Photo by Jennifer Crim

Search Middlesex County Cottages

Compare and save

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Top Cities in Middlesex County

Delicious spot in Urbanna, VA for fresh, local oysters (fished right in front of the property!). The same people that own Rappahannock Oyster Bar in DC own this, I believe. They have a good wine and beer selection and other tasty dishes like pimento grilled cheese and fresh salads. Definitely worth a stop if you're in the area. More info here: http://www.badsentences.com/food-merroir/
CottagesCottages

Topping

Topping

Cottages in Middlesex County

Bubba Butler's Cottage
Relax on the deck with ocean views, featuring a pair of striped chairs and a small table.

Bubba Butler's Cottage

9.8 out of 10, Exceptional, (16)
"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
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, (15)
"Wonderful location, host communicated well"
$417 nightly
The price is $460
Aug 11 - Aug 12
Total includes taxes and fees
Bay Dream Believer Cottage on Beautiful East River Waterfront
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Relax in a serene outdoor oasis with a hot tub, bench, and chair overlooking a tranquil body of water.

Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg

10.0 out of 10, Exceptional, (164)
"Clean and well appointed cottage with beautiful views. The owners gave great recommendations for local spots to eat and have fun. Really enjoyed the stay. "
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
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....
Summer at the Rivah in Irvington! Come see for yourself!
Stroll through the charming grounds surrounded by lush greenery and a picturesque picket fence.

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!
Charming Beach Cottage on Fishing Bay
Overlooking a serene lake, this property features a covered porch and a dock extending into the water.

Charming Beach Cottage on Fishing Bay

10.0 out of 10, Exceptional, (1)
"Our stay was peaceful and relaxing. Our teenage son loved the upstairs apartment all to himself. My husband and I walked in the neighborhood each morning and enjoyed coffee by the bay. The house was clean, nice and everything the listed showed. We will return for another visit someday. The Raw Bar was a great place for dinner and a view on the water. The Merroir was a short drive away but an amazing dinner on the water with great views, food and craft beer. "
Charming Beach Cottage on Fishing Bay
Relaxing Riverfront Cottage w/ Boat Dock!
Enjoy a serene lake view from this outdoor deck, featuring a comfortable seating area with two chairs and a table.

Relaxing Riverfront Cottage w/ Boat Dock!

3.0 star property
10.0 out of 10, Exceptional, (1)
Relaxing Riverfront Cottage w/ Boat Dock!
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!
Rappahanock Riverfront Cottage
Stroll up to this charming single-story home with a gabled roof and inviting covered porch.

Rappahanock Riverfront Cottage

10.0 out of 10, Exceptional, (13)
"Beautiful location, comfortable. Allowed us to stay close to family."
Rappahanock Riverfront Cottage
Riverfront Cottage: Fire Pit & Kayaks
Step out onto the porch and enjoy the serene surroundings from the comfort of a cozy blue rocking chair.

Riverfront Cottage: Fire Pit & Kayaks

9.8 out of 10, Exceptional, (39)
"My girlfriends and I had a wonderful time celebrating our friend’s birthday. The weather wasn’t great but we made the best of it!"
Riverfront Cottage: Fire Pit & Kayaks
Waterfront Gloucester Cottage w/ Private Boat Dock
Relax in a serene outdoor seating area with a clear view of the lake, surrounded by lush greenery and comfortable Adirondack chairs.

Waterfront Gloucester Cottage w/ Private Boat Dock

9.6 out of 10, Exceptional, (8)
"The house is very clean, nice and updated. The view is amazing! The neighborhood is very nice and quiet. We had a great time and would stay here again if we’re in the area!"
Waterfront Gloucester Cottage w/ Private Boat Dock
Waterfront Urbanna Home w/ Private Dock & Pool
Relax on the deck with a hot tub, surrounded by a tranquil wooded area.

Waterfront Urbanna Home w/ Private Dock & Pool

2.0 star property
10.0 out of 10, Exceptional, (5)
"Wonderful family time"
Waterfront Urbanna Home w/ Private Dock & Pool
Bee Humble Cottage w/in 20mins to Public Beaches
Cozy home surrounded by a lush lawn and mature trees, offering a peaceful living environment.

Bee Humble Cottage w/in 20mins to Public Beaches

9.8 out of 10, Exceptional, (26)
"It was a beautiful place to stay. We absolutely loved it. When we come back to Virginia, we will return to this house."
Bee Humble Cottage w/in 20mins to Public Beaches
Relaxing Riverfront Cottage w/ Boat Dock!
Enjoy a serene lake view from this outdoor deck with a dining area.

Relaxing Riverfront Cottage w/ Boat Dock!

9.8 out of 10, Exceptional, (42)
"Small house right on the water, beautiful setting, quiet, 15 minutes from town of Gloucester. Comfortable and charming. "
Relaxing Riverfront Cottage w/ Boat Dock!
Lancaster Gem - Cozy Cottage
Situated among dense trees, this cabin offers a peaceful retreat with a front porch and a simple, functional design.

Lancaster Gem - Cozy Cottage

9.2 out of 10, Wonderful, (24)
"Julie is and excellent host, and we enjoyed our stay immensely!"
Lancaster Gem - Cozy Cottage
Cheery Waterfront Cottage w/Boat Dock
Stroll through the serene surroundings of this charming single-story home, complete with a cozy porch and lush greenery.

Cheery Waterfront Cottage w/Boat Dock

10.0 out of 10, Exceptional, (8)
"Very nice place with convenient access to a small private beach and dock. The property was clean, well maintained and stocked with all the essentials."
Cheery Waterfront Cottage w/Boat Dock
Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia
Enjoy serene views of the water from this tranquil outdoor space.

Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia

10.0 out of 10, Exceptional, (54)
"Great vacation spot"
Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia
"Dragonfly" Waterfront Cottage on Chesapeake Bay
Situated in a lush green setting, this charming house features a front porch with a bench and a small table, a chimney, and a well-maintained lawn.

"Dragonfly" Waterfront Cottage on Chesapeake Bay

2.5 star property
10.0 out of 10, Exceptional, (2)
"Great getaway location right on th4e water. Highly recommended"
"Dragonfly" Waterfront Cottage on Chesapeake Bay
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
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

Quality Inn & Suites

Quality Inn & Suites

10/10 Excellent
"Nice hotel, clean and well put together. "
Latina 1-night trip
Posted 6 hours ago
Quality Inn & Suites