Wildewood Vacation Rentals

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Our top choices for Wildewood vacation rentals

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 CA $211
CA $370 total
includes taxes & fees
Jun 2 - Jun 3
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is CA $290
CA $443 total
includes taxes & fees
Jun 2 - Jun 3
Coles Point Marina

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (51 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 CA $196
CA $421 total
includes taxes & fees
Jun 2 - Jun 3
Soul Oasis - home on the Chesapeake Bay

Rustic 3BR Waterfront Cabin with Firepit + Dock Access

Rustic 3BR Waterfront Cabin with Firepit + Dock Access
Hague
The price is CA $223
CA $276 total
includes taxes & fees
Jun 2 - Jun 3
Rustic 3BR Waterfront Cabin with Firepit + Dock Access

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 CA $416
CA $502 total
includes taxes & fees
Jun 2 - Jun 3
Cottage Located on the Patuxent River!

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is CA $476
CA $590 total
includes taxes & fees
Jun 2 - Jun 3
2 Bedroom Cottage at 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 CA $255
CA $546 total
includes taxes & fees
Jun 2 - Jun 3
Waterfront Retreat, Private Pier, Remodeled, Epic Views, Sunsets on the River

Waterfront Reset—Games, Views, Kayaks & Total Calm

Waterfront Reset—Games, Views, Kayaks & Total Calm
Montross
10.0 out of 10, Exceptional, (35 reviews)
"Great spot"
United States
SHAWN W.
The price is CA $393
CA $808 total
includes taxes & fees
Jun 4 - Jun 5
Waterfront Reset—Games, Views, Kayaks & Total Calm

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 CA $286
CA $494 total
includes taxes & fees
Jun 2 - Jun 3
Bright and airy waterfront getaway

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)
"Everything about this stay was FANTASTIC. The host was amazing, the condo was in excellent condition and the view is AMAZING! Enjoyed everything about this stay!"
United States
N C.
The price is CA $248
CA $692 total
includes taxes & fees
Jun 2 - Jun 3
Riverfront Home w/Dock · Fire Pit · Kids Play Area

Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK

Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK
Montross
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home, very clean and comfy "
United States
Julie P.
Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK

Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (4 reviews)
"This property was perfect for our night visiting St. Mary's! Spacious, right on the water, and quiet. Thank you!"
United States
Meira
The price is CA $425
CA $819 total
includes taxes & fees
Jun 4 - Jun 5
Charming Waterfront 3-bedroom house in Piney Point

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 CA $279
CA $732 total
includes taxes & fees
Jun 2 - Jun 3
Anne & Fred`s Leonardtown Home W/ Arcade room!

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 $668
CA $1,404 total
includes taxes & fees
Jun 2 - Jun 3
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Peaceful Waterfront Retreat for Bird Lovers- Close to DC

Peaceful Waterfront Retreat for Bird Lovers- Close to DC
Leonardtown
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful property in a peaceful neighborhood. Great location! "
United States
R. L.
The price is CA $310
CA $664 total
includes taxes & fees
Jun 2 - Jun 3
Peaceful Waterfront Retreat for Bird Lovers- Close to DC

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 $589
CA $1,350 total
includes taxes & fees
Jun 2 - Jun 3
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Cabin near Solomons Island w/ Hot Tub

Lakefront Cabin near Solomons Island w/ Hot Tub
Lusby
10.0 out of 10, Exceptional, (1 review)
"We had such a wonderful stay at Diana’s lake house! The view of the lake is absolutely beautiful waking up to that peaceful scenery every morning was one of the highlights of our trip.The property has a charming rustic feel while still offering all the amenities you could need. It felt cozy and comfortable, yet fully equipped for a relaxing getaway. We especially loved being able to kayak right from the area such a perfect way to enjoy the water and the surroundings.Diana was an exceptional...
United States
rakesh s.
The price is CA $526
CA $1,365 total
includes taxes & fees
Jun 2 - Jun 3
Lakefront Cabin near Solomons Island w/ Hot Tub

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 $828
CA $1,522 total
includes taxes & fees
Jun 22 - Jun 23
4-BR Waterfront Turret Home
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?

Bay view from Calvert Cliffs, Solomons Island & State Park nearby: Visitors like this Wildewood vacation home rental. It is located on a lake and has a fireplace, a patio, and air-conditioning 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.

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 J.C. Lore Oyster House 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.