Search Cottages in Cheshire Historic District

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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Browse Select Cheshire Historic District Cottages

Guilford Carriage House at Granite Lodge!
Cottage (1 Bedroom) | Interior

Guilford Carriage House at Granite Lodge!

3.0 star property
9.0 out of 10, Wonderful, (2)
"I’m normally not one to leave reviews but I had to for The Carriage House! Everything from the homey, relaxing feel to the great views was amazing! My friends and I wanted to extend our stay lol. We’re already planning another stay here for a summer trip! Also appreciated the host’s friendliness and ensuring we had an enjoyable experience. 10/10"
Guilford Carriage House at Granite Lodge!
New Haven Gem w/ Private Pool, Walk to Beach!
House (3 Bedrooms) | Front of property

New Haven Gem w/ Private Pool, Walk to Beach!

3.0 star property
New Haven Gem w/ Private Pool, Walk to Beach!
Charming Connecticut Retreat Near Museums & Hiking
House (3 Bedrooms) | Interior

Charming Connecticut Retreat Near Museums & Hiking

3.0 star property
Charming Connecticut Retreat Near Museums & Hiking
Upscale Waterbury Retreat w/ Indoor Hot Tub!
House (3 Bedrooms) | 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!
House (4 Bedrooms) | Interior

Elegant Middlefield Getaway w/ Game Room!

3.0 star property
Elegant Middlefield Getaway w/ Game Room!
Modern Terryville Cottage w/ Deck & Lake View!
Interior

Modern Terryville Cottage w/ Deck & Lake View!

3.0 star property
10.0 out of 10, Exceptional, (1)
Modern Terryville Cottage w/ Deck & Lake View!
Lakefront Home, Close to Mt Southington!
House (3 Bedrooms) | Interior

Lakefront Home, Close to Mt Southington!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful house with great views of the lake. "
Lakefront Home, Close to Mt Southington!
Walkable New Haven Retreat w/ Ocean Views!
Interior

Walkable New Haven Retreat w/ Ocean Views!

3.0 star property
Walkable New Haven Retreat w/ Ocean Views!
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
3 Mi to Dtwn: Gem w/ Patio & Fire Pit in New Haven
House (5 Bedrooms) | Interior

3 Mi to Dtwn: Gem w/ Patio & Fire Pit in New Haven

3.0 star property
3 Mi to Dtwn: Gem w/ Patio & Fire Pit in New Haven
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
House (2 Bedrooms) | Interior

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

3.0 star property
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Walk to Beaches: Sunny East Haven Home w/ Grill
Interior

Walk to Beaches: Sunny East Haven Home w/ Grill

3.0 star property
Walk to Beaches: Sunny East Haven Home w/ Grill
BBQ Ready: Quiet Connecticut Retreat w/ Fire Pit
House (4 Bedrooms) | Interior

BBQ Ready: Quiet Connecticut Retreat w/ Fire Pit

3.0 star property
BBQ Ready: Quiet Connecticut Retreat w/ Fire Pit
Luxe Lake House in Connecticut: Private Dock
Microwave, oven, stovetop, dishwasher

Luxe Lake House in Connecticut: Private Dock

3.0 star property
Luxe Lake House in Connecticut: Private Dock
Pet-friendly Connecticut Retreat Near Golfing!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Pet-friendly Connecticut Retreat Near Golfing!

3.0 star property
Pet-friendly Connecticut Retreat Near Golfing!
Spacious Woodbury Home w/ Pool + Hot Tub!
House (4 Bedrooms) | Interior

Spacious Woodbury Home w/ Pool + Hot Tub!

3.0 star property
Spacious Woodbury Home w/ Pool + Hot Tub!
Family-friendly Woodbury Home With Yard + Deck!
House (3 Bedrooms) | Interior

Family-friendly Woodbury Home With Yard + Deck!

3.0 star property
Family-friendly Woodbury Home With Yard + Deck!
Waterfront Retreat w/ Boat Dock & Fire Pit!
Interior

Waterfront Retreat w/ Boat Dock & Fire Pit!

3.0 star property
Waterfront Retreat w/ Boat Dock & Fire Pit!
Group Getaway w/ Outdoor Oasis in Southington!
House (4 Bedrooms) | Interior

Group Getaway w/ Outdoor Oasis in Southington!

3.0 star property
Group Getaway w/ Outdoor Oasis in Southington!
Waterbury Home: Playground & Porch Swing
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Waterbury Home: Playground & Porch Swing

3.0 star property
Waterbury Home: Playground & Porch Swing
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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Top Cheshire Historic District Hotel Reviews

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent
"Great location with multiple food options nearby. "
Jason 1-night trip
Posted 4 hours ago
Best Western Executive Hotel Of New Haven - West Haven

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