Search Gwynn Cottage Rentals from CA $448

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Gwynn Cottages

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, (201)
"The cottage is extremely well appointed, very clean, comfortable and affords a great view of Hills Bay. Three adults and a toddler enjoyed their 3-night stay immensely. ."
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
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, (332)
"The house and location were perfect. We had plenty of space for two families to spread out, SO many kitchen items, lovely decorations, gorgeous views- this was the total package!!"
Cottage on a Private Island in the York River
Historic Cottage on Ware River Estate
Property grounds

Historic Cottage on Ware River Estate

10.0 out of 10, Exceptional, (262)
"Everything was so charming and cozy! We appreciated the little holidy touches for our Christmas away from home. I would definitely come again when in the area!"
Historic Cottage on Ware River Estate
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Property grounds

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

9.4 out of 10, Exceptional, (63)
"This place was perfect! A great location, beautiful property, and well furnished. We’ll be back!"
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Spring has sprung in Irvington and the Easter Bunny is almost here.
Property grounds

Spring has sprung in Irvington and the Easter Bunny is almost here.

10.0 out of 10, Exceptional, (288)
"Great place to stay while in Irvington!"
Spring has sprung in Irvington and the Easter Bunny is almost here.
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (152)
"Shannon's home is gorgeous. My husband and I had a fantastic time celebrating our anniversary here. The views are exquisite and the cottage is very comfortable. It was incredibly peaceful and relaxing. It feels remote and isolated but food and stores are only 15 minutes away! We can't wait to return!peaceful and very comfortable. "
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Romantic Waterfront Abode with Patio & Dock!
Interior

Romantic Waterfront Abode with Patio & Dock!

9.8 out of 10, Exceptional, (49)
"Cozy and comfortable, very relaxing and quiet."
Romantic Waterfront Abode with Patio & Dock!
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!
Oceanfront White Stone Cottage w/ Private Beach!
Terrace/patio

Oceanfront White Stone Cottage w/ Private Beach!

7.4 out of 10, Good, (71)
"Just what we were looking for,great bay view ,off the beaten path"
Oceanfront White Stone Cottage w/ Private Beach!
The Little Blue Cottage - Topping : Waterfront!
Miscellaneous

The Little Blue Cottage - Topping : Waterfront!

9.8 out of 10, Exceptional, (41)
"Very enjoyable stay. "
The Little Blue Cottage - Topping : Waterfront!
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, (2)
"Wonderful family time"
Waterfront Urbanna Home w/ Private Dock & Pool
Bubba Butler's Cottage
Miscellaneous

Bubba Butler's Cottage

9.8 out of 10, Exceptional, (8)
"House was perfect for what we needed. Clean and in a great location."
Bubba Butler's Cottage
Relaxing Riverfront Cottage w/ Boat Dock!
Property grounds

Relaxing Riverfront Cottage w/ Boat Dock!

10.0 out of 10, Exceptional, (33)
"We came for the Urbanna oyster festival and found the cottage to be a perfect landing spot for us. Charming, clean, beautiful view, and well stocked! "
Relaxing Riverfront Cottage w/ Boat Dock!
Modern Beachfront Cottage with Endless Bay Views
Outdoor dining

Modern Beachfront Cottage with Endless Bay Views

9.8 out of 10, Exceptional, (67)
"I needed a quick break from work and this was the perfect place! "
Modern Beachfront Cottage with Endless Bay Views
3 BR Bay Home w Private Dock & all the Amenities
Property grounds

3 BR Bay Home w Private Dock & all the Amenities

10.0 out of 10, Exceptional, (10)
"We wanted a place to get away with our kids before the hustle and bustle of the school year and sports start. It was a perfect home with lots of great amenities and a great location!"
The price is CA $448
CA $1,034 total
includes taxes & fees
May 13 - May 14
3 BR Bay Home w Private Dock & all the Amenities
The Crab Shack on Carter's Creek
Interior

The Crab Shack on Carter's Creek

10.0 out of 10, Exceptional, (74)
"The place was sparkling clean, the host was really gracious and helpful. The pullout couch is a really high quality brand feels like a true bed. Thank you for a great stay!"
The Crab Shack on Carter's Creek
Waterfront Gloucester Cottage w/ Private Boat Dock
Terrace/patio

Waterfront Gloucester Cottage w/ Private Boat Dock

9.6 out of 10, Exceptional, (7)
"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 Deltaville Cottage w/ Fire Pit!
Fridge, microwave, stovetop, coffee/tea maker

Waterfront Deltaville Cottage w/ Fire Pit!

9.2 out of 10, Wonderful, (5)
"We enjoyed our stay at Holly’s place. It was incredibly clean and we used the fire pit for s’mores the last night."
Waterfront Deltaville Cottage w/ Fire Pit!
Riverfront Cottage: Fire Pit & Kayaks
TV, fireplace, DVD player, books

Riverfront Cottage: Fire Pit & Kayaks

9.8 out of 10, Exceptional, (34)
"Very nice house and the sunset was gorgeous "
Riverfront Cottage: Fire Pit & Kayaks
*SANDY HILL SUNSETS*
On the beach, sun loungers

*SANDY HILL SUNSETS*

10.0 out of 10, Exceptional, (72)
"Wonderful trip as always!"
*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.
Don't see what you're looking for?
See all available properties in Gwynn
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Gwynn

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, (201)
"The cottage is extremely well appointed, very clean, comfortable and affords a great view of Hills Bay. Three adults and a toddler enjoyed their 3-night stay immensely. ."
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
Camp Cardinal Gloucester Point
Property grounds

Camp Cardinal Gloucester Point

2.5 star property
8.8 out of 10, Excellent, (21)
"Clean, convenient, staff was wonderful, cabin was basic but comfortable with everything a person needed. Would definitely stay here again. Loved our stay!, "
Camp Cardinal Gloucester Point
Enjoy family fun and Sunsets at Piankatank Point.
Outdoor spa tub

Enjoy family fun and Sunsets at Piankatank Point.

9.6 out of 10, Exceptional, (53)
"Exactly as advertised will be booking again"
Enjoy family fun and Sunsets at Piankatank Point.
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.