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Compare 248 Vacation Homes in Kent with updated reviews, rates, and availability.

Beautiful Escape! 'Parole LakeHouse' located 90min from NYC & 30min from Beacon
10.0 out of 10, Exceptional, (7)
"Absolutely loved our stay! The house was cozy, comfortable, and well-equipped. The host was responsive and made sure everything was just right. Highly recommend!!"
The price is SAR 1,872
SAR 3,435 total
includes taxes & fees
4 Oct - 5 Oct
Beautiful Escape! 'Parole LakeHouse' located 90min from NYC & 30min from Beacon
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
9.6 out of 10, Exceptional, (64)
"The good: We had a great time staying here. The first and second floor are beautiful and very well maintained. Both bathrooms and three bedrooms are very clean and have more than enough bath and beach towels. The fire pit and kayaks are also a great touch. The water is just steps away and the view is excellent. Just be sure to bring your own propane and firewood. What could be better? Communication with the host left a lot to be desired. I’m still not sure who runs the property. There are two...
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (26)
"Great house well appointed driveway could use some work and twin bathroom needs shower curtain and towel bars - we’ll stay again on another visit location is perfect very convenient "
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Lakeview Estate - Chef's Kitchen - NYC Getaway
10.0 out of 10, Exceptional, (21)
"Great stay for 50th birthday "
Lakeview Estate - Chef's Kitchen - NYC Getaway
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
10.0 out of 10, Exceptional, (40)
"We had such a great time! The views are stunning and the house has everything you need to enjoy your stay. The host Kerry was so helpful; we had a small issue with the shower and she had a plumber over within the hour to resolve it. Can’t wait to come back next summer! "
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
Charming 1870 cape cottage in Litchfield
10.0 out of 10, Exceptional, (32)
"Jeff was so responsive throughout the entire process of getting this VRBO. I was able to get ready for my wedding with our small group and it was such an incredibly beautiful place to do it. The property is gorgeous. The cottage is wonderful, well lit, and charming for sure. We will definitely be returning! "
Charming 1870 cape cottage in Litchfield
Relax or be active! The choice is yours in this pet-friendly family home.
10.0 out of 10, Exceptional, (6)
"The house was so New England! Huge yard private setting. House was fully stocked and the kitchen had great appliances with anything you would need . Deck off the kitchen was so nice . Plenty of space to spread out . I would definitely recommend this home to anyone ! Thanks Terri Marino"
Relax or be active! The choice is yours in this pet-friendly family home.
Spacious 4-BR house in lake community with beach access and swim-in-place spa.
2.0 star property
Spacious 4-BR house in lake community with beach access and swim-in-place spa.
Spectacular Short Term Vacation Rental in Kent
9.6 out of 10, Exceptional, (76)
"Hosts were great and very responsive and the property was fantastic and really peaceful. Highly recommend staying there!"
Spectacular Short Term Vacation Rental in Kent
The Goshen Glass Chalet
9.4 out of 10, Exceptional, (24)
"Everything was clean, and was a very comfortable home for friends and family."
The Goshen Glass Chalet
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
10.0 out of 10, Exceptional, (12)
"The house is huge and is very well equiped. Owners are very responsive to any questions or issues. Wonderful stay for the family."
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Private Annex/Former Artist Studio
10.0 out of 10, Exceptional, (42)
"Everything was inviting, lovely, charming."
Private Annex/Former Artist Studio
Mountain View Getaway
10.0 out of 10, Exceptional, (41)
"This is our second year staying with at Karen and Larry’s property and it did not disappoint. They are incredible hosts and their home is conveniently located near the Lime Rock Track (less than 3 miles). It’s a beautiful and peaceful setting and extremely comfortable home. We highly recommend."
Mountain View Getaway
Beacon Area Vacation Rental with Heated Pool!
10.0 out of 10, Exceptional, (10)
"Property worked very well for us. Pool was great. (Couple of notes: The stay listed above is slightly incorrect. We arrived on Wed Jun 26 and left on Sun June 30). We requested additional chairs for the pool area from the owner but they were never delivered."
Beacon Area Vacation Rental with Heated Pool!
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
Family House On Highland Lake with Dock
10.0 out of 10, Exceptional, (23)
"Stayed for labor day with family from out of state. Plenty of room for 4 adults and 4 kids, Could have easily fit more. Had a great time on the dock and having fires in the back yard. "
Family House On Highland Lake with Dock
Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT
9.8 out of 10, Exceptional, (10)
"Amenities galore in this well equipped beautiful home! Everyone was happily entertained with the many water play options and many indoor games and activities. The dock and lake were frequently used by all as we also rented a pontoon boat. Wonderful location for our large family to spend time together!"
Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT
Spacious New 5-bedroom holiday house in lovely Hudson Valley
9.6 out of 10, Exceptional, (5)
"The home was even more stunning in person and from the moment we pulled onto the block we were welcomed by its beautiful surroundings. The home was very comfortable, plenty of space and each of us were very impressed by the thoughtful layout and features. We were in town for a very special event commemorating our brothers amazing achievements and had everything we needed for a very pleasant and memorable stay. The screened in porch was an added bonus and of course, we all gravitated around the...
The price is SAR 2,007
SAR 2,800 total
includes taxes & fees
6 Oct - 7 Oct
Spacious New 5-bedroom holiday house in lovely Hudson Valley
Cozy Lakefront Bungalow w firepit/dock/kayaks
10.0 out of 10, Exceptional, (23)
"This is our second time visiting the area and staying at this beautiful home. It's close to many activities for children and adults, easy to access food and services and a beautiful overall area and home. We truly enjoy visiting!"
Cozy Lakefront Bungalow w firepit/dock/kayaks
Spacious & Modern Ashley Falls Home on 1 Acre
9.6 out of 10, Exceptional, (11)
"The house was well appointed, clean, quiet and convenient.We hope to return in the future."
Spacious & Modern Ashley Falls Home on 1 Acre
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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.
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Other property types in Kent

Spectacular Short Term Vacation Rental in Kent
9.6 out of 10, Exceptional, (76)
"Hosts were great and very responsive and the property was fantastic and really peaceful. Highly recommend staying there!"
Spectacular Short Term Vacation Rental in Kent
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
9.6 out of 10, Exceptional, (64)
"The good: We had a great time staying here. The first and second floor are beautiful and very well maintained. Both bathrooms and three bedrooms are very clean and have more than enough bath and beach towels. The fire pit and kayaks are also a great touch. The water is just steps away and the view is excellent. Just be sure to bring your own propane and firewood. What could be better? Communication with the host left a lot to be desired. I’m still not sure who runs the property. There are two...
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (26)
"Great house well appointed driveway could use some work and twin bathroom needs shower curtain and towel bars - we’ll stay again on another visit location is perfect very convenient "
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
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.