A pier extending into calm waters at sunset with a clear sky.

Gwynn Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Gwynn vacation rentals

A wooden dock leading to a house with a covered porch and outdoor seating.

1. Riverfront Cottage: Fire Pit & Kayaks

Riverfront Cottage: Fire Pit & Kayaks
Deltaville
9.8 out of 10, Exceptional, (50 reviews)
"Very peaceful. Loved the view. The house was set up nicely. Enjoyed our stay"
United States
Donna P.
$375 nightly
The price is $414
Sep 15 - Sep 16
Total with taxes and fees
Riverfront Cottage: Fire Pit & Kayaks
A forested area with a dirt path leading to a wooden cabin.

2. RV Site On Blanchard Farm -MAX RV LENGTH 24 FT

RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
Diggs
$40 nightly
The price is $44
Sep 13 - Sep 14
Total with taxes and fees
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT

3. Affordable Cottage!

Affordable Cottage!
Deltaville
10.0 out of 10, Exceptional, (3 reviews)
"Clean rooms and comfortable beds, very quiet area! "
United States
Jessica T.
$301 nightly
The price is $332
Sep 14 - Sep 15
Total with taxes and fees
Affordable Cottage!
A sandy beach path leading to the ocean, surrounded by dry grass.

4. 1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
Mathews
10.0 out of 10, Exceptional, (40 reviews)
"The house was cozy, clean, and welcoming. Would definitely recommend! Rooms were all very spacious. "
United States
Casey J.
$296 nightly
The price is $326
Sep 21 - Sep 22
Total with taxes and fees
1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
A wooden dock leading to a house with a covered porch and outdoor seating.

5. Riverfront Cottage: Fire Pit & Kayaks

Riverfront Cottage: Fire Pit & Kayaks
3.0 star property
Deltaville
$371 nightly
The price is $409
Sep 15 - Sep 16
Total with taxes and fees
Riverfront Cottage: Fire Pit & Kayaks
A hammock tied between two trees in a forested area.

6. Campsite #3 At Blanchard Farm

Campsite #3 At Blanchard Farm
Diggs
$38 nightly
The price is $42
Sep 11 - Sep 12
Total with taxes and fees
Campsite #3 At Blanchard Farm
A hammock tied between two trees in a forested area.

7. Campsite #4 At Blanchard Farm

Campsite #4 At Blanchard Farm
Diggs
$38 nightly
The price is $42
Sep 13 - Sep 14
Total with taxes and fees
Campsite #4 At Blanchard Farm
A dining area with a view of a lake and trees, featuring white tables and benches, ceiling fans, and large windows.

8. RivahMojo on Mill Creek-just off RappahannockRiver

RivahMojo on Mill Creek-just off RappahannockRiver
Topping
10.0 out of 10, Exceptional, (26 reviews)
"Property was lovely, host very responsive, couldn’t ask for more!"
United States
Donna B.
$377 nightly
The price is $415
Sep 27 - Sep 28
Total with taxes and fees
RivahMojo on Mill Creek-just off RappahannockRiver
A bedroom with a bed, bedside tables, a window with curtains, a patterned rug, and a ceiling vent.

9. Belle Haven - High Speed internet, walk to town

Belle Haven - High Speed internet, walk to town
Kilmarnock
10.0 out of 10, Exceptional, (40 reviews)
"Great cottage, beautiful place to stay at"
United States
Darren W.
$254 nightly
The price is $293
Sep 15 - Sep 16
Total with taxes and fees
Belle Haven - High Speed internet, walk to town
A porch with two rocking chairs, a black door, and a mailbox.

10. The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom
Kilmarnock
10.0 out of 10, Exceptional, (6 reviews)
"This home is comfortable, well appointed, and in a great location. Host is accommodating and communicates appropriately I highly recommend this property!"
United States
Anonymous traveler
$417 nightly
The price is $472
Sep 11 - Sep 12
Total with taxes and fees
The Nook in Kilmarnock Va 3 bedroom
A modern kitchen with a central island, stainless steel appliances, and teal bar stools.

11. Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~

Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~
Kilmarnock
10.0 out of 10, Exceptional, (5 reviews)
"Nice rambler in a great in town location with hot tub, firepit, and fenced in yard. Also great value for the price. "
United States
Melinda H.
$297 nightly
The price is $336
Sep 15 - Sep 16
Total with taxes and fees
Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

12. Nice 3-bedroom house with AC in peaceful Hartfield

Nice 3-bedroom house with AC in peaceful Hartfield
Hartfield
$233 nightly
The price is $257
Oct 7 - Oct 8
Total with taxes and fees
Nice 3-bedroom house with AC in peaceful Hartfield
A covered outdoor area with a pool, wicker furniture, and large windows offering a view of the outdoors.

13. The Bungalow, Pool, Dock, Kayaks, & Game Room

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
$345 nightly
The price is $381
Sep 16 - Sep 17
Total with taxes and fees
The Bungalow, Pool, Dock, Kayaks, & Game Room
A kitchen with dark blue cabinets, a gas stove, a sink, and a window overlooking the backyard.

14. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
Gloucester
9.4 out of 10, Exceptional, (33 reviews)
"This is a very comfortable clean home in a nice quiet neighborhood. It’s very close to some excellent restaurants and places of interest. We especially enjoyed the sunroom."
United States
Joseph B.
$328 nightly
The price is $365
Sep 30 - Oct 1
Total with taxes and fees
Radiant Gloucester House w/ Private Porch!
A kitchen with dark blue cabinets, a gas stove, a sink, and a window overlooking the backyard.

15. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
3.0 star property
Gloucester
$322 nightly
The price is $358
Sep 30 - Oct 1
Total with taxes and fees
Radiant Gloucester House w/ Private Porch!
A covered porch with wooden benches and chairs, large windows, and a view of a grassy area.

16. Restored 1930s Cottage on 1 Acre w/ Fire Pit

Restored 1930s Cottage on 1 Acre w/ Fire Pit
Hayes
9.6 out of 10, Exceptional, (90 reviews)
"Nice, relaxing stay! Just what we were looking for."
United States
Daniela R.
$327 nightly
The price is $364
Sep 13 - Sep 14
Total with taxes and fees
Restored 1930s Cottage on 1 Acre w/ Fire Pit
A modern house with a deck, outdoor seating, and a pool.

17. Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck

Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck
Topping
9.6 out of 10, Exceptional, (11 reviews)
"Great property. This property is private, well stocked and has amazing views."
United States
Casi H.
$548 nightly
The price is $604
Sep 23 - Sep 24
Total with taxes and fees
Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck
A wooden deck with a white fence and a lounge chair, overlooking a calm body of water during sunset.

18. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.6 out of 10, Exceptional, (21 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
$361 nightly
The price is $421
Sep 15 - Sep 16
Total with taxes and fees
Smith Beach cottage w/ private sunset
A hot tub on a wooden deck with a view of a lake and trees.

19. Water front Oasis with pickle-ball court and hot tub

Water front Oasis with pickle-ball court and hot tub
North
8.6 out of 10, Excellent, (14 reviews)
"The house was perfect for my coworkers and I who were in the area for work for a couple days. Jessica was friendly and communicated well. Would recommend for anyone looking for a lot of space to relax in a quiet area."
United States
Jonas M.
$1,309 nightly
The price is $1,444
Sep 13 - Sep 14
Total with taxes and fees
Water front Oasis with pickle-ball court and hot tub
A house surrounded by dense greenery and a small dock extending into a body of water.

20. Nassawadox Creek Waterfront Home with Private Pool

Nassawadox Creek Waterfront Home with Private Pool
Exmore
10.0 out of 10, Exceptional, (74 reviews)
"My stay was Amazing! The house was perfect! Clean and stocked with an abundance of everything you could need.The veiw was breathtaking! Thank you for a beautiful week on the shore"
United States
lynette B.
$429 nightly
The price is $477
Oct 7 - Oct 8
Total with taxes and fees
Nassawadox Creek Waterfront Home with Private Pool
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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Top Gwynn Hotel Reviews

Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

10/10 Excellent
"Great"
Deyvis 1-night trip
Posted 9 hours ago
Holiday Inn Express Gloucester by IHG

Find out more about Gwynn

Everything you need to know about Gwynn vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Gwynn vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gwynn vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gwynn vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gwynn. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Gwynn in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $364 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Gwynn rentals

At Expedia, we put the best Gwynn vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Gwynn rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gwynn vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gwynn. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Gwynn?

Yes, we give you a choice of vacation rentals near the most popular sights in Gwynn, or you can select a more secluded option if you want a relaxing place to stay. Gwynn is known for its museums.

What are some of the best vacation rentals that Gwynn has to offer?

Gwynn's Island Gem | Private Beach & Bay Views: This highly rated vacation home rental in Gwynn is located on the waterfront and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Gwynn?

Choose from 9 Expedia vacation rentals in Gwynn for a memorable vacation.

What can I see and do in Gwynn?

Explore the area and family-friendly sights such as Deltaville Maritime Museum, or get out into nature at a spot like Chesapeake Bay. In the larger area, you’ll find Gwynn's Island Museum and Deltaville Marina.

What are vacation rentals like in Gwynn?

Vacation rentals are privately owned accommodations you can book for a short or long stay in Gwynn. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for families.