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Find properties with these dates

Tonight
May 6 - May 7
Tomorrow
May 7 - May 8
This weekend
May 10 - May 12
Next weekend
May 17 - May 19

Compare 21 Cottages in Simsbury with updated reviews, rates, and availability.

Lakefront Tranquility/Fishermans Delight
Lake
Lakefront Tranquility/Fishermans Delight
9.8 out of 10, Exceptional, (14)
"The cabin was just what we needed to escape the hustle and bustle of work!! Just the right size to sit and relax by the water and enjoy an early morning or late evening canoe ride while the Eagle flew above us. Perfect spot for day hikes or day drinking at the wineries. Then enjoy a bonfire with a glass of wine and talk about all you did and what you want to do the next day!! Definitely recommend and will be back"
Lakefront Tranquility/Fishermans Delight
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Property grounds
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
10.0 out of 10, Exceptional, (17)
"Well appointed and modern. A great quiet spot for the family."
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Newly renovated cottage on the lake!
View from property
Newly renovated cottage on the lake!
10.0 out of 10, Exceptional, (13)
"Enjoyed the area and the house"
Newly renovated cottage on the lake!
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The Cottage at Highland Lake, year-round, waterfront with a boat dock
Beach nearby, sun loungers, beach towels
The Cottage at Highland Lake, year-round, waterfront with a boat dock
10.0 out of 10, Exceptional, (2)
"My husband and I recently enjoyed a weekend at the Cottage at Highland Lake and would highly recommend it. The host gave excellent detailed directions, check in was easy, and the cottage was clean and exactly as described with a fully remodeled upstairs. There is a small deck off the master bedroom and a really nice size deck off the first floor, both overlooking the lake. Best of all is the location. The cottage is right on the lake and has a dock. Overall just a perfect weekend escape!"
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Wolcott Home w/ Deck: Near Connecticut Attractions
Interior
Wolcott Home w/ Deck: Near Connecticut Attractions
3.0 star property
Wolcott Home w/ Deck: Near Connecticut Attractions
Lakefront Home, Close to Mt Southington!
Interior
Lakefront Home, Close to Mt Southington!
3.5 star property
Lakefront Home, Close to Mt Southington!
Charming Farmhouse w/ Pool & Fishing Pond!
Interior
Charming Farmhouse w/ Pool & Fishing Pond!
3.5 star property
Charming Farmhouse w/ Pool & Fishing Pond!
Modern Terryville Cottage w/ Deck & Lake View!
Fridge, microwave, stovetop, dishwasher
Modern Terryville Cottage w/ Deck & Lake View!
Modern Terryville Cottage w/ Deck & Lake View!
Cozy Litchfield House w/ Fenced-in Yard & Fire Pit
Interior
Cozy Litchfield House w/ Fenced-in Yard & Fire Pit
3.5 star property
Cozy Litchfield House w/ Fenced-in Yard & Fire Pit
Lakefront Granby Escape w/ Private Dock & Kayaks!
Interior
Lakefront Granby Escape w/ Private Dock & Kayaks!
3.0 star property
Lakefront Granby Escape w/ Private Dock & Kayaks!
Charming Windsor Home w/ Private Backyard!
Interior
Charming Windsor Home w/ Private Backyard!
3.0 star property
Charming Windsor Home w/ Private Backyard!
Springfield Vacation Rental: 1 Mi to Downtown
Interior
Springfield Vacation Rental: 1 Mi to Downtown
3.5 star property
Springfield Vacation Rental: 1 Mi to Downtown
Litchfield - Hot Tub - Mohawk Mountain - Fireplace
Exterior
Litchfield - Hot Tub - Mohawk Mountain - Fireplace
Litchfield - Hot Tub - Mohawk Mountain - Fireplace
Family-friendly Avon Home: 10 Mi to Hartford!
Interior
Family-friendly Avon Home: 10 Mi to Hartford!
3.0 star property
Family-friendly Avon Home: 10 Mi to Hartford!
Waterbury Home: Playground & Porch Swing
Interior
Waterbury Home: Playground & Porch Swing
3.5 star property
Waterbury Home: Playground & Porch Swing
Connecticut Vacation Home Rental w/ Private Pool!
Interior
Connecticut Vacation Home Rental w/ Private Pool!
3.0 star property
Connecticut Vacation Home Rental w/ Private Pool!
Pet-friendly Tolland Cabin w/ Private Hot Tub!
Property grounds
Pet-friendly Tolland Cabin w/ Private Hot Tub!
3.0 star property
Pet-friendly Tolland Cabin w/ Private Hot Tub!
Harwinton Cottage
Exterior
Harwinton Cottage
Harwinton Cottage
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!
Cozy Springfield Vacation Rental Near Downtown
Interior
Cozy Springfield Vacation Rental Near Downtown
3.0 star property
Cozy Springfield Vacation Rental Near Downtown
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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 Simsbury

Simsbury Cottages information

Number of reviews
46
Accommodation
21 Cottages
Lowest Price
Highest Price

Frequently asked questions

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We think that traveling should be easy, so if you’re after cottages in Simsbury at an affordable rate, Expedia delivers. Save cash and check in to a thrifty option far from the hustle and bustle, or book a 5-star cottage to pamper your favorite people.
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What is there to do in Simsbury near my cottage?
Simsbury has enough experiences and sights to entertain you for weeks, starting with Talcott Mountain State Park. Ski Sundown, New England Air Museum and Lost Acres Vineyard are other well-known attractions. If you’re lingering longer, Thomas Hooker Brewery and Talcott Mountain Science Center are nice finishing touches to your itinerary.

Recent reviews of Simsbury hotels
Expedia verified reviews

Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

5/5 Excellent
"It was a great stay at the Cambria! Clean, spacious and great service. We loved it! "
A verified traveler from Merrick stayed at Cambria Hotel Manchester South Windsor
Posted 2 days ago
Cambria Hotel Manchester South Windsor