Search Cottages in Gwynn

Start date: Check-in selected.
To Date
End date: Check-out
    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

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
In four months
16 Jan - 18 Jan

Cottages in Gwynn

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, (351)
"We would definitely stay here again!"
Cottage on a Private Island in the York River
The Little Blue Cottage - Topping : Waterfront!
Property grounds

The Little Blue Cottage - Topping : Waterfront!

9.8 out of 10, Exceptional, (47)
"The house was so amazing! The owners are very responsive and helpful. The house was so clean and loved the personal touches. We will be back!"
The Little Blue Cottage - Topping : Waterfront!
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, (22)
"Wonderful location, host communicated well"
The price is AED 863
AED 1,661 total
includes taxes & fees
28 Sep - 29 Sep
Bay Dream Believer Cottage on Beautiful East River Waterfront
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, (298)
"What a wonderful place to enjoy a peaceful, beautiful Mother's Day weekend with my lovely bride. We took long walks, enjoyed the local scene and just spent lots of time enjoying the porches. The cottage supports all of this perfectly. We couldn't ask for more and can't wait until our next opportunity to stay at the Key Cottage!"
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, (270)
"The cottage was just as described, well appointed and equipped.Property was secluded, just the right respite.Love the area and we will return again."
Historic Cottage on Ware River Estate
Charming Beach Cottage on Fishing Bay
Terrace/patio

Charming Beach Cottage on Fishing Bay

10.0 out of 10, Exceptional, (3)
"Wonderful place that was perfect for our little vacation away from home! "
Charming Beach Cottage on Fishing Bay
Relaxing Riverfront Cottage w/ Boat Dock!
Cottage (2 Bedrooms) | Interior

Relaxing Riverfront Cottage w/ Boat Dock!

3.0 star property
10.0 out of 10, Exceptional, (1)
Relaxing Riverfront Cottage w/ Boat Dock!
3 BR Bay Home w Private Dock & all the Amenities
Terrace/patio

3 BR Bay Home w Private Dock & all the Amenities

10.0 out of 10, Exceptional, (15)
"We have stayed at a ton of rentals and this was truly the best. The hosts have thought of everything; from kayaks, to comfortable places to hang out, this house has it all. It was the perfect Spring Break getaway, we took advantage of the great restaurants nearby and had a really wonderful family vacation."
3 BR Bay Home w Private Dock & all the Amenities
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
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, (56)
"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, (217)
"We had a great time staying here. The private beach was exactly what we needed to relax and have fun. "
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Exterior

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

8.0 out of 10, Very Good, (4)
"Host was super responsive and available. Location is excellent - close to boat and kayak launch. Grill, smoker, patio were all great. "
The price is AED 900
AED 4,648 total
includes taxes & fees
27 Sep - 28 Sep
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Bubba Butler's Cottage
Property grounds

Bubba Butler's Cottage

9.8 out of 10, Exceptional, (20)
"Comfortable and quiet, perfect views of the the Rappahannock. Was a great place to staying while returning home. "
Bubba Butler's Cottage
Waterfront with Private Pier and Tranquil Water views!
Property grounds

Waterfront with Private Pier and Tranquil Water views!

10.0 out of 10, Exceptional, (106)
"What a beautiful home. The views were amazing. The house was stocked with eveything you can think of. It was very clean. My husband and I will visit again. This is our favorite place @ the rivah. The neighborhood was very quiet and relaxing. Thanks to The owners for sharing their home . See ya again very soon, Ferry Creek retreat. Randy & Vanessa "
Waterfront with Private Pier and Tranquil Water views!
The Crab Shack on Carter's Creek
Outdoor dining

The Crab Shack on Carter's Creek

10.0 out of 10, Exceptional, (81)
"QuietCleanExcellent communication with owner"
The Crab Shack on Carter's Creek
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Outdoor dining

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

10.0 out of 10, Exceptional, (168)
"Property was beautiful, clean, and quiet. The house had everything you need to sleep, prepare meals, and relax! My wife and I will be back for sure."
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Cottage (2 Bedrooms) | Interior

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

3.0 star property
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Modern Beachfront Cottage with Endless Bay Views
Terrace/patio

Modern Beachfront Cottage with Endless Bay Views

9.8 out of 10, Exceptional, (73)
"Our stay was phenomenal! It was a much needed weekend away in somewhat of a bubble. Quiet, relaxing, divine views, ease of access, and a clean property made the trip an absolute 1. We will be coming back! "
Modern Beachfront Cottage with Endless Bay Views
The Sailors Cottage
Outdoor dining

The Sailors Cottage

2.0 star property
10.0 out of 10, Exceptional, (1)
The Sailors Cottage
Beach Bettie's - Serene, charming cottage located on the Chesapeake Bay!
Property grounds

Beach Bettie's - Serene, charming cottage located on the Chesapeake Bay!

6.6 out of 10, (4)
"Avoid at all costs. Filthy, bug-infested dump. Worse, it took the property management company 18 hours to get us into another property. "
Beach Bettie's - Serene, charming cottage located on the Chesapeake Bay!
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.
View all properties
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

Best Western Kilmarnock Hotel

Best Western Kilmarnock Hotel

10/10 Excellent
"Our stay was nice. Breakfast was nice."
LaTasha 2-night trip
Posted 4 days ago
Best Western Kilmarnock Hotel

Frequently asked questions

Why book your cottage in Gwynn with Expedia?
Expedia has some great cottages in Gwynn, so get ready for a memorable vacay close to nature. If you need to stick to a budget, select how much you're willing to spend and the preferred star rating of your property. Or, make the most of our filters to search for cottages with a pool or a kitchen. We'll help you find the right digs whatever your trip looks like.
How can I find cheap cottages in Gwynn?
The simplest way to uncover cheap cottages in Gwynn is with Expedia's user-friendly filter tool. Narrow down your search results by star rating, amenities and budget to nab awesome bargains in just a few clicks.