Photo by Bill Dillard

Find Vacation Homes in Middlesex County, CT from $216

Compare and save

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Top Cities in Middlesex County

Vacation Homes in Middlesex County

Vacation Home in Clinton

9.8 out of 10, Exceptional, (34)
"Great place and location. There was 8 of us and plenty of space and beds!"
United States
Sandy B.
Large Charming Historic House close to Beaches

Vacation Home in Niantic

10.0 out of 10, Exceptional, (101)
"Beautiful home with a 5 minute walk to the private beach. The neighborhood was clean and friendly, the beach was serene, and the house itself was very inviting. We couldn't have asked for a better stay."
United States
Stephanie S.
Walk to the beach at Black Point, Niantic, Ct.

Vacation Home in Preston

8.6 out of 10, Excellent, (12)
"I love older houses, this one was charming, clean and pefect for our family. It had a fully fenced back yard for the dog, a pond and wasn't far from anything. A great stay!"
United States
Philip C.
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

Vacation Home in Groton

10.0 out of 10, Exceptional, (15)
"Everything was wonderful! It was the perfect space for us. The cottage included everything that we needed! Would highly recommend staying if you’re in the area. "
United States
Joanne W.
$390 nightly
The price is $441
Nov 26 - Nov 27
Total with taxes and fees
Oak Grove Cottage - in the foothills of Mystic

Vacation Home in East Lyme

10.0 out of 10, Exceptional, (106)
"White Gate Farm was a fantastic place for my large family to come together. Close to home, yet felt like we were in the Vermont countryside. Great host and clean and well equipped property."
United States
Catherine B.
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Vacation Home in Pipes Cove

10.0 out of 10, Exceptional, (22)
"Great location and very clean."
United States
Dwight R.
Aqua Vista

Vacation Home in Stonington

10.0 out of 10, Exceptional, (54)
"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!"
United States
Lynn T.
$561 nightly
The price is $635
Nov 26 - Nov 27
Total with taxes and fees
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

Vacation Home in New Britain

10.0 out of 10, Exceptional, (7)
"The space was clean and light, great finishes. The home felt comfortable and was easy to find. Thank you for a wonderful weekend. "
United States
Lara S.
$218 nightly
The price is $246
Dec 1 - Dec 2
Total with taxes and fees
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Vacation Home in Pine Orchard

9.8 out of 10, Exceptional, (75)
"Nice property, thanks to the owners.Jackie"
United States
Jacqueline M.
Gorgeous 4BR Beach House with Private Beach Access.

Vacation Home in Guilford

10.0 out of 10, Exceptional, (37)
"This property had all we needed and more ! "
United States
Kathie R.
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

Vacation Home in Mystic

10.0 out of 10, Exceptional, (29)
"Delightful property convenient to the seaport as well as walk downtown Stan was an excellent host Very accommodating Would definitely stay again"
United States
Joan P.
Modern Cape Downtown Mystic

Vacation Home in Windham

9.8 out of 10, Exceptional, (8)
"It was a pleasure staying here . The owner was always available. The house was updated and felt like home "
United States
MIchelle T.
$480 nightly
The price is $543
Dec 1 - Dec 2
Total with taxes and fees
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

Vacation Home in Stonington

9.2 out of 10, Wonderful, (20)
"This property was the perfect space for our family getaway! The pool and fire pit were amazing and we enjoyed them each day. The house was so quaint and had everything we needed. It was amazing how close we were to all of the attractions! I would highly recommend this property and will probably visit it again myself! "
United States
Robin B.
Last House - Colonial Home w/ Pool, River Views

Vacation Home in Old Lyme

4.8 out of 10, (3)
"Overall, my girlfriends and I had a good stay at this accommodation. Transparently, there were some hiccups in communication between the property manager and I in the week leading up to our trip that were not clearly stated in the home's description prior to us booking our stay, however, I felt that they were able to address my concerns and came up with solutions that felt satisfactory to my group and I. The property manager was overall understanding and receptive to my feedback through our...
United States
Isabella M.
Beachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!

Vacation Home in Berlin

2.0 star property
9.2 out of 10, Wonderful, (5)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
United States
Stacy B.
$279 nightly
The price is $316
Nov 30 - Dec 1
Total with taxes and fees
Private Apartment in Berlin

Vacation Home in Milford

10.0 out of 10, Exceptional, (133)
"Wonderful stay in a nice quiet neighborhood "
United States
Jacob M.
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Vacation Home in Mystic

10.0 out of 10, Exceptional, (113)
"A beautiful, meticulously maintained home in a great location!"
United States
James S.
Downtown Mystic Home Private Driveway Fenced in Yard Discounted longer stays

Vacation Home in East Hampton

10.0 out of 10, Exceptional, (95)
"Awesome location. Very comfortable stay. Had everything we needed. Would definitely stay here again"
United States
Irish T.
Mid-Century Home with Pool, Private Beach Access, and Long-Stay Summer Savings

Vacation Home in Old Mystic

2.0 star property
10.0 out of 10, Exceptional, (7)
"Loved the personal touches!"
United States
Jenny
$191 nightly
The price is $216
Dec 3 - Dec 4
Total with taxes and fees
A Mystic Stay as Sweet as Apple Pie!

Vacation Home in West Mystic

10.0 out of 10, Exceptional, (112)
"The house was large and beautiful. Perfect distance to Foxwoods and other area attractions. We look forward to booking again."
United States
Jill M.
Eagles Nest at Mystic Manor
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Save an average of 15% on thousands of hotels when you're signed in

Top Middlesex County Hotel Reviews

Find out more about Middlesex County

Booking Tips to Find the Best Middlesex County Vacation Homes


How much does it cost to rent a vacation home in Middlesex County?

You can find incredible Middlesex County vacation homes for all types of budgets: between $216 and $635 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Middlesex County?

If you are looking for a great deal on your vacation home in Middlesex County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Middlesex County?

There are 1140 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Middlesex County?

Begin by entering your trip dates to see what type of Middlesex County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Middlesex County?

Booking Middlesex County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Middlesex County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Middlesex County along with your vacation property, into a Middlesex County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Middlesex County Vacation Homes information

Number of reviews
938
Accommodation
1140 Vacation Homes
Lowest Price
$216
Highest Price
$635

Explore a world of travel with Expedia