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Cottages in Middlesex County

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
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

Property grounds

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 AED 579
AED 1,621 total
includes taxes & fees
7 Sep - 8 Sep
Smith Beach cottage w/ private sunset
Property grounds

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!
Terrace/patio

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 AED 485
AED 1,300 total
includes taxes & fees
30 Aug - 31 Aug
Restored 1930s Cottage on 1 Acre w/ Fire Pit
Exterior

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
Property grounds

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
Exterior

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!
Property grounds

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....
Outdoor dining

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
Exterior

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!
Outdoor dining

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!
Property grounds

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!
Exterior

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
Exterior

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
Terrace/patio

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
Cottage (2 Bedrooms) | Interior

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!
Exterior

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
Exterior

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
Terrace/patio

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!
Outdoor dining

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.
Unique Tangier Cottage w/ Chesapeake Bay Views!
Exterior

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 3 hours ago
Hampton Inn & Suites Exmore - Eastern Shore

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