Gwynn Vacation Rentals from ￥56,483: 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Gwynn vacation rentals

1. Affordable Cottage!

Deltaville

Jessica T.

￥53,547 total

includes taxes & fees

Sep 9 - Sep 10

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

Diggs

￥7,063 total

includes taxes & fees

Aug 31 - Sep 1

3. 1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

Mathews

Casey J.

￥52,207 total

includes taxes & fees

Sep 1 - Sep 2

4. Campsite #4 At Blanchard Farm

Diggs

￥6,710 total

includes taxes & fees

Aug 31 - Sep 1

5. Campsite #3 At Blanchard Farm

Diggs

￥6,710 total

includes taxes & fees

Aug 31 - Sep 1

Coffee/tea maker, fridge, microwave, stovetop

6. Radiant Gloucester House w/ Private Porch!

Gloucester

Joseph B.

￥58,620 total

includes taxes & fees

Aug 31 - Sep 1

7. RivahMojo on Mill Creek-just off RappahannockRiver

Topping

Donna B.

￥73,478 total

includes taxes & fees

Sep 9 - Sep 10

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

Kilmarnock

Melinda H.

￥56,158 total

includes taxes & fees

Sep 12 - Sep 13

View all properties

Find vacation rentals that suit your style

Apartments

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Gwynn Hotel Reviews

Hampton Inn Gloucester

10/10 Excellent

"Very nice lady checked us in, all in all a positive experience"

Smith Beach cottage w/ private sunset

8/10 Good

"The location & view were everything and we quite satisfied w that. On the flip side these were our observations-*Flower beds sadly overgrown and whole yard needs a good trim. *Brick path to hot tub needs attention, or just removed*Window unit in sunroom completely rusted & unusable. Should be removed before someone gets hurt. *Long hairs inside refrigerator and freezer*Internet connection was unstable so Roku reception was intermittent *Fireplace unit in sunroom interferes with the view and makes the room too crowded. Should be moved or removed since it's all about the view from that room. *Take an UMBRELLA or Canopy so you'll have shade!!! None are provided."

Room on river with sunset views and private beach!

10/10 Excellent

"There are no words to describe how perfect our stay was hosts, property and location. We are truly grateful for everything,it was by all means life changing. Would 100% recommend this place for anyone wanting a perfect getaway and we will definitely return ."

MILLION DOLLAR VIEWS NO EXTRA CHARGE! POOL! PRIVATE HOT TUB! KAYAKS! EV CHARGER

10/10 Excellent

"I must admit, I thought the "million dollar view" was hype. It is not. The scenery from the back deck is AMAZING...a wide expanse of peaceful waters as you look out over Godfrey Bay and the Piankatank River is breathtaking. As a rule, we typically try not to visit properties that we've rented before, but this experience has my wife saying "Do you think we could come back this Fall?"There are more than enough activities offered at the property to keep you busy, and plenty of relaxing spaces indoors and out if you'd rather just chill. We spent an afternoon on the beach with our toes in the water, and it was about as peaceful and serene as you could get. We ate dinner down on Gwynn's Island at Hole In The Wall and had a very nice meal overlooking the water from their upper deck. I also have to give a shout-out to Robert, who was very available and responded promptly when we had a question about one of the amenities. Everything worked out perfectly with his assistance and helped us enjoy our stay.I think it's pretty safe to say that we'll be back! Thank you again for a wonderful getaway."

Find out more about Gwynn

Search for holiday rentals in Gwynn on Expedia! You can easily find your home rentals, villas, holiday apartments in Gwynn using one of the methods below:

View our selection of featured holiday rentals in Gwynn
Use the map to find apartments and other holiday homes in the Gwynn neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Gwynn while they last

Look no further and take a look at our great range of rental properties in Gwynn!

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

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Gwynn vacation rentals

1. Affordable Cottage!

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

3. 1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

4. Campsite #4 At Blanchard Farm

5. Campsite #3 At Blanchard Farm

6. Radiant Gloucester House w/ Private Porch!

7. RivahMojo on Mill Creek-just off RappahannockRiver

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

9. The Nook in Kilmarnock Va 3 bedroom

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

11. Radiant Gloucester House w/ Private Porch!

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

13. Smith Beach cottage w/ private sunset

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

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

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

17. Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

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

Find vacation rentals that suit your style

Top Gwynn Hotel Reviews

Hampton Inn Gloucester

Warner Hall

Nassawadox Creek Waterfront Home with Private Pool

Bethpage Camp-Resort

Smith Beach cottage w/ private sunset

Room on river with sunset views and private beach!

Restored 1930s Cottage on 1 Acre w/ Fire Pit

MILLION DOLLAR VIEWS NO EXTRA CHARGE! POOL! PRIVATE HOT TUB! KAYAKS! EV CHARGER

The Tides Inn

Find out more about Gwynn

Frequently asked questions

Go further with the Expedia app