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Key West Cottages — Hotel in Chincoteague

Name
Key West Cottages
Description
Collection of charming waterside cottages featuring verandas & kitchenettes, plus pool & gym access.
Nearby attractions
Downtown Chincoteague Waterfront Park
Waterfront Park, 4096 Main St, Chincoteague, VA 23336
Flying Fish Gallery
4086 Main St, Chincoteague, VA 23336
Chincoteague Island
Marlin Street, Chincoteague, VA 23336
Osprey Nest Art Gallery
4096 Main St, Chincoteague, VA 23336
Iron Pony Adventure Park
4368 Pension St, Chincoteague, VA 23336
AlleyOops Express
4019 Main St, Chincoteague, VA 23336
Nearby restaurants
AmaRin Coffee USA
6141 Maddox Blvd, Chincoteague, VA 23336
ChincoTiki Caribbean Bar and Grill
4121 Main St, Chincoteague, VA 23336
Cosa Pizza
6146 Taylor St, Chincoteague, VA 23336
Steamers Restaurant & Sports Bar
6251 Maddox Blvd, Chincoteague, VA 23336
Channel Bass Inn and Restaurant
6228 Church St, Chincoteague, VA 23336
The Shrimp Box Chincoteague
6175 Maddox Blvd, Chincoteague, VA 23336
Backyard Firepit
6312 Church St, Chincoteague, VA 23336, United States
Bill's PRIME Seafood & Steaks
4040 Main St, Chincoteague, VA 23336
Sandy Pony Donuts & Açaí Bowls
6276 Maddox Blvd, Chincoteague, VA 23336
Saigon Village Restaurant
4069 Main St, Chincoteague, VA 23336
Nearby hotels
Comfort Suites Chincoteague Island Bayfront Resort
4195 Main St, Chincoteague, VA 23336
Hampton Inn & Suites Chincoteague-Waterfront
4179 Main St, Chincoteague, VA 23336
Watson House
4240 Main St, Chincoteague, VA 23336
Inn at Poplar Corner B&B
4248 Main St, Chincoteague, VA 23336
Maddox Inn
6151 Maddox Blvd LOT 37, Chincoteague, VA 23336
Maddox Inn
6151 Maddox Blvd, Chincoteague, VA 23336
The Inn On Main
4218 Main St, Chincoteague, VA 23336
Miss Molly's Inn Bed & Breakfast
4141 Main St, Chincoteague, VA 23336
Holiday Cottages
6113 Taylor St, Chincoteague, VA 23336
The Island Manor of Chincoteague
4160 Main St, Chincoteague, VA 23336
Related posts
Keywords
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Key West Cottages things to do, attractions, restaurants, events info and trip planning
Key West Cottages
United StatesVirginiaChincoteagueKey West Cottages

Basic Info

Key West Cottages

4251 Main St, Chincoteague, VA 23336
4.0(129)
hotel-provider
hotel-provider
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Ratings & Description

Info

Collection of charming waterside cottages featuring verandas & kitchenettes, plus pool & gym access.

attractions: Downtown Chincoteague Waterfront Park, Flying Fish Gallery, Chincoteague Island, Osprey Nest Art Gallery, Iron Pony Adventure Park, AlleyOops Express, restaurants: AmaRin Coffee USA, ChincoTiki Caribbean Bar and Grill, Cosa Pizza, Steamers Restaurant & Sports Bar, Channel Bass Inn and Restaurant, The Shrimp Box Chincoteague, Backyard Firepit, Bill's PRIME Seafood & Steaks, Sandy Pony Donuts & Açaí Bowls, Saigon Village Restaurant
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Phone
(757) 336-7400
Website
kwcottages.com

Plan your stay

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Reviews

Nearby attractions of Key West Cottages

Downtown Chincoteague Waterfront Park

Flying Fish Gallery

Chincoteague Island

Osprey Nest Art Gallery

Iron Pony Adventure Park

AlleyOops Express

Downtown Chincoteague Waterfront Park

Downtown Chincoteague Waterfront Park

4.7

(133)

Open 24 hours
Click for details
Flying Fish Gallery

Flying Fish Gallery

4.6

(55)

Open 24 hours
Click for details
Chincoteague Island

Chincoteague Island

4.8

(202)

Open 24 hours
Click for details
Osprey Nest Art Gallery

Osprey Nest Art Gallery

4.9

(10)

Open 24 hours
Click for details

Nearby restaurants of Key West Cottages

AmaRin Coffee USA

ChincoTiki Caribbean Bar and Grill

Cosa Pizza

Steamers Restaurant & Sports Bar

Channel Bass Inn and Restaurant

The Shrimp Box Chincoteague

Backyard Firepit

Bill's PRIME Seafood & Steaks

Sandy Pony Donuts & Açaí Bowls

Saigon Village Restaurant

AmaRin Coffee USA

AmaRin Coffee USA

4.7

(501)

Click for details
ChincoTiki Caribbean Bar and Grill

ChincoTiki Caribbean Bar and Grill

4.4

(318)

Click for details
Cosa Pizza

Cosa Pizza

4.7

(147)

Click for details
Steamers Restaurant & Sports Bar

Steamers Restaurant & Sports Bar

4.1

(806)

Click for details
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thewestendmomthewestendmom
Virginia Family Travel Series: Virginia’s Key West Cottages 📍Chincoteague, VA Did you know you can find Key West vibes on Virginia’s Eastern Shore?! 🌴 The Key West Cottages are a nautical-inspired place for families to stay on the Eastern Shore. These pastel cottages have all the perks of a hotel with all the privacy of a vacation rental. 🏖️ Each cottage has views of the Chesapeake Bay, the pool or the private beach. With 38 cottages & all different layouts, you can find accommodations that work for your family! 🌊 The pool is zero entry, going from 1 foot to 5 feet. There’s also a private beach. While there’s no water access, it has stunning view of the bay, yard games, chairs & grills. 📆 If you’ve never been, here’s your chance to plan a trip now! Peak travel will be the last week in July for the annual pony swim. It’s always the last Wednesday of July (this year is the 100th swim - July 30 & 31, 2025). Things to do with kids in Virginia •••••• 🔖 *TAG* a friend who needs to visit Key West & Virginia’s Eastern Shore! •••••• #thewestendmom #wildhorses #nationalparks #visitesva #off13 #thingstodoinva #ponyswim #coastalva #exploreva #virginialiving #easternshoreva #Assateague #rvatok #rvakids #rvamoms
Zaman EidZaman Eid
We’ll be back… We came to relax and go Kayaking with the wild horses on Assateague. The resort offers free bicycles for touring the island and a private slip for your kayak or boat. It’s gorgeous and the whole vibe between seashell walkways and pastel colors, these little cottages are just beautiful. There’s a local vendor that will deliver daily or weekly rental kayaks to the property for you (unless you can tow/haul them yourself). They front desk folks were so nice and always accommodating. The pool opens at 10am, same time as the checkout, so we opted for the $45 12pm late checkout to get a little more float time. Our unit had 2 bedrooms with their own full bath and a deck facing the pool area. The mini kitchen has a small electric stovetop, no oven, but a full size fridge and microwave and a small Keurig machine. The rooms were cozy, don’t expect nightstands on both sides of the bed, but they were clean, comfy, nice and new. THIS IS A SMOKE FREE RESORT. Which is honestly awesome, because I didn’t have to get any whiffs of something while floating in the pool. Chincoteague is a small island that you can have have access to almost everything you need (food, activities, parks, desserts, etc) within a 2-5 minute drive. You can walk to the a few coffee shops and some restaurants, but the main strip is still about a 15min walk or so. Kayaking from the resort would not get you anywhere near the wild horse, you would have to paddle around the island, so we actually drove to another kayak tour company that was closer to the island.
Arthur GreenArthur Green
These cottages are the most unique and quaint thing about the entire experience in Chincoteague. We were more than pleasantly surprised. These cottages are enough to make us want to come back aside from the other attractions. The beach is cute and fun, with lots is seating and a fire pit. There is a 24 hour laundry, nice pool, bikes and wagons for hauling items to your cottage. Everything about the property is curated, thought out and done well. It feels like it is brand new and there isn’t a bad choice of cottage. They all face something. The cottages are modern and quaint and you definitely feel like you are staying in Florida. Rooms were very clean with extra touches of presentation and care. Nothing at all to point out as a negative. Short walk down Main Street to restaurants, shops and a movie theater. The beach is a ten minute drive. Perfect all the way around. They should build these out in Ocean City, Virginia Beach and Rehoboth.
See more posts
See more posts
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Find your stay

Pet-friendly Hotels in Chincoteague

Find a cozy hotel nearby and make it a full experience.

Virginia Family Travel Series: Virginia’s Key West Cottages 📍Chincoteague, VA Did you know you can find Key West vibes on Virginia’s Eastern Shore?! 🌴 The Key West Cottages are a nautical-inspired place for families to stay on the Eastern Shore. These pastel cottages have all the perks of a hotel with all the privacy of a vacation rental. 🏖️ Each cottage has views of the Chesapeake Bay, the pool or the private beach. With 38 cottages & all different layouts, you can find accommodations that work for your family! 🌊 The pool is zero entry, going from 1 foot to 5 feet. There’s also a private beach. While there’s no water access, it has stunning view of the bay, yard games, chairs & grills. 📆 If you’ve never been, here’s your chance to plan a trip now! Peak travel will be the last week in July for the annual pony swim. It’s always the last Wednesday of July (this year is the 100th swim - July 30 & 31, 2025). Things to do with kids in Virginia •••••• 🔖 *TAG* a friend who needs to visit Key West & Virginia’s Eastern Shore! •••••• #thewestendmom #wildhorses #nationalparks #visitesva #off13 #thingstodoinva #ponyswim #coastalva #exploreva #virginialiving #easternshoreva #Assateague #rvatok #rvakids #rvamoms
thewestendmom

thewestendmom

hotel
Find your stay

Affordable Hotels in Chincoteague

Find a cozy hotel nearby and make it a full experience.

Get the Appoverlay
Get the AppOne tap to find yournext favorite spots!
We’ll be back… We came to relax and go Kayaking with the wild horses on Assateague. The resort offers free bicycles for touring the island and a private slip for your kayak or boat. It’s gorgeous and the whole vibe between seashell walkways and pastel colors, these little cottages are just beautiful. There’s a local vendor that will deliver daily or weekly rental kayaks to the property for you (unless you can tow/haul them yourself). They front desk folks were so nice and always accommodating. The pool opens at 10am, same time as the checkout, so we opted for the $45 12pm late checkout to get a little more float time. Our unit had 2 bedrooms with their own full bath and a deck facing the pool area. The mini kitchen has a small electric stovetop, no oven, but a full size fridge and microwave and a small Keurig machine. The rooms were cozy, don’t expect nightstands on both sides of the bed, but they were clean, comfy, nice and new. THIS IS A SMOKE FREE RESORT. Which is honestly awesome, because I didn’t have to get any whiffs of something while floating in the pool. Chincoteague is a small island that you can have have access to almost everything you need (food, activities, parks, desserts, etc) within a 2-5 minute drive. You can walk to the a few coffee shops and some restaurants, but the main strip is still about a 15min walk or so. Kayaking from the resort would not get you anywhere near the wild horse, you would have to paddle around the island, so we actually drove to another kayak tour company that was closer to the island.
Zaman Eid

Zaman Eid

hotel
Find your stay

The Coolest Hotels You Haven't Heard Of (Yet)

Find a cozy hotel nearby and make it a full experience.

hotel
Find your stay

Trending Stays Worth the Hype in Chincoteague

Find a cozy hotel nearby and make it a full experience.

These cottages are the most unique and quaint thing about the entire experience in Chincoteague. We were more than pleasantly surprised. These cottages are enough to make us want to come back aside from the other attractions. The beach is cute and fun, with lots is seating and a fire pit. There is a 24 hour laundry, nice pool, bikes and wagons for hauling items to your cottage. Everything about the property is curated, thought out and done well. It feels like it is brand new and there isn’t a bad choice of cottage. They all face something. The cottages are modern and quaint and you definitely feel like you are staying in Florida. Rooms were very clean with extra touches of presentation and care. Nothing at all to point out as a negative. Short walk down Main Street to restaurants, shops and a movie theater. The beach is a ten minute drive. Perfect all the way around. They should build these out in Ocean City, Virginia Beach and Rehoboth.
Arthur Green

Arthur Green

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Reviews of Key West Cottages

4.0
(129)
avatar
3.0
1y

Stayed with my family for 1 day. Overall a very nice hotel and had a great time. I'm taking two stars off because of checkout and the threat of additional fees (see pros and cons below) which make your checkout process quite stressful. Excluding the checkout, this would be 5 stars.

Rooms very comfortable, quiet, modern and clean Nice pool right in front of the room Very friendly staff WiFi worked seamlessly Free bikes and helmets for the whole family to explore nearby (definitely recommend!)

A bit on the expensive side for what you pay for Checkout is at 10am (which is quite early compared to national average) and you have the "threat" of extra charge if you checkout late. They let you check out at 12pm but again for a $50 fee, which I think it is unreasonable. You have to empty your room trash bins yourself when checking out and start the dishwasher, if not (guess what?) more fees. Room is quite expensive already so cleaning should be included and not charged extra. And we are not of those people who trash the room, but always respect the property. Pool opens at 10am so basically the kids cannot enjoy it on the checkout date, since you will have to check out by 10am. Asked for an extra coffee pod (we were 3 adults and 2 kids) and we were asked to pay extra for the coffee pod (again, first time I see this in a hotel - extra coffee pod should be free especially when you have a 2bd room with extra people).

Basically nice hotel but bit expensive and with lots of fees around even for basic things (which in my view should not be there - it looks like you are flying a low-cost airline where you pay everything extra). Free bikes somewhat...

   Read more
avatar
4.0
2y

We’ll be back… We came to relax and go Kayaking with the wild horses on Assateague.

The resort offers free bicycles for touring the island and a private slip for your kayak or boat.

It’s gorgeous and the whole vibe between seashell walkways and pastel colors, these little cottages are just beautiful.

There’s a local vendor that will deliver daily or weekly rental kayaks to the property for you (unless you can tow/haul them yourself).

They front desk folks were so nice and always accommodating.

The pool opens at 10am, same time as the checkout, so we opted for the $45 12pm late checkout to get a little more float time.

Our unit had 2 bedrooms with their own full bath and a deck facing the pool area. The mini kitchen has a small electric stovetop, no oven, but a full size fridge and microwave and a small Keurig machine.

The rooms were cozy, don’t expect nightstands on both sides of the bed, but they were clean, comfy, nice and new.

THIS IS A SMOKE FREE RESORT. Which is honestly awesome, because I didn’t have to get any whiffs of something while floating in the pool.

Chincoteague is a small island that you can have have access to almost everything you need (food, activities, parks, desserts, etc) within a 2-5 minute drive.

You can walk to the a few coffee shops and some restaurants, but the main strip is still about a 15min walk or so.

Kayaking from the resort would not get you anywhere near the wild horse, you would have to paddle around the island, so we actually drove to another kayak tour company that was closer...

   Read more
avatar
5.0
1y

My new favorite place! I’ve been coming to Chincoteague for almost 60 years now - as a child myself, as an adult, brought my children and most recently my grandchildren. I’ve stayed in various motels, hotels, rental homes and this past weekend we stayed at the Key West Cottages. I had seen how cute they were the last time I was here and really wanted to check them out. They were phenomenal! We absolutely loved them. We had one that overlooked the pool and one that overlooked the bay. They were clean, fully stocked with everything you need - dishes, glasses, pots, pans, etc. the pool was amazing. Kids loved the pool slide and as an adult I thought it was safer that the whole slide was actually in the water. I also loved the sitting shelf in the pool too. The little private beach and fishing pier were great too. And wagons to haul your stuff to your room was a plus. And to have bicycles you could use was awesome too. The lady in the office was very friendly and accommodating. We had a 4:00 checkin and did all kinds of fun things on the island during the day but the 6 kids were starting to get hot and cranky. When I asked if there was any way we could get in early or maybe at least use the pool until our rooms were ready, she gave us the keys at 1:30 - that was so incredibly appreciated. Everything was just perfect and we can’t wait to go back. I will never stay anywhere else from this point forward. Key West Cottages was just perfect and is now my go-to place anytime I’m in Chincoteague! Can’t wait to go back! 5...

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