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Search Middlefield Cottage Rentals from CA $185

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Middlefield Cottages

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
Direct waterfront renovated cottage.
TV, books

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.
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, (64)
"Joel was terrific, very responsive. The “cozy cottage” was everything we were expecting and hoping for. We plan to return."
Cozy Home near private beach , close to New Haven area colleges Hospitals
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
1-bedroom cottage with Grove Beach 🏖️ access.
Smart TV

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 $185
CA $357 total
includes taxes & fees
Sep 1 - Sep 2
1-bedroom cottage with Grove Beach 🏖️ access.
Beachfront Cottage with panoramic views of Long Island Sound in Madison CT
Smart TV, fireplace

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

Beachfront Cottage with panoramic views of Long Island Sound in Madison CT
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!
The gardners Cottage 1 mile from long Island Sound - pet friendly
Property grounds

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

10.0 out of 10, Exceptional, (15)
"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
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more
Property grounds

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 CA $434
CA $736 total
includes taxes & fees
Aug 11 - Aug 12
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more
Direct waterfront cottage on private sandy beach
On the beach, sun loungers, beach towels

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
Historic cottage in Deep River, CT
Property grounds

Historic cottage in Deep River, CT

10.0 out of 10, Exceptional, (1)
"Wonderful stay. Charming and perfect. "
The price is CA $267
CA $504 total
includes taxes & fees
Sep 1 - Sep 2
Historic cottage in Deep River, CT
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Fridge, microwave, oven, stovetop

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!
House (3 Bedrooms) | Front of property

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
Outdoor dining

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
Interior

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."
1930s Waterfront Cottage on Tuttle's Point
Beachside Branford- walk to Beach, Grill
Dining

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

Waterfront Cottage in Branford

10.0 out of 10, Exceptional, (95)
"The house is as-advertised. Charming tucked away costal home that is perfect for families. The house has everything you need for a great stay on the water. Dave was extremely responsive when we had a questions. You can't go wrong here. "
Waterfront Cottage in Branford
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, (19)
"beautiful quiet spot on the beach, great place to stay."
The Dream Location for Your Perfect Vacation
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Exterior

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

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

10.0 out of 10, Exceptional, (3)
"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 CA $448
CA $847 total
includes taxes & fees
Aug 25 - Aug 26
The Answer - Charming, Unique, Tidal, Riverfront Escape - Kayaks, AC Firepit
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

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

10/10 Excellent
"Check in person was very nice"
Troy 1-night trip
Posted 1 day ago
Motel 6 New Haven - Branford, CT