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Winder Station - 3BR Waterfront home w/ walking path to Kayaking ,NO LINENS

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A wooden deck with a white railing, leading to a grassy area with trees and a view of the ocean.
A two-story house with a porch and a covered front porch area.
A cozy living room with a wooden ceiling, large windows, a television, and comfortable seating.
A coastal property with a grassy lawn, trees, and a view of the sea.
Private kitchen

Reviews

9.0 out of 10
Wonderful

Entire home

3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Chincoteague, VA
  • Place, Captain Timothy Hill House
    ‪1 min walk‬
  • Place, Oyster Bay
    ‪2 min drive‬
  • Place, Chincoteague Channel
    ‪2 min drive‬
  • Airport, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
    ‪69 min drive‬

Room options

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Pool
Anchor Inn
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  • Parking included
  • Free WiFi
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4.4 out of 5, Excellent, 634 reviews
$101 nightly
The price is $114
Oct 4 - Oct 5
Total with taxes and fees
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About the neighborhood

Chincoteague

With a stay at this vacation home in Chincoteague (Up the Neck), you'll be steps from Captain Timothy Hill House and a 3-minute drive from Chincoteague Channel. .This vacation home is 1.6 mi (2.6 km) from Robert N. Reed Downtown Waterfront Park and 2.3 mi (3.7 km) from Oyster Bay.
View more Vacation Homes in ChincoteagueOpens in a new window

What's nearby

  • Captain Timothy Hill House - 1 min walk - 0.1 miles
  • Oyster Bay - 2 min drive - 1.1 miles
  • Chincoteague Channel - 2 min drive - 1.1 miles
  • Chincoteague National Wildlife Refuge - 8 min drive - 3.8 miles
  • Assateague Lighthouse - 10 min drive - 4.7 miles

Getting around

  • Ocean City, MD (OCE-Ocean City Municipal) - 66 min drive

Restaurants

  • ‪Island Creamery - ‬4 min drive
  • ‪McDonald's - ‬8 min drive
  • ‪Ropewalk - ‬5 min drive
  • ‪Captain Zack's Seafood - ‬4 min drive
  • ‪Asian Express - ‬6 min drive

About this property

Entire place

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

Winder Station - 3BR Waterfront home w/ walking path to Kayaking ,NO LINENS

Amenities: Central A/C, Dishwasher, Microwave, 2 Smart TVs w/Hulu & Prime, W/D, Decks, Internet, Screen Porch, Charcoal Grill

Enjoy the sunsets from this waterfront home, tucked away off North Main Street. Private setting and pet friendly (2 pet maximum). Water access for kayaks and canoes. Upstairs offers a separate living room and a TV, perfect for friends and family to spread out.

Pet friendly home. $75. (per pet) will be added to your reservation. THIS HOME DOES NOT PROVIDE LINENS OR TOWELS. PLEASE BRING YOUR OWN OR CALL US TO RENT THEM.

Cancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid.  If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).


Bed Sizes: 1 Queen, 2 Doubles, 1 Queen Sleep Sofa

Sunday Change Over

2026 Rate Prime Season: $ 1701 per week / $ 243 per night with 2 night minimum
2026 Rate Off Season: $ 1351 per week / $ 193 per night with 3 night minimum

**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and a microwave. There's a private balcony. A Smart television is provided for your entertainment. Conveniences include a coffee/tea maker and a sofa bed.

Property amenities

Internet

  • Available in the house: WiFi

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Refrigerator
  • Toaster

Bedrooms

  • 3 bedrooms
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Shower

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

Policies

Check-in

Check-in time starts at 3:00 PM

Minimum check-in age: 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

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

Information provided by the property may be translated using automated translation tools

Pets

Pets allowed

Service animals are welcome, and are exempt from fees

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
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

Property is also known as

Winder Station Water Front Pet Friendly House Chincoteague

Winder Station Water Front Pet Friendly House

Winder Station Water Front Pet Friendly Chincoteague

Winder Station Water Front Pet Friendly House Chincoteague

Winder Station Water Front Pet Friendly House

Winder Station Water Front Pet Friendly Chincoteague

Winder Station - Water Front - Pet Friendly Chincoteague

Winder Station - Water Front - Pet Friendly Chincoteague

2409-155758

Winder Station - Water Front - Pet Friendly Chincoteague

Winder Station Water Front Pet Friendly

Winder Station - 3BR Waterfront home w/ walking path to Kayaking ,NO LINENS Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 38 out of 67 reviews
Rating 8 - Good. 20 out of 67 reviews
Rating 6 - Okay. 9 out of 67 reviews
Rating 4 - Poor. 0 out of 67 reviews
Rating 2 - Terrible. 0 out of 67 reviews

8.6/10

Cleanliness

Reviews

From a partner site

10/10 Excellent

Courtney C.

Nice getaway!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house is adorable, clean. Not really water front but does have spectacular views from the deck and upstairs. Love that it is dog friendly. Would stay here again! On a side note, the downstairs shower curtain needs to be replaced.
Verified review

8/10 Good

Kristen M.

Liked: Cleanliness, check-in, communication, location
The house had a great view!
Stayed 7 nights in Sep 2025
Verified review

10/10 Excellent

Justin

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

Great Stay at Chincoteague

Rented this house for a Birthday weekend and was amazing. Right on the water and plenty of space for everyone.
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Ashley M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was fantastic. The views made the vaction so wonderful. Very clean, and has a fun decor. We are already looking to book for next year.
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

Erica S.

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

Nice home

Beautiful house that felt like home. Nice, clean and relaxing. Loved our stay and had a lovely time.
Stayed 4 nights in Apr 2025
From a partner site

10/10 Excellent

Robbin B.

Vacation

Rating Details: The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: It was awesome! Plenty of room. Able to have our dogs was the best part! Very clean
Verified review

10/10 Excellent

Ken M.

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

Long Weekend

Everything perfect except for the trash that was piled up at the can.
Stayed 3 nights in Sep 2019
From a partner site

10/10 Excellent

Luke H.

Back at Winder Station

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Another lovely stay at Winder Station! Its a spacious and comfortable house that we stayed at before in 2020. And we always enjoy Chincoteague. Its time for some new furniture (the downstairs sofa especially) and a blender that works. Harbor Rentals could do a better job with replacing lightbulbs and making sure everything's cleaned fully.
From a partner site

10/10 Excellent

gen s.

BEST KEPT SECRET - that’s this house on the Island!!!!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Are you kidding?!?!??! Great experience & great communication & great place & New Years here was a great way to start ANY YEAR!
Verified review

8/10 Good

Barbara B.

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

Bridge view

Nice older house with fabulous upstairs lounge on 2 nd floor great view (except for multimillion houses blocking view and access. Can launch kayak into Chincoteague Bay
Stayed 6 nights in Sep 2023
Verified review

8/10 Good

Lona G.

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

Quiet, peaceful location with easy access to restaurants and ocean.

Charming house with nice water views. Really poor lighting. Outdoor furniture really needs attention. 1 Adirondack chair was broken as was double rocker on deck. Only 1 operable chair on deck for house that accommodates 6 people is inadequate. I don’t personally want to move furniture from porch to deck while on vacation and then you have to make sure you move everything back upon vacating. Plenty of hot water and good water pressure. Kitchen is OK. If you really plan to do serious cooking, might want to bring a few of your go to pots, pans, good knives, etc. If you’re mostly dining out, kitchen is adequate. Overall a nice stay.
Stayed 7 nights in Aug 2023
From a partner site

8/10 Good

Beautiful home & views

Rating Details: The property manager was very unhelpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This home was spacious, plenty of room to spread out. The view from the upstairs family room was lovely. The hardwood floors were great and made cleaning up daily a breeze. The beds were comfortable for everyone as well. Ourselves and grown children w/spouses all had an amazing time. Relaxed at the beach and had plenty of room to spread out. One deciding factor was the ability to bring our beloved pets. The walkway to the bay to launch kayaks however was a disappointment, it was over grown and impossible to utilize, not as pictured or described at all. Another issue was the ivy on the steps leading into the home, could not enter the home without it brushing your legs. The balcony was a favorite hangout, however nails had been up the flooring cutting feet by the door. Lastly and most importantly the OVEN DID NOT WORK. A man stopped over claiming he needed in to fix it without us being notified. He did look at a burner button. One burner did not work at all as well as the BAKE did not bake. 2 hrs at 400* would not bake cut up potatoes!! Found out hard way. As a family of 8 and no way to cook we had to eat out. That gets expensive. Over all very nice home, needs some improvements. Also walkway to kayak enterance needs cleared up or needs removed from listing as this was unacceptable, was a factor in choosing this rental and completely inaccessible.
From a partner site

10/10 Excellent

Chrissie D.

Sweet roomy place by the bay

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This place is so adorable! We loved our stay here and our time in Chincoteague. The house is very clean and roomy - we loved having the entire upstairs loft to ourselves with the kids downstairs. The kitchen was spacious and allowed us to cook with ease. The outdoor enclosed porch is super cute. It's slightly off the main road, and private tucked back by the bay. We watched the sunset every night! If you have a kayak, there is a tiny trail to follow to the bay and you can launch a kayak from there. Bike riding to shops or the beach or park is doable and easy. Our favorite spots are Ledo's Pizza, the taco truck, the farm market, the water park, and both Mr. Whippy and Island Creamery. There are adorable shops along Mattox and Main Sts. Suggestions for improvement: There were some clogged drains that need attention, and the outside of the house and landscape were in dire need of some love - the lawn hadn't been mowed and there were a lot of overgrown bushes and weeds that distracted from the beauty and charm of this otherwise sweet place. The sweet little sign that reads "Winder Station" needs a little paint. That said, we still loved it and would return.
From a partner site

10/10 Excellent

jocelyn m.

Delight Bayside House

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Wonderful, clean house slightly tucked back from the bayfront. Bedrooms have been updated with 2 queen sized beds and one full. Ideal layout for maximum porch enjoyment. Minimal carpet which was excellent for the dog. Expansive kitchen layout for meal prep. All in all, a quiet property away from the bustle of Maddox and downtown.Bring your own outdoor chairs; the current ones of the property should be replaced.
From a partner site

10/10 Excellent

Russell J.

What a. View!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location and views
From a partner site

6/10 Okay

Bill V.

Lower your expectations

Rating Details: The property manager was very helpful. The vacation rental was somewhat dirty. I was somewhat unhappy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Well, if it had been 50% less cost, especially in November, then all would be ok- it's rustic & charming, at best. The good:Comfy sofas on 1st levelGood kitchen appliances and suppliesBathrooms & bedrooms okA nice peak of the water at sunsetLots of blankets and lampsThe BadView blocked by other housesVery dark, lit mostly by "garage sale" lampsWiring of the house is bad, lights dim often at odd timesA general malaise of dustNO deck or porch furniture that would be safe to sit on- and very little of thatThe "waterfront" access was a 6' wide 100' long grassy path leading to marsh grass.Linens, towels and paper products not suppliedThe UglyGoodness, get rid of all the junk on the walls, shelves, rafters, everywhere- it gives everyone the creeps to see all this dusty old junk!
From a partner site

10/10 Excellent

Beautiful sunsets

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Love the house. A few recommendations. In the first floor bath there should be grab bars in and outside the tub. It would've been nice to have some decent deck furniture--all the broken stuff was pathetic. In fact, all the broken stuff in the house needs to be pitched. Most important--UPGRADE ALL MATTRESSES!! Do this and the house will be wonderful.
From a partner site

10/10 Excellent

Valerie B.

Loved it

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Winder Station was a perfect stay.....beautiful sunsets. Quiet. My family loved our stay....Can't wait to book it again....next year maybe 2 weeks
From a partner site

8/10 Good

August 2023

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: House was clean and did not smell, kitchen is decently stocked but the pots and pans are pretty beat up. The furniture inside is over-kill with too much stuff packed into tight spaces, ironically the outside furniture is lacking and the house could have used more placed to sit on the deck. If the owners read these reviews please consider removing some of the living room furniture (both downstairs and upstairs) so that people can move more easily around the space.
From a partner site

8/10 Good

Andrew W.

Enjoyable stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Location was great, nice view of the bay. Really liked the rustic interior, made for a very comfortable setting.
Stayed 7 nights in Jun 2023
From a partner site

10/10 Excellent

Diane D.

Serenity

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Large, comfortable, beautiful views, incredibly quiet except for the sounds of nature. A Vacation Oasis.0
From a partner site

6/10 Okay

Maureen L.

Winder Station Mold Problem

Rating Details: The property manager was more than helpful. The vacation rental was very dirty. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: HI,There is a mold problem at this home. There is mold growing on the wall behind the couch in the living room and perhaps elsewhere. You need ServPro or someone like that to come in and do mitigation, otherwise I could not recommend it to a friend and will not be using it until this is taken care of. Great location. Rooms are quiet. Quit street. High ceilings. Great kitchen.Also, some windows do not have screens, so could not get cross ventilation in house.Staff is very professional and friendly. I hope the owners will support taking care of the mold problem.
From a partner site

10/10 Excellent

Barbara M.

Nice place

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location, great place
From a partner site

10/10 Excellent

Russell J.

Wonderful spot

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful sun sets!
From a partner site

10/10 Excellent

Russell J.

Beautiful setting

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We experienced stunning sunsets during our stay at this comfortable cottage. It was our third stay at this location and we will definitely be back.