Beachfront holiday rentals in Chincoteague

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Chincoteague

Pet-friendly beachfront home rentals

Superhost
Home in Milton
4.9 out of 5 average rating, 100 reviews

"Sandy Feet" Broadkill Beachfront Home

AlisonRating, 5 stars1 week ago
We had a great stay at this AirBnB, it truly is right on the water. The pictures and all the listed amenities are accurate. The house was very clean and the air conditioning worked great on hot days. The kitchen is well stocked and spacious and each bedroom and the living room has their own Smart TV. We appreciated the first floor bedroom and bathroom for our older guests. The location provides immediate access to the beach with a lovely deck, a short drive to Milton restaurants and a quick walk to the Broadkill store for pantry items. The houses are close together and everyone was friendly and respectful of quiet hours. Linda was incredibly responsive and check-in was easy.
Guest favourite
Home in Lusby
4.96 out of 5 average rating, 144 reviews

Coastal Oasis On The Chesapeake, King Bd sleeps 12

JoyceRating, 5 stars1 month ago
My mom, sisters, friends and I enjoyed a relaxing fun filled time at the Coastal Oasis at the Chesapeake for our Mother's Day Retreat. The view is amazing and truly can be seen from every room in the house! Being able to see the beauty and calmness of the water helped each of us kick back and let the stress melt away. The big dinning room table allowed all of us all to enjoy breakfasts, dinners and touching conversations together. My guests loved the décor and raved about every detail. The beds and furniture were comfortable and house clean. I would definitely come back!
Guest favourite
Home in Montego Bay
4.95 out of 5 average rating, 255 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

ErikaRating, 5 stars2 weeks ago
Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!
Superhost
Cabin in Chincoteague
4.8 out of 5 average rating, 5 reviews

Waterfront pet friendly cottage!

BethanyRating, 5 stars8 months ago
Basia was very attentive and responsive before and after our arrival. Any time we communicated with her, we got an immediate response. The cottage was beautiful and perfect for the two of us and our dog. Thank you!
Top guest favourite
Flat in Lexington Park
4.97 out of 5 average rating, 568 reviews

Historic St. Mary's City, MD

AnnaRating, 5 stars1 week ago
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.
Superhost
Cottage in Lottsburg
4.9 out of 5 average rating, 102 reviews

Charming Waterfront Home with Expansive Views

MichaelRating, 5 stars6 months ago
We loved the house; cozy, nicely decorated, with many pieces of original art that really added character. The kitchen is well stocked for those who like to cook. The location right on the water was wonderful, and Nancy provided kayaks, which we took advantage of. Our dog was beside himself with so much room to run. Nancy’s daughter and family live next door, and we spent quite a few hours enjoying conversation and local knowledge with them. We would go back again.
Guest favourite
Home in Onancock
5 out of 5 average rating, 18 reviews

Leave your paw prints by the bay

MaryRating, 5 stars3 weeks ago
First of all, this house and the views are STUNNING. This was the first vacation that I have taken with my fiancé and our 2 pups, and we had the best time--it was such a sad day when we had to leave lol. We basically ordered Doordash and Walmart Pickups the entire time we were there and never left the property during our stay. The kitchen was very well stocked with all the cookware you could need, there are kayaks and paddle boards for entertainment, and plenty of floats for relaxing in the bay. There is a little private beach within 1 min walking distance from the house and there is access to the water from the backyard. It had everything we wanted for a relaxing vacation with our pups. I am already working on convincing my fiancé that we need to go back in the near future. 10/10 would recommend.
Top guest favourite
Cottage in Lusby
4.98 out of 5 average rating, 277 reviews

Gettin to the point. ( Cove Point Beach)

AlisRating, 5 stars3 weeks ago
Lisa was very responsive to all my texts as I had several personal hiccups trying to get on my trip. Her cottage is absolutely adorable and I am eager to come for a second visit. The cottage is very comfortable with a variety of indoor and outdoor space to gather in. In addition, it is in a great location with the beach just across the street. The neighborhood was peaceful and a sweet beach community. The fenced in yard was a gem as I was traveling with a dog.

Beachfront home rentals with a pool

Top guest favourite
Home in Ocean City
5 out of 5 average rating, 5 reviews

TwoBlockstoBeach&Boardwalk! Pool! PingPong! Bikes!

DesireaRating, 5 stars1 week ago
This home was perfect for our family getaway! Shawn was an excellent host! The home had great amenities and things for our family to do! We really appreciated the beach gear, chairs, wagon, pool toys and games. You can tell Shawn put a lot of thought into this home and what it has to offer to its guests. We recommend this home for sure! Beautiful home!
Top guest favourite
Home in Lusby
5 out of 5 average rating, 16 reviews

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

DeniseRating, 5 stars7 months ago
The area and view are beautiful and the home's decor is welcoming. The home was very comfortable for our family group and had a VERY well-stocked kitchen. The master bed was VERY comfortable as were the rest of the beds. My husband and I slept well. We all felt at home. MJ was very responsive when I had questions and communicated about the property in clear, concise language. The host provided many outdoor recreation opportunities, which included paddleboards, kayaks, and life jackets. There was a nice sized pool but we were visiting out of season so we did not use it. The exercise room downstairs has a lot of equipment. We all enjoyed our time together. Our family is asking to come back again next year. Thanks for a great stay!
Guest favourite
Flat in Ocean City
4.86 out of 5 average rating, 111 reviews

Amazing oceanfront view 3 blocks from boardwalk

Jamie ElizabethRating, 5 stars1 month ago
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!
Superhost
Apartment in Ocean City
4.83 out of 5 average rating, 275 reviews

🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!

PaulRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Ocean City
4.97 out of 5 average rating, 59 reviews

Extraordinary Oceanfront Escape | Private Balcony

LauraRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Ocean City
4.9 out of 5 average rating, 40 reviews

BaysideGetaway | 2 Blk to Beach & Boardwalk | Pool

ReginaRating, 5 stars4 weeks ago
Was an adorable place! It was perfect for the weekend away! It was within walking dostance of the beach and boardwalk. Matthew was amazing with his instructions on how to locate the home. He was very quick to respond and extremely kind. Highly recommend this place!
Guest favourite
Apartment in Montego Bay
4.97 out of 5 average rating, 125 reviews

Direct Ocean Front/Gorgeous Views/Indoor Pool

AllisonRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Rehoboth Beach
4.95 out of 5 average rating, 135 reviews

Sunrise Studio - Ocean Front, on Boardwalk, Pool!

JasonRating, 5 stars1 week ago
This is my second time staying at this AirbnB and it did not disappoint. The place is super clean, and has an incredible view and location. Key is that if you love the Boardwalk, love the sunrises (5:30 am in the summer), this is the place to be. Perfect for two people who want to cook some meals and be on the balcony facing the ocean, all the time. The hosts are great. Five stars, no equivocation.

Private beachfront home rentals

Guest favourite
Cottage in Lottsburg
4.98 out of 5 average rating, 87 reviews

Enchanting Edge of the World Cottage

JuliaRating, 5 stars1 month ago
Perfect Lake Side Vacation Spot!!! My friends and I spent the weekend and we absolutely loved it! The home is beautiful and the surroundings are so serine. Perfect place to get away and spend pleasurably days participating in outdoor activities like fishing, grilling and watching the sunset. We loved our stay so much we are already planning our next trip to the wonderful spot! Tim is an amazing host! Check in and check out were a breeze, he kindly checked in on us and was always prepared to help facilitate an enjoyable stay. I couldn’t recommend this listing any higher :)
Top guest favourite
Apartment in North Ocean City
4.96 out of 5 average rating, 73 reviews

Gorgeous New Beachfront! King Bed, Direct Sea View

KaitlynRating, 5 stars1 week ago
What a wonderful experience! Josh and Kathy were in incredible hosts and their home was perfect for our family of 4. We couldn’t have asked for a better trip. Everything was so easy, and we felt so comfortable!
Top guest favourite
Home in Reedville
5 out of 5 average rating, 68 reviews

The Haven On The Chesapeake Bay

CriselyRating, 5 stars1 week ago
We love the Haven on the Bay! This was our third year staying here, and we can't rave enough about how perfect a space it is for us. The waterfront view is incredibly peaceful, the sunrise is gorgeous, and the physical space invites great quality time for the group. Ashley was a very gracious host, and was very quick to respond anytime we reached out with a question. We even had the joy of seeing dolphins while we were roasting s'mores around the fire pit!
Guest favourite
Cottage in Reedville
4.89 out of 5 average rating, 46 reviews

Waterfront Bay Cottage w/ Your Own Private Beach

BrandonRating, 5 stars3 weeks ago
We had a fantastic stay at this charming cottage on a private beach! The peaceful setting and direct access to the water made for a truly relaxing getaway. We especially loved the Adirondack chairs and firepit overlooking the Chesapeake Bay—perfect for amazing views and cozy evenings. The master bedroom and living spaces offered beautiful water views that made every moment feel serene and special. The owner was incredibly accommodating with check-in and shared thoughtful, personal tips that made our stay even more enjoyable. Highly recommend this spot for anyone looking to unwind by the bay!
Top guest favourite
Home in Onancock
4.96 out of 5 average rating, 85 reviews

Family Retreat Private Beach Eastern Shore w dock

AdrienneRating, 5 stars8 months ago
Eastview is beautiful, the home and the surroundings. There’s plenty of room if you are traveling with a large group.
Guest favourite
Holiday home in Heathsville
4.99 out of 5 average rating, 77 reviews

Tranquil Beachfront Getaway on the Chesapeake Bay!

LaurenRating, 5 stars2 weeks ago
Kassandra was very responsive and communicated well. The house is beautiful with the best view. Very nice with small children as far as being able to go back and forth from the beach. My husband also enjoyed some fishing. Everything is well stocked, and what stood out most is the shed with sand toys, beach chairs, and more that are accessible so we didn’t need to pack our own. Also the amount of beach towels and regular bath towels available were great. We will definitely be staying here again.
Guest favourite
Cottage in Exmore
4.95 out of 5 average rating, 41 reviews

Waterfront Sunsets | Pet-Friendly Escape | No Fees

NeethiRating, 5 stars1 month ago
There is no better place for a relaxing time away with family (including dogs!). The hosts have taken such care to ensure that every need is taken care of and even added little touches to make the experience extra special. We had originally planned to explore more of the eastern shore, but we could barely get ourselves to leave the awesome property. Nothing prepared me to see such a great sunset on the western horizon from the east coast! What a delight! Most of all, and most importantly for us, the home was truly dog inclusive. We brought our two large dogs with us and the hosts had prepared for it all - covers on furniture, dog bowls at the ready, even dog towels and shampoo! We had an absolute blast at the little beach area and on the dock, but definitely do watch out and follow the host’s instructions to stay safe from the sharp rocks and steep dock stairs. The home is easy to care for with no unreasonable expectations from the host (like in some airbnbs). Check in and relax!
Guest favourite
Flat in North Ocean City
4.89 out of 5 average rating, 71 reviews

Bright and Airy Oceanside Condo

ReggieRating, 5 stars1 week ago
Very nice area, easy access to quieter part of the beach

Destinations to explore