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In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
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21 Nov - 23 Nov
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19 Dec - 21 Dec

Featured Cottages in Middlefield

Guilford Carriage House at Granite Lodge!
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!
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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
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Charming Connecticut Retreat Near Museums & Hiking

3.0 star property
Charming Connecticut Retreat Near Museums & Hiking
Elegant Middlefield Getaway w/ Game Room!
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Elegant Middlefield Getaway w/ Game Room!

3.0 star property
Elegant Middlefield Getaway w/ Game Room!
Upscale Waterbury Retreat w/ Indoor Hot Tub!
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Upscale Waterbury Retreat w/ Indoor Hot Tub!

3.0 star property
Upscale Waterbury Retreat w/ Indoor Hot Tub!
Walkable New Haven Retreat w/ Ocean Views!
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Walkable New Haven Retreat w/ Ocean Views!

3.0 star property
Walkable New Haven Retreat w/ Ocean Views!
Modern Terryville Cottage w/ Deck & Lake View!
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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!
Waterfront Cottage w/ Sunroom + Patio & Grill
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Waterfront Cottage w/ Sunroom + Patio & Grill

3.0 star property
Waterfront Cottage w/ Sunroom + Patio & Grill
Lakefront Home, Close to Mt Southington!
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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!
Historic Essex Home w/ Large Yard Near Downtown!
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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
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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
Front of property

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
Cottage-chic Retreat < 1 Mi to Connecticut River!
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Cottage-chic Retreat < 1 Mi to Connecticut River!

3.0 star property
Cottage-chic Retreat < 1 Mi to Connecticut River!
Walk to Beaches: Sunny East Haven Home w/ Grill
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Walk to Beaches: Sunny East Haven Home w/ Grill

3.0 star property
Walk to Beaches: Sunny East Haven Home w/ Grill
Pet-friendly Connecticut Retreat Near Golfing!
Exterior

Pet-friendly Connecticut Retreat Near Golfing!

3.0 star property
Pet-friendly Connecticut Retreat Near Golfing!
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
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Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

3.0 star property
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
BBQ Ready: Quiet Connecticut Retreat w/ Fire Pit
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BBQ Ready: Quiet Connecticut Retreat w/ Fire Pit

3.0 star property
BBQ Ready: Quiet Connecticut Retreat w/ Fire Pit
Waterbury Home: Playground & Porch Swing
Exterior

Waterbury Home: Playground & Porch Swing

3.0 star property
Waterbury Home: Playground & Porch Swing
Luxe Lake House in Connecticut: Private Dock
Outdoor dining

Luxe Lake House in Connecticut: Private Dock

3.0 star property
Luxe Lake House in Connecticut: Private Dock
Group Getaway w/ Outdoor Oasis in Southington!
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Group Getaway w/ Outdoor Oasis in Southington!

3.0 star property
Group Getaway w/ Outdoor Oasis in Southington!
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

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Very friendly staff at the desk! "
Julia 1-night trip
Posted 3 days ago
New Haven Hotel

Find out more about Middlefield

Find out more about Middlefield

Middlefield Cottages information

Number of reviews
5
Accommodation
29 Cottages
Lowest Price
Highest Price

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 accommodation 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.

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Explore a world of travel with Expedia