
Beachfront holiday rentals in Chincoteague
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Top-rated beachfront rentals in Chincoteague
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Popular amenities for beachfront rentals in Chincoteague
Pet-friendly beachfront home rentals

Bethany Beach 116 5th St Oceanblock
We were a group of 10 and spent Thanksgiving week with our kids and grandkids at Paul's place. The house was perfect with plenty of space, nice furnishings and comfortable beds. It was walkable to the beach, boardwalk and restaurants. The weather cooperated and we spent time walking, sitting and playing football on the beach. The kitchen was so well equipped with everything we needed to prepare Thanksgiving dinner. We appreciated the perfect place for our family to gather for Thanksgiving! Thanks Paul

Beach, Boardwalk n Fun- just steps to the beach
This was (I believe) our fourth or fifth stay at John’s place (we’ve clearly made it a tradition). Coming here feels like home, the town home is super clean, easy to navigate, and perfect for a day at the beach, relaxation and a movie, or just hanging out and relaxing. I look forward to this multiple times a year since finding John!

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
We had a wonderful stay! The house is conveniently located close to everything we needed- shops, restaurants, and attractions, especially the huge playground park just a short drive away. The space was clean, cozy, and very comfortable. I especially appreciated how family-friendly the home was. They had a crib already set up for our 9-month-old, which made things so much easier for us. We felt right at home and would definitely come back again!

A "True" Chesapeake Bay Waterfront Experience!
Matt was a great host and helpful. The house was great very clean with plenty of room. The veiw of the water was nice. I highly recommend if you are looking for a nice weekend getaway.

IslandCoveParadise: Luxury-NewlyBuilt/Brdwalk/Pool
Great place to stay and had great time with my family. The house had everything described as per instructions listed. Very clean and great getaway place. Must recommend to visit without any doubts.

New waterfront home on bay, quick walk to beach
This was my second time staying at John's and it was just a wonderful this time around. Easy walk to the beach, wonderful view from the deck onto the channel, and nearby restaurants and grocery store. My dogs and I love the location, layout, views, and amenities (dogs especially love napping in the sunshine on the deck), and will 100% come back in the future!

Tranquil Shores - Nature Inspired Relaxation!
This is a lovely place in a spectacular setting. It’s at the end of the road so very private and quiet. Two decks overlooking a vast marsh. Very clean and well appointed. Very responsive host.

2BR- St. Tropez Condominiums- Ocean City, MD!
Jenny and Ania's place was as described, beautiful location. The unit was very well maintained and spacious enough for my family to enjoy a relaxing getaway ... We will definitely reconsider staying here next time we come down. Thank. You for your gracious hospitality😊
Beachfront home rentals with a pool

Beachfront on Pooldeck 9400 Bldg
This condo was in a great location. Steps to the pool and right on the beach! The place was beautifully decorated in a beachy theme. It was clean. The beds were very comfortable. Across from a grocery store and had a variety of restaurants within walking distance. Would love to book this place again!

Highly Rated Oceanfront Condo w/ Pool & Pick Ball
A haven of peace right next to the sea. Very clean and big enough for 6 people. My boys loved the pool and the pickelball court. Finally, there are plenty of activities to do in this city and the condo is close to everything. We will come back for sure ☺️

Updated Studio,Steps to Beach,Pool
The unit was clean, comfortable, and as described. It is not large, but was all we needed for our stay. The best part was definitely how helpful, communicative, and responsive Michelle and her team were. We were never left in doubt or without the information we needed.

Ocean View, Large Condo, Heated Pool
We had a great stay at Valerie’s condo, it was a great space for our group of 6 and had everything we needed. Valerie was very responsive for any questions we had!

Steps from Seacrets Beach House Getaway
Andrew could not have been a better host. He was especially responsive even when were checking in late. It was truly a great experience

Ocean Front 802 Midtown Oasis Pool & Parking
I enjoyed staying at this location. The view once you enter the condo is fantastic. Access to the beach and to other ocean city restaurants are great very walkable or very very short drive . The building is undergoing some kind of construction so when you walk into the building it’s clearly being worked on and is a bit dusty but once you get in the condo everything melts away. The condo also comes with some beach chairs and umbrellas.

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!

4 BR/2.5 BA, Oceanblock w/pool & fantastic view!
Great stay at a fantastic location. This property has a lot to offer with four bedrooms and three decks, lots of comfortable seating and just a 3-minute walk to the beach. We had an enjoyable weekend and would certainly come back again.
Private beachfront home rentals

Captain Jack's Oceanfront Indian Harbor Villa
This was our 2nd year staying here. It was another fantastic stay. It's so nice being so close to the beach to see the sunrise every morning and then also go out at night under the stars. Katie is so nice and accommodating. We can't wait to stay again next year.

Waterfront Sunset View Family Beach House
Peaceful, relaxing, beautiful views, and the feeling that you are in your own home. Beds and furniture were all very comfortable with ample space to relax inside and out. There are enough beach supplies for everyone and the kayaks were a bonus. It was one of those stays that you wanted to extend and not leave. We would definitely love to go back.

Bayshore Beach Bungalow
We ran into an issue when we first booked, and Elizabeth went out of her way to make sure it was taken care of. Then, we were delayed in getting there because of Hurricane Helene and she again made sure we were taken care of. Would definitely stay again if we are ever in the area!

New! Direct Oceanfront Home w/Game Room/Free Bikes
Wow! Down By the Bay OCMD was the perfect place for our low-key bachelorette party (11 of us total). Everyone had their own queen bed to sleep in (the one “leftover” was a twin), and having 3.5 bathrooms was so nice. The kitchen had a ton of space; my favorite features were the industrial grade ice maker, enormous freezer, filtered water, and ample plates, flatware, etc. (so we weren’t constantly washing dishes). We also loved how the dining table allowed all of us to sit together and that the same was true for the living room, which had a lovely fireplace. Having private beach access was a plus, too. (Speaking of the beach, the views from the ocean-front bedrooms were INCREDIBLE.) If you’re a bigger group, I would definitely recommend bringing additional toilet paper and paper towels, but that was clearly mentioned in the listing. Vinh was super communicative, so truly, I cannot say enough how much we enjoyed our time at Down by the Bay OCMD!

Sandy Sheets cozy beach cottage
This is the second time we’ve stayed there so that should tell you something. There are plenty of bedrooms and beds. A wonderful size porch, where the family can gather. The location is the best.

Direct Oceanfront Renovated Townhouse 36th Street
We had such a great time at Sarah’s home. It was very clean and equipped with all the things needed for a great vacation. The views from the house were stunning; and it was steps away from the beach. The house has things that tend to all age groups, and a kitchen that is well stocked. Sarah was very responsive and proactive to provide all the information needed for a comfortable and relaxing holiday. We definitely plan to visit this beautiful home again.

Beachfront 3BD/2BA Serenity on Boardwalk & Ocean
Place was a great location, next to the beach, almost on the boardwalk. We walked pretty much everywhere the entire weekend. Host communicated well with all directions and instructions for the property. Would definitely recommend. Ty Shelly!

OCEAN FRONT! 4BD/10Beds/3FullBaths, Ocean Colony
AMAZING beach house in Ocean City, MD!! The absolute best location. We loved being able to walk right out to the beach as well as to the many restaurants, bars, and shops. Each floor has a deck so everyone is able to enjoy the ocean waves. Very cute beachy decor inside. This place was perfect for our large group of friends to enjoy the weekend together and get easy access to beach and fun. Highly recommend!!!
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- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Northside Park
- Bayside Resort Golf Club
- Delaware Seashore State Park
- Jolly Roger at the Pier
- Wallops Beach
- Langford Sand
- Trimper Rides of Ocean City
- Plantation Lakes Golf and Country Club
- Peninsula Golf & Country Club
- Assateague State Park
- Parramore Beach
- Snead Beach
- Guard Shore
- Sound Beach
- The Links at Lighthouse Sound
- Lost Treasure Golf
- Bear Trap Dunes
- York Beach Crossing
- Gargathy Beach
- Cedar Island Beach
- Assateague Beach