Photo by Jennifer Crim

Vacation Rentals in Middlesex County

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Top Vacation Rentals in Middlesex County

Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!
Relax by the serene lake with a clear view, featuring a dock and Adirondack chairs.

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"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!
Room on river with sunset views and private beach!
Enjoy a serene beach experience with a tranquil atmosphere, perfect for relaxation or contemplation.

Room on river with sunset views and private beach!

10.0 out of 10, Exceptional, (33)
"All around great place to stay!"
Room on river with sunset views and private beach!
The Little Blue Cottage - Topping : Waterfront!
Enjoy serene lakeside views from a pier, surrounded by lush greenery and a tranquil atmosphere.

The Little Blue Cottage - Topping : Waterfront!

9.8 out of 10, Exceptional, (45)
"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!
Enjoy family fun and Sunsets at Piankatank Point.
Relax in a serene outdoor setting with a hot tub featuring a seat and control panel.

Enjoy family fun and Sunsets at Piankatank Point.

9.6 out of 10, Exceptional, (62)
"It was exactly as advertised. "
Enjoy family fun and Sunsets at Piankatank Point.
American Heritage RV Park
Kitchen features a central island, black refrigerator, microwave, sink, and wooden cabinets.

American Heritage RV Park

2.5 star property
9.0 out of 10, Wonderful, (68)
"This was a wonderful property The cabin was amazing The pool was spectacular and very clean the game room was nice and our neighbors were very sweet in the cabin next to us"
American Heritage RV Park
Williamsburg Campground
Relax in a cabin-style retreat with a leather sofa, dining area, and large window offering a view of the surrounding trees.

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
Spacious waterfront home with dock and sunset view
Enjoy a serene lakeside retreat with a deck offering a round table and two chairs.

Spacious waterfront home with dock and sunset view

9.4 out of 10, Exceptional, (6)
Spacious waterfront home with dock and sunset view
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE
Relax on the serene deck overlooking a peaceful lake, surrounded by mature trees and autumn foliage.

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
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Enjoy cooking in this well-equipped kitchen with appliances and a ceiling fan.

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.
Cottage on a Private Island in the York River
Charming two-story house with a central entrance, flanked by windows, and a welcoming front porch.

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (346)
"We would definitely stay here again!"
Cottage on a Private Island in the York River
Bay Dream Believer Cottage on Beautiful East River Waterfront
Enjoy a peaceful outdoor space with a patio table, chairs, and potted plants.

Bay Dream Believer Cottage on Beautiful East River Waterfront

2.0 star property
10.0 out of 10, Exceptional, (14)
"Wonderful location, host communicated well"
The price is ￥34,531
￥67,585 total
includes taxes & fees
Aug 9 - Aug 10
Bay Dream Believer Cottage on Beautiful East River Waterfront
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Enjoy cooking in this well-lit kitchen with a central island and microwave.

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!"
The price is ￥58,776
￥113,310 total
includes taxes & fees
Aug 10 - Aug 11
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Nassawadox Creek Waterfront Home with Private Pool
Relax by the pool surrounded by a natural setting and comfortable lounge chairs.

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (52)
"We had everything we needed. A very quiet, relaxing weekend. "
Nassawadox Creek Waterfront Home with Private Pool
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
Enjoy a serene waterfront view from this deck overlooking a tranquil lake or sea.

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

10.0 out of 10, Exceptional, (211)
"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
BEACH COTTAGE BY THE SEA....
Step out onto the deck and enjoy breathtaking views of the ocean.

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....
Cozy cottage on the Chesapeake Bay
Sit on the dock and enjoy the serene lake view.

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (46)
"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
Enjoy a restful stay with a large bed, a lamp, and a TV, offering a serene view of the beach and surrounding trees.

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

9.2 out of 10, Wonderful, (155)
"Beautiful spot. Location location location! Can’t wait to go back"
Remote Secluded Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi
Eastern Virginia's Premier Vacation Escape
Enjoy dining or socializing on the elevated deck with a scenic view of the water and distant shoreline.

Eastern Virginia's Premier Vacation Escape

8.8 out of 10, Excellent, (95)
"It was a nice location and the house was nice but it was unclean"
Eastern Virginia's Premier Vacation Escape
Summer at the Rivah in Irvington! Come see for yourself!
Dine with a serene view of the water.

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

10.0 out of 10, Exceptional, (294)
"Excellent place to stay in Irvington - house is perfect, tastefully, simply decorated, well-equipped kitchen, lovely area, host/owner most responsive, near everything needed, stores, gym, restaurants, cafes, etc."
Summer at the Rivah in Irvington! Come see for yourself!
"Gull Cottage" Charming Tiny House on Chesapeake Bay-Boat Launch/Slip included
Enjoy cooking in this well-equipped kitchen with a stainless steel kettle, coffee maker, and refrigerator.

"Gull Cottage" Charming Tiny House on Chesapeake Bay-Boat Launch/Slip included

9.8 out of 10, Exceptional, (67)
"We made last minute plans and were happy with our decision to stay at Mary’s place. It was big enough for our family including our two teenage daughters. The location is quiet and peaceful. The home was clean and had everything we needed!"
"Gull Cottage" Charming Tiny House on Chesapeake Bay-Boat Launch/Slip included
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlesex County Hotel Reviews

Holiday Inn Club Vacations Williamsburg Resort by IHG

Holiday Inn Club Vacations Williamsburg Resort by IHG

10/10 Excellent
"Place was really nice we enjoyed it very much"
Jeff 4-night trip
Posted 1 day ago
Holiday Inn Club Vacations Williamsburg Resort by IHG