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Vacation Rentals in Middlesex County

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Top Cities in Middlesex County

Top Vacation Rentals in Middlesex County

Bubba Butler's Cottage

Locust Hill
10.0 out of 10, Exceptional, (21)
"We had a fantastic stay. I could not have asked for better view of the river, and both sunsets and sunrises were perfect. It was a perfect place to unwind reading and writing. "
United States
Amy B.
Bubba Butler's Cottage

The Little Blue Cottage - Topping : Waterfront!

Topping
9.8 out of 10, Exceptional, (50)
"Lovely place and attentive owner, felt right at home and will definitely return to this property for future trips to the area."
United States
Lory H.
The Little Blue Cottage - Topping : Waterfront!

Enjoy family fun and Sunsets at Piankatank Point.

Saluda
9.6 out of 10, Exceptional, (67)
"This is our second time with this rental and it is amazing. The best laid back area and very responsive hosts. "
United States
Elisa G.
Enjoy family fun and Sunsets at Piankatank Point.

Cottage on a Private Island in the York River

Gloucester Point
10.0 out of 10, Exceptional, (358)
"Great location, great accommodations! "
United States
Ivan R.
Cottage on a Private Island in the York River

American Heritage RV Park

2.5 star property
Norge
9.0 out of 10, Wonderful, (73)
"Highly recommend this campground"
United States
Kelli
$110 nightly
The price is $125
Dec 5 - Dec 6
Total with taxes and fees
American Heritage RV Park

The Williamsburg Retreat - Gorgeous Private Acreage

Norge
10.0 out of 10, Exceptional, (146)
"This house was perfect for our family reunion. We had ages ranging from older adults to six years old and everyone commented about how they loved this house. The owners are very communicative and set up the sleeping arrangements perfectly. It’s ideally situated to do all the fun things around and we would definitely stay here again! "
United States
Stephanie H.
The Williamsburg Retreat - Gorgeous Private Acreage

Gwynn's Island Cottage - Waterfront with Private Beach + Sunsets over Water

Grimstead
10.0 out of 10, Exceptional, (219)
"Everything you need is here, crab pots-caught a few blue crabs. Went fishing, we caught skate, croaker and an eel. 3 Kayaks, beach chairs, SUP , well stockedgrill, etc. "
United States
Kris K.
Gwynn's Island Cottage - Waterfront with Private Beach + Sunsets over Water

Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!

West Point
10.0 out of 10, Exceptional, (67)
"Awesome house great views great fishing and host was great"
United States
Scott L.
Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!

MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

Hallieford
10.0 out of 10, Exceptional, (157)
"Charming cottage in a quiet neighborhood. Waterfront and views across the Bay are amazing. My third trip there in past few years."
United States
Marsha H.
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

Spacious waterfront home with dock and sunset view

Kilmarnock
9.6 out of 10, Exceptional, (12)
"We were attending a family reunion. Great to wake up and look out to see the water. So relaxing and serene. Just enough space to relax and unwind. I would however suggest to the owner to put some railings on the patio. We had a few seniors who need that extra support when stepping up. The grands loved fishing from the pier."
United States
Sneatha L.
Spacious waterfront home with dock and sunset view

Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

Hayes
9.4 out of 10, Exceptional, (130)
"Beautiful property! Very spacious with an amazing view! Clean, in a great location, friendly neighbors! "
United States
Heather E.
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

Rappahannock River Cottage Getaway near Tappahannock, Urbanna, Chesapeake Bay

Dunnsville
9.8 out of 10, Exceptional, (80)
"Had a great time relaxing! Place and area was nice!"
United States
Kathy C.
Rappahannock River Cottage Getaway near Tappahannock, Urbanna, Chesapeake Bay

Bay Dream Believer Cottage on Beautiful East River Waterfront

2.0 star property
Mathews
10.0 out of 10, Exceptional, (22)
"Great location. Quite,clean, relaxing "
United States
Randy C.
$421 nightly
The price is $464
Nov 14 - Nov 15
Total with taxes and fees
Bay Dream Believer Cottage on Beautiful East River Waterfront

The Farm Overlook Treehouse At Blanchard Farm

Diggs
10.0 out of 10, Exceptional, (1)
$105 nightly
The price is $116
Nov 14 - Nov 15
Total with taxes and fees
The Farm Overlook Treehouse At Blanchard Farm

Quiet Villa with Bowling Alley, Pools, +Mini Golf

Williamsburg
9.4 out of 10, Exceptional, (3)
"Loved this centrally located place. It was nestled between Jamestown and Williamsburg. The accommodations were very clean and provided everything we needed."
United States
Caroline B.
$209 nightly
The price is $236
Nov 16 - Nov 17
Total with taxes and fees
Quiet Villa with Bowling Alley, Pools, +Mini Golf

Nassawadox Creek Waterfront Home with Private Pool

Exmore
10.0 out of 10, Exceptional, (60)
"Very nice experience "
United States
Chris C.
Nassawadox Creek Waterfront Home with Private Pool

Bay Front Small Contemporary

Reedville
9.8 out of 10, Exceptional, (114)
"Great place with a spectacular view. Would definitely love to stay again!"
United States
Jasper W.
Bay Front Small Contemporary

Bayfront Escape, Private Dock, Large Deck, and Views!

Hudgins
10.0 out of 10, Exceptional, (2)
"We had a wonderful stay at this property! The location was perfect- beautiful and peaceful right on the water. Dock was a great place to hang out at same with the cut-out beach areas. There is a great little restaurant nearby called hole-in-the-wall which had great food and the marina is just minutes away if you are looking to rent a boat or get out on the water.Overall, it was a fantastic stay and I would definitely recommend this home to anyone looking for a relaxing getaway in a quiet...
United States
Hoda P.
$382 nightly
The price is $422
Nov 24 - Nov 25
Total with taxes and fees
Bayfront Escape, Private Dock, Large Deck, and Views!

Private, 7-acre waterfront retreat on Winter Harbor Haven

Port Haywood
10.0 out of 10, Exceptional, (141)
"We loved this secluded quiet property, especially the screened in porch. The house was clean and comfortable. We caught and ate fresh blue crab off the dock ,enjoyed day trips to Williamsburg and Norfolk, and spent time at the local Haven Beach."
United States
Kyle K.
Private, 7-acre waterfront retreat on Winter Harbor Haven

Remote/Secluded Estate with Plenty of Crabs, Dock and Cooking Station

Hacksneck
9.2 out of 10, Wonderful, (158)
"We had an absolute blast over Memorial Day weekend! The house was the perfect getaway — peaceful, relaxing, and full of little adventures. The pier was a highlight for us. We caught 3 stingrays, 2 eels, fish, crab, and even oysters — such a fun variety that kept us on our toes!It was also such a treat to bring our dogs along and include our fur family in the fun. We enjoyed dinner every night in the screened-in patio and sipped coffee each morning on the upstairs deck — just the kind of relaxing...
United States
Amber M.
Remote/Secluded Estate with Plenty of Crabs, Dock and Cooking Station
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

Discover your perfect Middlesex County vacation rental with Expedia

How many vacation rentals are available in Middlesex County?


Expedia has plenty of vacation rentals to choose from in and around  Middlesex County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Middlesex County?


The selection of Middlesex County vacation rentals we have selected for you start as low as $116 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Middlesex County?


Vacation rentals in Middlesex County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Middlesex County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Middlesex County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Middlesex County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Middlesex County?


Find vacation rentals in Middlesex County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Middlesex County.  


What amenities are available in a vacation rental in Middlesex County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Middlesex County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Middlesex County?   


Everytime is a great time to head to Middlesex County! Staying in a Middlesex County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Middlesex County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Middlesex County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Middlesex County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Middlesex County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.