Summer sunset on the Connecticut River, Shoreline, and Long Island Sound in Old Saybrook, CT, with Lynde Lighthouse in the foreground, along with Fenwick, and a colorful summer sunset sky

Cottages in Middlesex County

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Top Cities in Middlesex County

rocks at low tide on beach at Harkness State Park
CottagesCottages

Old Saybrook

Old Saybrook
CottagesCottages

Essex

Essex

Our top choices for Middlesex County cottages

Balcony

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (23 reviews)
"Great stay & great staff!"
United States
James
The price is HK$2,991
HK$3,417 total
includes taxes & fees
21 Jun - 22 Jun
North Fork Resort
Exterior

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (45 reviews)
The price is HK$1,213
HK$2,162 total
includes taxes & fees
1 Jul - 2 Jul
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Waterford
10.0 out of 10, Exceptional, (24 reviews)
The price is HK$2,225
HK$3,891 total
includes taxes & fees
30 Jun - 1 Jul
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Exterior

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Pipes Cove
9.8 out of 10, Exceptional, (117 reviews)
"Very nice relaxing place to stay in an old style rustic farmhouse property. Beautiful ocean views, fire pit, boat access, but close to town and train accessible (15-20 walk to LIRR and village). Host was very friendly and helpful."
United States
Andrew
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Exterior

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

Cozy cottage near downtown Clinton, Marina & Hammonasset Park
Clinton
10.0 out of 10, Exceptional, (87 reviews)
"Responded very quickly, everything was clean, place was perfect for a weekend getaway "
United States
Sarah B.
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
Exterior

Charming Cottage by the Lake❤️

Charming Cottage by the Lake❤️
Coventry Lake
9.4 out of 10, Exceptional, (27 reviews)
"Great place! Would definitely stay again! "
United States
Sam F.
Charming Cottage by the Lake❤️
Exterior

Lakefront Connecticut Retreat Near UConn

Lakefront Connecticut Retreat Near UConn
Coventry
10.0 out of 10, Exceptional, (33 reviews)
"We were very comfortable host met expectations the hospitality was great more than we expected me and my family will definitely return there again!! Shout out to the owners!! Thank you…."
United States
Sammy G.
Lakefront Connecticut Retreat Near UConn
3 bedrooms, WiFi, bed sheets

Cozy 3 bd Cottage w/ access to private lake

Cozy 3 bd Cottage w/ access to private lake
Hebron
9.2 out of 10, Wonderful, (9 reviews)
"Excellent house… very clean…highly recommend to stay here "
United States
Joe M.
Cozy 3 bd Cottage w/ access to private lake
Exterior

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Lake Pocotopaug
10.0 out of 10, Exceptional, (16 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
The price is HK$1,128
HK$2,434 total
includes taxes & fees
22 Jun - 23 Jun
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Exterior

The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (9 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is HK$882
HK$1,170 total
includes taxes & fees
21 Jun - 22 Jun
The Tiny Cottage & Mini Farm
Exterior

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Old Saybrook Center
9.6 out of 10, Exceptional, (47 reviews)
"Lovely cottage! Enjoyed our stay! "
United States
Joyce S.
The price is HK$2,896
HK$5,262 total
includes taxes & fees
21 Jun - 22 Jun
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Exterior

The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
10.0 out of 10, Exceptional, (24 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The gardners Cottage 1 mile from long Island Sound - pet friendly
Exterior

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

Cozy Home near private beach , close to New Haven area colleges Hospitals
Branford
9.6 out of 10, Exceptional, (78 reviews)
"Property was clean with some nice cozy touches. Wine on the table, fruit in the frig, chocolate for comfort, coffee for wakeup. Host was very pleasant and accommodating. Will definitely stay there again."
United States
Vincent
Cozy Home near private beach , close to New Haven area colleges Hospitals
Terrace/patio

Enchanted Waterfront Cottage

Enchanted Waterfront Cottage
Old Lyme
9.0 out of 10, Wonderful, (20 reviews)
"The location was perfect. Very comfortable."
United States
Ruth D.
Enchanted Waterfront Cottage
Property grounds

Cozy & Warm Getaway Cottage in Beach Community

Cozy & Warm Getaway Cottage in Beach Community
Niantic
10.0 out of 10, Exceptional, (22 reviews)
"We really loved this place it was so quaint and beautiful "
United States
Alice C.
Cozy & Warm Getaway Cottage in Beach Community
Exterior

Go Jump in the Lake!

Go Jump in the Lake!
Lebanon
10.0 out of 10, Exceptional, (155 reviews)
"The stay was clean and neat, the host responded to messages quickly, very enjoyable to stay for the weekend!"
United States
Manny D.
Go Jump in the Lake!
Outdoor dining

Modern Terryville Cottage w/ Deck & Lake View!

Modern Terryville Cottage w/ Deck & Lake View!
Terryville
9.6 out of 10, Exceptional, (8 reviews)
"Perfect location, very clean and great host!"
United States
Missie G.
Modern Terryville Cottage w/ Deck & Lake View!
Exterior

2 mins/350 ft walk to West Beach, relaxing 3-BR sleeps 8 cottage with large yard

2 mins/350 ft walk to West Beach, relaxing 3-BR sleeps 8 cottage with large yard
Westbrook Center
9.6 out of 10, Exceptional, (5 reviews)
"This is a highly recommended place to stay! We had a wonderful time-the owner is a pleasure to work with. The cottage is clean and comfortable with a very short walk to the beach and located on a quiet street. Again, highly recommended!"
United States
Donna B.
2 mins/350 ft walk to West Beach, relaxing 3-BR sleeps 8 cottage with large yard
Front of property

2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!

2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!
3.0 star property
Madison
10.0 out of 10, Exceptional, (1 review)
"Excellent. The property was simply lovely and the owner was excellent to work with. Location was just what we were looking for, the yard was large and landscaping & outdoor areas were wonderful. Thank you!"
United States
Cindie
2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!
Terrace/patio

Private Guest House w/ Deck + Spectacular Views!

Private Guest House w/ Deck + Spectacular Views!
Montville
10.0 out of 10, Exceptional, (37 reviews)
"I had a pleasant stay, the house is very clean, well-equipped, and the peace and quiet were perfect. I commend the owner."
United States
Faniola O.
Private Guest House w/ Deck + Spectacular 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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Top Middlesex County Hotel Reviews

Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

8/10 Good
"Rooms are clean and staff is very helpful. Property is a little dated but nice."
claire 1-night trip
Posted 4 hours ago
Spark by Hilton Mystic Groton

Find out more about Middlesex County

Middlesex County Cottages information

Number of reviews
787
Accommodation
248 Cottages
Lowest Price
HK$1,170
Highest Price
HK$5,262

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