Vacation rentals in Wildewood

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Top-rated vacation rentals in Wildewood

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Lusby

4.99 out of 5 average rating, 299 reviews

Riverfront Chalet Kayak/Canoe, pier, breakfast!

This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own completely private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is beautiful Solomon’s island. Boaters welcome!

Mar 19 – 26

€ 137 per night
Guest favorite

Tiny home in Saint Inigoes

4.98 out of 5 average rating, 292 reviews

Historic St.Mary's City at the Lazy Bear Cottage

Inquire first on pets, there is a 40 lb. weight limit total, can be split up between 2 small dogs or 1 at 40lbs or less,must be house broken and friendly. Close to Saint Mary's historic city, Pt. Lookout State Park, Sotterley Plantation. Great hiking trails, restored colonial village,a replica of the Maryland Dove. Tour a lighthouse. Great restaurants , or spend a day over in Solomons Island, about 20 miles from us. Peaceful settings for relaxing right on the water,or kayak on the river.

Oct 5 – 12

€ 86 per night
Guest favorite

Cottage in Leonardtown

4.97 out of 5 average rating, 120 reviews

Beach Front and 'Perfectly Placed'

Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

Oct 9 – 16

€ 180 per night

Popular amenities for Wildewood vacation rentals

Other great vacation rentals in Wildewood

Guest favorite

Cottage in Saint Leonard

4.99 out of 5 average rating, 101 reviews

Captain Jack's Bay Hideaway

Oct 25 – Nov 1

€ 161 per night
Guest favorite

Apartment in California

4.91 out of 5 average rating, 182 reviews

Our Little Piece of Heaven

May 26 – Jun 2

€ 160 per night
Guest favorite

Cottage in Kinsale

4.95 out of 5 average rating, 187 reviews

Great little cottage with a "Rivah" view

Feb 18 – 25

€ 170 per night
Guest favorite

Cottage in Leonardtown

4.93 out of 5 average rating, 125 reviews

Breton Breeze

Jan 17 – 24

€ 180 per night
Guest favorite

Cottage in Leonardtown

4.93 out of 5 average rating, 193 reviews

Potomac River Freedom Cottage

Sep 9 – 16

€ 232 per night
Guest favorite

Cottage in Leonardtown

4.91 out of 5 average rating, 148 reviews

Potomac Vista Cottage at Little Pond

Aug 16 – 23

€ 186 per night
Guest favorite

Cabin in Lusby

4.94 out of 5 average rating, 139 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

Jul 14 – 21

€ 337 per night
Guest favorite

Farm stay in Madison

4.98 out of 5 average rating, 159 reviews

Madison Nature Getaway

Oct 22 – 29

€ 124 per night
Guest favorite

Place to stay in California

4.88 out of 5 average rating, 8 reviews

Modern | Bright | Cozy Private Room | Free Parking

Dec 6 – 13

€ 61 per night
Guest favorite

Apartment in Leonardtown

4.94 out of 5 average rating, 33 reviews

Retreat at Fenwick

Sep 29 – Oct 6

€ 132 per night
Guest favorite

Home in Leonardtown

4.95 out of 5 average rating, 39 reviews

Old Bay Inn

Aug 31 – Sep 7

€ 148 per night
Guest favorite

Cottage in Hollywood

5.0 out of 5 average rating, 31 reviews

Cottage on the Creek

Feb 3 – 10

€ 285 per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Maryland
  4. St. Mary's County
  5. Wildewood