
Waterfront vacation rentals in Chincoteague Bay
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Top-rated waterfront rentals in Chincoteague Bay
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Waterfront apartment rentals

Our Little Piece of Heaven
I would 100% come back! I sent my mom the link to the Airbnb before we even pulled out of the driveway. Tom and Michele’s place was so quaint and peaceful. Their backyard is GORGEOUS!! I don’t know how they don’t stay out there all the time!! We used to live in the area, so we knew of the local restaurants and bars in Solomons. If you’ve never been, there are a lot of great spots within 10 minutes!

The Fish House
We had an excellent stay at the Fish House- right on the water with beautiful views and peaceful morning cups of coffee on the deck. Michelle was very responsive and provided great recommendations on everything from restaurants to kayaking spots. While the marina is a working business we did not find that it negatively impacted our stay and in fact it enhanced it since the employees there were very kind and courteous. We can't say enough about Michelle's hospitality- she has a true gift! We wanted to have direct access to abundant kayaking and this was for sure the spot to be. While we paddled the creek/inlet area we also found the Oyster Point paddling trail (just a few minutes down the road) to be a great excursion. We will be planning to return!

Comfy 1BR w pond view Kingsmill
Great place to stay away from lots of people. Super quiet and neat.

Sandy Toes and Sunsets - Waterfront Property
Shelley's little vacation cabin was very comfortable, clean, and cozy. We stayed only one night and didn't get a chance to enjoy the deck and the view, but they looked great! Easy driving distance from Cape May. Definitely recommend.

Stunning Sunsets on Breton Bay, Seaside apartment
What a calm and peaceful private retreat! My fiancée and I spent a couple of days enjoying the brisk bay breezes and beautiful sunsets at Vickie’s. Everything was exactly as advertised and Vickie (and Scott) are true treasures—extremely responsive and thoughtful hosts who want you to have everything you need. Plus, their knowledge of the area gave us a great introduction to Leonardtown. So much more to the area than we thought! Whether birdwatching from “the best view on the block” or reflecting on the glider by the bay, we loved every moment of quiet and can’t wait to visit again. Thank you!

1BR beach/water views near Cape May & WW w/linens
Beautiful place, went there to celebrate my daughter turning 1. It was a special moment and the view made it worth it!

Historic St. Mary's City, MD
Our second time here! An absolutely adorable gem of an Airbnb with the nicest hosts and most beautiful garden and dock on the River! Great restaurant recommendations, super comfortable beds, and lovely living room. Perfect for families visiting the beloved St. Mary’s River.

Amazing oceanfront view 3 blocks from boardwalk
Condo was exactly as described! Amazing oceanfront view! I was also impressed with how much room there was. It was cruiser week so it was a tad bit noisy at night, but other than that and the fact we couldn’t stay longer, we had a wonderful time and enjoyed our stay!
Waterfront house rentals

Charming Waterfront Cottage w/2 King Suites + Dock
We were blown away by how amazing the house was. We came for a weekend event in OCMD and found ourselves not wanting to leave the house. The backyard and dock leading to the water were relaxing and created a lot of great photos and memories for us. Being able to wake up and go kayaking before starting the day followed by sitting around the fire at night really made for a perfect stay.

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!

Luxe Modern Chesapeake Waterfront Oasis - 5 Star
TL;DR: this was easily one of our favorite Airbnb experiences. We absolutely cannot wait to come back. We spent a week at Evan's cottage for my wife's birthday. Our party included 5 adults, 2 small pups, and an infant and there was more than enough room for all of us to stay comfortably. Evan was an incredible host- promptly responsed to all of our inquires, and regularly checked in to make sure if we needed anything. The house itself. Hot damn. It is stunning. The landscaping envelopes you in lush greens and blooming flowers, the view overlooking the Chesapeake is amazing, and the house is filled with every amenity you could imagine. (Huge shoutout to all the baby gear - as new parents, this was a lifesaver). The beds we're cozy, the kitchen was *stocked*, and the interior design was ::chef's kiss:: While the immediate area (10ish min drive) has everything covered for basics, you're only a quick trip into Annapolis to get anything else you may need for your trip.

3 bedroom/2.5 bath Smith Island bungalow with dock
Wonderful accommodations for a relaxing visit to a beautiful island!

Hutch's Bluff - Waterfront near Williamsburg
Hutch’s Bluff was a great house in a fabulous location. There was all that you needed for your stay as well as beautiful view of the river. We felt right at home and it was so peaceful and relaxing. Will definitely return.

Waterfront Cottage in Colonial Beach at Placid Bay
The ultimate peaceful and restful location and experience. Carmen was super responsive for all my questions, and her gorgeously designed house had ALL the amenities and comforts from home! Sauces, condiments, spices, coffee and teas, canned goodies, dry pantry goodies - her gourmet kitchen was a delight! Tupperware for leftovers, paper towels, soaps, cleaning supplies, tons of toilet paper and toiletries and bbq supplies. Rain shower experience!! Also water filter, and a bar fridge with bottled water and normal and Diet Coke! Beds out of this world!!! Gorgeous patios with plenty of lounging options, everything was beautiful!!!! Thank you Carmen! Best host ever!

ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED.
A beautiful home in an amazing location. Loved the peaceful and friendly neighborhood and easy beach access. Natalie was super communicative and friendly. She shared clear instructions and great recommendations for things to do nearby.

Waterfront Cottage Getaway Pool/Kayaks/Fire Pit
A lovely space designed for quality family time!
Waterfront condo rentals

Le Petit Paradis-Waterfront, pet-friendly Studio
This place is amazing! Beautiful views, very clean and surprisingly spacious! Super close to everything to do in chincoteague. Thank you for having us!

Direct Oceanfront Condo with Expansive Ocean Views
Susan is an outstanding host with a beautiful property. She is always responsive and helpful! We loved our stay and hope to stay again.

🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!
Adam was a great host, answered all questions we had in a timely manner and went above and beyond to check in to make sure we were settling in and enjoying our stay. Our daughter loved the extra amenities of toys and the bunk beds. This home provided beautiful views of the sunrise on the beach and an excellent view of the sunset on the bay. We are already planning our next stay.

Extraordinary Oceanfront Escape | Private Balcony
Effortless beach week. So grateful NOT to have to deal with toxic air-fresheners, dirty dishes, light pollution, poorly chosen furniture, buying supplies, funny smells, crappy blinds, clutter... This condo is superior to many other AirBNB we have rented. Absolutely NOTHING was worrisome. Plumbing in tip-top shape, gorgeous bedding. Kitchen very well stocked (we actually cook most of our meals.) Detergent provided and plentiful. Not a speck of dirt or grime anywhere. This level of excellence is rare. The view is tremendous, and beach access is easy. Parking, elevator, luggage carts - all easy. The price is quite high, but we decided it's worth the attention to detail that is given to this property. We already booked for next year, and hopefully by then the building renovations will be complete. Highly recommend this quiet, spacious, extremely private unit at Marigot. Thanks Elysian.

Romantic Beach Inscape-Best Ocean View+Heated Pool
The view and easy access to the beach make this perfect for a weekend getaway. Quiet in the offseason and close to tons of great local restaurants.

The Hideaway By The Bay OCMD
This was a beautiful place to stay at with all the amenities you need! Check in and out was very easy and Corey Responded quickly with any issues or questions. Both beds were very comfortable. You had an immediate view of the bay walking out the back door, which was our favorite part! We would definitely stay again!

Getaway in Ocean Pines
Selena was a wonderful host. She had everything that one can think of when staying at a 5 star hotel! Coffee, sugar and creamer, soaps and creams, extra blankets, cookware and crockpots and big beautiful towels. Her place was so comfortable and clean and neat. I will absolutely recommend this place to my friends and family back home. The beach passes are really also so great because one doesn’t have to search the streets to find parking. The Yacht Club has nice live music and it was a great stay!!! Thank you Selena.

Direct Ocean Front/Gorgeous Views/Indoor Pool
We had a great time at Seth’s place. The location was perfect, quiet but still plenty to do. Easy beach access and clear directions for everything. Watched dolphins from the balcony and loved hearing the waves.
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