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Compare 133 Vacation Homes in Gwynn with updated reviews, rates, and availability.

Relaxing 1 bedroom 2019 Camper beside the Seven River
Property grounds

Relaxing 1 bedroom 2019 Camper beside the Seven River

9.4 out of 10, Exceptional, (18)
" The location was great if you want a quiet place and close to the river. We enjoyed walking down to edge and watching the water. We also enjoyed walking around the neighborhood. The camper was very clean. Kimberly and her husband were very nice and helped with the few little problems that we had. We really enjoyed our stay there."
The price is AED 246
AED 621 total
includes taxes & fees
21 Jan - 22 January 2025
Relaxing 1 bedroom 2019 Camper beside the Seven River
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Exterior

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (88)
"We loved our stay. We were looking for somewhere away from the chaos of holiday in Williamsburg but accessible. It fit perfectly. House was quiet, clean and comfortable. Made for a wonderful weekend. "
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
Notice 4 kayaks on side of house for guests use!

MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

10.0 out of 10, Exceptional, (148)
"I knew when I found this listing that I may have uncovered a hidden gem and I was right! We stayed just for a long weekend but everything was cozy and the local towns were so friendly. We definitely enjoyed White Dog Bistro, Southwind Pizza and Richardsons. Even though we ate out most of our time, the house had most of the essentials if you chose to cook there. The hot tub and fire pit were favorites, we stopped at Food Lion just to get Marshmallows to roast. My husband caught lots of fish...
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Machipongo Vacation Rental | 4BR | 2.5BA | 2,925 Sq Ft | Step-Free Access

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

10.0 out of 10, Exceptional, (4)
"We had a great time and stay at this property!! Would love to stay here again!"
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Beachfront Urbanna Home w/ Gas Grill & Deck!
Urbanna Vacation Rental | 3BR | 3.5BA | Stairs Required | 4,467 Sq Ft

Beachfront Urbanna Home w/ Gas Grill & Deck!

10.0 out of 10, Exceptional, (14)
"The house was amazing and we would stay there again!"
Beachfront Urbanna Home w/ Gas Grill & Deck!
Cozy Country setting with comforts of home
Exterior

Cozy Country setting with comforts of home

8.8 out of 10, Excellent, (15)
"Was very warm and inviting atmosphere. Easy to find and off the main traffic at the same time very convenient. "
Cozy Country setting with comforts of home
Cozy cottage on the Chesapeake Bay
View from house

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (40)
"We have stayed at Glenda’s place multiple times and love it every time. It’s the perfect place to reconnect with my family and enjoy the peace of the Rivah. Everything is clean and comfortable and well stocked. Thank you Glenda!"
Cozy cottage on the Chesapeake Bay
Nassawadox Creek Waterfront Home with Private Pool
Dock onto Nassawadox Creek - 3 feet at low tide, 4 feet at high tide.

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (39)
"This is a beautiful house and Nancy is an outstanding host. We enjoyed sitting by the pool and birdwatching. My wife wanted to take the scenic main room home with us. "
Nassawadox Creek Waterfront Home with Private Pool
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!
Welcome to the Blue House. It's walking distance to most everything in Irvington

Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!

9.8 out of 10, Exceptional, (160)
"We enjoyed our stay so close to the Tides Inn for the Taste of the Bay. Irvington is a quaint walkable town, perfect for getting away from the hustle and bustle of fast paced locations."
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!
Monthly discount- beautiful house, Gloucester VA
Eat in kitchen with new granite counters

Monthly discount- beautiful house, Gloucester VA

10.0 out of 10, Exceptional, (18)
"Our weekend stay was perfect and cozy. The home was clean and had everything we needed. "
Monthly discount- beautiful house, Gloucester VA
Fantastic waterfront home on Jackson Creek

Fantastic waterfront home on Jackson Creek

10.0 out of 10, Exceptional, (49)
"Nice place, interesting layout"
Fantastic waterfront home on Jackson Creek
Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>
Come stay in our Kilmarnock home. Just steps to downtown

Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>

9.8 out of 10, Exceptional, (126)
"Great place to enjoy time with family and friends. Loved the antiques and eclectic furniture and accessories,as well as art work and pottery. Very conveniently located to community amenities. Would highly recommend to anyone looking to enjoy this area ."
Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>
Chesapeake Bay Waterfront: Kayaks, Fire Pit, Wifi, Bikes, Dog-friendly
Amazing views of the East River

Chesapeake Bay Waterfront: Kayaks, Fire Pit, Wifi, Bikes, Dog-friendly

10.0 out of 10, Exceptional, (93)
"The house was amazing! The setup is absolutely perfect for families. Everything was labeled in the kitchen so you’re not spending 1/2 your visit looking for things! There were little personal touches that were very special, a note for the dogs and a welcome sign! Karla was so kind when I reached out. We can’t say enough about this place! "
Chesapeake Bay Waterfront: Kayaks, Fire Pit, Wifi, Bikes, Dog-friendly
Huntington Farm - Great Family Retreat
2eda138b-60e2-4449-a27f-f8622c680ce7.c10

Huntington Farm - Great Family Retreat

9.6 out of 10, Exceptional, (54)
"Great place to stay and beautiful views. Was perfect for our group. Highly recommend!"
Huntington Farm - Great Family Retreat
BAYHAMAS✌️❤️ Beachfront Private 3 Bedroom Home White Stone-Sauna-Dock
Bayhamas! Something special you will truly enjoy!

BAYHAMAS✌️❤️ Beachfront Private 3 Bedroom Home White Stone-Sauna-Dock

10.0 out of 10, Exceptional, (3)
"After having issues with another location in this area we were in need of another place to stay. We contacted the owners because it was less then 24 hours from the following day check in. They responded very quickly and were able to make it work for use. Beautiful place to stay right on the bay. This is a very family friendly place and we hope to visit it again soon."
BAYHAMAS✌️❤️ Beachfront Private 3 Bedroom Home White Stone-Sauna-Dock
River Retreat with Sunset Views
The View.

River Retreat with Sunset Views

10.0 out of 10, Exceptional, (10)
"Our group, which consisted of two couples, came down for a fall getaway. The house was clean, had everything we needed and more! The array of spices was a treat. The beds were comfy and the view was beautiful. We will be back."
River Retreat with Sunset Views
Coco’s Cabana
Large front yard, perfect for yard games.

Coco’s Cabana

9.6 out of 10, Exceptional, (28)
"Great "
Coco’s Cabana
Waterfront w/Floating Dock, Kayaks~Family Home
Interior

Waterfront w/Floating Dock, Kayaks~Family Home

10.0 out of 10, Exceptional, (5)
"Good location, great kitchen and porch. Lovely and quiet setting. Would definitely stay again."
Waterfront w/Floating Dock, Kayaks~Family Home
Spectacular waterfront property with breathtaking views of the Chesapeake Bay!
Back Deck overlooking the water. Panoramic views of the sunrise and sunset.

Spectacular waterfront property with breathtaking views of the Chesapeake Bay!

10.0 out of 10, Exceptional, (18)
"Our family had a great time at this beautiful house. Great location and plenty of activities to do in addition to relaxing in the house. Highly recommend and we hope to be back!"
Spectacular waterfront property with breathtaking views of the Chesapeake Bay!
Retreat to Fairytale Cottage with Pool, Kayak
You've arrived! Step in to your welcoming retreat from the hustle and bustle of daily life. Here you will relax, reconnect with yourself and others.

Retreat to Fairytale Cottage with Pool, Kayak

10.0 out of 10, Exceptional, (6)
"Spent Thanksgiving with my family and 2 goldendoodles and stayed at this perfect cottage! It’s much bigger than I had envisioned and enough privacy between the bedrooms! Great outdoor screened porch and gas fire pit was also a great addition. It’s a very private and quiet location and the meadow that the house overlooks is beautiful and our dogs loved spending time in the meadow! The house was stocked with all kitchen equipment you could need and Maria was readily available if needed!! Would...
Retreat to Fairytale Cottage with Pool, Kayak
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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Other property types in Gwynn

Waterfront Cottage with Private Beach, Sunsets over Water
View of Hills Bay from the deck

Waterfront Cottage with Private Beach, Sunsets over Water

10.0 out of 10, Exceptional, (198)
"This was just what we needed for our holiday trip. The water views were great, saw various water birds including geese and a heron that posed for us out back. The place was clean and had all of the amenities of home. We are considering making this a holiday tradition!"
Waterfront Cottage with Private Beach, Sunsets over Water
Private 5-acre Waterfront Peninsula with Beach
Terrace/patio

Private 5-acre Waterfront Peninsula with Beach

9.4 out of 10, Exceptional, (34)
"We had such a wonderful time! The location was absolutely beautiful and so peaceful. The house was very comfortable and clean making it easy to just relax. Note to future renters - the property and it's amenities have been greatly loved. The peddle boat rudder wasn't working, one of the kayaks was cracked and leaking, hot tub never got up to temperature, several nails were popping up out of the deck which had several loose boards and splinters, and the kitchen needed some work as the knobs were...
The price is AED 158
AED 2,745 total
includes taxes & fees
6 Jan - 7 January 2025
Private 5-acre Waterfront Peninsula with Beach
Camp Cardinal Gloucester Point
Property grounds

Camp Cardinal Gloucester Point

2.5 star property
8.8 out of 10, Excellent, (20)
"Cabin was clean. Check in was easy. Had a great time. "
The price is AED 364
AED 405 total
includes taxes & fees
3 Jan - 4 January 2025
Camp Cardinal Gloucester 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.