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Featured Cottages in Middlefield and around

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (29)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is €206
includes taxes & fees
1 Sept - 2 Sept
1-bedroom cottage with Grove Beach 🏖️ access.

Direct waterfront renovated cottage.

10.0 out of 10, Exceptional, (78)
"Great long weekend with the family - walking distance to the downtown and restaurants. Property sits among multi million dollar homes. A simple, un-cluttered, cottage type house. Cozy!"
Direct waterfront renovated cottage.

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

10.0 out of 10, Exceptional, (80)
"This was a great property and close to many things to see and visit. The welcome note and goodies were much appreciated. Great communication from the host!!!"
Cozy cottage near downtown Clinton, Marina & Hammonasset Park

Waterfront Cottage in Branford

10.0 out of 10, Exceptional, (96)
"Stunning cottage! Great location. Well-equipped kitchen! Comfy beds. Loved the views! Truly a special place!"
Waterfront Cottage in Branford

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

10.0 out of 10, Exceptional, (36)
"Clean stunning views amazing host "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

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

Historic cottage in Deep River, CT

10.0 out of 10, Exceptional, (1)
"Wonderful stay. Charming and perfect. "
The price is €317
includes taxes & fees
22 Sept - 23 Sept
Historic cottage in Deep River, CT

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

10.0 out of 10, Exceptional, (14)
"The place was great and we enjoyed the fishing."
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

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!

Direct waterfront cottage on private sandy beach

10.0 out of 10, Exceptional, (6)
"Enjoyed our stay very much. Cute cottage, rustic. Only downside was the airport is close "
Direct waterfront cottage on private sandy beach

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

9.6 out of 10, Exceptional, (66)
"My wife and I stayed here for a week with our dog while we were having our floors done at home. This was the perfect place for us. It was clean, inviting and it was close to everything we needed. We would definitely stay here again. "
Cozy Home near private beach , close to New Haven area colleges Hospitals

A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

10.0 out of 10, Exceptional, (3)
"A perfect stay - John and his family were truly wonderful. The house is attached to thier main house, but also very private and secure. We were in town for a wedding weekend and this was the perfect spot for us - truly a beatuiful property! John was helpful in telling us about all of the local spot and supplying us with everything we needed. His wife even welcomed us with a cheese board and wine! Thanks John and family - we had a great time!"
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

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

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

Relax with a beautiful lake view

10.0 out of 10, Exceptional, (20)
"Great location"
Relax with a beautiful lake view

1930s Waterfront Cottage on Tuttle's Point

9.6 out of 10, Exceptional, (29)
"We had a wonderful stay! The kitchen was well outfitted and the beach was perfect for our little grandson. Great kayaking, biking, hiking and of course, eating! Backyard and porch were awesome."
The price is €831
includes taxes & fees
15 Sept - 16 Sept
1930s Waterfront Cottage on Tuttle's Point

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

9.8 out of 10, Exceptional, (12)
"We loved our stay in this charming beach home! It was spotlessly clean; located in a quiet neighborhood very near Long Island Sound and great shoreline walks; well provisioned and furnished; and offered easy access to the Yale campus and museums as well as an array of interesting restaurants. Our contact, Tom, was a dream to work with: responsive, considerate and informative. We highly recommend this property for anyone visiting the greater New Haven area. "
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays

The Dream Location for Your Perfect Vacation

9.8 out of 10, Exceptional, (20)
"beautiful quiet spot on the beach, great place to stay."
The Dream Location for Your Perfect Vacation

Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more

10.0 out of 10, Exceptional, (3)
"Lovely location and host."
The price is €472
includes taxes & fees
9 Sept - 10 Sept
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more

The Answer - Charming, Unique, Tidal, Riverfront Escape - Kayaks, AC Firepit

10.0 out of 10, Exceptional, (4)
"What a wonderful place, so peaceful.The Eight Mile River and Hamburg Cove are an authentic experience.The home is very comfortable… you will feel special!I’ll definitely return!!"
The price is €508
includes taxes & fees
22 Sept - 23 Sept
The Answer - Charming, Unique, Tidal, Riverfront Escape - Kayaks, AC Firepit

Updated cottage "Beriozka" on Cedar Lake

10.0 out of 10, Exceptional, (12)
"You know when you just need to escape? Well, this amazing little house was the perfect place to relax, unwind and reset. The town, the house and the fire pit area were just amazing. I can’t wait to stay there again. "
Updated cottage "Beriozka" on Cedar Lake
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 Middlefield Hotel Reviews

Find out more about Middlefield

Find out more about Middlefield

Middlefield Cottages information

Number of reviews
479
Accommodation
83 Cottages
Lowest Price
€206
Highest Price
€831

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Explore a world of travel with Expedia

Frequently asked questions

Why book your cottage in Middlefield with Expedia?
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What is there to do in Middlefield near my cottage?
If you're ready to explore the best of Middlefield, be sure to visit Lyman Orchards. It's popular among visitors and locals alike.