Gwynn Vacation Rentals

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Our top choices for Gwynn vacation rentals

The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom
Kilmarnock
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in and out. Owner was helpful. House was clean and well equipped. Beds were comfortable. Location was convenient and quiet. "
United States
Margaret K.
The price is CA $219
CA $635 total
includes taxes & fees
May 10 - May 11
The Nook in Kilmarnock Va 3 bedroom

Private home on creek with dock.

Private home on creek with dock.
Lancaster
8.6 out of 10, Excellent, (10 reviews)
"Beautiful little cottage on the river. Fantastic sunset views. Wonderful little retreat for couples!"
United States
Nathan
The price is CA $204
CA $413 total
includes taxes & fees
May 25 - May 26
Private home on creek with dock.

The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (2 reviews)
"Very comfortable and clean spot. Great quiet morning views of the creak. We enjoyed a relaxing stay. It had everything we needed. "
United States
Jeanna C.
The price is CA $287
CA $496 total
includes taxes & fees
May 12 - May 13
The Waverly Tree House

Campsite #3 At Blanchard Farm

Campsite #3 At Blanchard Farm
Diggs
The price is CA $25
CA $57 total
includes taxes & fees
May 13 - May 14
Campsite #3 At Blanchard Farm

Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!

Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!
Mathews
10.0 out of 10, Exceptional, (38 reviews)
"Super cute and cozy! Nice to be able to walk to the courthouse area!"
United States
Jenn L.
The price is CA $217
CA $484 total
includes taxes & fees
May 21 - May 22
Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!

Waterfront Home with stunning views & Hot tub- rent Golf Cart/Kayak/Boat

Waterfront Home with stunning views & Hot tub- rent Golf Cart/Kayak/Boat
Hayes
The price is CA $342
CA $736 total
includes taxes & fees
May 10 - May 11
Waterfront Home with stunning views & Hot tub- rent Golf Cart/Kayak/Boat

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

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Hayes
8.4 out of 10, Very good, (5 reviews)
"Great property. Waterfront with pier, huge yard, beautiful home with pool table, hot tub and projector set up. 100% would stay here again and recommend as would all of the family we had stay or visit us there. "
United States
Steve F.
The price is CA $335
CA $1,729 total
includes taxes & fees
May 20 - May 21
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

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

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
The price is CA $369
CA $664 total
includes taxes & fees
May 20 - May 21
The Bungalow, Pool, Dock, Kayaks, & Game Room

Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat

Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat
Kilmarnock
10.0 out of 10, Exceptional, (2 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.
The price is CA $314
CA $670 total
includes taxes & fees
May 10 - May 11
Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat

Affordable Cottage!

Affordable Cottage!
Deltaville
The price is CA $192
CA $456 total
includes taxes & fees
May 11 - May 12
Affordable Cottage!

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"The booking was fast and easy. When we got there the place was very clean and organized. I would totally recommend this location to friends and loved ones. We had a wonderful time there. The whole experience was great from booking to leaving."
United States
Jessika S.
The price is CA $215
CA $519 total
includes taxes & fees
May 12 - May 13
Smith Beach cottage w/ private sunset

Water front Oasis with pickle-ball court and hot tub

Water front Oasis with pickle-ball court and hot tub
North
9.2 out of 10, Wonderful, (10 reviews)
"We cooked all our meals using both kitchens and had plenty of room and supplies to do so. Absolutely loved the grill and outdoor seating arrangements. We had plenty of room for everyone and the home matched exactly as advertised. "
United States
Hunter G.
Water front Oasis with pickle-ball court and hot tub

Campsite #4 At Blanchard Farm

Campsite #4 At Blanchard Farm
Diggs
The price is CA $25
CA $57 total
includes taxes & fees
May 10 - May 11
Campsite #4 At Blanchard Farm

RV Site On Blanchard Farm -MAX RV LENGTH 24 FT

RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
Diggs
The price is CA $27
CA $60 total
includes taxes & fees
May 10 - May 11
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
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

Find out more about Gwynn

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Gwynn. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE: Located near Gwynn, this vacation home rental offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Gwynn?

Choose from 8 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.