Wildewood Holiday Rentals

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Check prices for these dates

In two weeks
3 Oct - 5 Oct
In two months
14 Nov - 16 Nov
In three months
12 Dec - 14 Dec
In four months
9 Jan - 11 Jan

Holiday Rentals in Wildewood

Our top choices for Wildewood holiday rentals

Tiny, Funky, and Full of Love - Welcome to the Love Shack
Terrace/patio

Tiny, Funky, and Full of Love - Welcome to the Love Shack

9.8 out of 10, Exceptional, (8)
Tiny, Funky, and Full of Love - Welcome to the Love Shack
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Dining

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

10.0 out of 10, Exceptional, (179)
"Cottage was just as pictured. Lots of character and charm. Host, Brett was easy to work with and very helpful!"
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
Fridge, microwave, oven, stovetop

**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**

10.0 out of 10, Exceptional, (192)
"Great for our group of 2 families. Plenty of beds, nice gathering space, access to the creek, played in the grassy field. Would/will likely return! "
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
4BDRM River front house with Private Beach in Hollywood
Property grounds

4BDRM River front house with Private Beach in Hollywood

2.0 star property
9.8 out of 10, Exceptional, (14)
"This house was just what we needed for our business associates. "
4BDRM River front house with Private Beach in Hollywood
Waterfront Cottage in Beautiful Hoopers Island
Property grounds

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (78)
"We had a very nice stay and enjoyed the quiet environment and the amenities of the property. Lots of great area for walking. "
Waterfront Cottage in Beautiful Hoopers Island
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Exterior

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

9.8 out of 10, Exceptional, (73)
"What a great property, wildlife abounds!!! We had a fantastic weekend with family and friends!"
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
Fridge, microwave, oven, stovetop

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

10.0 out of 10, Exceptional, (120)
"We are not strangers to the area, my wife having grown up in the area, but each time we stay on the Chesapeake we feel at home. The Hideaway is so nice that you don't want to go back your actual home! It is furnished as if it is a year-round residence, no cheap or mismatched furniture and appliances. We enjoy cooking and the kitchen is has everything you need and it works. The yard and amenities are top notch. If you enjoy bird watching, sit in the back yard and take in the bird activity...
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
El Camino
Terrace/patio

El Camino

10.0 out of 10, Exceptional, (47)
"Awesome location and accommodations. Very clean and comfortable. "
El Camino
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River
Property grounds

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

10.0 out of 10, Exceptional, (17)
"Great place! "
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River
Single family home with screened porch.
Fridge, microwave, oven, stovetop

Single family home with screened porch.

10.0 out of 10, Exceptional, (13)
"The house was very nicely done and extremely well stocked and the host was very friendly and super easy to deal with. We especially like the location for sunrise walks with the dogs and easy access to the national parks. "
Single family home with screened porch.
Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More
Smart TV, printers

Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More

10.0 out of 10, Exceptional, (2)
"My first thought was "gorgeous", when i walked through the door. This was just the weekend I needed. The screened in porch was relaxing. Be ready to take pictures of the sunrise! "
Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More
Waterfront Solomons Apartment
Interior

Waterfront Solomons Apartment

9.2 out of 10, Wonderful, (12)
"Very clean, awesome location and amazing hosts!! "
The price is AU$448
includes taxes & fees
8 Oct - 9 Oct
Waterfront Solomons Apartment
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Smart TV, fireplace

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

10.0 out of 10, Exceptional, (54)
"Such a beautiful place to stay. Had absolutely everything you could need. Comfy beds and tons of space. Definitely recommend staying here!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Belle of the Chesapeake Bay
Beach

Belle of the Chesapeake Bay

9.2 out of 10, Wonderful, (15)
"This was a great place to stay in a quiet neighborhood, a short drive from Calvert Cliffs State Park. Plenty of space for four adults. We could have stayed longer and would not hesitate to book again."
Belle of the Chesapeake Bay
House Right on the Potomac River - Great Sunrises & Sunsets
Exterior

House Right on the Potomac River - Great Sunrises & Sunsets

10.0 out of 10, Exceptional, (99)
"This property is a gem! There were 8 of us and there was plenty of space for all of us. The kitchen is fully stocked, I think they thought of everything! Days were spent boating, fishing, crabbing and lounging at the pool. What a great week! "
House Right on the Potomac River - Great Sunrises & Sunsets
Waterfront Relaxing Getaway
Fridge, microwave, oven, stovetop

Waterfront Relaxing Getaway

10.0 out of 10, Exceptional, (24)
"We enjoyed our stay. Beautiful spot on the water. House had everything we needed and plenty of space for my family."
Waterfront Relaxing Getaway
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
On the beach

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

10.0 out of 10, Exceptional, (121)
"Clean and spacious. Great views! Loved the beach! Found a bunch of fossils. Enjoyed kayaking. Overall outstanding!"
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Cozy Virginia Potomac Riverfront Cottage
Dining

Cozy Virginia Potomac Riverfront Cottage

9.6 out of 10, Exceptional, (43)
"The place is a little outdated but very charming...the only reason I say outdated is because we could not use the shower in the main bathroom, there was no water pressure, just a dribble. Other than that, I would stay there again."
Cozy Virginia Potomac Riverfront Cottage
Beach & River Retreat. Spectacular house with private sand beach and hot tub!
Exterior

Beach & River Retreat. Spectacular house with private sand beach and hot tub!

10.0 out of 10, Exceptional, (49)
"We had the best time! It is a gorgeous and spacious house, and the beach and dock were perfect. Frank was so kind and easy to work with and we would all love to stay here again- highly recommend!"
Beach & River Retreat. Spectacular house with private sand beach and hot tub!
Where peace is sitting by the moonlight
Sun-loungers

Where peace is sitting by the moonlight

9.6 out of 10, Exceptional, (97)
"We enjoyed our stay! The house was spacious and clean. It was well-stocked with games, movies, and books. The back deck was a peaceful place to be in the mornings, in the sunshine, with a view of the river. The beach is a 5 minute walk from the house. The kitchen had an assortment of items - we would have appreciated some tupperware, or tin foil/cling wrap, as we had no way of storing leftovers appropriately between meals. Overall, we had a restful stay and would definitely come back!"
Where peace is sitting by the moonlight
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

Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG

10/10 Excellent
"Will be stay again soon "
Robert 3-night trip
Posted 2 days ago
Holiday Inn Express Prince Frederick by IHG

Find out more about Wildewood

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 favourite 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 depend 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 AU$448 per night. Entering your travel dates in the search wizard might find you 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?

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp: This holiday home rental outside of Wildewood is located on the beach, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Drum Point Lighthouse 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.