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Compare 29 Cottages in Plainville with updated reviews, rates, and availability.

Newly renovated cottage on the lake!
Beach
Newly renovated cottage on the lake!
10.0 out of 10, Exceptional, (18)
"This cabin was perfect for a place to rest and refresh after hiking some of Litchfield area's trails. It was as described by the host and he was very easy to reach with questions. We recommend this cabin as well-located for all that Litchfield county has to offer. "
Newly renovated cottage on the lake!
Guest Cottage on Country Estate
Guest Cottage on 7 acre Estate. Two bedrooms, full bath with a laundry Sleeps 6
Guest Cottage on Country Estate
9.2 out of 10, Wonderful, (36)
"the location and size of cottage were just what we were looking for."
Guest Cottage on Country Estate
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!
10.0 out of 10, Exceptional, (4)
"The owners freshly love this place"
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Cozy 2-bedroom Cottage with Access to Bantam Lake
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
Modern Terryville Cottage w/ Deck & Lake View!
Terryville Vacation Rental | 2BR | 1BA | 800 Sq Ft | 2 Steps to Enter
Modern Terryville Cottage w/ Deck & Lake View!
8.8 out of 10, Excellent, (3)
"The house was in pristine condition. It looked like it was just built and we were the first ones to stay in it. Located not far from stores and restaurants. The owner, (Ron,)was very responsive to any questions we had. We highly recomend this location."
Modern Terryville Cottage w/ Deck & Lake View!
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
10.0 out of 10, Exceptional, (12)
"We truly enjoyed this lovely spot while dropping our son off at Wesleyan University. It was a perfect little spot to relax and enjoy the water and beautiful sunsets. "
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Fall sunsets are a prize possession here at the lake!
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
10.0 out of 10, Exceptional, (24)
"This is a really lovely and clean home. The owners were very responsive and clearly take great care with the property and rental process. It was very comfortable for me, my mother and my four year old daughter. The lake view is gorgeous and peaceful, however be advised that CT lakes can sometimes get high bacteria levels so it was not swim friendly when we were there "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Main deck
The Cottage at Highland Lake, year-round, waterfront with a boat dock
10.0 out of 10, Exceptional, (4)
"Jeanne was wonderful to work with and very responsive when we booked our last minute get away. Location is ideal - we brought our kayaks and very easy launching area. Would definitely not hesitate to come back to the same spot. Thanks for sharing your home with us. "
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Charming Connecticut Retreat Near Museums & Hiking
Living area
Charming Connecticut Retreat Near Museums & Hiking
3.0 star property
Charming Connecticut Retreat Near Museums & Hiking
Wolcott Home w/ Deck: Near Connecticut Attractions
Living area
Wolcott Home w/ Deck: Near Connecticut Attractions
3.0 star property
Wolcott Home w/ Deck: Near Connecticut Attractions
Lakefront Home, Close to Mt Southington!
Outdoor dining
Lakefront Home, Close to Mt Southington!
3.0 star property
Lakefront Home, Close to Mt Southington!
Lakefront Tranquility/Fishermans Delight
Upper deck view
Lakefront Tranquility/Fishermans Delight
9.8 out of 10, Exceptional, (17)
"Accommodations good for Up to the 3 that rotated Total of 7 competed.Dock was perfect for the 3 kayaks and one 12 ft Al boat.Food prep was easy for Poppa [89] Cool mornings but the portable heaters took the chill off. weather was good couple windy 4 fish caught. Going to have to try again."
Lakefront Tranquility/Fishermans Delight
Upscale Waterbury Retreat w/ Indoor Hot Tub!
Interior
Upscale Waterbury Retreat w/ Indoor Hot Tub!
3.0 star property
Upscale Waterbury Retreat w/ Indoor Hot Tub!
Elegant Middlefield Getaway w/ Game Room!
Living area
Elegant Middlefield Getaway w/ Game Room!
3.0 star property
Elegant Middlefield Getaway w/ Game Room!
Cozy Litchfield House w/ Fenced-in Yard & Fire Pit
Exterior
Cozy Litchfield House w/ Fenced-in Yard & Fire Pit
3.0 star property
Cozy Litchfield House w/ Fenced-in Yard & Fire Pit
Cottage Ease. Quaint cottage nestled in on Higland lake Winsted, Ct.
Room
Cottage Ease. Quaint cottage nestled in on Higland lake Winsted, Ct.
Cottage Ease. Quaint cottage nestled in on Higland lake Winsted, Ct.
Modern Terryville Cottage w/ Deck & Lake View!
Interior
Modern Terryville Cottage w/ Deck & Lake View!
3.0 star property
Modern Terryville Cottage w/ Deck & Lake View!
Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.
Sunset on Lake Pocotopaug
Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.
2.0 star property
10.0 out of 10, Exceptional, (2)
"Host were super friendly and very communicative"
Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.
Charming Windsor Home w/ Private Backyard!
Exterior
Charming Windsor Home w/ Private Backyard!
3.0 star property
Charming Windsor Home w/ Private Backyard!
Spacious Woodbury Home w/ Pool + Hot Tub!
Property grounds
Spacious Woodbury Home w/ Pool + Hot Tub!
3.0 star property
Spacious Woodbury Home w/ Pool + Hot Tub!
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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 Plainville

#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
10.0 out of 10, Exceptional, (2)
"The upstairs kitchen may need some extra ceramic bowls and silverware. The hot water may need to be turned up, it was tepid at best. Jeff was more than helpful getting us situated and comfortable. Great neighborhood, and availability to groceries, restaurants, and the great brewery 2 minutes away. Great room for families for togetherness and privacy"
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
Fun Downtown Location 2nd flr
Property grounds
Fun Downtown Location 2nd flr
9.8 out of 10, Exceptional, (59)
"The apartment was very close to restaurants, breweries and a rails to trails path that went on for miles. Great location overall. "
Fun Downtown Location 2nd flr
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
10.0 out of 10, Exceptional, (12)
"We truly enjoyed this lovely spot while dropping our son off at Wesleyan University. It was a perfect little spot to relax and enjoy the water and beautiful sunsets. "
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
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.