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, (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 $188
CA $408 total
includes taxes & fees
Mar 10 - Mar 11
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)
"Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. "
United States
Berenice N.
The price is CA $245
CA $411 total
includes taxes & fees
Feb 19 - Feb 20
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 CA $362
CA $437 total
includes taxes & fees
Feb 19 - Feb 20
Cottage Located on the Patuxent River!

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is CA $363
CA $511 total
includes taxes & fees
Mar 2 - Mar 3
Coles Point Marina

Easthaven: Game-Theme Waterfront Retreat+Fireplace

Easthaven: Game-Theme Waterfront Retreat+Fireplace
Montross
10.0 out of 10, Exceptional, (30 reviews)
"Great spot"
United States
SHAWN W.
The price is CA $265
CA $641 total
includes taxes & fees
Mar 1 - Mar 2
Easthaven: Game-Theme Waterfront Retreat+Fireplace

Waterfront Retreat | Sunset Views + Outdoor Lounge

Waterfront Retreat | Sunset Views + Outdoor Lounge
Leonardtown
The price is CA $183
CA $523 total
includes taxes & fees
Mar 1 - Mar 2
Waterfront Retreat | Sunset Views + Outdoor Lounge

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
9.6 out of 10, Exceptional, (5 reviews)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
The price is CA $273
CA $535 total
includes taxes & fees
Mar 16 - Mar 17
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

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 $218
CA $500 total
includes taxes & fees
Mar 16 - Mar 17
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

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, (8 reviews)
"Such a cool neighborhood! Easy walk to an amazing private beach. Would love to stay again. "
United States
Olivia M.
The price is CA $297
CA $564 total
includes taxes & fees
Mar 16 - Mar 17
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

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 $477
CA $1,075 total
includes taxes & fees
Feb 19 - Feb 20
4-BR Waterfront Turret Home

Back Creek Villa Open Deck Solomons Island Maryland

Back Creek Villa Open Deck Solomons Island Maryland
Solomons
The price is CA $164
CA $361 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 $327
CA $405 total
includes taxes & fees
Feb 19 - Feb 20
2 Bedroom Cottage at Coles Point Marina

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 $227
CA $645 total
includes taxes & fees
Feb 22 - Feb 23
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

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 $307
CA $755 total
includes taxes & fees
Mar 10 - Mar 11
Anne & Fred`s Leonardtown Home W/ Arcade room!

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 $282
CA $716 total
includes taxes & fees
Feb 22 - Feb 23
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

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 CA $450
CA $1,208 total
includes taxes & fees
Feb 25 - Feb 26
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Cozy Beach Retreat with three bedrooms and three queen size beds...

Cozy Beach Retreat with three bedrooms and three queen size beds...
Saint Leonard
The price is CA $245
CA $502 total
includes taxes & fees
Mar 1 - Mar 2
Cozy Beach Retreat with three bedrooms and three queen size beds...

The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.

The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.
Prince Frederick
9.0 out of 10, Wonderful, (10 reviews)
"Got to go fishing, kayaking, and swimming in the pool. Had a great time, views are wonderful and it’s a peaceful environment. 10/10 would stay again."
United States
Timothy H.
The price is CA $627
CA $1,036 total
includes taxes & fees
Mar 16 - Mar 17
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.

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 $409
CA $789 total
includes taxes & fees
Feb 19 - Feb 20
Charming Waterfront 3-bedroom house in Piney Point

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 CA $280
CA $625 total
includes taxes & fees
Feb 23 - Feb 24
Peaceful Waterfront Retreat for Bird Lovers- Close to DC
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

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 Wildewood. 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 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?

Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome! : Visitors like this Wildewood vacation home rental. It 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 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. Patuxent River Naval Air Museum and Calvert Marine Museum 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.