Vacation Homes in Middlesex County

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Featured Vacation Homes in Middlesex County

Cozy 2 bedroom home located minutes from downtown

9.6 out of 10, Exceptional, (30)
"A very comfortable short stay in a convenient location"
Cozy 2 bedroom home located minutes from downtown

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

10.0 out of 10, Exceptional, (103)
"Our multigenerational long weekend loved our stay. Fab manager. House so well kitted out. "
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Modern Cape Downtown Mystic

10.0 out of 10, Exceptional, (26)
"Delightful property convenient to the seaport as well as walk downtown Stan was an excellent host Very accommodating Would definitely stay again"
Modern Cape Downtown Mystic

McAngel Haven: 5 mins from Yale

9.6 out of 10, Exceptional, (14)
"My family and I stayed at the property for a wedding in Milford. The house had plenty of space for our group to say, and the bedrooms were comfortable. The three bathrooms were helpful for our group to efficiently get ready for the wedding, and the kitchen was adequately appointed for us to have meals."
The price is HK$1,984
HK$4,352 total
includes taxes & fees
20 Oct - 21 Oct
McAngel Haven: 5 mins from Yale

BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

9.4 out of 10, Exceptional, (14)
"This Carriage House is exactly as described. Wonderful location and setting, just steps away from Branford Point. Hope to visit again soon! "
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

5 Minute Walk to Downtown Mystic

9.6 out of 10, Exceptional, (96)
"Excellent communication with property manager, great location to walk into Mystic shops"
5 Minute Walk to Downtown Mystic

New Madison beach house - Ocean front- Great views- booking Summer 2025

10.0 out of 10, Exceptional, (67)
"The house is perfectly located. Quiet area but close to downtown Madison and Guilford and so much the CT shoreline has to offer. "
New Madison beach house - Ocean front- Great views- booking Summer 2025

The SandPiper

9.8 out of 10, Exceptional, (27)
"My wife and I stayed at the Sandpiper for a long weekend. The property was very clean with a warm welcoming feeling. It is within walking distance to the beach and downtown shopping. Great location. I would recommend it to everyone."
The SandPiper

Ranch style living at its best with country garden & patio!

9.6 out of 10, Exceptional, (14)
"the host was really great about getting back to us when we had a question or problem . his home was comfortable and artistic. the location was also easy to get to and the neighborhood was quiet and comvenient to all your needs."
Ranch style living at its best with country garden & patio!

Sea Breeze Paradise: Beachfront & Panoramic Views

9.8 out of 10, Exceptional, (6)
"Everything was perfect, very comfortable and the location was outstanding."
Sea Breeze Paradise: Beachfront & Panoramic Views

The Cooper-Burke House

10.0 out of 10, Exceptional, (27)
"Nice property, conveniently located, great host!"
The Cooper-Burke House

I’ve had the best guests!

10.0 out of 10, Exceptional, (26)
"House was beautiful - clean -perfect to hang in - pool was great, very private and relaxing - host was hospitable, friendly and accommodating - can’t wait yo go back in the fall!"
I’ve had the best guests!

Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

8.2 out of 10, Very good, (10)
"Affordable, fun, relaxing house. Indoor and outdoor things to do. Some pretty glass decor in the dining room, so I easily moved a few things to temporarily kid proof it. A/C in bedrooms, ceiling fans in almost every room. The hosts were very responsive and addressed our concerns exceptionally well."
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views

9.8 out of 10, Exceptional, (68)
"Great family get together where we all were very comfortable. "
Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

10.0 out of 10, Exceptional, (50)
"The house is adorable and so nicely appointed. It was a perfect location for a quick walk to downtown or to the Museum. Chris is a fabulous host and so accommodating. We would definitely stay again!"
The price is HK$2,381
HK$4,939 total
includes taxes & fees
6 Oct - 7 Oct
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

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

10.0 out of 10, Exceptional, (127)
"Fantastic all around!"
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Iconic Bow House, an Oasis in the Heart of the Niantic Bay Marina

10.0 out of 10, Exceptional, (5)
"This home was amazing! We stayed here for most of the week so we could participate in USCGA graduation activities. The home had everything we could possibly need (including a diffuser for my curly-haired daughter). The labels in the kitchen made it super easy to find and put things away. We enjoyed chatting at the fire pit and warming up in the hot tub after a very chilly graduation day. Would absolutely stay here again."
Iconic Bow House, an Oasis in the Heart of the Niantic Bay Marina

Aqua Vista

10.0 out of 10, Exceptional, (20)
"Apartment was great for 2 couples and a baby. The location was amazing, 5 min walk to everything! Beds were super comfy!"
Aqua Vista

Classic Mystic Retreat Walking Distance to Downtown

10.0 out of 10, Exceptional, (38)
"Great accommodations. Awesome location to downtown Mystic. "
Classic Mystic Retreat Walking Distance to Downtown

American Beech in Greenport - Petite King Room 7

9.0 out of 10, Wonderful, (4)
"Great job "
The price is HK$1,549
HK$2,383 total
includes taxes & fees
7 Oct - 8 Oct
American Beech in Greenport - Petite King Room 7
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

Find out more about Middlesex County

Find out more about Middlesex County

Middlesex County Vacation Homes information

Number of reviews
742
Accommodation
1189 Vacation Homes
Lowest Price
HK$2,383
Highest Price
HK$4,939