Search Cottages in Cheshire Historic District

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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Cottages in Cheshire Historic District

Historic Whitneyville Cottage
Fridge, microwave, oven, stovetop

Historic Whitneyville Cottage

9.6 out of 10, Exceptional, (14)
"My wife and I, and our little dog, had a great experience staying at the Yellow Cottage. For our needs, it was perfectly located. It's on a busy street, but the traffic noises wound down at night. Much nicer than the hotels in the area."
Historic Whitneyville Cottage
Beachside Branford- walk to Beach, Grill
Dining

Beachside Branford- walk to Beach, Grill

10.0 out of 10, Exceptional, (3)
"Charming little cottage that was just right for our trip to the CT shoreline."
Beachside Branford- walk to Beach, Grill
Direct waterfront cottage on private sandy beach
Exterior

Direct waterfront cottage on private sandy beach

10.0 out of 10, Exceptional, (4)
"Enjoyed our stay very much. Cute cottage, rustic. Only downside was the airport is close "
Direct waterfront cottage on private sandy beach
The Dream Location for Your Perfect Vacation
3 bedrooms, desk, free WiFi, bed sheets

The Dream Location for Your Perfect Vacation

9.8 out of 10, Exceptional, (17)
"beautiful quiet spot on the beach, great place to stay."
The Dream Location for Your Perfect Vacation
New Haven Gem w/ Private Pool, Walk to Beach!
Outdoor pool

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

3.0 star property
New Haven Gem w/ Private Pool, Walk to Beach!
Guest Cottage on Country Estate
Outdoor dining

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
Waterfront Cottage in Branford
4 bedrooms, iron/ironing board, free WiFi, bed sheets

Waterfront Cottage in Branford

10.0 out of 10, Exceptional, (94)
"House is beautiful and the view even better. On the waters edge and very quiet grandkids were occupied and very happy "
Waterfront Cottage in Branford
Cozy Home near private beach , close to New Haven area colleges Hospitals
Property grounds

Cozy Home near private beach , close to New Haven area colleges Hospitals

9.6 out of 10, Exceptional, (63)
"Exactly as advertised, very friendly and accommodating. "
Cozy Home near private beach , close to New Haven area colleges Hospitals
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
Property grounds

The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes

10.0 out of 10, Exceptional, (2)
"This is a nice spot to enjoy the Long Island Sound."
The price is SARĀ 1,606
SARĀ 3,253 total
includes taxes & fees
9 Jul - 10 Jul
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
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
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
Exterior

Modern 4 Bedroom Beach House: Ideal for Families & Long Stays

9.8 out of 10, Exceptional, (11)
"Easy in and out and fast communication for any questions"
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
Modern Terryville Cottage w/ Deck & Lake View!
Dining

Modern Terryville Cottage w/ Deck & Lake View!

9.2 out of 10, Wonderful, (5)
"This cottage was just as the pics show. Great communication with host prior to visit as well as a "Thank you" This is the perfect spot to relax & recharge from stress. The cottage wraps you in warmth, and charm."
Modern Terryville Cottage w/ Deck & Lake View!
Cheerful 3BR Cottage, 5 min walk to Beach!
Outdoor dining

Cheerful 3BR Cottage, 5 min walk to Beach!

Cheerful 3BR Cottage, 5 min 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
Elegant Middlefield Getaway w/ Game Room!
Interior

Elegant Middlefield Getaway w/ Game Room!

3.0 star property
Elegant Middlefield Getaway w/ Game Room!
Guilford Carriage House at Granite Lodge!
Interior

Guilford Carriage House at Granite Lodge!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Iā€™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. Weā€™re already planning another stay here for a summer trip! Also appreciated the hostā€™s friendliness and ensuring we had an enjoyable experience. 10/10"
Guilford Carriage House at Granite Lodge!
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!
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!
Guilford Carriage House at Granite Lodge!
TV

Guilford Carriage House at Granite Lodge!

10.0 out of 10, Exceptional, (11)
"This was the perfect home for a relaxing girls weekend. The home was clean, comfortable and beautiful! Rebecca was a very responsive and accommodating host and I would definitely stay here again!"
Guilford Carriage House at Granite Lodge!
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!
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

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