Gwynn Vacation Rentals from $315: Search Short-Term Rentals

Q: 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.

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In two weeks

In two months

In three months

In four months

Our top choices for Gwynn vacation rentals

1. Riverfront Cottage: Fire Pit & Kayaks

Deltaville

Donna P.

$377 nightly

Sep 23 - Sep 24

Total with taxes and fees

2. Affordable Cottage!

Deltaville

Jessica T.

$301 nightly

Sep 28 - Sep 29

Total with taxes and fees

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

Diggs

$40 nightly

Sep 22 - Sep 23

Total with taxes and fees

Cottage (2 Bedrooms) | Front of property

4. Riverfront Cottage: Fire Pit & Kayaks

Deltaville

$371 nightly

Sep 23 - Sep 24

Total with taxes and fees

5. 1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

Mathews

Casey J.

$286 nightly

Oct 5 - Oct 6

Total with taxes and fees

6. Campsite #3 At Blanchard Farm

Diggs

$38 nightly

Sep 22 - Sep 23

Total with taxes and fees

7. Campsite #4 At Blanchard Farm

Diggs

$38 nightly

Sep 22 - Sep 23

Total with taxes and fees

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

Kilmarnock

Darren W.

$253 nightly

Sep 29 - Sep 30

Total with taxes and fees

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Top Gwynn Hotel Reviews

Warner Hall

10/10 Excellent

"The historical significance of this property is reason alone to visit. George Washington's great grandfather established a plantation there in 1642. While original buildings were burned, the owners have restored according to drawings and records. There's a cemetery on property with graves from 1600s. Attention to service was outstanding and personal."

The Little Blue Cottage - Topping : Waterfront!

10/10 Excellent

"The property is charming and quiet. Last minute reservation and the owner was great with our request. Would definitely recommend this to others that want to stay and relax for the weekend. The only thing that is concerning is that the neighbors down the way let their dogs run around not on leashes, so if you are walking your dogs be advised that their are 2 German shepards that run around not on leashes . But other than that is was a great house for a great price and very relaxing"

Quality Inn Kilmarnock

8/10 Good

"We stayed from Friday to Monday. We did not have any service to the room. We asked a lady that was cleaning other rooms for more coffee and shampoo (empty container at the shower) amd she said it was not her room in her list. So, no towels, shampoo or coffee. Very disappointing. Other than that, it is a OK hotel."

Waterfront Cottage w Private Beach on Chesapeake Bay!

10/10 Excellent

"We had a fabulous time at the cottage! It had everything you could possibly want to make your stay enjoyable and entertaining. We were there to rest & recuperate after some recent medical issues, so we didn't use any of the water/recreational equipment but it was available (hubby looked in the shed). Believe the extensive amenities listing -- Cheri was very accurate in listing what was provided and available for use.The photos posted of the cottage were also very accurate but they didn't convey how clean the cottage was (no inside bugs, even) and especially, the magnificent view. We were mesmerized by the view! Sitting in the great room, looking out of the windows, all we could see was water and sky. We felt like we were on a houseboat!At first, I didn't think I'd like being on the river side of Gwynn's instead of on the Bay side. Turns out, it was a plus. We didn't want to cook so it was really easy to get to the 2 island restaurants and to all the Mathews' restaurants.I also appreciated Cheri's helpfulness, hospitality and availability. I really enjoyed communicating with her. She made everything so easy for us and we'd love to return to the cottage again."

Restored 1930s Cottage on 1 Acre w/ Fire Pit

10/10 Excellent

"Great place to relax and enjoy a quiet setting which is still close to Yorktown and Williamsburg. Pet friendly with room to walk. The kitchen was well stocked with everything you need and all appliances. Catesby was a wonderful host and always reachable by phone. Nice porch and outdoor fire pit which would have been used more except that it was August."

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 $315 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.

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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.

Room 1

Check prices for these dates

Our top choices for Gwynn vacation rentals

1. Riverfront Cottage: Fire Pit & Kayaks

2. Affordable Cottage!

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

4. Riverfront Cottage: Fire Pit & Kayaks

5. 1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

6. Campsite #3 At Blanchard Farm

7. Campsite #4 At Blanchard Farm

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

9. RivahMojo on Mill Creek-just off RappahannockRiver

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

11. Radiant Gloucester House w/ Private Porch!

12. Smith Beach cottage w/ private sunset

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

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

15. The Nook in Kilmarnock Va 3 bedroom

16. Radiant Gloucester House w/ Private Porch!

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

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

19. The Waverly Tree House

20. Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden

Find vacation rentals that suit your style

Top Gwynn Hotel Reviews

Warner Hall

Bethpage Camp-Resort

Hampton Inn Gloucester

Nassawadox Creek Waterfront Home with Private Pool

The Little Blue Cottage - Topping : Waterfront!

Quality Inn Kilmarnock

Waterfront Cottage w Private Beach on Chesapeake Bay!

Holiday Inn Express Gloucester by IHG

Restored 1930s Cottage on 1 Acre w/ Fire Pit

Find out more about Gwynn

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