A white church with a black door, American and Trinity flags, and a sign indicating Trinity Church services.

Cottages in Middlesex County

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Top Cities in Middlesex County

A sandy beach with water and grass.
CottagesCottages

Urbanna

Urbanna

Our top choices for Middlesex County cottages

A wooden deck with a white fence and a lounge chair, overlooking a calm body of water during sunset.

1. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.6 out of 10, Exceptional, (15 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
The price is HK$1,235
HK$3,460 total
includes taxes & fees
7 Sept - 8 Sept
Smith Beach cottage w/ private sunset
A modern house with a covered porch, a large tree, and a kayak in the background.

2. The Little Blue Cottage - Topping : Waterfront!

The Little Blue Cottage - Topping : Waterfront!
Topping
9.8 out of 10, Exceptional, (57 reviews)
"very clean, pet friendly, kitchen well stocked"
United States
mike k.
The Little Blue Cottage - Topping : Waterfront!
A covered porch with wooden benches and chairs, large windows, and a view of a grassy area.

3. Restored 1930s Cottage on 1 Acre w/ Fire Pit

Restored 1930s Cottage on 1 Acre w/ Fire Pit
Hayes
9.6 out of 10, Exceptional, (88 reviews)
"Nice, relaxing stay! Just what we were looking for."
United States
Daniela R.
The price is HK$1,034
HK$2,756 total
includes taxes & fees
18 Sept - 19 Sept
Restored 1930s Cottage on 1 Acre w/ Fire Pit
A two-story house with a prominent brick chimney, a front porch with steps, and a small garden with various plants.

4. Cottage on a Private Island in the York River

Cottage on a Private Island in the York River
Gloucester Point
10.0 out of 10, Exceptional, (381 reviews)
"Most peaceful property I have stayed at. We loved the views, fishing, beach combing, and enjoying family time. Loved this home!"
United States
Alexis P.
Cottage on a Private Island in the York River
A wooden deck with two striped beach chairs facing a calm body of water.

5. Bubba Butler's Cottage

Bubba Butler's Cottage
Locust Hill
10.0 out of 10, Exceptional, (38 reviews)
"Great house with beautiful views of the Rappahannock River. "
United States
Kymberly W.
Bubba Butler's Cottage
A row of buildings with a central structure featuring a porch and a small garden.

6. Summertime where the livin’ is easy at the Rivah in Irvington!

Summertime where the livin’ is easy at the Rivah in Irvington!
Irvington
10.0 out of 10, Exceptional, (317 reviews)
"The house was so cute and exactly what we expected. Dealing with the host was very easy and she was very responsive! Already planning our next trip to Key Cottage!!!!"
United States
Christopher N.
Summertime where the livin’ is easy at the Rivah in Irvington!
A wooden deck leading to a beach with a sunset in the background.

7. BEACH COTTAGE BY THE SEA....

BEACH COTTAGE BY THE SEA....
Reedville
9.8 out of 10, Exceptional, (39 reviews)
"Great peaceful getaway we loved the beach the little cottage great with everything you need"
United States
Suzanne V.
BEACH COTTAGE BY THE SEA....
A covered outdoor area with a hot tub, seating, and a view of a lake.

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

Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Gloucester
10.0 out of 10, Exceptional, (193 reviews)
"Beautiful place with lovely views! "
United States
Rachel S.
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
A house with a porch, a flag, and a view of a lake.

9. Waterfront with Private Pier and Tranquil Water views!

Waterfront with Private Pier and Tranquil Water views!
Gloucester Courthouse
10.0 out of 10, Exceptional, (115 reviews)
"Very nice home. Exactly as listed. "
United States
MARK Z.
Waterfront with Private Pier and Tranquil Water views!
A wooden deck with two green metal chairs and a table, overlooking a body of water.

10. Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!

Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!
Heathsville
9.6 out of 10, Exceptional, (130 reviews)
"Special placeSpecial people"
United States
Phil G.
Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!
A wooden deck leading to a body of water with a clear sky.

11. Waterfront Cottage w Private Beach on Chesapeake Bay!

Waterfront Cottage w Private Beach on Chesapeake Bay!
Grimstead
10.0 out of 10, Exceptional, (228 reviews)
"This quiet, water-front cottage was perfect for my husband and me. We hope we can stay here again."
United States
Eunice C.
Waterfront Cottage w Private Beach on Chesapeake Bay!
A white house with a porch, surrounded by trees and a gravel path.

12. Historic Cottage on Ware River Estate

Historic Cottage on Ware River Estate
Gloucester
10.0 out of 10, Exceptional, (287 reviews)
"Enjoyed our stay - loved the historical setting! "
United States
Bill P.
Historic Cottage on Ware River Estate
A wooden dock leading to a house with a porch and outdoor seating area.

13. The Crab Shack on Carter's Creek

The Crab Shack on Carter's Creek
Weems
10.0 out of 10, Exceptional, (89 reviews)
"This place is a well-hidden paradise! The owner is very responsive. My husband enjoyed paddle boarding and exploring the area. We really enjoyed our stay. "
United States
Karen R.
The Crab Shack on Carter's Creek
A deck with a pool, surrounded by trees.

14. Waterfront Urbanna Home w/ Private Dock

Waterfront Urbanna Home w/ Private Dock
Urbanna
10.0 out of 10, Exceptional, (12 reviews)
"It was a beautiful home to spend our anniversary. We might come next year."
United States
Lisa Y.
Waterfront Urbanna Home w/ Private Dock
A covered patio with a view of the beach, outdoor furniture, and hanging planters.

15. Oceanfront White Stone Cottage w/ Private Beach!

Oceanfront White Stone Cottage w/ Private Beach!
3.0 star property
White Stone
4.0 out of 10, (4 reviews)
"The views cannot be beat!!! Location is everything "
United States
Sharon
Oceanfront White Stone Cottage w/ Private Beach!
A single-story house with a front porch, a flag, and a well-maintained lawn.

16. Bee Humble Cottage w/in 20mins to Public Beaches

Bee Humble Cottage w/in 20mins to Public Beaches
Gloucester
9.8 out of 10, Exceptional, (36 reviews)
"Such a great stay. Would stay again for sure if welcomed back. So peaceful! And clean!"
United States
Josh O.
Bee Humble Cottage w/in 20mins to Public Beaches
A white house with a black front door, a small porch, and a gravel driveway.

17. Bay Dream Believer Cottage on Beautiful East River Waterfront

Bay Dream Believer Cottage on Beautiful East River Waterfront
Mathews
10.0 out of 10, Exceptional, (24 reviews)
"Wonderful location, host communicated well"
United States
Nicole K.
Bay Dream Believer Cottage on Beautiful East River Waterfront
A covered patio with a view of the beach, outdoor furniture, and hanging planters.

18. Oceanfront White Stone Cottage w/ Private Beach!

Oceanfront White Stone Cottage w/ Private Beach!
White Stone
7.4 out of 10, Good, (90 reviews)
"The house is quirky and fun. The view is incredible and we all felt at peace just hanging out in the backyard, feet from the crashing waves. We will definitely return!"
United States
Lori P.
Oceanfront White Stone Cottage w/ Private Beach!
A covered outdoor area with wicker furniture, a glass table, and potted plants.

19. Unique Tangier Cottage w/ Chesapeake Bay Views!

Unique Tangier Cottage w/ Chesapeake Bay Views!
Tangier
10.0 out of 10, Exceptional, (19 reviews)
"Property is wonderful. It's a family home and they take excellent care of it. Be aware there are steep stairs to second floor, but deck and bay view sunsets are worth it. Bikes and kayaks are bonus."
United States
Diane S.
The price is HK$1,207
HK$3,182 total
includes taxes & fees
13 Sept - 14 Sept
Unique Tangier Cottage w/ Chesapeake Bay Views!
A wooden dock leading to a house with a covered porch and outdoor seating.

20. Riverfront Cottage: Fire Pit & Kayaks

Riverfront Cottage: Fire Pit & Kayaks
Deltaville
9.8 out of 10, Exceptional, (50 reviews)
"Very peaceful. Loved the view. The house was set up nicely. Enjoyed our stay"
United States
Donna P.
Riverfront Cottage: Fire Pit & Kayaks
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

Hampton Inn & Suites Exmore - Eastern Shore

Hampton Inn & Suites Exmore - Eastern Shore

10/10 Excellent
"Stay was excellent, staff was wonderful, well recommend to family and friends"
Regina 2-night trip
Posted 1 hour ago
Hampton Inn & Suites Exmore - Eastern Shore

Find out more about Middlesex County

Middlesex County Cottages information

Number of reviews
2,050
Accommodation
126 Cottages
Lowest Price
HK$2,756
Highest Price
HK$3,460

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