A coastal town with a lighthouse, houses, and a river.

Cottages in Middlesex County

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Middlesex County cottages

Balcony

1. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (45 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is 8.389.143 ₫
9.584.596 ₫ total
includes taxes & fees
10 Sept - 11 Sept
North Fork Resort
House (3 Bedrooms) | Front of property

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!
Cottage (1 Bedroom) | Interior

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!
House (3 Bedrooms) | Interior

4. Near Yale & Lighthouse Point Beach: Home w/ Pool!

Near Yale & Lighthouse Point Beach: Home w/ Pool!
3.0 star property
East Shore
Near Yale & Lighthouse Point Beach: Home w/ Pool!
Cottage (1 Bedroom) | Interior

5. 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!
House (4 Bedrooms) | Interior

6. Walk to Beaches: Sunny East Haven Home w/ Grill

Walk to Beaches: Sunny East Haven Home w/ Grill
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
Walk to Beaches: Sunny East Haven Home w/ Grill
Cottage (2 Bedrooms) | Interior

7. Charming Old Lyme Cottage, Steps to Private Beach!

Charming Old Lyme Cottage, Steps to Private Beach!
2.0 star property
Old Lyme
10.0 out of 10, Exceptional, (1 review)
Charming Old Lyme Cottage, Steps to Private Beach!
Cottage (2 Bedrooms) | Front of property

8. < 1 Mi to Sand! Updated Cottage w/ Yard in Niantic

< 1 Mi to Sand! Updated Cottage w/ Yard in Niantic
3.0 star property
Niantic
< 1 Mi to Sand! Updated Cottage w/ Yard in Niantic
House (6 Bedrooms) | Interior

9. Historic Home 3 Mi to Middletown Main Street

Historic Home 3 Mi to Middletown Main Street
3.0 star property
Middletown
Historic Home 3 Mi to Middletown Main Street
House (3 Bedrooms) | Interior

10. Family Getaway w/ Lake Access in Lebanon!

Family Getaway w/ Lake Access in Lebanon!
3.0 star property
Lebanon
Family Getaway w/ Lake Access in Lebanon!
House (3 Bedrooms) | Interior

11. Walkable New Haven Retreat w/ Ocean Views!

Walkable New Haven Retreat w/ Ocean Views!
3.0 star property
East Shore
Walkable New Haven Retreat w/ Ocean Views!
House (2 Bedrooms) | Interior

12. 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!
Cottage (2 Bedrooms) | Interior

13. 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!
House (3 Bedrooms) | Interior

14. Vintage Windsor Home: Private Yard & Covered Deck

Vintage Windsor Home: Private Yard & Covered Deck
3.0 star property
Windsor
8.0 out of 10, Very good, (2 reviews)
"The property was exactly as advertised and what we needed for a two night stay for a graduation. It was economical and accommodated 5 people comfortably. The interior is a bit dated, but clean. We did not spend much time at the property, so it worked well for us. The beds were a bit hard, but functional for two nights."
United States
Jill
Vintage Windsor Home: Private Yard & Covered Deck
House (3 Bedrooms) | Interior

15. Lakefront Home, Close to Mt Southington!

Lakefront Home, Close to Mt Southington!
3.0 star property
Wolcott
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful house with great views of the lake. "
United States
Darrell
Lakefront Home, Close to Mt Southington!
House (5 Bedrooms) | Front of property

16. Elegant Norwich House w/ Billiards Room & Ballroom

Elegant Norwich House w/ Billiards Room & Ballroom
3.0 star property
Norwich
10.0 out of 10, Exceptional, (1 review)
Elegant Norwich House w/ Billiards Room & Ballroom
House (2 Bedrooms) | Interior

17. Charming Connecticut Hideaway: Year-round Fun!

Charming Connecticut Hideaway: Year-round Fun!
3.0 star property
Middlefield
Charming Connecticut Hideaway: Year-round Fun!
Cottage (2 Bedrooms) | Interior

18. Waterfront Cottage w/ Sunroom + Patio & Grill

Waterfront Cottage w/ Sunroom + Patio & Grill
3.0 star property
Clinton
Waterfront Cottage w/ Sunroom + Patio & Grill
House (4 Bedrooms) | Interior

19. Walk to Lake: Middlefield Home w/ Fire Pit

Walk to Lake: Middlefield Home w/ Fire Pit
3.0 star property
Middlefield
Walk to Lake: Middlefield Home w/ Fire Pit
House (3 Bedrooms) | Front of property

20. Cozy Westbrook Vacation Rental - Walk to Beach!

Cozy Westbrook Vacation Rental - Walk to Beach!
3.0 star property
Westbrook Center
4.0 out of 10, (1 review)
"The property was clean. The pictures in the ads made it clear that it was supposed to be a waterfront property. It was not. The pictures were taken on a neighbors private property that actually does sit on the water. The fireplace did not work. The only beach access was through a public park which was immediately next to the house. There were several slats missing from the blinds in the bedroom facing the parking lot which was about 8 feet away. Very disappointing for what was supposed to be a...
United States
Brian
Cozy Westbrook Vacation Rental - Walk to Beach!
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 Middlesex County Hotel Reviews

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

10/10 Excellent
"Excellent service great staff"
David 4-night trip
Posted 10 hours ago
Motel 6 New Haven - Branford, CT

Find out more about Middlesex County

Middlesex County Cottages information

Number of reviews
13
Accommodation
97 Cottages
Lowest Price
9.584.596 ₫
Highest Price
9.584.596 ₫