Search Gwynn Cottage Rentals from CA $324

    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

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

Browse Select Gwynn Cottages

Oceanfront White Stone Cottage w/ Private Beach!
Terrace/patio

Oceanfront White Stone Cottage w/ Private Beach!

7.2 out of 10, Good, (81)
"The house was perfect for me, my husband and dog! We enjoyed being so close to the water. Its close enough to town but far enough way to feel secluded."
Oceanfront White Stone Cottage w/ Private Beach!
Cottage on a Private Island in the York River
Exterior

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (345)
"We would definitely stay here again!"
Cottage on a Private Island in the York River
Bay Dream Believer Cottage on Beautiful East River Waterfront
Exterior

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 CA $324
CA $633 total
includes taxes & fees
Aug 10 - Aug 11
Bay Dream Believer Cottage on Beautiful East River Waterfront
Bubba Butler's Cottage
Property grounds

Bubba Butler's Cottage

9.8 out of 10, Exceptional, (15)
"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
Summer at the Rivah in Irvington! Come see for yourself!
Exterior

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

10.0 out of 10, Exceptional, (293)
"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!
Historic Cottage on Ware River Estate
Exterior

Historic Cottage on Ware River Estate

10.0 out of 10, Exceptional, (267)
"This is a lovely historical cottage on a peaceful and large property. Spring was a beautiful time to be there. Great home base for side trips to Yorktown. Highly recommend Olivia’s in the Village in Gloucester."
Historic Cottage on Ware River Estate
Waterfront with Private Pier and Tranquil Water views!
Property grounds

Waterfront with Private Pier and Tranquil Water views!

10.0 out of 10, Exceptional, (104)
"Property was quiet and peaceful with wildlife and beautiful river views/ sunsets"
Waterfront with Private Pier and Tranquil Water views!
Relaxing Riverfront Cottage w/ Boat Dock!
Interior

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!
Property grounds

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!
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Outdoor dining

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
Riverfront Cottage: Fire Pit & Kayaks
Terrace/patio

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 Urbanna Home w/ Private Dock & Pool
Terrace/patio

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
Exterior

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!
Property grounds

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

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

10.0 out of 10, Exceptional, (53)
"Great vacation spot"
Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
Property grounds

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

10.0 out of 10, Exceptional, (210)
"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
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Terrace/patio

Restored 1920's Cottage on 1 Acre w/ Fire Pit

9.4 out of 10, Exceptional, (69)
"Very nice cottage in a quiet area. Perfect if you're looking to get away from the hustle and bustle. Reasonable drive to Williamsburg area."
Restored 1920's Cottage on 1 Acre w/ Fire Pit
The Crab Shack on Carter's Creek
Outdoor dining

The Crab Shack on Carter's Creek

10.0 out of 10, Exceptional, (77)
"The reviews on this property are true…you cannot get any closer to the water without being in it!! Everything about this rental is great! Absolutely no traffic, quiet, peaceful and great food in Irvington. A real hidden gem. "
The Crab Shack on Carter's Creek
Romantic Waterfront Abode with Patio & Dock!
Property grounds

Romantic Waterfront Abode with Patio & Dock!

9.8 out of 10, Exceptional, (55)
"Relaxing and peaceful cottage with water views. Have stayed twice now and found everything to be as advertised. Clean, comfortable and great communication with Dana. Great place to stay while in Deltaville. "
Romantic Waterfront Abode with Patio & Dock!
*SANDY HILL SUNSETS*
Property grounds

*SANDY HILL SUNSETS*

10.0 out of 10, Exceptional, (74)
"What a wonderful place and wonderful host! Beautiful place and location with glorious sunsets!And a golf cart! Stay here once, you'll be back!"
*SANDY HILL SUNSETS*
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 Gwynn Hotel Reviews

Hampton Inn Gloucester

Hampton Inn Gloucester

10/10 Excellent
"Quiet clean with excellent customer service."
olayinka 1-night trip
Posted 1 day ago
Hampton Inn Gloucester