Vacation rentals in Wildwood Beach

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Top-rated vacation rentals in Wildwood Beach

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Guest favorite

Apartment in Pasadena

4.99 out of 5 average rating, 550 reviews

Sea Dreamer aka Phenomenal Hospitality

Stunning sunrises free in a tranquil, riverfront, apartment with front entrance. Split foyer home, I am upstairs, you are downstairs. 2 separate bedrooms, one overlooking the river. Living room includes dining area, office space, comfy seating, and a massage chair!. Full bath, best showerhead, soaps, shampoos, and towels. Pull out sofa bed for larger parties. Kitchenette has everything necessary to cook with. BWI 20 min, 40 Annapolis, 60 to DC. Patio, fire pit, grill, deck and beach walks.

Nov 7 – 14

G$19,696 GYD per night

Guest favorite

Guest suite in Arnold

4.96 out of 5 average rating, 568 reviews

Old Bay Bungalow

This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

Jul 22 – 29

G$23,383 GYD per night

Guest favorite

Bungalow in Baltimore

4.96 out of 5 average rating, 158 reviews

RetroLux Guest Suite 20 min to Downtown Baltimore

Retro-Lux Suite has the feel of a luxurious separate apartment with all the necessities you may need during your stay; from a warm and cozy bedroom, a clean and airy bathroom, to an inviting bright living room/kitchenette combo well stocked for your needs. The icing on the cake is a fantastic zen-like sunroom to enjoy your morning coffee/tea, or a glass of wine in the evening. Best of all, it's on the first floor, easy to get in and out; you can't go wrong staying at this unique guest suite.

Jul 22 – 29

G$23,139 GYD per night

Guest favorite

Guest suite in Forest Hill

5.0 out of 5 average rating, 115 reviews

Scenic, private 2 room-guest suite, near Bel Air

Relax and enjoy the scenic view of the countryside in this spacious (3 room) guest suite. The sunset is gorgeous! Spend the weekend enjoying the local activities: Dance under the stars at Boordy Vineyard Taste the craft beers at local breweries Hiking at Rocks State Park Biking nearby at the old railroad trail Explore the shops and restaurants on Main Street in historic Bel Air Spend a work trip in this peaceful, quiet space, located close to Aberdeen Proving Grounds, Peach Bottom Plant.

Oct 6 – 13

G$21,351 GYD per night

Guest favorite

Camper/RV in Sparrows Point

4.84 out of 5 average rating, 146 reviews

Cozy Camper, 2010 Brookstone RV

38 foot Fifth Wheel RV located at marina. Fully equipped kitchen, 1 bath and 1 bedroom with comfy King bed. Living space includes dinette with 4 chairs, sofa w/ full size air mattress and two recliners set up in front of a 42" flat screen TV. Heat and air provide the perfect accommodations no matter the weather. Enjoy sitting by the fire pit or explore the Bay on one of our two Kayaks. A stone's throw from Trade Point Atlantic, Key Bridge work site. Just 15-20 minutes to downtown Baltimore.

Jun 28 – Jul 5

G$14,109 GYD per night

Guest favorite

Apartment in Baltimore

4.87 out of 5 average rating, 164 reviews

Cozy Studio Apartment

Cozy little separate entrance studio in the basement of my house. Has a queen size memory foam bed, comfy large couch, bean bag, 73 inch screen tv, 2 seater table, mini fridge, coffee maker, and insta pot. Bathroom stocked with soap & shampoo mini bottles. Quiet hours Sunday-Thursday is 10pm to 7am. Friday & Saturday 12am to 7am. I do have a cat that runs around upstairs and I also play music as well as take zoom calls throughout the day. At night the house is QUIET. No smoking. No parties.

Jun 7 – 14

G$16,427 GYD per night

Guest favorite

Guesthouse in White Marsh

4.96 out of 5 average rating, 142 reviews

Bird River Bottega - A Waterfront Oasis!

Private entrance studio located on a waterfront property. The Bottega is perfect for couples, solo travelers, and business professionals; best suited for two travelers. Enjoy your morning coffee by the water and watch the Ospreys, herons, ducks, hawks, and bald eagles galore. Whether you are fishing, lounging, or kayaking the Bird River (home to the Chesapeake Bay), you are bound for relaxation. Surrounded by a plethora of eateries, shopping, and entertainment all within a 25 minute drive.

Oct 17 – 24

G$18,567 GYD per night

Guest favorite

Guesthouse in Annapolis

4.9 out of 5 average rating, 209 reviews

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

Dec 21 – 28

G$20,440 GYD per night

Guest favorite

Cottage in Glen Burnie

4.92 out of 5 average rating, 142 reviews

Home away from home

This is a small house with private parking close to Baltimore and Annapolis. I have one queen size Murphy bed, one single pull out couch. It has an updated kitchen, updated bathroom, walk-in closet, Internet and heating and cooling. I also have a pellet stove. my kitchen is fully stocked with dishes, knives, forks, pots and pans. The bathroom has towels and rugs. I tried to add all the amenities to make it as comfortable as home. Look at pet rules under the other things to note section.

Nov 30 – Dec 7

G$16,759 GYD per night

Guest favorite

Guest suite in Chestertown

4.99 out of 5 average rating, 193 reviews

Beautiful Waterfront Chestertown Getaway

Lovely three room waterfront apartment/guest suite conveniently located minutes from historic Chestertown and Washington College. Beautiful water views, full kitchen, wooded lot, quiet neighborhood, bird watching, biking, running, kayaking. Friendly pets (comfortable with people and our medium rescue dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice. Make it your home away from home.

Oct 11 – 18

G$29,054 GYD per night

Guest favorite

Apartment in Crownsville

4.98 out of 5 average rating, 166 reviews

“River Sweet" Private Apartment

River Sweet has everything you need for a fun and relaxing getaway. Cozy and clean, River Sweet provides all the comforts of home, including your own driveway and entrance. You'll delight in privacy while enjoying a safe, waterfront neighborhood. A local mini mart and restaurant are close by. And, you are centrally located between Annapolis, Baltimore and Washington for fun excursions! Please let us know if you need a long-term stay. We would be happy to accommodate you.

Oct 21 – 28

G$19,402 GYD per night

Guest favorite

Farm stay in Essex

4.95 out of 5 average rating, 141 reviews

Private wing at historic water view Walnut Grove

Enjoy your stay in the private guest wing of the historic Walnut Grove farmhouse with separate heating and cooling. Wildlife, chickens, rooster and pets in our little farm. Beautiful sunrises and sunsets viewed from the property or the dock across the street. 12 miles to Baltimore and 5 miles from 95. Local dining, shopping, parks, and golf course. NON-SMOKERS ONLY. No smoking or vaping on Property. Must agree to follow all rules.

Sep 19 – 26

G$23,434 GYD per night