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Compare 205 Vacation Homes in South Kent with updated reviews, rates, and availability.

Renovated, one level home in an excellent location
Fully equipped kitchen. (1)

Renovated, one level home in an excellent location

10.0 out of 10, Exceptional, (38)
"3 college roommates stayed because new Milford was a convenient location for all 3 of us. Great girls trip catching up with wine snacks and movies. We weren’t familiar with the area so wished we would have stayed closer to town aka the Green but it was nice to have a 5 minute walk down to the little private beach area and an easy 10ish minute drive to town to walk around some shops before heading back to enjoy good company. Thanks Alberto! U were great with ur communication both before and...
Renovated, one level home in an excellent location
Spacious New 5-bedroom holiday house in lovely Hudson Valley
Living area

Spacious New 5-bedroom holiday house in lovely Hudson Valley

9.8 out of 10, Exceptional, (7)
"We had a wonderful time in this beautiful home with lots of room and amenities!"
The price is AED 1,763
AED 2,502 total
includes taxes & fees
5 Jan - 6 January 2025
Spacious New 5-bedroom holiday house in lovely Hudson Valley
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Main deck w/ grill & sweeping lake views. Baby/dog gate at deck stairs.

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

9.6 out of 10, Exceptional, (77)
"Thank you for allowing us to reside at your beautiful property. We appreciate your expedited communication & commitment to quality. We thank Jehovah for a safe enjoyable trip & as we return back to Atlanta, GA. "
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Charming 1870 cape cottage in Litchfield
Outdoor dining

Charming 1870 cape cottage in Litchfield

10.0 out of 10, Exceptional, (40)
"Beautiful property. Super clean. Wish we could have stayed longer."
Charming 1870 cape cottage in Litchfield
Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT
Exterior

Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT

2.0 star property
Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT
The Candlewood Lake Retreat - Private Dock & Pool

The Candlewood Lake Retreat - Private Dock & Pool

The Candlewood Lake Retreat - Private Dock & Pool
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer
Exterior

Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer

Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Exterior

Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

9.8 out of 10, Exceptional, (26)
"The view in the fall was amazing! So relaxing to sit and watch the lake while having our coffee. The owners are amazing. Everything we needed and more. Plenty of room for the family or even if multiple families stayed. Would stay here again!"
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Miscellaneous

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

10.0 out of 10, Exceptional, (13)
"Beautiful modern home with great views over the pond and woods. Super comfortable and many amenities. I really appreciated how well stocked the kitchen was with pots and pans that you can actually cook with compared to most VRBO's. Only drawback is that the area isn't really walkable. Busy road with minimal shoulder and you can't get down to the pond. We drove to a number of great hikes in the area though. Bonus: the woods behind the house were home to a couple great horned owls calling to...
The price is AED 1,833
AED 3,349 total
includes taxes & fees
3 Jan - 4 January 2025
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Lakeview Estate - Chef's Kitchen - NYC Getaway
Outdoor dining

Lakeview Estate - Chef's Kitchen - NYC Getaway

9.8 out of 10, Exceptional, (24)
"Fantastic place! Beautiful views, lots of room, comfy beds, clean. There was 10 of us and it was a delight. Highly recommend it. "
Lakeview Estate - Chef's Kitchen - NYC Getaway
Wooded Getaway on Serene Brook ~ 50 Acres of Privacy!
Exterior

Wooded Getaway on Serene Brook ~ 50 Acres of Privacy!

10.0 out of 10, Exceptional, (11)
"This was just what we were looking for. The house was roomy, open and charming. It was also relaxing to sit on the back deck surrounded by trees and listening to the calming sound of the brook. It felt like you out in the countryside yet the cute village of Sandy Hook along with Newtown restaurants and shopping were less than 10 minutes away."
Wooded Getaway on Serene Brook ~ 50 Acres of Privacy!
Traveling Nurse or Business Professional
Exterior

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
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Terrace/patio

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

10.0 out of 10, Exceptional, (14)
"Beautiful property— even more than the pictures (which is often rare). Quiet, scenic, and spacious. Communication with the host was very good and helpful."
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Property grounds

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

9.0 out of 10, Wonderful, (6)
"We had a wonderful time. Quiet and pleasant "
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Cozy Litchfield House w/ Fenced-In Yard & Fire Pit
Litchfield Vacation Rental | 3BR | 2BA | 1,500 Sq Ft | Stairs Required

Cozy Litchfield House w/ Fenced-In Yard & Fire Pit

9.8 out of 10, Exceptional, (62)
"House was clean, completely stocked with everything needed and more, great back yard and gathering areas. Property owner helped right away when we reached out. Would definitely recommend. "
Cozy Litchfield House w/ Fenced-In Yard & Fire Pit
Hopewell Haven w/ heated pool and hot tub
Heated Pool Open May 1 - October 1

Hopewell Haven w/ heated pool and hot tub

9.4 out of 10, Exceptional, (10)
"This house has a lot of unique touches with furniture that clearly someone put a lot of thought and love into. The main room is much bigger than the listing pics let on. Ample space for a comfortable gathering. Highly recommended this home."
Hopewell Haven w/ heated pool and hot tub
Serene Salisbury Rental Home on 26 Acres w/ Deck!
Salisbury Vacation Rental | 6BR | 3.5BA | 2,525 Sq Ft | 2 Steps to Enter

Serene Salisbury Rental Home on 26 Acres w/ Deck!

9.8 out of 10, Exceptional, (7)
"Great weekend getaway with family to celebrate "
Serene Salisbury Rental Home on 26 Acres w/ Deck!
Bluebird Valley Farmhouse
Property grounds

Bluebird Valley Farmhouse

10.0 out of 10, Exceptional, (60)
"This house is perfection! The layout is wonderful, and the decor was lovely. The kitchen is fully equipped. The beds are ridiculously comfortable. The wifi was super fast. Do not hesitate to book this house?"
Bluebird Valley Farmhouse
Enjoy a getaway on the scenic Housatonic River/Lake Lilinonah in New Milford, CT
Miscellaneous

Enjoy a getaway on the scenic Housatonic River/Lake Lilinonah in New Milford, CT

9.0 out of 10, Wonderful, (6)
"We had a great time. It was a beautiful place and awesome views! Great for kayaking and floating in tubes."
Enjoy a getaway on the scenic Housatonic River/Lake Lilinonah in New Milford, CT
New Fairfield Vacation Rental w/ Lake Views!
New Fairfield Vacation Rental | 3BR | 2BA | 1,775 Sq Ft | Stairs Required

New Fairfield Vacation Rental w/ Lake Views!

10.0 out of 10, Exceptional, (1)
"Our family had a great stay at this home on Candlewood Isle. The owners were very friendly and left out snacks and such that my toddler loved. The house is clean and well kept and has a charming yard and deck. Really enjoyed being able to bring our dog with us too. Highly recommend!"
New Fairfield Vacation Rental w/ Lake 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.
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Other property types in South Kent

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Main deck w/ grill & sweeping lake views. Baby/dog gate at deck stairs.

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

9.6 out of 10, Exceptional, (77)
"Thank you for allowing us to reside at your beautiful property. We appreciate your expedited communication & commitment to quality. We thank Jehovah for a safe enjoyable trip & as we return back to Atlanta, GA. "
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Cozy & Chic Cabin by the Lake, with access to private Beach!
Exterior

Cozy & Chic Cabin by the Lake, with access to private Beach!

10.0 out of 10, Exceptional, (17)
"great chic house, very clean"
Cozy & Chic Cabin by the Lake, with access to private Beach!
Idillic summer getaway in Litchfield Hills, CT.
Property grounds

Idillic summer getaway in Litchfield Hills, CT.

10.0 out of 10, Exceptional, (13)
"The place was as described and very comfortable. We enjoyed our stay!"
Idillic summer getaway in Litchfield Hills, CT.
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.