Wildewood Vacation Rentals

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Our top choices for Wildewood vacation rentals

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (46 reviews)
"Gorgeous. Host is very welcoming and available. Clear instructions, which are super helpful. Peaceful and stunning location. Thank you, Teresa!"
United States
Carver Z.
The price is ¥21,589
¥47,283 total
includes taxes & fees
May 20 - May 21
Soul Oasis - home on the Chesapeake Bay

Waterfront Reset—Games, Views, Kayaks & Total Calm

Waterfront Reset—Games, Views, Kayaks & Total Calm
Montross
10.0 out of 10, Exceptional, (33 reviews)
The price is ¥50,775
¥99,933 total
includes taxes & fees
Jun 16 - Jun 17
Waterfront Reset—Games, Views, Kayaks & Total Calm

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 ¥36,531
¥69,701 total
includes taxes & fees
May 20 - May 21
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

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 ¥24,287
¥42,242 total
includes taxes & fees
May 30 - May 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, (43 reviews)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is ¥47,860
¥57,294 total
includes taxes & fees
May 20 - May 21
Cottage Located on the Patuxent River!

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is ¥37,103
¥55,058 total
includes taxes & fees
Jun 1 - Jun 2
Coles Point Marina

Waterfront Retreat, Private Pier, Remodeled, Epic Views, Sunsets on the River

Waterfront Retreat, Private Pier, Remodeled, Epic Views, Sunsets on the River
Lexington Park
10.0 out of 10, Exceptional, (9 reviews)
"Everything was very clean and well put together. Loved the view!"
United States
Minji S.
The price is ¥29,384
¥62,205 total
includes taxes & fees
May 20 - May 21
Waterfront Retreat, Private Pier, Remodeled, Epic Views, Sunsets on the River

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 ¥38,913
¥75,762 total
includes taxes & fees
May 26 - May 27
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Riverfront Home w/Dock · Fire Pit · Kids Play Area

Riverfront Home w/Dock · Fire Pit · Kids Play Area
Montross
9.6 out of 10, Exceptional, (15 reviews)
"Very nice inside, love all the windows"
United States
Elizabeth S.
The price is ¥32,560
¥83,124 total
includes taxes & fees
Jun 1 - Jun 2
Riverfront Home w/Dock · Fire Pit · Kids Play Area

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)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is ¥32,163
¥81,094 total
includes taxes & fees
May 20 - May 21
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 ¥87,307
¥163,034 total
includes taxes & fees
May 25 - May 26
4-BR Waterfront Turret Home

Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.6 out of 10, Exceptional, (20 reviews)
"Sophia was an amazing host and the place was exactly as advertised. I couldn't recommend the place enough!"
United States
William N.
The price is ¥32,859
¥55,864 total
includes taxes & fees
May 27 - May 28
Bright and airy waterfront getaway

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is ¥54,765
¥66,494 total
includes taxes & fees
May 27 - May 28
2 Bedroom Cottage at Coles Point Marina

Come relax yourself a while

Come relax yourself a while
Mechanicsville
The price is ¥39,310
¥93,228 total
includes taxes & fees
May 20 - May 21
Come relax yourself a while

Beach House w/TheaterRm, GameRm, Outdoor Shwr

Beach House w/TheaterRm, GameRm, Outdoor Shwr
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"This was a fantastic property and location for our stay in Lusby. The home is designed with families in mind, and there was plenty for everyone to do. The house is beautiful and in a quiet, residential community. You can walk to the beach less than two blocks away, and we found dozens of sharks teeth there! Josh was so helpful with advice throughout. We would definitely come again."
United States
Mollie O.
The price is ¥51,717
¥114,083 total
includes taxes & fees
Jun 1 - Jun 2
Beach House w/TheaterRm, GameRm, Outdoor Shwr

'the Bayside Escape' Remote Chesapeake Bay Estate

'the Bayside Escape' Remote Chesapeake Bay Estate
3.0 star property
Fishing Creek
The price is ¥67,979
¥145,010 total
includes taxes & fees
May 25 - May 26
'the Bayside Escape' Remote Chesapeake Bay Estate

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, (4 reviews)
"Beautiful property in a peaceful neighborhood. Great location! "
United States
R. L.
The price is ¥33,354
¥73,144 total
includes taxes & fees
May 20 - May 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, (3 reviews)
"Loved it! Wish we had more time to spend in the lovely rental. "
United States
Hilary B.
The price is ¥48,892
¥92,766 total
includes taxes & fees
May 27 - May 28
Charming Waterfront 3-bedroom house in Piney Point

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 ¥76,830
¥159,340 total
includes taxes & fees
May 20 - May 21
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
The price is ¥67,782
¥155,314 total
includes taxes & fees
May 20 - May 21
Lakefront Log Cabin Retreat w/ Hot tub + 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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Top Wildewood Hotel Reviews

Find out more about Wildewood

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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?

The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.: Visitors like this Wildewood vacation home rental. It is located on a river and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a hot tub.

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 Drum Point Lighthouse 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.