Cottages in Middlesex County

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Top cities in Middlesex County

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Our top choices for Middlesex County cottages

1. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is RM1,301
RM1,486 total
includes taxes & fees
8 Nov - 9 Nov
North Fork Resort

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

2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!
3.0 star property
Madison
10.0 out of 10, Exceptional, (1 review)
"Excellent. The property was simply lovely and the owner was excellent to work with. Location was just what we were looking for, the yard was large and landscaping & outdoor areas were wonderful. Thank you!"
United States
Cindie
2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!

3. Private Guest House w/ Deck + Spectacular Views!

Private Guest House w/ Deck + Spectacular Views!
3.0 star property
Montville
10.0 out of 10, Exceptional, (3 reviews)
"The pool was amazing, the host was great, very accessible and the property was prisine. The views alone made us immediately want to come back. Very clean and well stocked. "
United States
agata
Private Guest House w/ Deck + Spectacular Views!

4. Guilford Carriage House at Granite Lodge!

Guilford Carriage House at Granite Lodge!
3.0 star property
Guilford
9.0 out of 10, Wonderful, (2 reviews)
"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"
United States
Anonymous traveller
Guilford Carriage House at Granite Lodge!

5. Settle In for Winter: East Haven Extended Stay

Settle In for Winter: East Haven Extended Stay
3.0 star property
Momauguin
10.0 out of 10, Exceptional, (2 reviews)
"This was a fantastic property in a great location. We were able to walk to nearby restaurants. We were there in the off season but enjoyed walking along the beach which is so close. "
United States
Elizabeth
Settle In for Winter: East Haven Extended Stay

6. Charming Connecticut Retreat Near Museums & Hiking

Charming Connecticut Retreat Near Museums & Hiking
3.0 star property
Waterbury
Charming Connecticut Retreat Near Museums & Hiking

7. 'grandma's Cottage' w/ Sunroom: Walk to Beach

'grandma's Cottage' w/ Sunroom: Walk to Beach
3.0 star property
Saybrook Manor
'grandma's Cottage' w/ Sunroom: Walk to Beach

8. Near Yale & Winter Fun: New Haven Home w/ Hot Tub!

Near Yale & Winter Fun: New Haven Home w/ Hot Tub!
3.0 star property
East Shore
Near Yale & Winter Fun: New Haven Home w/ Hot Tub!

9. Historic Essex Home w/ Large Yard Near Downtown!

Historic Essex Home w/ Large Yard Near Downtown!
3.0 star property
Essex
10.0 out of 10, Exceptional, (1 review)
"Amazing Host. Fantastic trip "
United States
VanSlyke
Historic Essex Home w/ Large Yard Near Downtown!

10. Modern Terryville Cottage w/ Deck & Lake View!

Modern Terryville Cottage w/ Deck & Lake View!
3.0 star property
Terryville
10.0 out of 10, Exceptional, (1 review)
Modern Terryville Cottage w/ Deck & Lake View!
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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