed here while visiting family for Thanksgiving. We loved the hot tub, space to run around and super comfy beds and linens. Would definitely visit again!"
MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY

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

10.0 out of 10, Exceptional, (21)
"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.

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.

Luxury School House Retreat With Sauna & Pool- 1HR from NYC

10.0 out of 10, Exceptional, (12)
"We had a wonderful stay at Hunters property. Check in and walkthrough process with the property manager was easy. The house has plenty of space, 2 TV rooms, large kitchen and sitting room and a separate dining area. We traveled with friends, our 16 year old and our 1 year toddler. There was enough activities for everyone to enjoy. The basement has a gym, pool table, ping pong and a sauna. We look forward to coming back in the summer when the pool is open. Highly recommend this space for a...
The price is AED 3,122
AED 4,764 total
includes taxes & fees
29 Dec - 30 Dec
Luxury School House Retreat With Sauna & Pool- 1HR from NYC

Family Fun Getaway near Cascade Lake in Warwick NY

9.0 out of 10, Wonderful, (7)
"Our family really enjoyed our stay in this house! The game room especially was a big hit! We would definitely love to come back here again soon!"
Family Fun Getaway near Cascade Lake in Warwick NY

Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

9.2 out of 10, Wonderful, (7)
"A spacious house with a to-die-for pool, game room in basement, plenty of storage and refrigerators for all your wonderful culinary desires, comfortable beds, and well divided together and private spaces."
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

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

Modern Villa with private pond near Legoland and Delaware River.

8.0 out of 10, Very Good, (4)
"Beautiful property and big enough for 2 families to spend a weekend. Hope to return again soon"
Modern Villa with private pond near Legoland and Delaware River.

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!

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)

Country Manor at Millers Rock with Pool-1 Hour from NYC

Country Manor at Millers Rock with Pool-1 Hour from NYC

5 Bdrm luxury near west point with gym, game room and more

3.0 star property
5 Bdrm luxury near west point with gym, game room and more

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"The villa was beautiful, the host was responsive, my friends and I had a very relaxing and productive time!"
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

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

Updated 3 to 4 bedroom Cape Cod

Updated 3 to 4 bedroom Cape Cod

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 Chester

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (106)
"Great place and host!"
The price is AED 617
AED 915 total
includes taxes & fees
29 Dec - 30 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (12)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
The price is AED 2,777
AED 4,615 total
includes taxes & fees
10 Jan - 11 January 2025
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

9.8 out of 10, Exceptional, (98)
"Great Highland Lakes Cottage! Clean & well stocked kitchen. Be careful going up or down Breakneck Rd. Thus time of year every view is beautiful! We did lots of small road trips taking in the sites and autumnal views!!"
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
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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