Holiday Rentals in Middlesex County
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Our top choices for Middlesex County holiday rentals
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Machimoodus, Outdoor Collection by Marriott BonvoyEast Haddam
9.6 out of 10, Exceptional, (150 reviews)
"I loved the location and the view!"
Gabrielly
The price is €175
includes taxes & fees
10 Jun - 11 Jun
1-bedroom cottage with Grove Beach 🏖️ access.
1-bedroom cottage with Grove Beach 🏖️ access.Clinton
9.6 out of 10, Exceptional, (41 reviews)
"We had such a wonderful one night stay at Shalom Cottage! The place was absolutely beautiful—so cozy, clean, and thoughtfully decorated. Raj, the host was truly amazing! He was kind, responsive, and made sure we had everything we needed from start to finish. We felt so welcomed and comfortable the entire time. We would definitely love to stay here again and highly recommend it to anyone! "
Alexis F.
The price is €181
includes taxes & fees
14 May - 15 May
Walk To Goodspeed Opera House!
Walk To Goodspeed Opera House!East Haddam
9.4 out of 10, Exceptional, (36 reviews)
"Place was clean, beds were comfortable. We were only there one night but was well worth it."
Annette L.
The price is €178
includes taxes & fees
14 May - 15 May
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Cozy Comforts! Country living at its finest - just 10 min to downtown MiddletownHaddam
10.0 out of 10, Exceptional, (30 reviews)
"Fantastic experience from beginning to end! Loved every minute of my stay! "
Jody U.
The price is €238
includes taxes & fees
27 May - 28 May
2BR Apartment Near Wesleyan 301
2BR Apartment Near Wesleyan 301Washington Street Historic District
10.0 out of 10, Exceptional, (2 reviews)
"The living quarters was clean, no bugs, essentials provided (except laundry detergent and hair dryer), quiet residence, muddy parking lot, safe neighborhood, great communication and ease of parking and entry. "
Joanne L.
The price is €275
includes taxes & fees
14 May - 15 May
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.Old Saybrook
9.8 out of 10, Exceptional, (10 reviews)
"Very clean & comfortable home, great host & location! "
Becky W.
The price is €382
includes taxes & fees
14 May - 15 May
#24 *Serenity* A Lakefront Cottage Retreat
#24 *Serenity* A Lakefront Cottage RetreatMiddletown
9.8 out of 10, Exceptional, (23 reviews)
"The house was cozy and comfortable. The location was great while dropping our son off at Wesleyan University for his sophomore year. The lake was a peaceful place to relax and read."
julia h.
The price is €298
includes taxes & fees
18 May - 19 May
Adorable Cottage with Cottage porch, walk to water & town
Adorable Cottage with Cottage porch, walk to water & townWestbrook Center
8.8 out of 10, Excellent, (6 reviews)
"Great host and property"
Kevin K.
The price is €402
includes taxes & fees
19 May - 20 May
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
Holiday Inn Express Southington by IHG
10/10 Excellent
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Holiday Homes in Middlesex County
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