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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 160 Vacation Homes in Gwynn with updated reviews, rates, and availability.

Private Beach & Deck: Bayfront Home in Hayes!
Fridge, microwave, stovetop, dishwasher

Private Beach & Deck: Bayfront Home in Hayes!

10.0 out of 10, Exceptional, (20)
"Excellent experience"
Private Beach & Deck: Bayfront Home in Hayes!
Riverfront Virginia Home - Dock, Fire Pit & Kayaks
Fridge, microwave, oven, stovetop

Riverfront Virginia Home - Dock, Fire Pit & Kayaks

10.0 out of 10, Exceptional, (12)
"This house was perfect for a Girls Weekend! Ashley is an amazing host… she has stocked the house with anything that you will need. We can’t wait to go back!"
Riverfront Virginia Home - Dock, Fire Pit & Kayaks
Small Town Getaway - close to in-town Mathews with a casual rural life
Exterior

Small Town Getaway - close to in-town Mathews with a casual rural life

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay!! Everything was perfect. We would stay there again and would recommend others to enjoy it as well. "
Small Town Getaway - close to in-town Mathews with a casual rural life
Waterfront Hartfield Vacation Rental w/ Dock!
Terrace/patio

Waterfront Hartfield Vacation Rental w/ Dock!

9.8 out of 10, Exceptional, (21)
"Loved the house - very private, quiet and such a private tranquil retreat. Would love to come back in the summer!"
Waterfront Hartfield Vacation Rental w/ Dock!
Nassawadox Creek Waterfront Home with Private Pool
Outdoor pool

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (41)
"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
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Fridge, microwave, oven, stovetop

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (97)
"The cottage was very nice, clean, and convenient to many attractions. We will definitely be back!"
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Chesapeake Bay Beachfront Retreat
TV, video games, foosball, books

Chesapeake Bay Beachfront Retreat

9.4 out of 10, Exceptional, (136)
"Terrific houses with incredible views of the bay. Kids loved playing on the beach and in the game room. Have rented before and hopefully will come back again"
Chesapeake Bay Beachfront Retreat
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Fridge, microwave, oven, stovetop

Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

9.4 out of 10, Exceptional, (119)
"We had a great family getaway. We especially loved the screened in front porch, private beach, and the generosity of the hosts!"
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Cozy cottage on the Chesapeake Bay
Property grounds

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (42)
"Clean and clutter-free property right on the water! Loved it."
Cozy cottage on the Chesapeake Bay
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!
Exterior

The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!

9.6 out of 10, Exceptional, (21)
"The house is lovely and the view of the river is gorgeous - especially the sunsets. There are huge windows looking out into the the trees and the river. There was plenty of space for all 8 of us. The kitchen has everything you would need - even popover pans! The owners were wonderful: when the kitchen faucet broke, they fixed it immediately.The private beach is lovely too - although we couldn't really use it that much given it was December. It would be great to come back in the summer."
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!
Private, 7-acre waterfront retreat on Winter Harbor Haven
Property grounds

Private, 7-acre waterfront retreat on Winter Harbor Haven

10.0 out of 10, Exceptional, (127)
"House and surroundings are gorgeous and peaceful."
Private, 7-acre waterfront retreat on Winter Harbor Haven
Pet-Friendly Gem w/ Private Dock in Deltaville!
TV, DVD player, books, stereo

Pet-Friendly Gem w/ Private Dock in Deltaville!

10.0 out of 10, Exceptional, (1)
"We spent a month at this beautiful peaceful retreat & it was wonderful. The home is a rustic, unique A-frame situated right on the Rappahannock River. We had the privilege of seeing several bald eagles from the back deck during our stay. It was very comfortable and we felt like we were at home while we were there. We brought our Labrador Retriever who enjoyed his stay as well. Would highly recommend this property to others who are looking for a laid back place to stay complete with tranquility...
Pet-Friendly Gem w/ Private Dock in Deltaville!
Cozy Country setting with comforts of home
Terrace/patio

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
HIGH TIDE: Spacious Comfort Next to Tides Inn
TV, fireplace

HIGH TIDE: Spacious Comfort Next to Tides Inn

9.6 out of 10, Exceptional, (10)
"A perfect place for family members to be together for a family wedding in kilmarnock"
HIGH TIDE: Spacious Comfort Next to Tides Inn
Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!
Smart TV, fireplace

Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!

10.0 out of 10, Exceptional, (1)
"We couldn’t have asked for a more perfect stay. The house is spacious and comfortable, and grounds were incredible. The host thought of everything. Communication was easy and prompt. We will be returning. "
The price is AED 643
AED 1,159 total
includes taxes & fees
27 Apr - 28 Apr
Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!
15 Mi to Gloucester: Waterfront Mathews Home!
Property grounds

15 Mi to Gloucester: Waterfront Mathews Home!

10.0 out of 10, Exceptional, (26)
"Extremely comfortable, well equipped home in a gorgeous location. Relaxing spot on the water with plenty of entertainment for all ages. Highly recommend. "
15 Mi to Gloucester: Waterfront Mathews Home!
Private Beach, Outdoor Living. Kayaks, BBQ, ping pong, more
Exterior

Private Beach, Outdoor Living. Kayaks, BBQ, ping pong, more

10.0 out of 10, Exceptional, (7)
"If you want a place to spend with your family relaxing and having fun and waking up the most amazing views stay here!!"
Private Beach, Outdoor Living. Kayaks, BBQ, ping pong, more
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
3 bedrooms, memory foam beds, iron/ironing board, free WiFi

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

10.0 out of 10, Exceptional, (152)
"Peaceful setting wonderful views. Location is wonderful. Excellent!"
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
Fridge, microwave, oven, stovetop

A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**

9.8 out of 10, Exceptional, (149)
"Beautiful area, quiet and peaceful. LOVED the screened in porch."
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
Water front Oasis with pickle-ball court and hot tub
Terrace/patio

Water front Oasis with pickle-ball court and hot tub

8.8 out of 10, Excellent, (5)
"The Cradle Point Estate is absolutely amazing. Family-Friendly and great location for a retreat. Peace and Serenity The hosts are phenomenal. Will rent again in the very near future In The Spirit Of Community"
The price is AED 1,840
AED 4,367 total
includes taxes & fees
27 Apr - 28 Apr
Water front Oasis with pickle-ball court and hot tub
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

Gwynn's Island Cottage: Waterfront w Private Beach, Sunsets over Water
Property grounds

Gwynn's Island Cottage: Waterfront w 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 Private Beach, Sunsets over Water
Camp Cardinal Gloucester Point
Basic Cottage

Camp Cardinal Gloucester Point

2.5 star property
8.8 out of 10, Excellent, (20)
"I have stayed here multiple times. Staff is friendly and helpful. The area is very beautiful "
The price is AED 305
AED 339 total
includes taxes & fees
29 Apr - 30 Apr
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.