Wynne Holiday Rentals

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Holiday Rentals in Wynne

Apartment in Piney Point

10.0 out of 10, Exceptional, (13)
"The place had everything we needed and the yard was great for the dogs. Would definitely stay here again."
United States
Dawn B.
Tiny, Funky, and Full of Love - Welcome to the Love Shack

Holiday Home in Solomons

9.6 out of 10, Exceptional, (7)
"Stayed for business, completed our project and enjoyed some local eating spots. "
United States
Justin J.
The price is AU$897
includes taxes & fees
24 Nov - 25 Nov
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

Holiday Home in Drayden

9.8 out of 10, Exceptional, (77)
"Host was gracious. house is well prepared and clean. "
United States
Mark A.
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Cottage in Lusby

9.8 out of 10, Exceptional, (37)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is AU$421
includes taxes & fees
24 Nov - 25 Nov
Soul Oasis - home on the Chesapeake Bay

Holiday Home in Lusby

10.0 out of 10, Exceptional, (62)
"Such a beautiful place to stay. Had absolutely everything you could need. Comfy beds and tons of space. Definitely recommend staying here!"
United States
Whitney H.
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Apartment in Solomons

9.0 out of 10, Wonderful, (14)
"Nice little place to stay"
United States
Eric S.
The price is AU$432
includes taxes & fees
24 Nov - 25 Nov
Peaceful Waterfront Apartment in the Heart of Solomons Island

Cottage in Hague

9.6 out of 10, Exceptional, (45)
"Wonderful views, clean home and quaint ! We highly recommend!"
United States
Tim R.
Cozy Virginia Potomac Riverfront Cottage

Holiday Home in Hague

9.8 out of 10, Exceptional, (28)
"Great stay, easy check-in/check-out, highly recommend"
United States
kevin l.
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

Cottage in Tall Timbers

9.8 out of 10, Exceptional, (58)
"We enjoyed our stay! Our Grandkids (2) joined us too. Unfortunately we had to leave early to attend a funeral. We would absolutely consider this property for any future stays in the area. "
United States
Bernadette D.
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

Cottage in Fishing Creek

10.0 out of 10, Exceptional, (51)
"Nice "
United States
Henry
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Holiday Home in Lusby

10.0 out of 10, Exceptional, (7)
"Very nice with full amenities. Perfect for us and our dog!"
United States
Gaynel
Shewell's A-Frame on Mill Creek

Cottage in Point Lookout

10.0 out of 10, Exceptional, (125)
"Really enjoyed our time here. The outdoor space in the back was great with the swing and the fire pits. Our kids loved walking to the beach everyday and catching crabs. "
United States
David Z.
Call to reserve last minute stay! Hideaway in Hays Beach: 1 Minute Walk to Sand

Cottage in Lottsburg

10.0 out of 10, Exceptional, (62)
"The house was beautiful and the scene was amazing! Monica is a wonderful host in her house is a perfect little spot for a great family getaway, especially if you’re into fishing and crabbing!"
United States
Jessie H.
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Holiday Home in Montross

10.0 out of 10, Exceptional, (29)
"Comfy, relaxing, beautiful, relaxing vacation home. We went to unwind and the facilities and owners were a delight. Kitchen was super well stocked with everything needed to handle meals for 11 people. Popcorn was a smash. The front door unlocked with our code and we were all ready to expand and kick off 9 days together."
United States
Al F.
The price is AU$722
includes taxes & fees
7 Dec - 8 Dec
Game Themed Fun! Boats+Beach+King Bd+EV Chrgr

Holiday Home in Lusby

9.0 out of 10, Wonderful, (18)
"This was a great place to stay in a quiet neighborhood, a short drive from Calvert Cliffs State Park. Plenty of space for four adults. We could have stayed longer and would not hesitate to book again."
United States
Christopher H.
Belle of the Chesapeake Bay

Holiday Home in Piney Point

9.8 out of 10, Exceptional, (52)
"Beautiful views, close to activities, and had everything we needed. Perfect stay for us and our dog. "
United States
Gregory B.
Quaint fishing retreat on the lower Potomac Piney Pt

Holiday Home in Montross

10.0 out of 10, Exceptional, (5)
"The house was great for our gathering with family of close friends. It was exactly as shown in the picture and had all the conveniences. We had a great time. Would highly recommend it. "
United States
FaizullabhoyFmly
An amazing large group vacation home with with elevator and breathtaking views.

Holiday Home in Reedville

9.6 out of 10, Exceptional, (95)
"Stay was great, host was very responsive! Cabbing was great fishing we weren’t as lucky but we would be back! "
United States
ReBecca S.
Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!

Cottage in Lusby

10.0 out of 10, Exceptional, (53)
"Incredible property and stay."
United States
Hunter B.
Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

Holiday Home in Lusby

9.6 out of 10, Exceptional, (5)
"Great place to stay. Snuggled into trees with a fairly secluded porch and patio overlooking the water. Lots of birds including osprey and great blue heron and many song birds. Retro look inside. Excellent access to Solomon’s and Leonardtown. Friendly but unobtrusive hosts"
United States
Noel S.
Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR
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 Wynne Hotel Reviews

Find out more about Wynne

Everything you need to know about Wynne holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wynne holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Wynne holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Wynne holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wynne. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wynne holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wynne holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Wynne rentals

At Expedia, we put the best Wynne holiday 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 Wynne 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 Wynne holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wynne. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Wynne?

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

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

Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops: This holiday home rental outside of Wynne is located on the waterfront, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

What can I see and do in Wynne?

While exploring the area, visit family-friendly sights like Michael P. O'Brien Athletics and Recreation Center, or get outside and enjoy nature at Saint George Island Beach. In the wider area, you’ll find Historic St. Mary's City and St. Mary's College of Maryland.

What are holiday rentals like in Wynne?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wynne. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.