Wynne Vacation Rentals

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Our top choices for Wynne vacation rentals

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (41 reviews)
"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 CA $180
CA $396 total
includes taxes & fees
Mar 8 - Mar 9
Soul Oasis - home on the Chesapeake Bay

Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville

Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville
Reedville
8.0 out of 10, Very good, (9 reviews)
"Nice place "
United States
Luis A.
The price is CA $137
CA $291 total
includes taxes & fees
Feb 23 - Feb 24
Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville

Kentigern Shed at Scotland Yards

Kentigern Shed at Scotland Yards
Point Lookout
9.6 out of 10, Exceptional, (155 reviews)
"Nice place to stay and very enjoyable environment. Management team is excellent to handle the property. "
United States
william s.
The price is CA $249
CA $461 total
includes taxes & fees
Feb 23 - Feb 24
Kentigern Shed at Scotland Yards

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.6 out of 10, Exceptional, (11 reviews)
"The cottage was clean and welcoming. The location can't be beat. It is right on the water, quiet and nearby point lookout. Great place to visit and walk our dogs. The property owners were responsive and gave us a nice list of things to do around the area. Would definitely stay again!"
United States
Adam P.
The price is CA $176
CA $436 total
includes taxes & fees
Feb 23 - Feb 24
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Easthaven: Game-Theme Waterfront+Boats+Fireplace

Easthaven: Game-Theme Waterfront+Boats+Fireplace
Montross
10.0 out of 10, Exceptional, (30 reviews)
"Great spot"
United States
SHAWN W.
The price is CA $266
CA $643 total
includes taxes & fees
Mar 1 - Mar 2
Easthaven: Game-Theme Waterfront+Boats+Fireplace

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is CA $364
CA $513 total
includes taxes & fees
Feb 23 - Feb 24
Coles Point Marina

Reelin&Relaxin Spacious Farmhouse Reedville, VA Sleeps 8: 3 Bdrm 2 full bathroom

Reelin&Relaxin Spacious Farmhouse Reedville, VA Sleeps 8: 3 Bdrm 2 full bathroom
Reedville
10.0 out of 10, Exceptional, (26 reviews)
"We stayed while visiting for a family member graduation. The property was wonderful; the kitchen was well supplied and the little ones loved the games! Everything was very clean and comfortable. The owner was very responsive with any questions I had. We plan on staying here again the next time we are in town!"
United States
Sarah B.
The price is CA $206
CA $510 total
includes taxes & fees
Feb 23 - Feb 24
Reelin&Relaxin Spacious Farmhouse Reedville, VA Sleeps 8: 3 Bdrm 2 full bathroom

Seascair at Scotland Yards

Seascair at Scotland Yards
Point Lookout
9.6 out of 10, Exceptional, (105 reviews)
"This bungalow is so cute & the private beach is wonderful! The owners were so great to communicate with. We had one of the best vacations ever! We cannot wait to come back, we enjoyed our stat so much!"
United States
Jennifer G.
The price is CA $287
CA $580 total
includes taxes & fees
Feb 23 - Feb 24
Seascair at Scotland Yards

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Fishing Creek
10.0 out of 10, Exceptional, (11 reviews)
"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."
United States
Thomas S.
The price is CA $369
CA $444 total
includes taxes & fees
Feb 23 - Feb 24
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is CA $479
CA $1,078 total
includes taxes & fees
Feb 23 - Feb 24
4-BR Waterfront Turret Home

Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks
Lexington Park
10.0 out of 10, Exceptional, (5 reviews)
"Everything was very clean and well put together. Loved the view!"
United States
Minji S.
The price is CA $219
CA $502 total
includes taxes & fees
Mar 16 - Mar 17
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

Back Creek Villa Open Deck Solomons Island Maryland

Back Creek Villa Open Deck Solomons Island Maryland
Solomons
The price is CA $164
CA $364 total
includes taxes & fees
Mar 15 - Mar 16
Back Creek Villa Open Deck Solomons Island Maryland

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is CA $328
CA $406 total
includes taxes & fees
Feb 23 - Feb 24
2 Bedroom Cottage at Coles Point Marina

Anne & Fred`s Leonardtown Home W/ Arcade room!

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.4 out of 10, Exceptional, (6 reviews)
"Nice place to stay. Perfect location for our needs. Suggest noting the hot and cold water flip upstairs, and to add a mirror in the hallway by outlet for blow dryer."
United States
Lauren A.
The price is CA $308
CA $851 total
includes taxes & fees
Mar 10 - Mar 11
Anne & Fred`s Leonardtown Home W/ Arcade room!

Luxury Modern Waterfront Retreat

Luxury Modern Waterfront Retreat
Montross
9.6 out of 10, Exceptional, (14 reviews)
"Very nice inside, love all the windows"
United States
Elizabeth S.
The price is CA $237
CA $674 total
includes taxes & fees
Feb 26 - Feb 27
Luxury Modern Waterfront Retreat

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
Montross
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed this house fully for our Thanksgiving stay! We even took the canoes out for a spin. Nice walks around the development and the beach area is lovely. "
United States
Julie I.
The price is CA $228
CA $647 total
includes taxes & fees
Feb 23 - Feb 24
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
The price is CA $283
CA $718 total
includes taxes & fees
Feb 23 - Feb 24
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (1 review)
"Beautiful newly renovated space with all new appliances, furniture and kitchenware. Comfortable beds, and super clean rooms. Large outside area with new Weber grill, fire pit, and three kayaks. Nice easy to access dock. "
United States
Kit C.
The price is CA $410
CA $791 total
includes taxes & fees
Feb 23 - Feb 24
Charming Waterfront 3-bedroom house in Piney Point

Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Fishing Creek
10.0 out of 10, Exceptional, (1 review)
"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "
United States
Robin E.
The price is CA $369
CA $444 total
includes taxes & fees
Feb 23 - Feb 24
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
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

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 Wynne. 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

Are there vacation rentals in Wynne?

Yes, we offer vacation rentals close to top sights in Wynne, or you can go with a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Wynne?

Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome! : This vacation home rental near Wynne is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and an arcade game room so you can immerse yourself in your vacation.

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 larger area, you’ll find Historic St. Mary's City and St. Mary's College of Maryland.

What are vacation rentals like in Wynne?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Wynne. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.