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Check prices for these dates

Next weekend
16 Jum. I - 18 Jum. I
In two weeks
23 Jum. I - 25 Jum. I
In one month
6 Jum. II - 8 Jum. II
In two months
4 Raj. - 6 Raj.

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 hostā€¦ she has stocked the house with anything that you will need. We canā€™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)
"Excellent place to rest your head. Cozy, clean, and comfortable. "
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Chesapeake Bay Beachfront Retreat
View from property

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
Beach

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!
Property grounds

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
Miscellaneous

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, (2)
"We had a great stay. Several levels to enjoy the water view all times of day - I side, wraparound porch, yard, beach, and pier. We kayaked nearby, visited the local Deltaville museum, and took a few day trips around the middle peninsula. Very relaxing, and nice to have the kitchen and grill for home cooked seafood from the nearby market."
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
Outdoor dining

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, (3)
"We couldnā€™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 SARĀ 656
SARĀ 1,183 total
includes taxes & fees
7 May - 8 May
Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!
15 Mi to Gloucester: Waterfront Mathews Home!
Interior

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
Outdoor dining

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"
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 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
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.
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.