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Compare 255 Vacation Homes in Kent with updated reviews, rates, and availability.

Charming 1870 cape cottage in Litchfield
10.0 out of 10, Exceptional, (22)
"Absolutely lovely home in a gorgeous place. Quiet and comfortable with everything we needed. House and property very well maintained and furnished. Can’t wait to stay there again. So grateful to hosts for sharing this place with us! "
Charming 1870 cape cottage in Litchfield
Waterfront Luxury Lakehouse w/ Boat Dock & Kayaks. Priceless Views & Amenities.
10.0 out of 10, Exceptional, (6)
"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.
Charming Sharon Dwelling w/ Deck & Fire Pit!
9.6 out of 10, Exceptional, (4)
"This is a beautiful older home and I loved its charm. The wrap around porch is so quaint. However, the listing mentioned steep staircase but not to the extent that it was actually unsafe for my elderly parents. You can literally step out of the bedroom and bathroom on the 2nd floor and tumble down the stairs as the stairs don’t match up to the doorways. There is a bedroom on the 1st floor but the bed is pushed against the all so again my mother couldn’t get out. Also there are only 2 claw foot...
Charming Sharon Dwelling w/ Deck & Fire Pit!
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Enjoy pool time at our spacious home; minutes from the village of Millbrook!
9.8 out of 10, Exceptional, (46)
"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!
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
9.6 out of 10, Exceptional, (59)
"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
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
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (22)
"This house has an ideal location to see lots of local sites of interest in the Hyde Park and Poughkeepsie area. Easy trip from there to West Point, Hyde Park and the Culinary Institute from the location, and great restaurant, Tiramasu, is very close. The house is immaculate! The beds were very comfortable, linens were provided, the bathrooms were spacious and the five of us had plenty of room for our toiletries. The house has steps to its multiple levels for all essential rooms, not accessible....
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
10.0 out of 10, Exceptional, (85)
"We had a wonderful time. The house has everything you need, and the view is very beautiful. We enjoyed our stay, and will definitely be back again."
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Pet-Friendly Millerton Home, Walk to Downtown
10.0 out of 10, Exceptional, (9)
"40 years on with a pack of friends, 4 of us in this house. Loved the kitchen …so well equipped!…and spacious living space. great towels and linens. Bike trail entrance v close. Hiking nearby."
Pet-Friendly Millerton Home, Walk to Downtown
Lakefront Designer House in Pine Plains, NY.
Lakefront Designer House in Pine Plains, NY.
Relax or be active! The choice is yours in this pet-friendly family home.
10.0 out of 10, Exceptional, (1)
"We were impressed with the kindness of the owners and loved the home. We were visitng due to a terrible situation, however we were able to book last minute and enjoyed the location and beauty od the home."
Relax or be active! The choice is yours in this pet-friendly family home.
Gorgeous NEW Candlewood Lake 4BR 2BA Direct Waterfront Home +Dock ~JUNE SPECIAL!
Gorgeous NEW Candlewood Lake 4BR 2BA Direct Waterfront Home +Dock ~JUNE SPECIAL!
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
10.0 out of 10, Exceptional, (18)
"We had a very pleasant stay! We came for our son’s graduation from West Point. Pat was a gracious host and made sure that we had up to date info. There were lots of thoughtful amenities, the beds and couches were very comfortable, we used the grill and sat on the deck which overlooks a wooded hill. The location is peaceful and in the country just down the street from a horse pasture. You can hear the brook bubbling across the way. The WiFi worked great and although there is just a window air...
The price is SAR 675
SAR 1,220 total
includes taxes & fees
30 Jun - 1 Jul
30 Jum. II - 1 Raj.
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
Lakeview Estate - Chef's Kitchen - NYC Getaway
10.0 out of 10, Exceptional, (18)
"Beautiful, spacious property with all the amenities we needed and more. I would recommend and we will certainly return!"
The price is SAR 2,722
SAR 4,841 total
includes taxes & fees
2 Jul - 3 Jul
2 Raj. - 3 Raj.
Lakeview Estate - Chef's Kitchen - NYC Getaway
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
10.0 out of 10, Exceptional, (17)
"Gorgeous, as advertised!"
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
Traveling Nurse or Business Professional
10.0 out of 10, Exceptional, (7)
"The neighborhood was clean, upscale, and beautifully kept. It came with Candlewood Beach access. The second story suite was gorgeous, clean, and well apportioned. The bed was comfortable. The whole house was well maintained and a wonderful,"homey" feel to it. The Hostess was friendly, cheerful, and very accommodating. The house is on the hillside leading to Lake Candlewood. As can be imagined, the views from the windows were outstanding."
Traveling Nurse or Business Professional
The Long View of Candlewood Lake
9.8 out of 10, Exceptional, (9)
"Our family had wonderful stay at this beautiful, well-equipped house overlooking Candlewood Lake. It is situated on a large grassy lot with a very private feel in a quiet little neighborhood very close to a small beach and dock. We appreciated having three full bathrooms, and we found the master queen bed quite comfortable. There was a well done welcome guide to the property with clear instructions, as well as information about the local area. In addition, the host was very prompt and thorough...
The Long View of Candlewood Lake
Villa Mariana Blackberry River. Luxury & renovated, comfort, peaceful nature.
10.0 out of 10, Exceptional, (3)
"I went with my family for the wknd and we had an amazing time. There was so much space throughout the house. Everything we needed was there. I’m a car enthusiast so I was excited to know there was a nearby racepark which was awesome. Would absolutely stay here again! A huge thank you to the host for their hospitality and responsiveness!"
Villa Mariana Blackberry River. Luxury & renovated, comfort, peaceful nature.
Newly Renovated Family House On Highland Lake with Dock
10.0 out of 10, Exceptional, (19)
"The house was perfect for accommodating a large group of friends for a nice, relaxing break froze reality! It gave us space for cooking meals, playing games, and lounge around. The lake was perfect for a refreshing dip! It was overall an amazing experience!"
Newly Renovated Family House On Highland Lake with Dock
New Fairfield Home w/ Beach Access & Fire Pit
9.6 out of 10, Exceptional, (7)
"The house was perfect for our girls getaway. So cute. Plenty of space. Central location for us to explore neighboring towns. We loved it."
New Fairfield Home w/ Beach Access & Fire Pit
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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 Kent

Spectacular Short Term Vacation Rental in Kent
9.6 out of 10, Exceptional, (74)
"For the groomsman it was perfect crazy fun."
Spectacular Short Term Vacation Rental in Kent
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
9.4 out of 10, Exceptional, (76)
"Perfect weather for a getaway! Great location to get to get around. Cottage was perfect for us. Fire pit was great to hang out at. Went kayaking across the street. Beautiful lake. However, the access to the lake was a wee bit steep but we are in shape to handle it. All in all it was a great time!"
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
9.0 out of 10, Wonderful, (30)
"Very charming one room apartment with bathroom and kitchen area. Beautiful surrounding you with very pleasant hosts"
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
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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