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Middlesex County Vacation Rentals

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Top Vacation Rentals in in Middlesex County

Our top choices for Middlesex County vacation rentals

Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!
Property grounds

Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!

2.0 star property
10.0 out of 10, Exceptional, (6)
"We thoroughly enjoyed our weekend. The house was lovely and clean, and the lawn and dock were perfect for getting some sun and watching the ospreys tend their nest. Aaron greeted us and made us feel welcome and responded to the one or two questions we had during our stay. "
Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!
Bubba Butler's Cottage
Property grounds

Bubba Butler's Cottage

9.8 out of 10, Exceptional, (17)
"We stayed for 3 days while we were visiting our daughter. Cottage was beautifully decorated, welcoming and clean. Awesome view, picturesque and serene. Definitely will stay again! Absolutely loved it!"
Bubba Butler's Cottage
Room on river with sunset views and private beach!
Sun loungers

Room on river with sunset views and private beach!

10.0 out of 10, Exceptional, (35)
"All around great place to stay!"
Room on river with sunset views and private beach!
Enjoy family fun and Sunsets at Piankatank Point.
Outdoor spa tub

Enjoy family fun and Sunsets at Piankatank Point.

9.6 out of 10, Exceptional, (64)
"Incredible view, deer flies galore this time of year."
Enjoy family fun and Sunsets at Piankatank Point.
The Little Blue Cottage - Topping : Waterfront!
Property grounds

The Little Blue Cottage - Topping : Waterfront!

9.8 out of 10, Exceptional, (46)
"Unfortunately our stay in the area was necessitated by a death in the family. The Little Blue Cottage was a perfect peaceful refuge as we were handling arrangements. The location on the water was so tranquil (and our dogs loved it too)!"
The Little Blue Cottage - Topping : Waterfront!
American Heritage RV Park
Large Cabin | Private kitchenette

American Heritage RV Park

2.5 star property
9.0 out of 10, Wonderful, (71)
"We enjoyed our time with you guys. Got to reunite with my daughters and we had a blast! Thanks for all you did for us while we were there!"
The price is CA $123
CA $141 total
includes taxes & fees
Sep 23 - Sep 24
American Heritage RV Park
Williamsburg Campground
Deluxe Cabin, 2 Bedrooms | In-room dining

Williamsburg Campground

2.5 star property
8.6 out of 10, Excellent, (19)
"Nice stay with my family. My husky loves walking the grounds."
Williamsburg Campground
Cottage on a Private Island in the York River
Exterior

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (347)
"We would definitely stay here again!"
Cottage on a Private Island in the York River
Nassawadox Creek Waterfront Home with Private Pool
Outdoor pool

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (56)
"We had everything we needed. A very quiet, relaxing weekend. "
Nassawadox Creek Waterfront Home with Private Pool
Spacious waterfront home with dock and sunset view
Outdoor dining

Spacious waterfront home with dock and sunset view

9.6 out of 10, Exceptional, (7)
"Overall, we found the home to be very accommodating with outstanding water views! Plenty of bedrooms!The following suggestions are given in the spirit of making the rental more guest friendly.Make available a book or sheet with house rules, passwords, and helpful hints for local restaurants and shoppingBathroom hooks to hang clothes and towelsTubs are slippery! Non slip mates should be addedAdd bath soap bars to go with liquid soap and shampoos Bedrooms should have full length mirrors as the...
Spacious waterfront home with dock and sunset view
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE
Terrace/patio

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

9.6 out of 10, Exceptional, (11)
"Loved our stay. Kim provided food and snacks and responded to any inquiries immediately. Great experience. Would definitely stay here again!"
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE
BEACH COTTAGE BY THE SEA....
Property grounds

BEACH COTTAGE BY THE SEA....

9.8 out of 10, Exceptional, (30)
"A beautiful little cottage with a beautiful beach front access and plenty of amenities."
BEACH COTTAGE BY THE SEA....
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
Property grounds

Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

10.0 out of 10, Exceptional, (213)
"My daughter's and I had a wonderful stay at the cottage! It has everything you need andwithin 30/40 min drive from various little towns and beaches. "
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Fridge, microwave, oven, stovetop

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

10.0 out of 10, Exceptional, (2)
"Communication was great from the initial booking. Spacious, clean, and very private. Great accommodations and up to date appliances/furniture. Canoe is a lovely addition that we took pretty far down the river to explore. Would absolutely return and recommend to others!"
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Cozy cottage on the Chesapeake Bay
Property grounds

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (47)
"Easy access to the property and to town. Very quite and comfy."
Cozy cottage on the Chesapeake Bay
Remote Secluded Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Remote Secluded Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi

9.2 out of 10, Wonderful, (156)
"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...
Remote Secluded Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi
Bay Front Small Contemporary
On the beach, sun loungers

Bay Front Small Contemporary

9.8 out of 10, Exceptional, (111)
"Perfect spot for a quiet Easter weekend with books and the sound of water while sitting in the Adirondack chairs each day. You won’t regret this stay, will definitely come back! "
Bay Front Small Contemporary
Bay Dream Believer Cottage on Beautiful East River Waterfront
Exterior

Bay Dream Believer Cottage on Beautiful East River Waterfront

2.0 star property
10.0 out of 10, Exceptional, (19)
"Wonderful location, host communicated well"
The price is CA $325
CA $636 total
includes taxes & fees
Aug 28 - Aug 29
Bay Dream Believer Cottage on Beautiful East River Waterfront
Summer at the Rivah in Irvington! Come see for yourself!
Outdoor dining

Summer at the Rivah in Irvington! Come see for yourself!

10.0 out of 10, Exceptional, (297)
"What a wonderful place to enjoy a peaceful, beautiful Mother's Day weekend with my lovely bride. We took long walks, enjoyed the local scene and just spent lots of time enjoying the porches. The cottage supports all of this perfectly. We couldn't ask for more and can't wait until our next opportunity to stay at the Key Cottage!"
Summer at the Rivah in Irvington! Come see for yourself!
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (124)
"Great location for a weekend spent at Jamestown, Colonial Williamsburg and Busch Gardens! Awesome that we got to use the canoe! Also, really nice kitchen!"
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
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

Howard Johnson by Wyndham Williamsburg

Howard Johnson by Wyndham Williamsburg

10/10 Excellent
"You absolutely cannot beat this place for the money and the location. I stayed at another property last year in Williamsburg that was an absolute hole and cost more. This place is clean, comfortable, quiet and safe. Close to Busch Gardens and all the other tourist sites. Not a single complaint. Will stay here whenever I drive down for my coaster fix."
Jeffrey 2-night trip
Posted 2 days ago
Howard Johnson by Wyndham Williamsburg

Find out more about Middlesex County

Find out more about Middlesex County

Everything you need to know about Middlesex County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlesex County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middlesex County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlesex County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. 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.  The selection of Middlesex County vacation rentals we have selected for you start as low as CA $123 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middlesex County rentals

At Expedia, we put the best Middlesex County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middlesex County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlesex County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlesex County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.