Gwynn Vacation Rentals from ￥53,893: 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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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

Deltaville

Donna P.

￥64,102 total

includes taxes & fees

Sep 23 - Sep 24

2. Affordable Cottage!

Deltaville

Jessica T.

￥50,738 total

includes taxes & fees

Sep 15 - Sep 16

A forested area with a dirt path leading to a wooden cabin.

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

Diggs

￥6,782 total

includes taxes & fees

Sep 15 - Sep 16

A sandy beach path leading to the ocean, surrounded by dry grass.

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

Mathews

Casey J.

￥53,207 total

includes taxes & fees

Sep 22 - Sep 23

5. Riverfront Cottage: Fire Pit & Kayaks

Deltaville

￥63,023 total

includes taxes & fees

Sep 23 - Sep 24

A bedroom with a bed, bedside tables, a window with curtains, a patterned rug, and a ceiling vent.

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

Kilmarnock

Darren W.

￥45,020 total

includes taxes & fees

Sep 15 - Sep 16

A hammock tied between two trees in a forested area.

7. Campsite #4 At Blanchard Farm

Diggs

￥6,442 total

includes taxes & fees

Sep 20 - Sep 21

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

Topping

Donna B.

￥67,453 total

includes taxes & fees

Sep 23 - Sep 24

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Top Gwynn Hotel Reviews

Hampton Inn Gloucester

10/10 Excellent

"Keri and her staff were terrific, they were all very friendly and helpful. Breakfasts were very good. Even though there is renovation work in progress - it was no where near as intrusive, noise or otherwise, as I thought it might be as when we read the postings when we arrived."

Waterfront Cottage w Private Beach on Chesapeake Bay!

10/10 Excellent

"This was our fifth stay here and it somehow keeps getting better! The Cottage has everything you could ever want for a vacation, including amazing restaurants close by. The beautiful sunsets every night, the private beach with clear Hills Bay water, the peacefulness — and we get to enjoy it all with our dogs! Cheri could not be a better host and always goes above and beyond. We are so grateful that she shares her little piece of heaven!!"

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

10/10 Excellent

"My family had a great stay! We were only in Mathew's for a weekend but we loved the area and Kim and Mary's space. We had plenty of space to relax when we weren't out and about, inside and out. The outdoor patio and dock were so nice with the shade and breeze coming off the river. Inside, the beds were comfy and we had even more "extras" than we needed. The kitchen and fridge was well stocked with complimentary snacks, breakfast supplies and options for a quick meal. We spent extra time at the house enjoying the pool table which my son LOVED. Kim and Mary were very attentive and even though we didn't need anything extra were just a quick message away. Can't wait to come back again!"

Nassawadox Creek Waterfront Home with Private Pool

10/10 Excellent

"The property was amazing. You couldn't find a more relaxing, beautiful or tranquil spot. The house was great, very clean and full of amenities. We cooked almost every meal home and the host has every tool/item you could ask for. The pool was the highlight of my son's vacation and it is great. Goes from 3ft for younger swimmers to a soft sloping deep end. The walls are angled for swimmers learning as well. The deck and space provided in the backyard is amazing, mostly shaded for hot days but enough sun for those who want it. The area cannot be anymore relaxing, the views of this place are amazing. The sunsets/sunrises on tdock are immaculate. We caught a full moon at night and it was beautiful. The host communication was great. Had some trouble with the WiFi and she walked us right through in minutes of sending a message. If you are looking to relax and have a 'lazy'cation as my little guy put it, grab this if available."

Gwynn's Island Gem | Private Beach & Bay Views

10/10 Excellent

"There was trash left in the trash can in the dining room, which is used as the kitchen trash. I also found trash in a bedroom trash can which smelled bad. Overall the property is lovely with gorgeous views and access to a small private beach. The beach themed decor only added to the property's charm."

Find out more about Gwynn

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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.

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

5. Riverfront Cottage: Fire Pit & Kayaks

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

7. Campsite #4 At Blanchard Farm

8. RivahMojo on Mill Creek-just off RappahannockRiver

9. The Nook in Kilmarnock Va 3 bedroom

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

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

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

13. Radiant Gloucester House w/ Private Porch!

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

15. Radiant Gloucester House w/ Private Porch!

16. Smith Beach cottage w/ private sunset

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

18. The Waverly Tree House

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

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

Find vacation rentals that suit your style

Top Gwynn Hotel Reviews

Hampton Inn Gloucester

Smith Beach cottage w/ private sunset

Warner Hall

The Tides Inn

Waterfront Cottage w Private Beach on Chesapeake Bay!

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Nassawadox Creek Waterfront Home with Private Pool

Bethpage Camp-Resort

Gwynn's Island Gem | Private Beach & Bay Views

Find out more about Gwynn

Frequently asked questions

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