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

Vacation Homes in Middlesex County

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Top Cities in Middlesex County

Our top choices for Middlesex County vacation homes

SailHouse Downtown Mystic Lux 2BR Family Getaway 3 Min Walk

SailHouse Downtown Mystic Lux 2BR Family Getaway 3 Min Walk
Mystic River Historic District
9.8 out of 10, Exceptional, (26 reviews)
"The property was beautiful and maintained nicely. We loved that it was so close to the small downtown area. "
United States
Debora C.
SailHouse Downtown Mystic Lux 2BR Family Getaway 3 Min Walk

TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12

TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12
Guilford
10.0 out of 10, Exceptional, (46 reviews)
"house was filled with great artwork and books. great location. "
United States
Rebecca N.
TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12

Cozy 3-Bedroom Cape House Near Havens Beach

Cozy 3-Bedroom Cape House Near Havens Beach
Sag Harbor
10.0 out of 10, Exceptional, (13 reviews)
"Convenient location to Sag Harbor and the Hampton Classic. "
United States
Gary L.
Cozy 3-Bedroom Cape House Near Havens Beach

FRESH FUN SPACIOUS! 4bed 4bath getaway RELAX and PLAY walk to private beach

FRESH FUN SPACIOUS! 4bed 4bath getaway RELAX and PLAY walk to private beach
East Lyme
10.0 out of 10, Exceptional, (1 review)
"Our holiday weekend ended up being indoors due to poor weather, but our 20 month old was still able to run around the spacious property and have a great time. The host is tremendously accommodating with ample towels, well equipped kitchen, comfortable mattresses, and a game room. We were able to communicate specific needs for our sudden booking, and again, John responded quickly and graciously met them. Despite 3 hours of sunlight on our 3 day 2 night stay, we had a great time. The lobster...
United States
Ellen M.
FRESH FUN SPACIOUS! 4bed 4bath getaway RELAX and PLAY walk to private beach

Perfect Waterfront Family Vacation Home next to the best vineyards in NY!

Perfect Waterfront Family Vacation Home next to the best vineyards in NY!
Southold
10.0 out of 10, Exceptional, (39 reviews)
"Amazing location and great house! We loved it!"
United States
claire b.
Perfect Waterfront Family Vacation Home next to the best vineyards in NY!

Tranquil Waters: Modern Bolton Escape on the Lake

Tranquil Waters: Modern Bolton Escape on the Lake
Bolton
Tranquil Waters: Modern Bolton Escape on the Lake

Beachy Bay Breeze Bungalow

Beachy Bay Breeze Bungalow
West Haven
9.4 out of 10, Exceptional, (13 reviews)
"Great place"
United States
Sara S.
Beachy Bay Breeze Bungalow

Charming Waterfront Getaway — South Cove, Old Saybrook

Charming Waterfront Getaway — South Cove, Old Saybrook
Old Saybrook
10.0 out of 10, Exceptional, (9 reviews)
"Fantastic, unique property, perfect for a couple, fully stocked with all the essentials. Most of all we loved the view, it is breathtaking. "
United States
Lee-Ann D.
Charming Waterfront Getaway — South Cove, Old Saybrook

The Cooper-Burke House

The Cooper-Burke House
Sag Harbor
10.0 out of 10, Exceptional, (30 reviews)
"Paris is an excellent host! Great place to stay - attractively furnished, quiet residential street, only two blocks walk to Main Street. "
United States
Erik S.
The Cooper-Burke House

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
New London
8.0 out of 10, Very Good, (22 reviews)
"Needed an inexpensive place to stay for a trade show event. This was 20 minutes from Mohegan and perfect for me and an employee. "
United States
Hippy P.
The price is AED 433
AED 977 total
includes taxes & fees
30 Jun - 1 Jul
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Milford
10.0 out of 10, Exceptional, (145 reviews)
"Very comfortable accommodations and interesting house to boot"
United States
Steven S.
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (56 reviews)
"Clean home. Couldn’t be easier to get to Mohegan Sun! Very convenient."
United States
Angela
The price is AED 436
AED 1,034 total
includes taxes & fees
30 Jun - 1 Jul
Cozy, comfy,quiet &close to casinos

Harper House Downtown Mystic Romantic Weekend Getaway

Harper House Downtown Mystic Romantic Weekend Getaway
Mystic River Historic District
9.6 out of 10, Exceptional, (40 reviews)
"Location and condo was great."
United States
Brandi G.
Harper House Downtown Mystic Romantic Weekend Getaway

Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay at this clean, cozy and well-decorated guest suite! Our host was very welcoming, and quickly responded to inquiries and messages. We would definitely plan to return here if we’re back in the area!"
United States
Jan E.
The price is AED 317
AED 438 total
includes taxes & fees
1 Jul - 2 Jul
Entire guest suite in South Windsor, Connecticut

Comfortable and bright home - near downtown Mystic.

Comfortable and bright home - near downtown Mystic.
Groton
8.8 out of 10, Excellent, (23 reviews)
"The house was clean and well maintained. There was plenty of neccessities including toilet paper. Bedding, etc. The only slight issue was the heat in the bedrooms and bathrooms didnt seem to work. The upstairs hallway was comfortable but mornings were brisk in the bedrooms and bathrooms."
United States
Alison L.
Comfortable and bright home - near downtown Mystic.

Relax by the River ~ Branford Waterfront Home

Relax by the River ~ Branford Waterfront Home
Branford
9.4 out of 10, Exceptional, (11 reviews)
"Great stay! Quiet and relaxing, close to the train station and brewery. "
United States
Jessica L.
Relax by the River ~ Branford Waterfront Home

Cozy dog friendly updated house in quiet village adjacent to park

Cozy dog friendly updated house in quiet village adjacent to park
Northford
10.0 out of 10, Exceptional, (51 reviews)
Cozy dog friendly updated house in quiet village adjacent to park

Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (40 reviews)
"We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!"
United States
George J.
The price is AED 729
AED 1,411 total
includes taxes & fees
1 Jul - 2 Jul
Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT

Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT
Groton
10.0 out of 10, Exceptional, (132 reviews)
"Loved the woods next to it. The stained glass were very cool"
United States
Kate R.
The price is AED 1,604
AED 3,024 total
includes taxes & fees
1 Jul - 2 Jul
Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT

NEW Coastal Cottage 2 Miles to Beach + Lake Access

NEW Coastal Cottage 2 Miles to Beach + Lake Access
Clinton
10.0 out of 10, Exceptional, (5 reviews)
The price is AED 900
AED 1,156 total
includes taxes & fees
30 Jun - 1 Jul
NEW Coastal Cottage 2 Miles to Beach + Lake Access
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