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13 Jun - 15 Jun
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4 Jul - 6 Jul
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Cottages in South Kent

Pet-friendly Cottage at Historic Millbrook Farm Estate
Interior

Pet-friendly Cottage at Historic Millbrook Farm Estate

10.0 out of 10, Exceptional, (1)
"Stayed in this renovated farmhouse for a very snowy weekend. Nicely redone and furnished with spacious living/dining area. Could have fit 2 more adults or 2-3 kids. Hosts were lovely and introduced us to the goats. Too snowy and icy to get outdoors or explore much but local village has shops and kitchen was stocked with pantry staples and bottled water, milk/creamers for coffee so arrival day grocery run was not needed. Bonus large picture window let us enjoy the abundant snow from the warmth of...
Pet-friendly Cottage at Historic Millbrook Farm Estate
Idillic summer getaway in Litchfield Hills, CT.
Exterior

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.
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Exterior

Lakeview property in private community. Lake & beach access. Swim/Kayak all day!

9.6 out of 10, Exceptional, (5)
"The owners freshly love this place"
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Property grounds

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

10.0 out of 10, Exceptional, (33)
"We stayed at the property for 2 nights and it was just what we had hoped. We enjoyed the lake, the fall colors and the house thoroughly. Would love to come back someday. "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Peaceful Goshen Cottage w/ Screened Porch & Views!
Fridge, microwave, stovetop, dishwasher

Peaceful Goshen Cottage w/ Screened Porch & Views!

9.0 out of 10, Wonderful, (29)
"Enjoyed our stay very much. The accommodations suited our needs. Appreciated the cleanliness of the property and the ease of checking in/out."
Peaceful Goshen Cottage w/ Screened Porch & Views!
Guest Cottage on Country Estate
Property grounds

Guest Cottage on Country Estate

9.2 out of 10, Wonderful, (40)
"the location and size of cottage were just what we were looking for."
Guest Cottage on Country Estate
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

West Cornwall Cabin ~ 4 Mi to Covered Bridge!

3.0 star property
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Property grounds

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

9.6 out of 10, Exceptional, (14)
"Perfect location for families with young children and pets to play in the water with limited boat traffic. Great yard with patios and fire pit for relaxing. Property manager was very responsive and great to work with. Would definitely stay again. Thank you for the great vacation memories!"
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Beach nearby, beach towels

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

9.4 out of 10, Exceptional, (91)
"Well appointed cabin was perfect for a quick weekend up to visit friends. Would love to come back in warm weather to take advantage of the proximity to the beautiful lake. Thanks!"
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Magnificent Lake View
Miscellaneous

Magnificent Lake View

2.0 star property
Magnificent Lake View
Dainty New Preston Cottage w/ Dock & Lake Views!
Beach

Dainty New Preston Cottage w/ Dock & Lake Views!

9.0 out of 10, Wonderful, (34)
"Loved our time at this cozy cottage by the lake!! Beautiful views and great antique decor in the cottage!!"
Dainty New Preston Cottage w/ Dock & Lake Views!
Serene Holmes Cottage Near Lakes & Trails!
Interior

Serene Holmes Cottage Near Lakes & Trails!

3.0 star property
Serene Holmes Cottage Near Lakes & Trails!
Cozy 2-bedroom Cottage with Access to Bantam Lake
TV, fireplace

Cozy 2-bedroom Cottage with Access to Bantam Lake

9.6 out of 10, Exceptional, (17)
"The lake and all the homes were beautiful and the house was very clean, organized, and felt like home. "
Cozy 2-bedroom Cottage with Access to Bantam Lake
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Terrace/patio

Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC

10.0 out of 10, Exceptional, (7)
"Loved staying at this spot when dropping our daughter off for school!"
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Two Bedroom Cottage Close To Town
Fridge, microwave, oven, stovetop

Two Bedroom Cottage Close To Town

9.2 out of 10, Wonderful, (21)
"Wonderful time..beautiful location. "
Two Bedroom Cottage Close To Town
Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia
Pool

Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia

Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Exterior

Charming, private 2-bedroom cottage on classic New England farm in Washington CT

10.0 out of 10, Exceptional, (2)
"Ashleigh was a great host. Everything you need to know about the property was on the listing - it is on a farm, so you will hear roosters throughout the day. The water pressure is low as described, so we did all take one shower at a time and had no issues.The property itself was very beautiful, spacious and comfortable. We enjoyed being able to see the goats and pigs and Ashleigh was very responsive with all communication before and during the stay. We also greatly enjoyed the bread and eggs...
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Lakefront Brewster Vacation Rental w/ Private Dock
TV, fireplace, books

Lakefront Brewster Vacation Rental w/ Private Dock

10.0 out of 10, Exceptional, (5)
"Felt relaxed from first step in the door! Wonderful view, comfortable beds, helpful management, great kitchen! Loved the heated tile floor in main bath! Lots of birds to enjoy with books and binoculars for identifying. "
Lakefront Brewster Vacation Rental w/ Private Dock
Pet-friendly Hopewell Junction Home w/ Pool
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Pet-friendly Hopewell Junction Home w/ Pool

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house was so incredible. Not only was it in a quiet nice neighborhood the inside was incredible too. Pool table as well as a pool it was perfect for my stay to have fun and enjoy our time. They were very communicative and welcoming to their house. Everything was comfortable and clean. Can’t say any bad things about this place. Definitely going to book again. I already miss it. "
Pet-friendly Hopewell Junction Home w/ Pool
Be in Nature at this Gorgeous Riverfront Cabin
Smart TV, books

Be in Nature at this Gorgeous Riverfront Cabin

10.0 out of 10, Exceptional, (16)
"Property was as advertised. Clean and nearby places we wanted to visit while, still being out of the way and quiet."
Be in Nature at this Gorgeous Riverfront Cabin
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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Frequently asked questions

How much do cottages in South Kent cost?
Rates for cottages in South Kent range between and per night. Whatever your budget, you’re sure to find an ideal place to touch base with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in South Kent?
Reconnect with nature in one of the 62 cottages located in South Kent. To help you find your ideal stay, make use of our handy filters to search for perks or amenities you need.
Why book your cottage in South Kent with Expedia?
Expedia has some great cottages in South Kent, so start packing your bags for an unforgettable vacay on nature’s doorstep. If you have a certain budget, select how much you’d like to spend and the star rating of your property. Or, try out our filters to search for cottages with a kitchen or a pool. We’ll help you find the right fit whatever your trip looks like.