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

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!

Bayside Bungalow - Waterfront
Identical to pictures! Beautiful rental in convenient location. The beach and boardwalk were easily walkable and having Fish Tales next door was convenient! My only suggestion would be is to bring an eye mask if you are a light sleeper, there are no shades on kitchen windows so it’s very bright in the early morning since it’s all connected. It helped us to get up and moving in the morning so we didn’t mind. Morgan was quick to reply to messages and a very gracious owner! We will definitely be back.

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!

Endless Summer With Ocean View & Large Deck
Laura was a very responsive and wonderful host! She went above and beyond with providing a variety of things to do and see during our stay. She also made sure the check in and check out process went smoothly. The home was well kept, clean and had a great view! Being able to relax on the back porch with the sound of the waves was so peaceful. Our family had a great stay and will definitely be back! Thank you Laura!

Artist’s Windmill Pt Condo|Sunset&Pool Relaxation
Such a beautiful place- decorated perfectly- with wonderful paintings-- and such amazing views! We loved the outdoor space- watching dolpins & sitting on private beach, watching blue herons & dolphins-- also walked to marina to enjoy the Tiki Windmill for dinner, & all around there.. Loved it all!

Beautiful Bayfront Condo!
The condo was perfect for our family of 8. It is much larger than the pictures let on. The deck was big enough for all of us to comfortably sit and chat - and Julie has plenty of patio chairs and two tables! Everything was super clean, no clutter, lots of space to spread out and not be on top of each other. The location is perfect too! Quick walk to the beach and some shops. Bus ride can easily take you down to the boardwalk or restaurants you can’t walk to. No need to move your car once you are here. We enjoyed this stay so much we are planning on returning next year. Thank you Julie for sharing your home with us!!

SuperHost! Amazing OceanFront View with 2 Pools!
I was so impressed with Kara’s condo. It was everything I hoped it would be. The decor is very nice and the kitchen is wonderful— modern, spacious, and containing anything you need for cooking or entertaining. The view of the ocean from the 19th floor is both spectacular and calming, whether on the spacious balcony or looking down through the bedroom’s floor to ceiling windows. The building is great. Everyone was friendly and this is a very nice part of Ocean City. Lastly, Kara was terrific. Kind and a great communicator. Plus check in was smooth. If you’re considering a two bedroom, two bathroom condo in this area, I highly recommend this listing!

Ocean Front condo with pool
We arrived the Saturday of Memorial Day Weekend 2025. The directions were specific and spot on. Great parking and easy access. This host went above and beyond to accommodate their guests. Fabulous location! Clean, immaculate and extremely inviting. Balcony was large and truly made you feel like you were on vacation with all the beachy whimsical decor, not too much, just enough! Everything very tastefully equipped. We will be back! Easy access to the beach and the pool, yet private. Thank you. (Crab Stop is the ONLY spot to get your crabs etc, absolutely amazing people!)
Waterfront house rentals

Charming Waterfront Cottage w/2 King Suites + Dock
Jennifer's home was perfect for an Ocean City getaway. We used it as a home base for a golf trip and it was great. Peaceful spot on the marsh with a fire pit and dock was perfect for coffee in the morning and beers in the evening. Big windows looked out at the water for lots of natural light. Centrally located to golf courses, the casino, and beach with lots of restaurants and shops nearby. No linens or towels are provided, but she is up front about that, so you just need to plan accordingly. Jennifer was always responsive and helpful. Definitely worth it for an Ocean City trip!

Peace Point - Waterfront, Secluded, Home w/hot tub
We visited Southern Maryland for a family wedding. The property is beautiful and peaceful. Beds are comfy, house comfy, and they thought of the little things like : a full sized ironing board & Iron, beach towels, good soaps, and all you need for s’mores!Their welcome handbook was very detailed. Our only regret was that we could not spend more time on the property itself (because of family events). Would have loved to use the kayaks and the fire pit. My brother did use hot tub. Great stay! Highly recommend

Waterfront FamilyFriendly Home Improved for 2023
Thanks again! We feel at home here. I am noting that holiday weekends are less peaceful in the Northern Neck! We'll remember that. Fondly, Lois and Ken

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

Spacious Gorgeous Waterfront Home with Sunset View
This home is just as advertised...it is very large, great for several families vacationing together! Our group was small so we didn't even make use of all of the space. The house is right on Tanner Creek which is just beautiful for sitting on the dock and relaxing, paddleboarding and kayaking, birdwatching, etc. It's also about a mile from Lookout Point State Park which is absolutely gorgeous. Restaurants and grocery stores are few and far between in this area, so it's a good idea to bring your own food, and the kitchen is well stocked with pots and pans for cooking. If you are looking for a place to relax in a calm and beautiful setting, this is it!

House of the Setting Sun/Deal Island Bayfront Home
Once again, our family had an awesome stay in this beautiful home. Definitely will be back..

Sunkissed Cottage-private, natural waterfront home
Cottage is pleasantly decorated to feel homey and still have a water escape feeling. The fire pit located at the house and by the water are very enjoyable. Having a fully stocked kitchen with everything we needed to prepare dinner made our getaway so much more relaxing. Town stores and local food wasn’t too far away and the drive was scenically calm. We look forward to our next booking at this destination

Panoramic Waterfront: Fire pit, Game Room, Kayaks!
stayed with family, very comfortable, loved being on the water. took out a kayak, and much fun with corn hole. Enjoyed watching baby osprey from backyard!
Waterfront condo rentals

Gorgeous New Beachfront! King Bed, Direct Sea View
Fantastic place in OCMD! Location was fantastic, restaurants and bars walkable, right on the ocean, clean, comfortable, great communication from host. This was one of the best places we have stayed in down at the beach. Coffee station was a huge plus, balcony was great, big TV in the very comfortable living room. Would absolutely stay here again!

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool
Beautifully updated condo with great views. Host was very responsive. The unit was nice an clean and fully stocked with everything you needed including a very nice coffee maker! The master bedroom does get a little hotter than the rest of the unit but the view with floor to ceiling windows is worth making the rest of the unit a little chilly to compensate. I would definitely recommend this place!

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.

Direct Oceanfront close to Northside Park!
Really enjoyed our stay at Stephanie's. Awesome condo that was clean, comfortable and roomy. Wonderful views from Living Room, Balcony and Master Bedroom. Close enough to the water to hear the waves breaking. Plenty of restaurants and shops close by. Definitely hope to be back!

Direct Oceanfront with a View and Amenities Galore
Bryan is super responsive and easy to communicate with. He notified us of detailed check in and check out instructions. He then checked in on us towards the end of the trip to make sure all of our expectations were met; to which they were. This condo is exactly as described in the listing and pictures. It’s clean and cozy. The view from the bedroom is unmatched. The location is perfect in a sense that it’s not too close to the boardwalk, making the area a little more quiet, but also within 10 mins to the best restaurants and bars. The staff at the condo and even other guests were friendly and courteous. If you’re afraid of heights, this might not be the best place to stay for you, but as I previously mentioned, the view from the master bedroom can’t be beat. That view alone, would have us stay again. I would definitely recommend this stay to others.

Caramar Couples Retreat
There aren't enough words proper enough to describe how spot on this amazing place is. It looks EXACTLY as the photos show. As soon as I walked in the door, I was met with a beautiful & relaxing relief. I literally let out an "Oh my gosh". I just knew, it was going to be enjoyable. It was quiet & so serene. The bed truly is so comfortable. I was also so impressed with the amount of kitchen supplies as well as the products that were offered in the bathroom & kitchen. They were not your typical "hotel brand" products. Plenty of nearby places within walking distance from food to shopping. I hope I was a good a guest for them because I want to return again. I am in love with it. Such an amazing getaway. Thank you ×100!

Luxury Oceanfront Escape!
We had an amazing stay! The place was clean, the bed was very comfortable and the view off the balcony was amazing! Shiri was incredibly responsive and kind. Would definitely recommend this place!
Quick stats about waterfront rentals in Chincoteague
Total rentals
250 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
5.5K reviews
Family-friendly rentals
220 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
70 properties have a pool
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- Chesapeake Bay
- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Bayside Resort Golf Club
- Northside Park
- Jolly Roger at the Pier
- Assateague Beach
- Delaware Seashore State Park
- Snead Beach
- Peninsula Golf & Country Club
- Plantation Lakes Golf and Country Club
- Bear Trap Dunes
- Wallops Beach
- Trimper Rides of Ocean City
- Coin Beach
- Fenwick Island State Park Beach
- Assateague State Park
- Parramore Beach
- Gargathy Beach
- Guard Shore
- The Links at Lighthouse Sound
- Lost Treasure Golf