
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
The space is incredibly comfortable, offering a private entrance. The view of the river is spectacular adding to the charm. Added details like coffee, snacks, and a local chocolatier’s treats made me feel at home! Hosts are wonderful! Thanks for an amazing stay!

The Fish House
My wife and I have stayed at The Fish House several times. It is a wonderful respite from our urban home life. A great place to relax and appreciate the Northern Neck lifestyle. We love it here!

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.

One bedroom apartment in Annapolis
Great above-garage apartment. Fully equipped kitchen, large bathroom, and comfortable king bed with walk in closet. Location is directly off the highway but not at all noisy. Had a little trouble finding the location (I accidentally drove past it the first time) but eventually realized I was at the wrong place. 10 minutes to downtown Annapolis.

Yorktown on the Waterfront
Beautiful, spacious property with fantastic hosts. Home is extremely well kept inside and outside. Beautiful backyard with scenic views that are well maintained with flowers and seating. Comfortable beds with large bedrooms. Home is in a very nice neighborhood near many food options.

Sunset Haven Downtown
This two-bedroom apartment is perfect for visiting Chincoteague Island. It is within walking distance of many restaurants and stores - even the local library. The view of the water from the window and porch is wonderful - be sure to sit outside and watch the sunset. The beds are comfortable, and we slept well. This is on a main road so if you are looking for a totally secluded or quiet street, this might not be for you. At night, we sometimes heard cars or voices on the road. (Didn't bother us though.) The recommendation for Daisey's Island Cruise was a highlight of the trip. We recommend the 6-person boat tour with Sea Cowboy Aiden. We got so close to the wild ponies but not close enough to disturb them. The host was very responsive to us. I highly 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 spot to get away!! loved the views and quiet town. Had a great time!!! Jen is very nice and communicates well!!! Highly recommend!!!!
Waterfront house rentals

Oyster Creek Retreat: Waterfront | Dock | 2 Kings
We usually stay during the winter (which is so peaceful and beautiful) but were thrilled to have a chance to stay during some warm weather during the kids spring break. We were able to fish, catch some crabs, kayak, enjoy walks and play on the "beach". We had a blast and are so grateful for the beautiful weather and peaceful retreat. Thank you for sharing your bit of paradise with us!

Beautiful, serene waterfront property
The place was beautiful and very clean. My only concern was no blinds downstairs for privacy and the oven needs cleaning. I will rent again.

Fresh Air, Waterfront Views, & Pet Friendly
We had the most relaxing stay at this wonderful property! It truly had everything we needed. The outdoor shower was a highlight, complete with shampoo and conditioner for both humans and pets—such a thoughtful touch! The place was stocked with firewood and a starter kit, which made our evenings by the fire so cozy. Our family loved kayaking and fishing nearby, and the tables were perfect for some fun card games. The kitchen was fully stocked with all the essentials, including seasonings, and there were even pet bowls for our furry friends. We couldn't have asked for a more comfortable, well-equipped getaway. Highly recommend for anyone looking for a peaceful, all-inclusive retreat!

Waterfront Escape!
Ryan’s home was lovely. Perfect for our family. Ryan thought of every detail to make our stay seamless and relaxing. His home was clean and well kept, but the personal touches made it even more lovely. We will definitely be back.

Bayfront, intracoastal, spacious 3 bedroom house
We had a fantastic time over Labor day week. We arrived early in the day and we're pleased to learn that early check in was available. The rental is above a Cafe but it wasn't open much as the season was coming to a close. The home is literally on an inlet with great views. There is a marina with a small storefront and several 16' boats available for rent. Parking is free. The home is old but very well kept. Washer and dryer available and were in great shape. The home has 3 bedrooms, 2 bathrooms and 2 decks. There are no other homes on this side of the inlet so it's very peaceful. There is internet and many amenities. We rented boats 3x and also went on a charter fishing out of Sea Isle. John and Cristine are wonderful hosts and saw to it that all of our needs were met. Restaurants and beach access are close but would require a drive and parking. Lastly, the price for the week seemed competitive with the other rentals in Sea Isle. We hope to be back next summer.

3br/2ba Waterfront Home overlooks Private Dock. 2+
This home is a great place to stay! It is completely furnished with everything you need. The kitchen is completely stocked with any seasonings or coffee accessories you need. The home is wonderfully functional for larger families and kids, --lots of nooks and spaces to hang out and enjoy your vacation. My boys and I chose this rental for the kayaking, and we were not disappointed. The equipment was ready to go, and the home has it's own private slip into a beautiful calm river. This is a great home for families and friends to relax, get some time on the water, and spend time with each other. Great value.

Beach House with Private Beach, Kayak, and Canoe
This is our fourth? fifth? stay at Sundar's lovely spot. Private, gorgeous beach out back, great expansive views out front with ships in the distance. Home is very comfortable. We are always there in November so don't swim, or kayak, or fish. Just enjoy the comfortable home and the walks on the beach. Sundar is always very responsive and available. Kitchen has everything you need. Appliances are great. Beds are comfortable. No clutter of owner's cast-offs which many airbnb homes have. We will be back next year!!

Waterfront, Bring your own boat! Huge canal home.
Beautiful home in a convenient location for group of 16. Peaceful atmosphere and close drive to local attractions. Attentive, responsive and kind host.
Waterfront condo rentals

Entire Downtown Bayfront Condo
This is a great location if you have kids. I love the fact that there was baby gates for the porch and also there was kid friendly cups plates, and utensils. it’s very close to the beach and it’s a very quiet location on the bay. We would definitely stay here again. The house was gorgeous. The beds were very comfortable and very clean. I can’t say not one negative thing about our stay. We would definitely book here again.

Waterfront Condo w/ Balcony, Right on the Canal
Very clean, nice view, host and hostess were quick responders:) a little far from our venue but we would def come back !:)

2BR Waterfront | 1st Floor | Patio | Pool | W/D
Jacquelyn was amazing! She responded to messages very quickly and was super helpful and accommodating. She was also very kind. Her check in and check out instructions were very clear and easy to follow. The space was beautiful and located in the perfect spot. Will definitely be going back!

1st Floor 3 BR Condo close to Beach with Pool!
Mike’s beach house is perfect for a family or group trip. More than enough space to fit everyone and the location is amazing. You’re less than a 5min walk to the beach but also return to a quiet dock rental. It was so calm sitting on the porch each morning looking at the water. Far enough from the hustle and bustle but close enough to enjoy the boardwalk and attractions when wanted. He’s super communicative as well. Would definitely stay again.

Bayside Retreat in the Heart of Ocean City!
This was the perfect place for our weekend getaway! Heather was super nice and responsive and her place was so cute and exactly like the pictures. It was walkable from multiple restaurants/bars and the beach and had a nice view of the water from the deck. If you wanted to go to any other restaurants that weren’t walking distance, they were only a short drive/uber away. We had such a great experience and will definitely be reaching back out to Heather when we come back down to visit to stay here again!!

Luxury Riverfront Condo w/ sunrise & sunset views
Beautiful view and impeccably clean accommodations—just like the pictures! Had an amazing stay here. Would highly recommend and book again. Fantastic host!

Direct Oceanfront close to Northside Park!
Clean, comfortable, and convenient! We love this part of Ocean City and Stephanie’s condo did not disappoint.

Water Front Condo w/Pool Short Walk to Beach
Brian's place is such an excellent condo to stay in Ocean City. Quiet and beautiful inside, easy to walk to the beach and nearby restaurants outside. This was a great place for me and my family to stay. The canal is quite nice to see while drinking morning coffee, and the place was just immaculate. Really enjoyed our time here. Highly recommend this place for a comfortable beach getaway!
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