Gwynn Holiday Rentals

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Holiday Rentals in Gwynn

Waterfront Cottage with Private Beach, Sunsets over Water
10.0 out of 10, Exceptional, (193)
"It was a perfect spot for an intimate weekend getaway. The pups absolutely loved it, and Beaverdam park is close enough that we were able to get a nice long hoke in as well. "
Waterfront Cottage with Private Beach, Sunsets over Water
Cottage on a Private Island in the York River
10.0 out of 10, Exceptional, (318)
"We had a good time. The house was nice clean and in a very unique location. The first time on the bridge was a little scary but everything worked out well. we would stay again if we were in the same area."
Cottage on a Private Island in the York River
Camp Cardinal Gloucester Point
2.5 star property
8.8 out of 10, Excellent, (19)
"Cabin was clean. Check in was easy. Had a great time. "
The price is AU$155
includes taxes & fees
20 Nov - 21 Nov
Camp Cardinal Gloucester Point
Oceanfront White Stone Cottage w/ Private Beach!
7.4 out of 10, Good, (68)
"Eclectic cottage the way they where originally done. Perfect location for never ending views. The full moon casting its glow over the water was perfect."
Oceanfront White Stone Cottage w/ Private Beach!
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
9.4 out of 10, Exceptional, (114)
"Excellent place to enjoy 4 generations of my family. Plenty of space to play with my grandkids outside and games to enjoy on the inside. Very quiet neighborhood and plenty of privacy."
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Relaxing 1 bedroom 2019 Camper beside the Seven River
9.2 out of 10, Wonderful, (17)
" The location was great if you want a quiet place and close to the river. We enjoyed walking down to edge and watching the water. We also enjoyed walking around the neighborhood. The camper was very clean. Kimberly and her husband were very nice and helped with the few little problems that we had. We really enjoyed our stay there."
The price is AU$236
includes taxes & fees
28 Nov - 29 Nov
Relaxing 1 bedroom 2019 Camper beside the Seven River
Cozy cottage on the Chesapeake Bay
9.8 out of 10, Exceptional, (37)
"The house was perfect for our weekend. Great views! The house had everything we needed. Appreciated all the extras like toilet paper, paper towels, condiments, coffee, and more. Super easy to check out. Sidenote, the only TV is in the master bedroom. Would probably be useful if the TV stand had wheels so it could be pulled into the living room for everybody to watch a movie. The house is 15 minutes away from a small winery, with tons of wine and food options and the town of Matthews, with a...
Cozy cottage on the Chesapeake Bay
Enjoy family fun and Sunsets at Piankatank Point.
9.8 out of 10, Exceptional, (47)
"Quiet place, loved the water view"
Enjoy family fun and Sunsets at Piankatank Point.
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, (83)
"This adorably decorated home is situated in a quiet, tree-dense neighborhood with easy access to the highway if you’re spending the day outside of town. The town of Gloucester is quaint, filled with friendly people, and many dining options. The host made the stay easy, welcoming, and lovely. The home is absolutely sweet. Comfy decor, very clean, great kitchen, and comfy beds. Parking is ample and the views from every window are picturesque. The only “word of caution” is that the water does have...
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Welcome to this Waterfront Home with Amazing Views
10.0 out of 10, Exceptional, (18)
"Gorgeous quiet property, clean and well appointed with additional small touches to make for a lovely welcome and stay (eg coffee to get started, shower gel/soap, clocks in bedrooms, nightlights, railings for stairs into property which was really helpful having my 87yr mother with me who has some mobility challenges). Wonderful (lit) dock to enjoy, watching the world (and egrets!) go by. Fabulous local country store nearby and a great central location for exploring the area. Very responsive host....
The price is AU$596
includes taxes & fees
18 Nov - 19 Nov
Welcome to this Waterfront Home with Amazing Views
River Vibes@ the Piankatank River
10.0 out of 10, Exceptional, (25)
"I and some other croquet players were staying here recently for the World Golf Croquet Championships. It's only about 10 minutes from the courts, so very convenient for early morning games. The host was very responsive and the price was quite reasonable for the area and the amount of time we spent there. All of us would absolutely stay there again. "
River Vibes@ the Piankatank River
Private, 7-acre waterfront retreat on Winter Harbor Haven
10.0 out of 10, Exceptional, (122)
"Family and dog had a wonderful time at this off-the-beaten path waterfront gem. Great water access and beautiful views from the screened porch. Enjoyed crabbing, beach walks at nearby preserve, sunrises, quaint town w cute shops."
Private, 7-acre waterfront retreat on Winter Harbor Haven
Amazing views of the Chesapeake Bay.
10.0 out of 10, Exceptional, (18)
"Beautiful house, easy check-in. Would definitely recommend "
Amazing views of the Chesapeake Bay.
Nassawadox Creek Waterfront Home with Private Pool
10.0 out of 10, Exceptional, (39)
"This is a beautiful house and Nancy is an outstanding host. We enjoyed sitting by the pool and birdwatching. My wife wanted to take the scenic main room home with us. "
Nassawadox Creek Waterfront Home with Private Pool
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!
9.6 out of 10, Exceptional, (18)
"The property is very secluded, You feel like the world is behind you. It is peaceful and quiet, The sound of nature will be the only symphony you’ll hear. I love the private beach area. We fished and caught some crab on the boat deck. The house is a bit old but that is where the charm is. There was some bug in the house but that was expected. Overall we had great time. "
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!
Radiant Gloucester House w/ Private Porch!
9.6 out of 10, Exceptional, (16)
"Wonderful "
Radiant Gloucester House w/ Private Porch!
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
10.0 out of 10, Exceptional, (140)
"We didn’t want to leave. This place is heaven. Simply amazing. "
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Water front Oasis with pickle-ball court and hot tub
8.8 out of 10, Excellent, (5)
"We had a wonderful time staying at this home. We were a group of 12 ladies getting away for a girls weekend. This place was perfect, we did not leave for 3 days! Pickleball, paddle boarding, hot tub, and the arcade kept us busy. We were also able to go on long walks in the area. Plenty of room for everyone and a nice large kitchen to cook meals in and just hang out!"
Water front Oasis with pickle-ball court and hot tub
Vacation Getaway on Chesapeake Bay
10.0 out of 10, Exceptional, (153)
"Great place to stay for oyster festival like a home away from home for us and dogs "
Vacation Getaway on Chesapeake Bay
Riverfront Cottage: Fire Pit & Kayaks
9.8 out of 10, Exceptional, (31)
"It was very small. Bathroom shower was slippery and unsafe. Property was very neat, clean, well-stocked, and check-n was easy. HVAC system was wonderful. We could not walk down to the dock due to having knee replacement surgery and no handrails. Very little to no shade from the sun even on the back porch."
Riverfront Cottage: Fire Pit & Kayaks
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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Other types of properties in Gwynn you may be interested in

Waterfront Cottage with Private Beach, Sunsets over Water
10.0 out of 10, Exceptional, (193)
"It was a perfect spot for an intimate weekend getaway. The pups absolutely loved it, and Beaverdam park is close enough that we were able to get a nice long hoke in as well. "
Waterfront Cottage with Private Beach, Sunsets over Water
Waterfront, Private Dock, Fire Pit, Hot Tub, Screened Porch and Beach Access!
9.8 out of 10, Exceptional, (30)
"Location makes for magical evenings and splendid days "
Waterfront, Private Dock, Fire Pit, Hot Tub, Screened Porch and Beach Access!
Holiday Inn Express Gloucester, an IHG Hotel
3.5 star property
7.2 out of 10, Good, (552)
"It was a nice place to stay, quiet and clean."
The price is AU$191
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express Gloucester, an IHG Hotel
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.

Frequently asked questions

Can I find holiday rentals in Gwynn?

Yes, there are holiday rentals close to the most popular sights in Gwynn, or you can select a more secluded option if you're looking for a relaxing stay. Gwynn is known for its museums.

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

Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.: This highly rated holiday home rental in Gwynn is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a rooftop terrace and a selection of games.

How many holiday rentals are there in Gwynn?

Choose from 10 Expedia holiday rentals in Gwynn for a memorable holiday.

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 Holly Point Nature Park. In the wider area, you’ll find Gwynn's Island Musuem and Deltaville Marina.

What are holiday rentals like in Gwynn?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Gwynn. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.