Wildewood Vacation Rentals

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Our top choices for Wildewood vacation rentals

Dock+Kayaks+Firepit: Game Theme Waterfront Retreat

Dock+Kayaks+Firepit: Game Theme Waterfront Retreat
Montross
10.0 out of 10, Exceptional, (30 reviews)
"Great spot"
United States
SHAWN W.
The price is ¥38,436
¥83,712 total
includes taxes & fees
Apr 13 - Apr 14
Dock+Kayaks+Firepit: Game Theme Waterfront Retreat

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 ¥27,573
¥52,293 total
includes taxes & fees
Mar 30 - Mar 31
Kentigern Shed at Scotland Yards

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (42 reviews)
"House was very nice and tidy and exactly as described. The host had a small binder full of helpful info including local restaurants and attractions. There was so much to do and everything was close bye. "
United States
Mindy V.
The price is ¥20,199
¥44,181 total
includes taxes & fees
Apr 13 - Apr 14
Soul Oasis - home on the Chesapeake Bay

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.0 out of 10, Wonderful, (8 reviews)
"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"
United States
Coulter L.
The price is ¥24,527
¥42,830 total
includes taxes & fees
Mar 30 - Mar 31
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (42 reviews)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is ¥42,562
¥51,063 total
includes taxes & fees
Mar 30 - Mar 31
Cottage Located on the Patuxent River!

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Prince Frederick
9.8 out of 10, Exceptional, (6 reviews)
"Our family had a great stay. Thank you!"
United States
Colleen G.
The price is ¥32,222
¥67,631 total
includes taxes & fees
Mar 30 - Mar 31
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is ¥42,692
¥60,076 total
includes taxes & fees
Mar 31 - Apr 1
Coles Point Marina

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
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 ¥29,657
¥63,123 total
includes taxes & fees
Mar 30 - Mar 31
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Prince Frederick
10.0 out of 10, Exceptional, (10 reviews)
"Such a cool neighborhood! Easy walk to an amazing private beach. Would love to stay again. "
United States
Olivia M.
The price is ¥41,841
¥78,847 total
includes taxes & fees
Mar 31 - Apr 1
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is ¥38,474
¥47,616 total
includes taxes & fees
Mar 30 - Mar 31
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)
"It was very comfortable felt like home "
United States
Carol S.
The price is ¥36,070
¥89,689 total
includes taxes & fees
Mar 30 - Mar 31
Anne & Fred`s Leonardtown Home W/ Arcade room!

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 ¥56,109
¥122,771 total
includes taxes & fees
Mar 30 - Mar 31
4-BR Waterfront Turret Home

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
The price is ¥38,314
¥111,640 total
includes taxes & fees
Mar 30 - Mar 31
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

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)
"Beautiful home, very clean and comfy "
United States
Julie P.
The price is ¥27,509
¥76,150 total
includes taxes & fees
Apr 6 - Apr 7
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Peaceful Waterfront Retreat for Bird Lovers- Close to DC

Peaceful Waterfront Retreat for Bird Lovers- Close to DC
Leonardtown
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property in a peaceful neighborhood. Great location! "
United States
R. L.
The price is ¥36,070
¥76,325 total
includes taxes & fees
Apr 20 - Apr 21
Peaceful Waterfront Retreat for Bird Lovers- Close to DC

Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (2 reviews)
"Beautifully and tastefully decorated, immaculately clean, completely stocked top to bottom! You can tell by all of the details that these hosts care about curating a perfect stay for their guests. "
United States
Leslie K.
The price is ¥48,895
¥94,340 total
includes taxes & fees
Mar 30 - Mar 31
Charming Waterfront 3-bedroom house in Piney Point

Come relax yourself a while

Come relax yourself a while
Mechanicsville
The price is ¥39,677
¥94,607 total
includes taxes & fees
Mar 30 - Mar 31
Come relax yourself a while

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Lusby
10.0 out of 10, Exceptional, (1 review)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is ¥52,902
¥132,829 total
includes taxes & fees
Mar 31 - Apr 1
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
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 Wildewood Hotel Reviews

Find out more about Wildewood

Search for holiday rentals in Wildewood on Expedia! You can easily find your home rentals, villas, holiday apartments in Wildewood using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Wildewood?

Yes, we give you a choice of vacation rentals near popular sights in Wildewood, or you can choose a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Wildewood?

Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR: Visitors like this Wildewood vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable 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. Kick off your shoes and enjoy yourself with a garden and a selection of books.

What can I see and do in Wildewood?

Explore the area and family-friendly sights such as Michael P. O'Brien Athletics and Recreation Center, or get out into nature at a spot like St. Mary's River State Park. J.C. Lore Oyster House and Harbor Island Marina are a couple of places you'll find in the larger area.

What are vacation rentals like in Wildewood?

Vacation rentals are privately owned properties you can reserve for a short or long stay in Wildewood. Vacation rentals feature extras such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family getaway.