Wildewood Holiday Rentals

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Our top choices for Wildewood holiday 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 NZ$491
includes taxes & fees
9 Mar - 10 Mar
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 NZ$442
includes taxes & fees
3 Mar - 4 Mar
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

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 NZ$770
includes taxes & fees
1 Mar - 2 Mar
Easthaven: Game-Theme Waterfront+Boats+Fireplace

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 NZ$519
includes taxes & fees
4 Mar - 5 Mar
Cottage Located on the Patuxent River!

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 NZ$713
includes taxes & fees
3 Mar - 4 Mar
Luxury Modern Waterfront Retreat

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is NZ$625
includes taxes & fees
14 Mar - 15 Mar
Coles Point Marina

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 NZ$606
includes taxes & fees
16 Mar - 17 Mar
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 NZ$440
includes taxes & fees
15 Mar - 16 Mar
Back Creek Villa Open Deck Solomons Island Maryland

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 NZ$573
includes taxes & fees
1 Mar - 2 Mar
Peaceful Waterfront Retreat for Bird Lovers- Close to DC

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 NZ$767
includes taxes & fees
2 Mar - 3 Mar
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

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 NZ$682
includes taxes & fees
29 Mar - 30 Mar
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

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 NZ$727
includes taxes & fees
16 Mar - 17 Mar
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

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 NZ$927
includes taxes & fees
10 Mar - 11 Mar
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 NZ$1,265
includes taxes & fees
1 Mar - 2 Mar
4-BR Waterfront Turret Home

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is NZ$490
includes taxes & fees
10 Mar - 11 Mar
2 Bedroom Cottage at Coles Point Marina

Cozy Beach Retreat - 3 bedrooms with 3 queen size beds. Sleeps 6

Cozy Beach Retreat - 3 bedrooms with 3 queen size beds. Sleeps 6
Saint Leonard
The price is NZ$696
includes taxes & fees
8 Mar - 9 Mar
Cozy Beach Retreat - 3 bedrooms with 3 queen size beds. Sleeps 6

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
The price is NZ$1,124
includes taxes & fees
5 Mar - 6 Mar
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 NZ$945
includes taxes & fees
1 Mar - 2 Mar
Charming Waterfront 3-bedroom house in Piney Point

Come relax yourself a while

Come relax yourself a while
Mechanicsville
The price is NZ$973
includes taxes & fees
10 Mar - 11 Mar
Come relax yourself a while
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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Find out more about Wildewood

Everything you need to know about Wildewood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wildewood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wildewood holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wildewood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wildewood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wildewood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wildewood holiday rentals we have selected for you start as low as NZ$491 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wildewood rentals

At Expedia, we put the best Wildewood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wildewood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wildewood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wildewood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Wildewood?

Yes, there are holiday rentals close to the most popular sights in Wildewood, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Wildewood has to offer?

Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome! : This holiday home rental outside of Wildewood is located on the beach, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and an arcade/games room so that you can immerse yourself in your holiday.

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 wider area.

What are holiday rentals like in Wildewood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wildewood. Holiday rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for small groups.