Search Middlesex County Cottage Rentals from CA $200

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Aug 15 - Aug 17
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Top Cities in Middlesex County

CottagesCottages

Middletown

Middletown

Featured Cottages in Middlesex County

1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (28)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is CA $200
CA $377 total
includes taxes & fees
Aug 19 - Aug 20
1-bedroom cottage with Grove Beach 🏖️ access.
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Property grounds

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

9.8 out of 10, Exceptional, (92)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Property grounds

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

10.0 out of 10, Exceptional, (35)
"Clean stunning views amazing host "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Now has TV + linens - Relaxing 4-bedroom cottage in Westbrook, CT at West Beach
Exterior

Now has TV + linens - Relaxing 4-bedroom cottage in Westbrook, CT at West Beach

9.2 out of 10, Wonderful, (7)
"It was nice and relaxing...walking, swimming, biking, kayaking and beaching. The house was super cool...150 years old! Nice old fashioned laid back beach vacation! Mary the host was wonderful!"
Now has TV + linens - Relaxing 4-bedroom cottage in Westbrook, CT at West Beach
Sweet Cottage in Beach Community
Property grounds

Sweet Cottage in Beach Community

10.0 out of 10, Exceptional, (10)
"Cute cottage, newly refurbished, quiet, nice neighborhood, well stocked."
Sweet Cottage in Beach Community
Beachside Branford- walk to Beach, Grill
Exterior

Beachside Branford- walk to Beach, Grill

9.8 out of 10, Exceptional, (6)
"Charming little cottage that was just right for our trip to the CT shoreline."
Beachside Branford- walk to Beach, Grill
Go Jump in the Lake!
Exterior

Go Jump in the Lake!

10.0 out of 10, Exceptional, (143)
"Spent Christmas at the cottage with my family and we had an amazing time!! I highly recommend! Beautiful place, beautiful area! The host was fantastic and very responsive! 10/10! "
Go Jump in the Lake!
Direct waterfront renovated cottage.
Exterior

Direct waterfront renovated cottage.

10.0 out of 10, Exceptional, (76)
"Perfect stay in Madison. Beautiful location. Clean and comfy house. Will be back!"
Direct waterfront renovated cottage.
The gardners Cottage 1 mile from long Island Sound - pet friendly
Exterior

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

10.0 out of 10, Exceptional, (16)
"Robin was a great resource about the area. Her property was amazing the cottage was fantastic. Very comfortable and clean. We had a relaxing stay and a great time. We would love to go back again and again!"
The gardners Cottage 1 mile from long Island Sound - pet friendly
Direct waterfront cottage on private sandy beach
Exterior

Direct waterfront cottage on private sandy beach

10.0 out of 10, Exceptional, (5)
"Enjoyed our stay very much. Cute cottage, rustic. Only downside was the airport is close "
Direct waterfront cottage on private sandy beach
Charming Cottage by the Lake❤️
Exterior

Charming Cottage by the Lake❤️

9.8 out of 10, Exceptional, (15)
"My friends and I had a very lovely weekend. The cottage is well equipped, well maintained, very clean. I loved being able to bring my doggie with me. "
Charming Cottage by the Lake❤️
Lovely Cottage in the Heart of Long Island Wine country
Exterior

Lovely Cottage in the Heart of Long Island Wine country

9.8 out of 10, Exceptional, (26)
"Our family stayed at this quaint cottage in the North Fork. The cottage has a nice kitchen, gas fireplace, and well appointed bedrooms. I would love to visit in summer, it must be wonderful!"
Lovely Cottage in the Heart of Long Island Wine country
Spacious 2BR Norwich Cottage
Exterior

Spacious 2BR Norwich Cottage

9.6 out of 10, Exceptional, (19)
"We had a great time. Our new puppy loved walking the grounds (on leash inside and out). Very private and close to all we wanted to see...seaport, restaurants, casinos. Loved our stay there. Thanks for everything."
Spacious 2BR Norwich Cottage
Historic Whitneyville Cottage
Fridge, microwave, oven, stovetop

Historic Whitneyville Cottage

9.4 out of 10, Exceptional, (16)
"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
Charming 4-bedroom beach front cottage in beautiful Old Lyme Ct
Exterior

Charming 4-bedroom beach front cottage in beautiful Old Lyme Ct

Charming 4-bedroom beach front cottage in beautiful Old Lyme Ct
DIRECT WATERFRONT PRIVATE BEACH
Outdoor dining

DIRECT WATERFRONT PRIVATE BEACH

9.4 out of 10, Exceptional, (23)
"This rental was perfect. Super clean and comfy with the most amazing views. Loved that it’s right on the water with a private beach. We will definitely book this property again."
DIRECT WATERFRONT PRIVATE BEACH
Beachfront Cottage with panoramic views of Long Island Sound in Madison CT
Exterior

Beachfront Cottage with panoramic views of Long Island Sound in Madison CT

Beachfront Cottage with panoramic views of Long Island Sound in Madison CT
Luxury Tiny Home In Niantic
Exterior

Luxury Tiny Home In Niantic

10.0 out of 10, Exceptional, (4)
"This property is perfect for 2-3 guests and located within short distance to town. The house is well built and very clean. Five Stars"
Luxury Tiny Home In Niantic
Guilford Carriage House at Granite Lodge!
Interior

Guilford Carriage House at Granite Lodge!

3.0 star property
10.0 out of 10, Exceptional, (1)
"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!
Direct LI sound waterfront cottage, one level living in Hawks Nest Beach
Exterior

Direct LI sound waterfront cottage, one level living in Hawks Nest Beach

9.0 out of 10, Wonderful, (2)
"Perfect little beachfront cottage right on the water ...a few steps across your own beach. We had a very relaxing, comfortable visit."
Direct LI sound waterfront cottage, one level living in Hawks Nest 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

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Great location walking distance to Yale and many restaurants. Staff was always very friendly. Clean and comfortable would definitely stay again!"
Ernie 3-night trip
Posted 8 hours ago
New Haven Hotel