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. ****
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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
On-site 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
About the area
Chincoteague
Up the Neck, a neighbourhood in Chincoteague, is home to this holiday home. Captain Timothy Hill House and Museum of Chincoteague are cultural highlights, and some of the area's attractions include Maui Jack's Waterpark and Wallops Flight Facility.
Robert N. Reed Downtown Waterfront Park - 4 min drive - 2.8 km
Maui Jack's Waterpark - 6 min drive - 4.5 km
Chincoteague National Wildlife Refuge - 7 min drive - 5.8 km
Getting around
Ocean City, MD (OCE-Ocean City Municipal) - 66 min drive
Restaurants
McDonald's - 8 min drive
Steamers - 4 min drive
Island Creamery - 4 min drive
Teaguers - 4 min drive
Ropewalk - 5 min drive
Frequently asked questions
Is Winder Station - 3BR Waterfront home w/ walking path to Kayaking ,NO LINENS pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Winder Station - 3BR Waterfront home w/ walking path to Kayaking ,NO LINENS?
As of 7 May, 2026, prices found for a 1-night stay for 2 adults at Winder Station - 3BR Waterfront home w/ walking path to Kayaking ,NO LINENS on 30 May, 2026 start from S$460, 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 Winder Station - 3BR Waterfront home w/ walking path to Kayaking ,NO LINENS?
Check-in begins at 3:00 PM.
What time is check-out at Winder Station - 3BR Waterfront home w/ walking path to Kayaking ,NO LINENS?
Checkout is at 10:00 AM.
Where is Winder Station - 3BR Waterfront home w/ walking path to Kayaking ,NO LINENS located?
Located in Up the Neck, this holiday home is within 2 miles (3 km) of Captain Timothy Hill House, Chincoteague Channel and Robert N. Reed Downtown Waterfront Park. Oyster Bay and Maui Jack's Waterpark are also within 3 miles (5 km).
Reviews
9.0
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Beautiful house that felt like home. Nice, clean and relaxing. Loved our stay and had a lovely time.
Erica S.
Stayed 4 nights in Apr 2025
From a partner site
10/10 Excellent
Luke H.
11 Aug, 2025
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.
Luke H.
From a partner site
10/10 Excellent
Robbin B.
24 Aug, 2024
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
Everything perfect except for the trash that was piled up at the can.
Ken M.
Stayed 3 nights in Sep 2019
From a partner site
10/10 Excellent
gen s.
8 Jan, 2020
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!
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
Barbara B.
Stayed 6 nights in Sep 2023
Verified
10/10 Excellent
Dolores A.
7 May, 2019
Perfect Getaway
Winder Station is a beautiful home on the Chincoteague Channel. The setting is on the North end of the island, and has a very different vibe from the Main Street and Maddox areas. The home is comfortable, with stunning views of the sunset from the large back deck. The house is decorated mostly with antiques and collectibles, but is open, bright, and sunny with lots of windows and a second floor sitting room, master bedroom, and full bath. Downstairs, a large kitchen, dining, and living room open floor plan, full bath, and two bedrooms complete the picture-perfect digs. The entry has a hallway with washer and dryer, and a place to hang clothes to dry. I have no complaints, we spent four peaceful spring break days, and everyone was happy!
Dolores A.
Stayed 4 nights in Apr 2019
Response from VrboOwner on 18 Mar, 2020
We are so happy to hear you enjoyed your stay! We hope you rent from Harbour Rentals again in the future.
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.
Lona G.
Stayed 7 nights in Aug 2023
From a partner site
6/10 Okay
h4rhrpAEcd0Lr3O2ECPWffSl2fK29sG1pXlAFAVgJvHp4Gywt0/B1SjRDTAAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSI y.
17 Aug, 2021
Great Sunsets, but. . .
Rating Details:
The property manager was more than helpful.
The vacation rental was somewhat dirty.
I was very happy with the location.
I was satisfied with the condition of the vacation rental.
Overall, I do not recommend this vacation rental.
Reviewer Comments:
The location is grand. Some water access for my kayak and we had some good clamming at the property. When we moved in, it was evident the cleaning crew were not the best and the previous guests were not concerned with leaving the stove, dishware utensils etc put away, and dirty. The coffee maker leaked all over the counter. I purchased a new one. Don't expect to have any decent cookware either. The decking needs to be replaced. Sliding door doesn't lock, used a piece of wood to lock it. We've stayed in much better places on the Island, in the same price range, but there are those sunsets. . .
h4rhrpAEcd0Lr3O2ECPWffSl2fK29sG1pXlAFAVgJvHp4Gywt0/B1SjRDTAAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSI y.
From a partner site
8/10 Good
4 Aug, 2025
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.
27 Aug, 2024
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.
Chrissie D.
From a partner site
10/10 Excellent
jocelyn m.
3 Jun, 2024
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.
jocelyn m.
From a partner site
10/10 Excellent
Russell J.
15 May, 2024
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
Russell J.
From a partner site
6/10 Okay
Bill V.
7 Dec, 2023
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!
Bill V.
From a partner site
10/10 Excellent
18 Oct, 2023
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.
17 Aug, 2023
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
Valerie B.
From a partner site
8/10 Good
16 Aug, 2023
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.
19 Jul, 2023
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.
Andrew W.
Stayed 7 nights in Jun 2023
From a partner site
10/10 Excellent
Diane D.
12 Jul, 2023
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
Diane D.
From a partner site
6/10 Okay
Maureen L.
28 Jun, 2023
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.
Maureen L.
From a partner site
10/10 Excellent
Barbara M.
3 Jun, 2023
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
Barbara M.
From a partner site
10/10 Excellent
Russell J.
26 May, 2023
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!
Russell J.
About the host
Hosted by Harbour Rentals
Languages:
English
Premier Host
They consistently provide great experiences for their guests