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Windshadow

4.8125
(32 Reviews)

Capacity

3 Bedrooms
2 Bath, 1 HF Bath
Sleeps 8

Search Availability

About

You will enjoy spectacular sunsets from this lovely waterfront home overlooking the Chincoteague Bay. There is a waterfront screened gazebo that leads to a dock great for crabbing/fishing. Inside is a large open floor plan with a brand new kitchen, living room with wood burning fireplace and dining area. Walk through the french doors off the living room to a large screened porch and sky deck overlooking the Chincoteague Bay. There is a first floor King bedroom with en-suite bath and two twin bedrooms on the second level. Windshadow is a premier PET FRIENDLY vacation rental.

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!
- No smoking is permitted on the premises. 
- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival.
- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

4635 Main Street, Chincoteague Island, VA

Sleeping Arrangements

Bedroom 1
1 king bed
Bedroom 2
2 single beds
Bedroom 3
2 single beds

Features

Amenities

  • Enhanced Cleaning Practices
  • Self Check In / Check Out
  • Screened Porch
  • Boat Dock
  • Charcoal Grill
  • Outdoor Shower
  • Hair Dryer
  • Pet Friendly
  • Smoking Not Allowed
  • Ceiling fans
  • Central heating
  • Air Conditioning
  • Pets allowed
  • Television
  • Satellite or Cable
  • Refrigerator
  • Coffee Maker
  • Microwave
  • Dishwasher
  • Stove
  • Toaster
  • Cooking Basics
  • Internet
  • Fireplace
  • Heating
  • Washer
  • Dryer
  • Parking
  • TV
  • Self Check-In
  • Wifi
  • Water Parks
  • Bird Watching
  • Boating
  • Fitness Center

Type

  • House

Area

  • North Main
  • Chincoteague Island
  • Waterfront

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
December 2024
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Map

Reviews

Leave a Review

Great house

September 2024

Overall
5

Stayed in this house for many years. Everything is provided, house is always spotless. Cleaning company is to be commended. Rental agency gets a gold star for providing us with the perfect vacation. It was so wonderful we already booked for next year

Excellent

July 2024

Overall
5

Everything was great! The place was ready when we arrived and the services provided made for another wonderful experience in Chincoteague. Thank you!

Lovely as always

June 2024

Overall
5

Exactly what we expected after returning for our first time in 15 yrs!

Very Good

December 2023

Overall
4

Wonderful House with great location and view of bay. Nice to have a fireplace and wood available. Dog park very close by. Kitchen well stocked for cooking meals. Only downside was that living room furniture ,plastic-wicker not that comfortable more suited to porch furniture. Had a great time

Windshadow

November 2023

Overall
5

First time back to the island in 11 years and so worth it! Would have been happy to just to sit in the house and watch the view all day.

Awesome location and Views

November 2023

Overall
5

I highly recommend this wonderful house! The location and views are spectacular!

Manager's Response

Thank you, Jacqueline! Isn't Windshadow spectacular?! Can't wait for your next stay :)

Amazing

September 2023

Overall
5

We’ve stayed in this house for many years, unfortunate circumstances kept us away for some years. But we are once again staying for the week.. love this house, it has everything you could want and need. That includes a walk in put in spot for kayaks. House is well appointed. Property management is the best. See you again next year.

Manager's Response

We're so glad to have you back, Mary Lou! Here's to many more Chincoteague Island vacations...

Excellent

July 2023

Overall
5

Great house! Very clean and well stocked. A bird watchers paradise with a constant turnover of many species on the oyster bar just off the shoreline. Even had a Bald Eagle stop by for a visit. The dock was great for kayaking and the screened in porch was an excellent place to sit and enjoy the evening breezes and watch the sunsets. Have rented many places on Chincoteague - this was the best. Bob Ww will be back.

Manager's Response

Isn't 'Windshadow' spectacular?! We're so glad you enjoyed your stay and look forward to hosting your family again!

Excellent

June 2023

Overall
5

My fifth year at Windshadow. I love this place and will continue to book my regular two weeks in June.

Excellent

June 2023

Overall
5

My fifth year at Windshadow. I love this place and will continue to book my regular two weeks in June.

Staying at Windshadow

November 2022
, WASHINGTON, DC United States

Overall
3
Services from rental manager
3
Cleanliness
1
Location
5
Property condition
2

We have stayed at Wiindshadow a number of times, and this is the first time that it really was not clean. The vacuum cleaner does not work. Beyond unvacuumed/unswept floors, there was substantial dust and dog hair. The house needs a deep cleaning that includes the fans. We also felt that the paper products provided were of the poorest and cheapest quality, esp for an expansive rental. We continue to love the house but feel that it has not been kept up and, compared to other rentals, offers the cheapest products possible. The drain outside one of the sliding doors perpetually drips and will lead to rotting of the wood deck.

Beautiful week at Windshadow in Chincoteague!

June 2022
, Shippensburg, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a wonderful week in Chincoteague. Windshadow is a terrific home. It’s design and location are terrific. We have stayed there previously and are always glad to return. The views of the water, with many birds, is fabulous. We also appreciate that it is a pet friendly home and we take our dogs. Both of our daughters and their husbands were also with us. It doesn’t always happen, but the weather was unbelievably great. The ocean breeze on the beach was the best ever. We certainly hope to return to Windshadow next year.

Manager's Response

Hi there! Thanks for staying with us at Windshadow! We can't wait to have you back next year!

Wind shadow, June 2022

June 2022
, Mercersburg, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was our fourth year at Windshadow and our ninth year working with Chincoteague Resort Vacations. As always, the experience was excellent. The house is clean, well-maintained and it has magnificent views to the west over Chincoteague bay.

Manager's Response

Hi Paula! Thanks for always trusting us to make your vacation great! See you next year! :)

My favorite place

April 2022
, Harleysville, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a relaxing and invigorating stay at Windshadow. Chinc has been our"home away from home"for 30+ years. We celebrated my parents' 50th anniversary here and our pets/children grew up summering here. We love it!

Manager's Response

Hi there! Thank you for staying with us! :)

Perfect spot on the Island

April 2022
, Delta, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Another wonderful time was had at Windshadow this year, it’s our favorite place to stay!

Manager's Response

Hi Shawn! Thanks for staying with us! :)

Breathtaking views

November 2021
, WASHINGTON, DC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This house has a wall of windows facing the bay allowing for wonderful views of sunsets and birds. It's why we keep coming back to this house. The house is also comfortable, clean and well-provisioned for cooking and even grilling. Love this house!

Manager's Response

We love our return guests! Thank your for continuing to choose Chincoteague Resort Vacations. We look forward to your next stay with us!

Vacation at Windshadow

October 2021
, Bethesda, MD United States

Overall
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
5

After renting houses in Chincoteague since the 1980ies - this was the best organized and outfitted house. Especially the kitchen - it was a pleasure to cook in it. Because of the pandemic only Carry Out from Capt. Zack was enjoyed sometimes.

Manager's Response

Thank you for your kind review! We are so happy to hear you enjoyed your stay!

Sad to see it end

August 2021
, York, PA United States

Overall
4
Services from rental manager
4
Cleanliness
4
Location
4
Property condition
3

We love the house and the island.

Sad to see it end

August 2021
, York, PA United States

Overall
4
Services from rental manager
4
Cleanliness
4
Location
4
Property condition
3

We love the house and the island.

ALWAYS MY FAVORITE!

July 2021
, Blairstown, NJ United States

Overall
5
Services from rental manager
4
Cleanliness
5
Location
5
Property condition
5

This is my 4th year staying at Windshadow with my family. I'm in love with this home, its amenities and location. Booked for year number 5 before I departed! Only wish it was for sale so I could scoop it up!

Wonderful stay at Windshadow

June 2021
, Shippensburg, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We love Chincoteague and have been going there for about 35 years. We have rented about 10 different homes during those years and believe we like Windshadow the most. The view is spectacular and the facilities are excellent. A big plus is that it is also pet friendly and we take our two dogs. I couldn’t find anything unfavorable about Windshadow to say. A great, great place to stay.

Wonderful stay at Windshadow

June 2021
, Shippensburg, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We love Chincoteague and have been going there for about 35 years. We have rented about 10 different homes during those years and believe we like Windshadow the most. The view is spectacular and the facilities are excellent. A big plus is that it is also pet friendly and we take our two dogs. I couldn’t find anything unfavorable about Windshadow to say. A great, great place to stay.

Windshadow

June 2021
, Mercersburg, PA Unknown

Overall
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
5

Excellent. I have rented this property for several years.

Windshadow

June 2021
, Mercersburg, PA United States

Overall
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
5

Excellent. I have rented this property for several years.

Spectacular views of sunsets and birds

May 2021
, WASHINGTON, DC United States

Overall
5
Services from rental manager
4
Cleanliness
5
Location
5
Property condition
5

Loved the house - sitting in front of the windows with my binoculars. The birds and incredible sunsets were spectacular.

A Beautiful House!

January 2021
, Chevy Chase, MD United States

Overall
5
Services from rental manager
4
Cleanliness
5
Location
5
Property condition
5

My family and I had a great winter mid-week getaway at Windshadow. The house was clean, modern and comfortable. We loved the beautiful views out the large windows, especially the nightly sunsets. We could tell the owners had been updating the house over the years, and it was more like staying at a nicely furnished house belonging to friends or family. We had some trouble logging onto the WiFi network, but discovered the password on the handout from the realty office was incorrect. We'd love to return for more time at Windshadow!

A Beautiful House!

January 2021
, Chevy Chase, MD United States

Overall
5
Services from rental manager
4
Cleanliness
5
Location
5
Property condition
5

My family and I had a great winter mid-week getaway at Windshadow. The house was clean, modern and comfortable. We loved the beautiful views out the large windows, especially the nightly sunsets. We could tell the owners had been updating the house over the years, and it was more like staying at a nicely furnished house belonging to friends or family. We had some trouble logging onto the WiFi network, but discovered the password on the handout from the realty office was incorrect. We'd love to return for more time at Windshadow!

Picture perfect location with lovely sunsets.

January 0001

Overall
5

Great location, close to town. Beautiful view of the Chincoteague Bay. Lovely, well-organized home. Pet friendly, took our 2 dogs. We have stayed at several homes in Chincoteague and this one ranks at the top. Dock, screened porch, and gazebo added a nice touch. We plan to return next year.

June 2019 Stay

July 2019
, Rhodesdale

Overall
5
Experience Rating
5
Property Rating
5
Value Rating
5

Wind shadow is a beautiful home, with spectacular views and exceptional amenities. We enjoyed beautiful sunsets and great memories. our family is planning to return next year.

July 2017 Stay

June 2019
, Landenberg PA

Overall
5
Experience Rating
5
Property Rating
5
Value Rating
5

Windshadow is just wonderful! We are second generation renters and love the home and location just as much as our parents did for many years! Thank you for a fun and fabulous week!

July 2018 Stay

June 2019
, Philadelphia

Overall
5
Experience Rating
5
Property Rating
5
Value Rating
5

It was such a beautiful house and a lovely place to stay.

September 2020 Stay

September 2020
, North Carolina

Overall
4
Experience Rating
5
Property Rating
5
Value Rating
4

My family "brothers and sisters"are from all over. We decided to have a reunion. The youngest of us is 68 years old!
We had a wonderful time together and the accommodations were perfect! we felt very relaxed had a lot of discussions, caught up, played games and laughed till we cried!
Loved everything about this trip! Thank you!!!