
Beachfront vacation rentals in Wildwood Beach
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Wildwood Beach
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Wildwood Beach beachfront rentals
Pet-friendly beachfront home rentals

The Shore House
Lauren is an excellent host. The property was wonderful, clean and suit our needs. The perfect top it off was… there were adequate chips, and fritters - just after we drove in the house.👌 I was a bit hungry, and gave me some time to get my essentials for the stay - which, btw…wasn’t too far. It had a nice walk to the small beach, and we thoroughly enjoyed it. Lastly, Lauren was exceptional with our request for a late check out. Thank you. Definitely a 5 star! Will definitely stay at this same place, again. Regards Bala

Waterfront, Dog-friendly, Hot Tub, Peleton
This was our second time staying at Kimberly’s home, and it was just as magical as we remembered. The views of the water are absolutely stunning—whether you’re enjoying your morning coffee or winding down in the evening, it’s hard to look away. The location is perfect: peaceful but just a short walk to shops and restaurants. We also really appreciated the Peloton and treadmill—such a bonus for staying active during our trip. Everything was spotless and thoughtfully prepared. Honestly, we didn’t want to leave. Already looking forward to our next visit!

Chesapeake Houseboat Getaway
I loved Julia’s Arc. First time I Airbnb’d in a houseboat; won’t be my last. I loved this experience! Julia’s was inviting, comfortable, well appointed. I enjoyed sitting on the upper deck but even sitting inside with the blinds up and the windows open afforded the sounds of the water while enjoying the view of the marina and boats. I wish I had more time here to explore more. This was exactly what I needed for some time alone.

Boho River Cottage
Cece had everything ready for us and our pup. The home was very clean and well stocked. She even had kindling and dry wood ready for the chimania. Instructions were clear and a binder with local attractions and restaurants was ready for us.

Top of the Chesapeake - Private Waterfront Home
We had a wonderful stay. We enjoyed being outdoors on the deck and walking the shoreline. The interior accommodations were very comfortable and met all our needs and expectations. The weather was perfect, too! Would definitely like to return again. 👍🏻👍🏻👍🏻

Panoramic water views
This was one of the loveliest Air BnBs I’ve had the pleasure of staying at. The photos don’t do it justice. A warm, welcoming and cozy home, filled with sunlight and stunning water views from every window. You literally feel like you’re on a boat! Comfortable furnishings and beds, a super well-stocked kitchen with lovely dishes and decor, bikes, kayaks, gas grill… everything you could want. The Tilghman Island General Store was just a short walk through a lovely neighborhood with the friendliest people. Breakfast at Two if by Sea was amazing! And crab cakes at Gina’s on the Bridge were delish. My dog loved the stay too! Tilghman Island is a peaceful treasure in today’s crazy world.

Cozy Waterfront Cottage - Pet Friendly
This was a fantastic vacation rental- the kids’ favorite yet! You can’t beat the views and the proximity to the beach and shops. There is also a playground, library, ice cream shop, and pizza just a block away. The host had snacks, water, and milk available for us and the kids when we arrived, which was very welcome after a long car ride! And having beach chairs and beach umbrellas for use made our beach days so much better! We brought our paddle board and launched it off the local beach which was quite fun. Annapolis and DC are both far drive and, when we weren’t enjoying the local amenities, we found plenty to do just an hour drive or less away. I highly recommend this rental. Thank you for allowing us to rent your lovely home and we will definitely be back

Bay Home in Annapolis with Private Dock
Beautiful place, beautiful location. Joel thought of anything you could want.
Beachfront home rentals with a pool

Chestertown Watson Family Farm
We had a great time. The view is one of the best we have stayed at. The hosts have thought of almost everything you could need or want to do. Our kids wanted to come back just to do more of the activities. The interior is obviously dated but it is thoughtful, functional, and clean. We felt cozy and at home! We will be back!

Waterfront Escape with Pool Nature Lover Paradise
The house and surroundings are beautiful. Unfortunately, we had rain during most of our trip. There was plenty of room and board games inside the house. We were able to get outside and try crabbing and fishing one of our days. All of the supplies needed for cooking were in the immaculate kitchen. We would love to come back in the fall.

Georgetown Awesome Townhome 3BR 3.5BA
Fantastic place in every respect! The house is lovely, pristine, perfectly configured, and outfitted with every amenity. The tiered garden out back is beautiful and charming. The location was A+++ (quintessential Georgetown setting with delightful walking everywhere). We enjoyed everything about the house and our time there. Thank you, Charlotte!

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*
We found Paul’s home very comfortable and accommodating. Paul was accessible when we reached out to him and he communicated well with us. It was a very nice location with a fantastic view of the bay, as we hoped for.

Waterfront, Pool, Dock, Hot Tub.Stunning Views! A
We had a fantastic stay at this Chesapeake Bay home for our annual family trip! The outdoor space is a total standout—beautiful views, a great pool, and everything we needed for kayaking, crabbing, and making memories by the water. We especially loved the roomy layout, the well-stocked kitchen, and the big dining table that made family dinners a highlight each night. The house is full of personality, with tons of unique decor and interesting items throughout—definitely made for a fun and memorable stay, though we did find ourselves having to keep a very close eye on the kids around all the treasures! Overall, it was a wonderful trip and we’d absolutely book again!

10 Minutes to St. Michaels with a Private Pool
This home gave us something we hadn’t experienced before: a vacation with two small children that actually felt like a vacation! From the moment we arrived, we were blown away by how perfectly suited the home is for families with young kids. The pool has a shallow platform area that our toddlers could safely enjoy, and the expansive, beautifully maintained yard gave them plenty of space to run and play freely along with a swing and hammock. Inside, the house is just as exceptional. The layout is thoughtfully designed, with a separate bedroom wing that allowed us to put the kids to bed and then relax in the evenings without worrying about noise. Every detail felt intentional and welcoming, and the water views were absolutely stunning. The home is just a short drive from the charming town of St. Michael’s, which we loved exploring. This trip was such a joy for our entire family, and we’re already talking about when we can come back. Highly, highly recommend!

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
My family & I booked for three nights. Thought it was a beautiful and private little area, and just a couple steps away from the beach and a pool. Very quiet and away from noise which was a plus. The house itself was lovely and mostly clean. There were board games available and my kids had a fun time playing with them. We enjoyed barbecuing using the grill provided on the balcony which was nice as well. A plenty of towels and anything you need in the kitchen! Other than a full trash bag left over in the kitchen, finding some clothing items from other guests (I’m assuming) in drawers, and the keurig having what looked like mold inside. Pretty small things when looking at the big picture though. Will most likely come again & we enjoyed our stay!

Chester Riverfront At Kent Narrows
A great place to enjoy a long weekend at the Eastern shore in Maryland.
Private beachfront home rentals

Entire River Front Home - 4 Bedrooms 4.5 Baths
We had a wonderful stay at this beautiful place. Our extended family and dogs thoroughly enjoyed the private and peaceful location. Bobs place was provisioned very well. We appreciated the numerous coffee cups, wine glasses, etc. it felt very much like staying with family. Lovely art throughout too.

Waterfront South River Edgewater Sunrises & Beach!
We had a lovely stay at Heather’s place. The house was clean, comfortable, and we felt taken care of. The porch with the view of the water and sunrises was so relaxing. Visiting during the off-season was peaceful, but there was still plenty to do in the area. We couldn’t have asked for a better getaway weekend.

The Bohemia Charmer
An unforgettable stay! The photos simply don’t do this place justice. From the moment we arrived, we were blown away — but nothing compared to the breathtaking view of the Bohemia River right outside the window. It felt like our own private slice of tranquility. Marla was a fantastic host — thoughtful, responsive, and clearly passionate about creating a welcoming space. Every detail of the home was spot on, and the atmosphere was even better than expected. Honestly, the whole experience exceeded our expectations. We’re already looking forward to coming back — would definitely book this property again without hesitation.

Bayside Bungalow: Cozy North Beach Getaway
We had a wonderful visit to North Beach staying at William's bayside bungalow! The location is absolutely perfect. The bungalow is steps away from the boardwalk and conveniently located to the beach and all the fun shops in town. The bungalow was comfortable and perfect for our trip. We especially loved sitting on the front porch and enjoying the view of the bay. William was a gracious and communicative host. We'd be excited to stay here again in the future!

Quiet Getaway in Waterfront Community
My husband and I stayed here for a month while we had work done on our boat at a local marina. The location is perfect for access to the local marina as well as all the restaurants in Deale. Yen was super responsive as was John. They responded to all our questions in a timely manner, and were always very kind. The home is well laid out, and worked perfectly to use as a homebase. Good wifi, comfy couch, comfy bed with good pillows. The master suite is gorgeous and well lit. Kitchen is well appointed and had all the appliances/utensils we needed. Had several work spaces that were great for zoom calls and other "office" type work. The tap water didn't have any odors. Enjoyed having coffee on the front porch with a lovely view of the Chesapeake and the screened in porch in the back was great as the evening bugs came out. Highly recommend this home!

CoastalBeachCottage*BayViews*Close2WeddingVenues
Michelle’s place is super cute! It’s also got more space inside than you may expect from the front view of the home. It’s got a cute upstairs space that does add to the livable area of the home for guests. We enjoyed the closeness to the water and nearby wedding venue as we were guests at a friend’s wedding in Kent Island a mere 10 minutes away. It was the right place for what we needed as a family of mom, dad & 2 of our grown kids.

Cottage #4 Chesapeake Blue down the drive way.
I recently had the pleasure of staying at Alexander and his wife's charming cottage, and we couldn't be happier with the experience. From the moment we arrived, Alex and his wife were incredibly accommodating and helpful, ensuring we had everything needed for a comfortable stay. The cottage itself was cozy and well-maintained, offering everything we required for a relaxing getaway. One of the highlights of our stay was the breathtaking sunset views. Watching the sun dip below the horizon from the dock was simply mesmerizing. The location is also ideal—just a short 10-minute drive to downtown St. Michaels, where we enjoyed exploring the local shops and restaurants. The hosts truly go above and beyond to make their guests feel welcome, and it shows in every aspect of their hospitality. I highly recommend this place for anyone looking for a peaceful and memorable retreat.

Bayou on the Bay
Very nice stay!! We enjoyed the place and thought it was super nice. Would highly recommend
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- Nationals Park
- The White House
- Betterton Beach
- National Mall
- Georgetown University
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Hampden
- District Wharf
- Smithsonian National Museum of Natural History
- M&T Bank Stadium
- Sandy Point State Park
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Air and Space Museum
- Great Falls Park
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Meridian Hill Park
- Congressional Country Club
- Quiet Waters Park