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Cottages in Middlefield

Guilford Carriage House at Granite Lodge!
Cottage (1 Bedroom) | Interior

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!
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!
Charming Connecticut Retreat Near Museums & Hiking
House (3 Bedrooms) | Interior

Charming Connecticut Retreat Near Museums & Hiking

3.0 star property
Charming Connecticut Retreat Near Museums & Hiking
Upscale Waterbury Retreat w/ Indoor Hot Tub!
House (3 Bedrooms) | Interior

Upscale Waterbury Retreat w/ Indoor Hot Tub!

3.0 star property
Upscale Waterbury Retreat w/ Indoor Hot Tub!
Elegant Middlefield Getaway w/ Game Room!
House (4 Bedrooms) | Interior

Elegant Middlefield Getaway w/ Game Room!

3.0 star property
Elegant Middlefield Getaway w/ Game Room!
Modern Terryville Cottage w/ Deck & Lake View!
Interior

Modern Terryville Cottage w/ Deck & Lake View!

3.0 star property
10.0 out of 10, Exceptional, (1)
Modern Terryville Cottage w/ Deck & Lake View!
Lakefront Home, Close to Mt Southington!
House (3 Bedrooms) | Interior

Lakefront Home, Close to Mt Southington!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful house with great views of the lake. "
Lakefront Home, Close to Mt Southington!
Waterfront Cottage w/ Sunroom + Patio & Grill
Cottage (2 Bedrooms) | Interior

Waterfront Cottage w/ Sunroom + Patio & Grill

3.0 star property
Waterfront Cottage w/ Sunroom + Patio & Grill
Walkable New Haven Retreat w/ Ocean Views!
Interior

Walkable New Haven Retreat w/ Ocean Views!

3.0 star property
Walkable New Haven Retreat w/ Ocean Views!
Historic Essex Home w/ Large Yard Near Downtown!
House (2 Bedrooms) | Interior

Historic Essex Home w/ Large Yard Near Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing Host. Fantastic trip "
Historic Essex Home w/ Large Yard Near Downtown!
Wolcott Home w/ Deck: Near Connecticut Attractions
Interior

Wolcott Home w/ Deck: Near Connecticut Attractions

3.0 star property
Wolcott Home w/ Deck: Near Connecticut Attractions
3 Mi to Dtwn: Gem w/ Patio & Fire Pit in New Haven
House (5 Bedrooms) | Interior

3 Mi to Dtwn: Gem w/ Patio & Fire Pit in New Haven

3.0 star property
3 Mi to Dtwn: Gem w/ Patio & Fire Pit in New Haven
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
House (2 Bedrooms) | Interior

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

3.0 star property
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Walk to Beaches: Sunny East Haven Home w/ Grill
Interior

Walk to Beaches: Sunny East Haven Home w/ Grill

3.0 star property
Walk to Beaches: Sunny East Haven Home w/ Grill
BBQ Ready: Quiet Connecticut Retreat w/ Fire Pit
House (4 Bedrooms) | Interior

BBQ Ready: Quiet Connecticut Retreat w/ Fire Pit

3.0 star property
BBQ Ready: Quiet Connecticut Retreat w/ Fire Pit
Luxe Lake House in Connecticut: Private Dock
Microwave, oven, stovetop, dishwasher

Luxe Lake House in Connecticut: Private Dock

3.0 star property
Luxe Lake House in Connecticut: Private Dock
Pet-friendly Connecticut Retreat Near Golfing!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Pet-friendly Connecticut Retreat Near Golfing!

3.0 star property
Pet-friendly Connecticut Retreat Near Golfing!
Lakefront Home: 2 Mi to Air Line State Park Trail!
Terrace/patio

Lakefront Home: 2 Mi to Air Line State Park Trail!

3.0 star property
Lakefront Home: 2 Mi to Air Line State Park Trail!
Group Getaway w/ Outdoor Oasis in Southington!
House (4 Bedrooms) | Interior

Group Getaway w/ Outdoor Oasis in Southington!

3.0 star property
Group Getaway w/ Outdoor Oasis in Southington!
2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!
House (3 Bedrooms) | Interior

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

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

Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

10/10 Excellent
"Convenient to my job "
Tracey 4-night trip
Posted 22 hours ago
Hamden Hotel and Suites – Hamden New Haven

Frequently asked questions

Why book your cottage in Middlefield with Expedia?
Expedia has some excellent cottages in Middlefield, so start packing for a memorable stay close to nature. If you have a budget, click on how much you want to spend and your preferred property star rating. Or, use our handy filters to search for cottages with free WiFi or a kitchen. We'll help you find the perfect digs whatever your plans or bank balance.
How can I find cheap cottages in Middlefield?
With Expedia's handy filter tool, getting your hands on cheap cottages in Middlefield is a snap. To find accommodations that'll make your hip pocket happy, refine your search by budget, star rating and amenities.
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.