298 reviews
From
$5414251 Main Street, Chincoteague Island, VA 23336, United States
298 reviews
1/60
Beachfront
Private beach area
Outdoor swimming pool
Free Private Parking
Free wifi
Beach
Air conditioning
Tennis court
Welcome to Key West Cottages, your whimsical hideaway in Chincoteague, Virginia! Located at 4251 Main Street, just a breezy 0.4mi from the town center, this delightful getaway is perfect for those looking to soak up sun, surf, and good times. Pricing starts at a wallet-friendly rate, giving you access to an array of fun activities and stunning beachfront views without breaking the bank.
At Key West Cottages, adventure and relaxation go hand in hand! Dive into the exhilarating water park (extra charges apply) or take a leisurely dip in the outdoor swimming pool that’s all yours to enjoy for free. Lounge on the beach—or better yet, in your own private beach area—where you can unwind and feel the sand between your toes. Tennis enthusiasts will love our complimentary court, while those in search of tranquility can indulge in our massage services (extra charges may apply). With 298 reviews to back us up, it’s no wonder travelers rave about our sunny disposition and enticing amenities!
As evening descends, let the live music set the perfect backdrop for a memorable night with your loved ones. Set up a picnic, fire up the barbecue, or simply chill on your private balcony—option for every mood! With kitchenettes in some rooms, whip up a tasty breakfast before hitting the beach, or brave a horseback riding excursion (extra charges), exploring the picturesque surroundings. Whether you’re seeking adventure, relaxation, or a little bit of both, Key West Cottages is your gateway to a fantastic vacation experience in Chincoteague!
As the sun sets and the stars come out to play, the fun continues at Key West Cottages! Gather around for live music that fills the air with jubilant melodies, creating the perfect backdrop to a magical night. Whether you're feeling like the life of the party or craving a quiet evening, there's something for everyone. Picture this: you, your friends, or that special someone, grilling delectable treats while you share stories and laughter under the open sky. With picnic setup options, it’s a homey twist to your vacation that adds a personal touch.
For the adventurous spirit, Chincoteague is a treasure trove of experiences waiting to be uncovered. Saddle up for a horseback riding adventure that winds through the breathtaking landscapes of the area (additional charges apply). The picturesque trails will leave you awestruck, and there’s nothing quite like the gentle sway of a horse to connect you with the charming vibes of this locale. Kayaking and paddleboarding can also add that splash of excitement to your stay—after all, nothing beats gliding through sparkling waters surrounded by nature's beauty!
And when the day winds down, retreat to your cozy haven at Key West Cottages. With a variety of charming cottage options like the Coconut Cottage with a waterfront view or the intimate Conch Cottage perfect for two, each space is designed for comfort and relaxation. Take a moment to let the soothing sounds of the waves lull you into bliss as you unwind on your private balcony. Whether you’re toasting to a fantastic vacation or dreaming of tomorrow's adventure, the perfect stay is waiting for you at Key West Cottages in Chincoteague.
Closest airports
Salisbury–Ocean City–Wicomico Regional Airport
28.9miBeachfront
Private beach area
Outdoor swimming pool
Free Private Parking
Free wifi
Beach
Air conditioning
Tennis court
Sun deck
Tour desk
Private entrance
Parking On Site
Terrace
24-hour front desk
Soundproof rooms
Kitchen
Live music/Performance
Beach chairs/Loungers
Wheelchair accessible
Non-smoking rooms
Patio
Kitchenware
Kitchenette
View
Picnic area
Free toiletries
Barbecue
Balcony
Show 7 photos
Villa, 2 King Size Beds, 2 Bedroom
2 King Size Beds
515 sqft
Kitchen
Private Bathroom
Kitchenette
Balcony
x4
More details
Show 5 photos
Villa, 1 Bedroom
1 Queen Size Bed
365 sqft
Kitchen
Private Bathroom
Kitchenette
Balcony
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Villa, King Size, 2 Bedroom
1 King Size Bed
1 Queen Size Bed
605 sqft
Kitchen
Private Bathroom
Kitchenette
Balcony
x4
+
More details
Show 7 photos
Cottage, Palm View
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Cottage
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Oyster Cottage
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Cottage, Poolside
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Lime Cottage
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Cottage, Waterfront
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Coral Cottage
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Coral Cottage, Accessible
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Room Selected at Check in
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9.5
298 reviewsCategories of assessments
Cleanliness
Comfort
Location
Facilities
Staff
Value for money
WiFi quality
Featured reviews:
Jeseka
10
March 2025
We had a great time, just enjoying being the water, the villas are so beautiful 💕💕💕The room was very clean, we didn’t have to interact with anyone because the key was an app, which was really fancy.
It was all a digital keypad that unlocked from my phone… I’m not super duper techy, but it did make me a little bit nervous because I guess I’m used to seeing like a bar or a deadbolt or a chain on the door in addition to the keyless entry. It was a particularly windy night on the water in the in the off season(no one’s fault) Don’t get me wrong, we had a good time but two different times when I went to toward the bathroom the TV would come on, and then it would start to change the channels on its own add that with the random(single) knocks on the door which sounded like a tap or the door unlocking with one click. Just a little spooky but that’s nobody’s fault.
Sarai
8.2
April 2025
I like that the property provides complimentary bikes to ride around, a pool, good size kitchen, bathroom,room, and balcony. They also have a fire pit.free wifi
The TVs do not work on Wi-Fi but they run on cable. Checkout time is 10am but on the app it said 11. Because when Miss Sandy called me, she said check out time was at 10 and I was just leaving at 11. The floors weren’t sweep or clean well. The water from the shower smells like the sea. Everything is electronic if you do it through booking, I’m not sure if it’s the same if you book on their actual website.
Hannah
10
February 2025
This is such a delightful, well-considered, lovely property. We stayed here last minute after some plans changed during our road trip and I am SO glad. We will definitely come back and plan to spend more time at the Key West Cottages. Super clean, extremely well thought out, just... lovely. In case you happen to also be visiting in the winter, you'll be happy to know what the heating system is more than sufficient. I was concerned booking a water front place in a largely seasonal area, but the heat was terrific. ARRIVAL / RECEPTION Arrived around 7:30, I think. The property is comprised of many little cottages. The main building is where you park when you first pull in, and this is where the lobby is. Just like a regular hotel, the lobby has regular hours and is staffed. There was a very friendly and helpful person working in the lobby when we arrived. She was a little surprised to see us as we had only confirmed our booking shortly before arriving and she didn't know they were expecting more guests yet. We quickly got us checked in and gave us some suggestions of places to eat. It is the height of "off season" for any beach town (it's February right now), so it is super helpful getting local information about places that are actually open. THOUGHTFUL DETAILS The property has wagons you can use to walk your things to your cottage (it is a short walk even to the farthest one, so you may not really need it). I saw a family pulling their little children around in a wagon and they loved it. There are also bikes on hand for guests to use and explore the area. The pool looks so cute and fun. Coffee pods are local and delicious. Beds are incredibly comfortable. Couch has a sweet little blanket. There are just loads of little details that make this place very special.
Kimberly
10
October 2024
The cottages are super cute. They are spacious and laid out nicely to maximize privacy but not sacrificing any of the beauty. The beds are nice and comfy. Having the little kitchenette was a huge bonus, I have a shellfish allergy and dining out in Chinoteague is a bit difficult sometimes because every single restaurant is seafood heavy in their options, so we were able to cook with ease.The complimentary bikes are a great feature and we took advantage of being able to ride around the island. Each cottage has a deck and there is also a little private beach where you can sit and watch the sunrises/sunsets. This was our second time staying here and we have loved each time. I have never seen so many butterflies in one area as we have at Key West Cottages. They have the right mixture of plants to make sure you can enjoy these beautiful creatures.
Just wish there was something used for anti slip measures in the tub. A couple of times my husband almost slipped.
Tracy
10
November 2024
Loved having our own space in these beachy, well keeped cottages. Staying here definitely made a great 1st impression on our 1st time visiting Chincoteague Island. One thing that we thought was extra nice was that you can control the temperature in each room of the cottage.
We can't say anything we didn't like during this stay. The only negative thought we had was that the floors weren't clean enough to our liking. We did not inform them until checkout, but I'm positive they would have cleaned them instantly if we asked.
Timothy
8.2
March 2025
We were surprised to have to take out our own trash + wash the dishes (general housekeeping). Not a big deal. But still a little bit surprised by that. There was also dried pasta sauce stuck onto the face of the oven, which felt a little yucky. We'd prefer to see a cleaning service handling housekeeping (rather than the guests expected to clean up themselves). This would provide a more seamless experience for the guests, and avoid missed opportunities like the pasta sauce.
Taylor
9.1
July 2024
The cottages are nicely laid out, they have everything you’d need during your stay, a kitchenette area, living space, bedroom and bathroom. The decor is cute and welcoming. The landscaping on the ground is lovely with colorful plants around each corner. The pool area was super nice, it’s got a lower area for kids or to lay in the lounge chairs, and the ledge to sit in around the sides is nice. The beach area is perfect to watch the sunset.
I honestly can’t think of anything off the top of my head, we had a great time.
Renee
10
August 2024
The cottages and facilities were BEAUTIFUL!! The staff were all very friendly. Really appreciated the carts for loading/unloading. Every detail was thought of...lights for loss of power and clothes steamers. Pool was nice and big and beachy area was great!! Landscaping was gorgeous!! Big tvs in all areas were nice!!
Living area was tight for 4 people, but the bedrooms and bathrooms were great. It would be nice that a place that sleeps 4 would have a seat for 4 people in the living area.
Kaitlyn
9.1
November 2024
The cottages were beautiful and clean, the perfect amount of space for the three of us. The little porch looked out to the water and marsh island with a beautiful view at sunset! The location was amazing, right as you entered town. I thought the proximity to the bridge might be disruptive, but not at all! And the pool was still open and heated on November 11th! In season this might be out of my price range, but they were perfectly priced for my off season visit.
Michael
10
June 2022
the location. the beautiful deck area.
the parking as it is now. building too many cottages in the same area. no parking or turning around available. our spot used to have room for at least 3 cars. we were lucky to have room to park our truck. there were times we had to back in and out of a long drive down a one car lane to get to our cottage. if the cottage near to us had been filled it would have made it tuff to turn around for us. not as beautiful if and area like it used to be. putting in too many cottages in such a small amount of space. it ruining how beautiful the view was.
Airports
Salisbury–Ocean City–Wicomico Regional Airport
28.9miAirports
Salisbury–Ocean City–Wicomico Regional Airport
28.9miLocation
Age restrictions
Availability
Beachfront
Private beach area
Outdoor swimming pool
Free Private Parking
Free wifi
Beach
Air conditioning
Tennis court
Sun deck
Tour desk
Private entrance
Parking On Site
Terrace
24-hour front desk
Soundproof rooms
Kitchen
Live music/Performance
Beach chairs/Loungers
Wheelchair accessible
Non-smoking rooms
Patio
Kitchenware
Kitchenette
View
Picnic area
Free toiletries
Barbecue
Balcony
Accessibility
Entire unit wheelchair accessible
Wheelchair accessible
Activities
Aerobics
Beach
Bowling
Canoeing
Cycling
Darts
Fishing
Happy hour
Hiking
Horseback riding
Live music/Performance
Mini golf
Pool table
Temporary art galleries
Tennis court
Tour or class about local culture
Walking tours
Water park
Bathroom
Bathtub or shower
Free toiletries
Hairdryer
Private Bathroom
Shower
Toilet
Toilet paper
Towels
Bedroom
Linens
Wardrobe or closet
Building Characteristics
Detached
Business Facilities
Fax/Photocopying
Cleaning Services
Laundry
Entertainment & Family Services
Board games/Puzzles
Entertainment staff
Food & Drink
Fruit
Snack bar
Tea/Coffee maker
Vending machine (drinks)
Vending machine (snacks)
Front Desk Services
24-hour front desk
ATM on site
Concierge
Express check-in/out
Invoice provided
Tour desk
General
Air conditioning
Convenience store on site
Designated smoking area
Facilities for disabled guests
Hardwood or parquet floors
Heating
Non-smoking rooms
Private entrance
Smoke-free property
Soundproof rooms
Internet
Free wifi
Kitchen
Coffee machine
Dining table
Kitchen
Kitchenette
Kitchenware
Microwave
Oven
Refrigerator
Stovetop
Living Area
Dining area
Sitting area
Sofa
Media & Technology
Cable channels
Flat-screen TV
TV
Outdoors
Balcony
Barbecue
BBQ facilities
Beachfront
Outdoor dining area
Outdoor furniture
Patio
Picnic area
Private beach area
Sun deck
Terrace
Parking
Free Private Parking
Parking On Site
Physical distancing
Cashless payment available
Contactless check-in/out
Room Amenities
Clothes rack
Iron
Socket near the bed
Safety & security
Smoke alarms
Safety features
Access to healthcare professionals
First aid kits available
Services
Wake-up service
Spa
Back massage
Beach chairs/Loungers
Couples' massage
Fitness
Full-body massage
Massage
Neck massage
Outdoor swimming pool
View
Pool view
View
From 16:00
Guests are required to show a photo identification and credit card upon check-in
From 07:00
Until 10:00
Pets are not allowed.
WiFi is available in all areas and is free of charge.
The minimum age for check-in is 18
Come and go whenever you want
Free private parking is available on site (reservation is not needed).
Child policies
Children of all ages are welcome.
Children 17 and above will be charged as adults at this property.
To see correct prices and occupancy info, add the number and ages of children in your group to your search.
Crib and extra bed policies
No capacity for extra beds or cribs.
Cash
Discover,
American Express,
Visa,
Mastercard
This property does not accept cash.
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