Vacation Rentals in Middlesex County
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Our top choices for Middlesex County vacation rentals
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Machimoodus, Outdoor Collection by Marriott BonvoyEast Haddam
9.6 out of 10, Exceptional, (153 reviews)
"I loved the location and the view!"
Gabrielly
The price is ￥23,718
￥34,598 total
includes taxes & fees
May 28 - May 29
1-bedroom cottage with Grove Beach 🏖️ access.
1-bedroom cottage with Grove Beach 🏖️ access.Clinton
9.6 out of 10, Exceptional, (42 reviews)
"Extremely cozy, comfortable and clean! Really impressed after walking through the door...details of flowers, fruit, water, and coffee and tea. Pleasantly Surprised and would definitely stay again and recommend. Thank you!!"
Kristen B.
The price is ￥18,911
￥36,368 total
includes taxes & fees
May 27 - May 28
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, (31 reviews)
"Fantastic experience from beginning to end! Loved every minute of my stay! "
Jody U.
The price is ￥24,355
￥45,717 total
includes taxes & fees
Jun 15 - Jun 16
Conference Room Rental no sleeping arrangements
Conference Room Rental no sleeping arrangementsMain Street Historic District
The price is ￥114,480
￥148,029 total
includes taxes & fees
May 26 - May 27
#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 ￥28,785
￥59,685 total
includes taxes & fees
May 31 - Jun 1
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 ￥25,917
￥43,081 total
includes taxes & fees
May 27 - May 28
The price is ￥16,218
￥40,704 total
includes taxes & fees
May 26 - May 27
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!Lake Pocotopaug
10.0 out of 10, Exceptional, (16 reviews)
"Clean, quiet, beautiful surroundings and a great host"
Jennifer J.
The price is ￥22,922
￥49,601 total
includes taxes & fees
Jun 4 - Jun 5
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.
Find vacation rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Middlesex County Hotel Reviews
Holiday Inn Express Southington by IHG
8/10 Good
Find out more about Middlesex County
Vacation Apartments in Middlesex County
Search for Vacation rentals in Middlesex County on Expedia! You can easily find your home rentals, villas, Vacation apartments in Middlesex County using one of the methods below:
- View our selection of featured Vacation rentals in Middlesex County
- Use the map to find apartments and other Vacation homes in the Middlesex County neighbourhood you prefer
- Enter your travel dates to view the best deals on Vacation rentals in Middlesex County while they last
Look no further and take a look at our great range of rental properties in Middlesex County!