Cottages in Middlesex County

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Top Cities in Middlesex County

Beautiful sunrise at the mouth of the Connecticut River, Old Saybrook, Connecticut.
CottagesCottages

Old Saybrook

Old Saybrook
Arrigoni Bridge
CottagesCottages

Cromwell

Cromwell

Our top choices for Middlesex County cottages

Cottage, 2 Bedrooms, Patio | Free WiFi, bed sheets

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"Cabin was clean, well appointed and very comfortable. The staff immediately responded at 7am when we called to reset the hot water heater. The Solo fire pit looked very tempting but we did not have the time to enjoy that. will be back!"
United States
Kenn
The price is AED 624
AED 713 total
includes taxes & fees
7 Apr - 8 Apr
North Fork Cottages & RV Resort
Exterior

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (39 reviews)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
The price is AED 360
AED 737 total
includes taxes & fees
30 Mar - 31 Mar
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, (17 reviews)
"Wonderful place with a great location! Fantastic communication!"
United States
Cary H.
The price is AED 502
AED 1,118 total
includes taxes & fees
29 Mar - 30 Mar
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Property grounds

'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, (102 reviews)
"Relaxing stay on beautiful property."
United States
Annie B.
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Exterior

Charming Cottage by the Lake❤️

Charming Cottage by the Lake❤️
Coventry Lake
9.4 out of 10, Exceptional, (24 reviews)
"Nice lake access"
United States
Stephanie Z.
Charming Cottage by the Lake❤️
Exterior

The Tiny Cottage at Clem & Clyde's

The Tiny Cottage at Clem & Clyde's
Oakdale,
10.0 out of 10, Exceptional, (6 reviews)
"Cottage was perfect! The fresh eggs given to us by the host made for an awesome breakfast! The host was great! My 2 energetic boys loved every animal. The host made sure to take my boys through every fence/gate there was to get my boys front and center with the animals. This isn’t just about money him seeing my boys smile and run around with the animals definitely made his day! Left about an hour ago and my boys already asked 17 times when we are going back! "
United States
jeff
The price is AED 364
AED 492 total
includes taxes & fees
29 Mar - 30 Mar
The Tiny Cottage at Clem & Clyde's
Terrace/patio

Cottage on Beach front Estate with Dockage .Walk to Village

Cottage on Beach front Estate with Dockage .Walk to Village
Pipes Cove
9.8 out of 10, Exceptional, (79 reviews)
"Such a fabulous location and stay!"
United States
Erika V.
Cottage on Beach front Estate with Dockage .Walk to Village
Outdoor dining

Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
Old Saybrook
10.0 out of 10, Exceptional, (66 reviews)
"We very much appreciated the timely communication from the owners. They were very accommodating and we were comfortable in their home. When back in the area we will be staying at this lovely summer cottage. "
United States
Dawn Z.
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
Exterior

Beach Cottage, private beach and pass

Beach Cottage, private beach and pass
East Lyme
10.0 out of 10, Exceptional, (11 reviews)
"It was PERFECT way to spend USCGA Parent’s Weekend!!"
United States
Kerri G.
Beach Cottage, private beach and pass
Terrace/patio

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Westbrook
9.8 out of 10, Exceptional, (79 reviews)
"Great location and service."
United States
Richard P.
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
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, (43 reviews)
"Lovely cottage! Enjoyed our stay! "
United States
Joyce S.
The price is AED 930
AED 1,909 total
includes taxes & fees
29 Mar - 30 Mar
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
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
9.4 out of 10, Exceptional, (74 reviews)
"Beautiful home with one of the most serene views you could have"
United States
Richard P.
Cozy Home near private beach , close to New Haven area colleges Hospitals
Exterior

Historic Waterfront School House

Historic Waterfront School House
Groton
9.8 out of 10, Exceptional, (44 reviews)
"The host was very welcoming and accommodating. The house was perfect and the view was beautiful. Loved everything!"
United States
DAVID L.
Historic Waterfront School House
Exterior

Go Jump in the Lake!

Go Jump in the Lake!
Lebanon
10.0 out of 10, Exceptional, (152 reviews)
"If you use the fireplace do it only for 3o minutes or it will set off the carbon monoxide alarm. "
United States
Steven
Go Jump in the Lake!
Exterior

Updated cottage "Beriozka" on Cedar Lake

Updated cottage "Beriozka" on Cedar Lake
Chester
10.0 out of 10, Exceptional, (17 reviews)
"Our stay was outstanding! Brilliant appointments, beautiful surroundings, clean, safe, simply lovely. We spend a lot of time in the area and will definitely be booking again."
United States
Carol Lee D.
Updated cottage "Beriozka" on Cedar Lake
Exterior

Now with TV - Relax in our 3-bedroom Westbrook cottage at West Beach

Now with TV - Relax in our 3-bedroom Westbrook cottage at West Beach
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.
Now with TV - Relax in our 3-bedroom Westbrook cottage at West Beach
Exterior

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

Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
West Haven
9.4 out of 10, Exceptional, (13 reviews)
"Easy in and out and fast communication for any questions"
United States
Dylan G.
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
Exterior

Short Beach Coastal Cottage

Short Beach Coastal Cottage
Branford
10.0 out of 10, Exceptional, (19 reviews)
"Loved everything about our stay. Catherine and Ken are perfect hosts and the cottage is thoughtfully appointed with everything we needed for our 2 week stay. Can't wait to come back next year! "
United States
Diane D.
Short Beach Coastal Cottage
Cottage (1 Bedroom) | Interior

Private Guest House w/ Deck + Spectacular Views!

Private Guest House w/ Deck + Spectacular Views!
3.0 star property
Montville
10.0 out of 10, Exceptional, (3 reviews)
"The pool was amazing, the host was great, very accessible and the property was prisine. The views alone made us immediately want to come back. Very clean and well stocked. "
United States
agata
Private Guest House w/ Deck + Spectacular Views!
Exterior

Direct waterfront cottage on private sandy beach

Direct waterfront cottage on private sandy beach
Morgan Point
10.0 out of 10, Exceptional, (14 reviews)
"The cottage was wonderful!"
United States
Matt P.
Direct waterfront cottage on private sandy beach
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

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

10/10 Excellent
"The breakfast buffet was very good with a lot to choose from. The staff was awesome and very helpful. "
Debra 1-night trip
Posted 8 hours ago
Hyatt Place Uncasville - Casino Area