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Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Family-friendly vacation home in Chincoteague with a water park

Photo gallery for Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Fridge, microwave, oven, stovetop
Smart TV, DVD player, offices
Exterior
Beach nearby, sun loungers
Exterior
Welcome to this unique island vacation home, nestled in the heart of Chincoteague. Take advantage of kayaks, bikes, and boogie boards by day and enjoy downtown proximity by night. Relax on the screened-in porch with a swing or unwind with an outdoor shower.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8113 sq m

Popular amenities

  • Dryer
  • Parking available
  • Washer
  • Kitchen
  • Barbecue grill
  • Air conditioning
The current price is AED 347
AED 959 total
includes taxes & fees
5 Nov - 6 Nov

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

We WHELK-come you and your family to come stay at our unique island vacation home. The idyllic island of Chincoteague offers an array of vacation experiences, and we are located in the heart of it all! Use our kayaks and boogie boards by day, and take advantage of our convenient proximity to downtown by night. Our family fell in love with this slice of paradise many years ago, and we want to give you and your family the opportunity to experience all its beauty with the best stay possible.


~ABOUT THE HOUSE~
This is a 3 bedroom, 2 bathroom, 1221 sq. ft. beach house located in town. We have a full kitchen, living room, dining area, office space, and screened-in porch. This house is perfect for a large family or two small families. We comfortably sleep 8 but can sleep a maximum of 10 with use of our sofa bed. Our second floor includes an additional small living space with a Smart TV and an attached bathroom. Our kayaks, beach supplies, and grill are available for use with NO additional fees. Please note, LINENS AND TOWELS ARE NOT INCLUDED but can be rented for a fee.

HIGHLIGHTS: Proximity to Beach, Free Wi-Fi, Outdoor Shower, 4 Kayaks (10’ 3”), Porch Swing, Basic Beach Supplies, Charcoal Grill, In-Unit Laundry, *NO ADDITIONAL FEES FOR USE OF OUR AMENITIES

BEDROOMS: Bedroom 1- 1 Queen Bed | Bedroom 2- 1 Bunk Bed | Bedroom 3- 1 Queen Bed, 2 Twin Beds (second level) | *Sofa Bed in living room

INDOOR FEATURES: Central Air Conditioning/Heat, Smart TV, Roku, Office Space, Kitchen Utensils/Dinnerware, Protective Mattress and Pillow Covers, Unique Decor

OUTDOOR FEATURES: Outdoor Shower, Screened-in Front Porch with Swing, Charcoal Grill, Outdoor Dining Area, Clothing Line, Private Parking for 1, Keypad Lock


~IMPORTANT INFORMATION~
LINENS AND TOWELS ARE NOT INCLUDED. However, we can provide these items for you at a cost of $17 per bed. This is to keep our cleaning and booking fees down as laundering services are costly on the island. | We use a professional cleaning company for your safety. There will be a cleaning fee added to your bill. | Access into home is by stairs only (3-4 steps). | The steps to the second level are narrow. | 4 kayaks are provided. We supply 4 keyhole life jackets (standard orange) but feel free to bring your own properly fitting life jackets. Guests will need a way to transport kayaks. | Our personal beach gear and bikes are available for your use but these items are not professionally maintained. For this reason we can not guarantee all items will be in usable condition.


~ABOUT THE LOCATION~
One of the highlights of our beach house is that it is within walking distance to the Historic Downtown of Chincoteague! Here you will find restaurants, art galleries, gift shops, coffee shops, the waterfront park, a fishing pier and all that Main St has to offer! We are located off of the intersection of Clark St and Main St. Three blocks north you will find Chincoteague's other main road, Maddox Blvd, which will take you right out to the beach!

Getting around is extremely convenient from our location. Our close proximity to downtown eliminates any parking hassles! In addition to being within walking distance to Chincoteague's in-town activities, any part of the island is just a bike ride away! We have parking for one dedicated to our building and free street parking facing east on Clark St.


~HOUSE POLICIES~
No smoking/vaping in house or on porch / No pets / No parties/events / Quiet hours are 10pm-7am / No loud music / No undeclared guests / Report damage / No stealing / No illegal substances on premises / Follow all rules regarding amenities (ex: relock bikes, no manipulation of TV cables, follow kayak safety and permit regulations etc.) / Follow all checkout instructions (*you may be billed if additional cleaning is required) / Failure to follow these rules may result in loss of security deposit, added fees and/or eviction

*Looking for a larger property or need more bedrooms? Check out our other Chincoteague Island home, "The Blue Tide Townhome," located just a couple blocks away! Our townhome also includes kayaks and a fire pit!

Property amenities

Beach

  • Beach nearby
  • Beach loungers

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper

Living spaces

  • Dining table
  • Living room

Entertainment

  • DVD player
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Outdoor furniture
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Bicycles
  • Kayak
  • Water park
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Kayaking nearby
  • Motor boating nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Unit size: 1,221 square feet

Similar properties

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  • Kitchen
  • Washer
  • Free WiFi
  • Air conditioning
9.8 out of 10, Exceptional, 53 reviews
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Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the neighborhood

Map
Chincoteague, VA

What's nearby

  • Robert N. Reed Downtown Waterfront Park - 5 min walk - 0.4 km
  • Captain Timothy Hill House - 3 min drive - 2.1 km
  • Maui Jack's Waterpark - 3 min drive - 2.1 km
  • Museum of Chincoteague - 5 min drive - 2.8 km
  • Assateague Lighthouse - 9 min drive - 5.1 km

Getting around

  • Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) - 60 min drive

Restaurants

  • ‪Island Creamery - ‬11 min walk
  • ‪McDonald's - ‬4 min drive
  • ‪Ropewalk - ‬11 min walk
  • ‪Steamers - ‬11 min walk
  • ‪Teaguers - ‬16 min walk

Frequently asked questions

Is Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!?

As of 4 November 2025, prices found for a 1-night stay for 2 adults at Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location! on 5 November 2025 start from $221.62, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!?

Check-in begins at 4:00 PM.

What time is check-out at Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!?

Check-out is at 11:00 AM.

Where is Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location! located?

This family-friendly Chincoteague vacation home is located by the sea, within a 10-minute walk of Robert N. Reed Downtown Waterfront Park and Chincoteague Channel. Maui Jack's Waterpark and Oyster Bay are also within 2 mi (3 km).

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Reviews

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location! Reviews

10

Exceptional

10

Cleanliness

10

Location

8.0

Eco-friendliness

10

Property conditions & facilities
Rating 10 - Excellent. 60 out of 61 reviews
Rating 8 - Good. 0 out of 61 reviews
Rating 6 - Okay. 0 out of 61 reviews
Rating 4 - Poor. 0 out of 61 reviews
Rating 2 - Terrible. 1 out of 61 reviews

Reviews

10/10 Excellent

Kimberley M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We absolutely loved the location of the property - so walkable and bikeable to so many fun things, and nestled in a neighborhood with a great vibe. Easy communication with the host when we needed it, too.
Stayed 10 nights in Jul 2025

10/10 Excellent

Jacqueline S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chincoteague Vaca

Property was as described. Walking distance to cute town.15 min drive to beach. Nice for families or couples.
Stayed 6 nights in Jun 2025

10/10 Excellent

Kris F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mother’s Day weekend

Thank you so much for letting us stay at your house. The location was perfect for walking to restaurants and shops. Did a day at the wildlife refuge and spent some time on the beach. Plan to come back and enjoy another stay.
Stayed 2 nights in May 2025

10/10 Excellent

liz h.

Liked: Cleanliness, check-in, communication, location, listing accuracy

So CUTE and FUN

This cottage is so cute and comfortable. We really enjoyed our stay!
Stayed 1 night in Aug 2022

10/10 Excellent

Paul C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Responsive host

Very nice place. Great location near downtown. Host responded immediately to our request for a stay that night.
Stayed 3 nights in Sep 2024

10/10 Excellent

Michael B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best house on Chincoteaqgue

This is a perfect beach house, close to town, easy drive to the beach and walking distance to many attractions. The house has character and is comfortable. The host is responsive to any need and the fact that they supply bicycles, beach chairs, umbrellas, boogie boards, 4 kayaks and even a folding beach wagon makes the whole experience even better. I highly recommend Sir-Whelks-a-lot to anyone looking for a great vacation cottage on Chincoteague. Thank you to the host and owner for sharing their beautiful, perfect beach house.
Stayed 2 nights in Jul 2025

10/10 Excellent

Donald C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Comfortable and quiet respite

We stayed for 3 nights in this comfortable home. Plenty of space for all 5 of us (4 adults and 1 teen) to cook easy breakfasts, lunches, and bake cookies, play board games, as well as a great home base for walking to restaurants, shopping, and heading out for nature walks, boat tours. We very much enjoyed our stay. Easy communication with owners, too.
Stayed 3 nights in Mar 2025

10/10 Excellent

Jessica P., Richmond, Virginia

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay!

This house was perfect while traveling with three children under six. The house was very clean and nice to have access to bikes and kayaks! Short walking distance to historic chincoteague and waterfront.
Stayed 2 nights in Jun 2022

10/10 Excellent

Cathy Collier W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Girls Weekend Spot

Sir Whelk-a-Lot was the cutest little cottage on Chincoteague Island. It was centrally located on the island and easily located. The house was clean and welcoming and easily accommodated the 4 of us during the weekend.The hosts were fabulous to work with and they provided everything we needed!If you're looking for a weekend getaway, this is a great place. I think we'll return in the future!
Stayed 2 nights in May 2025

10/10 Excellent

Rebecca R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute beach home, close to everything

This is such a cute home and slept our family of 5 comfortably. It is clean and has everything we needed. It was nice to be able to walk to get coffee or food. Owners were easy to work with and accommodating. We enjoyed our stay very much!
Stayed 5 nights in Jun 2023

10/10 Excellent

Joan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stay in Chicoteague

Sir Whelk a Lot worked out great for the 4 of us. The upstairs has 3 beds and its own bathroom, so it was like having a separate suite. The steps are narrow, so you have to be careful. Great location
Stayed 4 nights in Sep 2024

10/10 Excellent

Dawn F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Will definitely book again

Beautifully decorated. Loved the layout - it flowed well. Everything was in good working order. Owners have excellent communication and there’s a nice surprise at the end of the visit which I won’t spoil. Located in the downtown area close to shopping
Stayed 2 nights in Oct 2024

10/10 Excellent

Richard Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very mellow

Came to see the ponies. Very mellow vibe here.
Stayed 2 nights in Mar 2024

10/10 Excellent

Jeremy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

An excellent stay on best island on earth.

This house served our group really well. It’s clean, spacious, and in a fantastic location to walk to shops along the main street. It’s in a quiet location, but in a perfect spot for activities. You can explore the beach and forest all day and this is the perfect place to relax and revive. There is an outdoor shower to wash the beach off after a day in the sun. You can’t go wrong staying here. It’s hard to have a bad time on Chincoteague island. This house will accelerate your wonderful stay.
Stayed 4 nights in Sep 2024

10/10 Excellent

Christine K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

CK

Had a wonderful weekend and appreciate the prompt responses from the Host. My favorite spot was the swing on the screened in porch! Would love to return!
Stayed 2 nights in Sep 2023

10/10 Excellent

Gina H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Delight!

Sir-Whelks-A lot was a true delight for my husband and my getaway to Chincoteague. The property owner was so easy to communicate with and had everything ready for us to enjoy. It was such a value added that they provided kayaks which we enjoyed on two separate outing. Bikes were also available. The house was clean and comfortable and the decor was so fun! The location was perfect. We walked to shops and restaurants for breakfast and dinner. The beaches and surrounding areas are so beautiful. Thank you so much for a great stay!
Stayed 2 nights in Oct 2023

10/10 Excellent

Dawn C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Long weekend getaway

We had everything we might need on the property. Liked all the blue notes from owner with tips/info. Had way more space than we needed for the 3 of us, but my teen liked having the whole upstairs to himself! (And window air conditioner for upstairs.) Could have had another family with us. Walked, road bikes, kayaked. Very convenient location. Loved the screened porch and porch swing!
Stayed 3 nights in Jun 2022

10/10 Excellent

Mary B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful

The perfect location and accommodations for our family vacation. Got another bucket list vacation on the books! We had a wonderful time and the house was so perfect and relaxing. It was a very enjoyable experience.
Stayed 5 nights in Jul 2025

10/10 Excellent

Michael L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy Cottage

We loved the location of this home. It’s within walking distance of many places and an easy drive to the beach. There was plenty of room for our family of five. The neighborhood is very quaint and quiet. Communication with the owner could not have been smoother. She was extremely responsive and couldn’t have been more accommodating. We enjoyed a lovely week there and would stay again.
Stayed 8 nights in Jun 2025

10/10 Excellent

Sharon M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great little house

Had a great 1st visit to the island . Downside , at night all the bugs ! Was not prepared for the bites.
Stayed 7 nights in Jun 2025

10/10 Excellent

Ann S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mom and daughter get away

The house was great!! Very cozy and loved the decor. Will try to rebook this home again in the furture.
Stayed 3 nights in May 2025

10/10 Excellent

Sara M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We saw ponies!

My family & I really enjoyed our stay! Walkable to restaurants & shopping. Kayaking to see ponies was a highlight! We felt at home here and especially loved the porch swing. So relaxing! Would love to come back!
Stayed 3 nights in Apr 2025

10/10 Excellent

Evette F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sleepy Town/Rest & Relaxation

An instant nervous system reset.
Stayed 2 nights in Apr 2025

10/10 Excellent

Abby B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

As expected

Property was as described, I've never had to bring my own bedding and towels before in order to not be charged extra so that was a hassle but everything else was as expected.
Stayed 2 nights in Apr 2025

10/10 Excellent

Paul S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Whelked in for the weekend

Enjoyed staying at the place with some friends and colleagues— the place was clean and cutely decorated. The bikes were nice and wish we had time for the kayaks but we were working for part of the weekend! Thanks for the stay ! Cheers!
Stayed 2 nights in Apr 2025