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Middlesex County Vacation Rentals

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

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Featured Vacation Homes in Middlesex County

Bay Front Small Contemporary
Guests can enjoy access to a sandy beach and a dock.

Bay Front Small Contemporary

9.8 out of 10, Exceptional, (108)
"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
Retreat to Fairytale Cottage with Pool, Kayak
Steps lead up to a charming porch with arched windows and two comfortable rocking chairs.

Retreat to Fairytale Cottage with Pool, Kayak

10.0 out of 10, Exceptional, (11)
"It was fairytale cottage ! "
Retreat to Fairytale Cottage with Pool, Kayak
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 CA $551
CA $1,062 total
includes taxes & fees
Aug 7 - Aug 8
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Private Beach & Deck: Bayfront Home in Hayes!
Enjoy cooking in this well-equipped kitchen with sleek cabinetry, granite countertops, and a stainless steel sink.

Private Beach & Deck: Bayfront Home in Hayes!

10.0 out of 10, Exceptional, (26)
"Enjoyed the property "
Private Beach & Deck: Bayfront Home in Hayes!
Pet-Friendly Gem w/ Private Dock in Deltaville!
Relax in this inviting space with a sofa, chairs, and a potted plant, surrounded by large windows offering a view of the outdoors.

Pet-Friendly Gem w/ Private Dock in Deltaville!

8.8 out of 10, Excellent, (9)
"Wonderful place for four artists in 5-day plein air event. Great location, views of river, sunrise and sunsets. Quiet, private, comfortable. "
Pet-Friendly Gem w/ Private Dock in Deltaville!
'Pop Castle' Historic Gem on the Rappahannock River
Relax in this inviting space with a ping pong table, comfortable sofa, and brick oven.

'Pop Castle' Historic Gem on the Rappahannock River

10.0 out of 10, Exceptional, (97)
"Another wonderful week at Pop Castle! Can’t wait to be back!"
'Pop Castle' Historic Gem on the Rappahannock River
Private, 7-acre waterfront retreat on Winter Harbor Haven
Relax in this serene outdoor space with a comfortable seating area and stunning views of the surrounding landscape.

Private, 7-acre waterfront retreat on Winter Harbor Haven

10.0 out of 10, Exceptional, (135)
"The property is extremely comfortable and equipped with absolutely everything one might need. A wonderful getaway!"
Private, 7-acre waterfront retreat on Winter Harbor Haven
River Beachfront- Spacious Dog & Family Friendly 3 Bedroom Home on Shared Beach
Escape to a serene lakeside retreat surrounded by lush greenery and a sandy beach.

River Beachfront- Spacious Dog & Family Friendly 3 Bedroom Home on Shared Beach

9.6 out of 10, Exceptional, (54)
"The stay is great, the house is spacious with a beautiful view. "
River Beachfront- Spacious Dog & Family Friendly 3 Bedroom Home on Shared Beach
Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!
Enjoy meals together at the central island and dining table, set for six.

Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!

10.0 out of 10, Exceptional, (10)
"Nice, clean place with thoughtful touches, plenty of space, and amazing grounds. The owner was kind enough to let the kids meet the new puppies. Definitely would stay again stay "
Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!
Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, a large window, and ample countertop space.

Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!

9.8 out of 10, Exceptional, (28)
"We loved the waterfront home where we stayed. The host was incredibly helpful and responsive to any questions we had about the rental and the area. Highly recommend."
The price is CA $331
CA $900 total
includes taxes & fees
Aug 11 - Aug 12
Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
Waterfront Getaway: Kayaks, Paddle Board, Fishing!
Relax in a spacious room with a comfortable seating area and outdoor deck offering a view of the surrounding landscape and water.

Waterfront Getaway: Kayaks, Paddle Board, Fishing!

10.0 out of 10, Exceptional, (16)
"Very nice, would definitely come back thanks "
Waterfront Getaway: Kayaks, Paddle Board, Fishing!
Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>
Guests can enjoy a serene beach experience with access to the ocean.

Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>

9.6 out of 10, Exceptional, (135)
"This is a roomy well-equipped home with fun and interesting decor. It is conveniently located in a very nice neighborhood near restaurants, shopping and entertainment. The check-in and check-out were seamless. The owner quickly responded to all inquiries. "
Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>
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
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.
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, (51)
"We had everything we needed. A very quiet, relaxing weekend. "
Nassawadox Creek Waterfront Home with Private Pool
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!
The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!
Step out onto the covered porch and enjoy the peaceful surroundings.

The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!

10.0 out of 10, Exceptional, (16)
"This location was perfect and cozy, much better than a hotel. It was just a short drive from Williamsburg, Jamestown, and Yorktown. "
The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!
Little Bay Waterfront Retreat
Enjoy expansive views of the surrounding landscape from the large window, featuring a body of water and grassy areas.

Little Bay Waterfront Retreat

9.8 out of 10, Exceptional, (62)
"Quiet and peaceful! Just what we needed to unwind from everyday stress! Wish the weather had cooperated more! Property Manager (Vickie) always got right back to us and that is appreciated!"
Little Bay Waterfront Retreat
Waterfront home where you can relax or enjoy the things the Northern Neck.
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and countertop appliances.

Waterfront home where you can relax or enjoy the things the Northern Neck.

9.8 out of 10, Exceptional, (9)
"Sandy was a wonderful and very responsive host. She made sure we felt very welcomed and 'at home' in this lovely house on the water. The home and owners made this a trip we'll remember."
The price is CA $241
CA $417 total
includes taxes & fees
Aug 7 - Aug 8
Waterfront home where you can relax or enjoy the things the Northern Neck.
3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games
Relax in this serene sunroom with a hammock, wooden table, and comfortable seating.

3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games

10.0 out of 10, Exceptional, (25)
"We had a great time fishing, kayaking, paddle boarding and checking out the area! Definitely a great place for a family to stay. "
The price is CA $215
CA $769 total
includes taxes & fees
Aug 7 - Aug 8
3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games
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

Holiday Inn Club Vacations Williamsburg Resort by IHG

Holiday Inn Club Vacations Williamsburg Resort by IHG

10/10 Excellent
"We really enjoyed the comfort of our room. We enjoyed the activities on site and the staff was extremely helpful and nice. We will be returning in year 2026!"
Vernon 4-night trip
Posted 2 days ago
Holiday Inn Club Vacations Williamsburg Resort by IHG