Windwardside Guest Cottage

1 Bedroom, 1 Bath, Hot Tub
Sleeps 2
$1330 Low Season (Apr 16-Dec 14)
$1750 High Season (Dec 15-Apr 15)

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Windwardside Guest Cottage

Welcome to the Windwardside Guest Cottage, a charming little cottage that enjoys gorgeous views of the east end of St. John, the neighboring British Virgin Islands and Coral Bay. This home can be rented in conjunction with the main house at Windwardside or alone as your own little piece of paradise. The lush tropical plantings, built in privacy screening and the orientation of the buildings seclude them from one another. The guest cottage is very appealingly furnished, has a private hot tub, an airy enclosed shower garden and a comfortable front porch overlooking the sea.

Guest cottage hot tub

Our goal in constructing Windwardside Guest Cottage was to provide a romantic haven packed with amenities but at a reasonable price. We have many honeymoon guests that choose Windwardside Guest Cottage for precisely this reason. It is a budget home that won’t make you feel like you have made any compromises. But the cottage is not only for honeymoon couples – it is a quaint and lovely cottage for any visitors to the island that want an intimate experience of our beautiful island with a gorgeous view.

We have numerous storage areas in a compact home with a a view that rivals any on the island. At Windwardside Guest Cottage you will wake up in a four poster bed to a gorgeous view of the Caribbean sea framed by palm trees. You could easily create a post card from the view of this adorable cottage.

Cozy, cheerful interior

The interior has a queen-size, four-poster bed, a small seating area, a kitchenette and a breakfast bar. The furnishings are both tasteful and cheerful. The covered porch has a dining area and two lounging chairs where you can enjoy the trade winds or a good book while watching the sailboats pass by. A small gas grill is also available if you prefer to prepare your meals overlooking the sea. A shower garden opens onto an uncovered deck. There you can have a relaxing evening soak in the hot tub under a starry Caribbean sky. The hot tub also has a wide view of the sea and total privacy.

Kitchen

Bedroom

In short Windwardside Guest Cottage offers a serene location, fabulous view, charming furnishings, a private hot tub, kitchenette and bbq, plus dedicated staff that will organize your vacation from start to finish all for the price of a hotel room. We provide snorkel gear, beach chairs and a cooler and a beach umbrella.

We also include amenities that you may never need on our casual island (including an iron and a blow dryer) because we want you to be able to travel as light and carefree as possible. Please read reviews from our former guests. We hope to host you on our next visit to St. John.

Read Reviews

Ocean view from porch

When you are enjoying the view from the deck you will have an unbeatable view of the ocean. However, there is also an abundance of lush tropical plantings that provide complete privacy from the neighboring villa, Windwardside Main House.

Garden

Coconut Palm

garden path

garden

Dine on the covered porch

Covered porch

Covered porch

Location: Coral Bay, St. John, U.S. Virgin Islands. Windwardside Guest Cottage is located in quiet seclusion with mesmerizing views of Coral Bay, nearby islands and the Caribbean Sea. The house is situated two thirds of a mile up a little used road in Coral Bay. Surrounded by tropical plantings and marvelous vistas, you are still just a short drive to a cool splash in Salt Pond Bay or other equally inviting white sand beaches. Restaurants, shops and watersports are all available within two miles in Coral Bay. The main town on the island, Cruz Bay, is located 8 miles away. The airport is in St. Thomas which is reached via a twenty minute ferry ride (Ferries leave every hour on the hour and cost $7 each way).

Additional Images

Nearby Beaches & Sights

Amenities

  • Hot Tub
  • Snorkel Gear
  • Beach Chairs
  • Cooler
  • Beach Umbrella
  • BBQ
  • CD & VCR Player
  • Phone
  • Fresh Flowers
  • Robes, All Linens & Towels
  • Safe for Valuables
  • Wi-Fi Internet

Activities

We are happy to make suggestions for activities that suit your interests.  When you arrive at your cottage we will go over a map of the island and point out the best beaches, hiking trails, snorkel spots, etc.  Most activities can be arranged once you are on island but if you are planning a day on the water you may want to arrange that in advance. Consider Busy Bee Charters “Lap of St. John” on Wednesday for a really fun trip that departs right from Coral Bay.

Arrival

Windwardside is managed by on island owners. We will meet your ferry on arrival, arrange for discounted car rentals and provide the personal attention you need to make your stay with us as pleasant and relaxing as possible. We can also arrange for a driver to meet your flight for the 50 minute ride to the Red Hook ferry dock.

For details about our our policies, reservations and travel suggestions please read our FAQ.

Availability Calendar for Windwardside Guest Cottage

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Guest Reviews for Windwardside Guest Cottage

Our stay in St. John
MLVD
05-17-2010

We stayed at the Windwardside guest cottage for a week and it was amazing. We loved the cottage and Susan, Diane and Matt were so helpful and informative. It was like having our own private travel agents. They steered us in the right direction on every count. The cottage, beaches, and snorkeling were all amazing. I would say this is the perfect trip for people with a sense of adventure. The view from the cottage and the feel of the surroundings are so calming and beautiful. It's a very private place and if you want to get away from it all and enjoy a relaxing and likely somewhat active vacation this would be the place. The cottage has everything you would need or want; snorkel gear, coolers, a gas grill, refridgerator, stove, a hot tub and an outdoor eating area. We want to get back next year!

We stopped a resort closer to the main town in St. John and after an hour we had to leave. This place and the area, top any resort I have stayed in. It's the perfect place for people who want privacy, romance and a little adventure!

I hope you enjoy your stay as much as we did.

Michele and Dawn, Boston, MA

Perfect Getaway!
Anonymous
04-27-2010

I found this cottage online while looking for a place to go for my honeymoon. When I read a review from a previous guest that said it was away from the main part of the island and close to beaches and hiking trails I said, "This is it!" Boy was that an understatement! The cottage was exactly what it claimed to be and even cuter in person. The view from the deck is amazing and we loved the outdoor shower! It was fun getting used to the lizards and birds that visited us every morning and evening! We loved the fact that the cottage is located in Coral Bay away from the hustle and bustle of Cruz Bay. Very different and quiet. Diana was amazing in setting up accommodations for us and the trip was worry free! My only suggestion to anyone planning a trip is plan for two weeks, not one! One week is NOT enough time! Also, feed the birds brown sugar, not crackers! Enjoy!

Our perfect St. John Vacation
Susan and Brian R
03-10-2010

We had a wonderful vacation in St. John and a large part of what made it so special was the cottage. Of course the beautiful beaches and friendly people also contributed to our experience. When we first arrived we were thrilled. The cottage exceeded our expectations. The grounds were beautiful and lush and the view was spectacular. The cottage itself was charming, clean and very comfortable. We especially enjoyed sitting on the porch with our coffee in the morning while we planned our day and relaxing in the same spot in the evening while the sun set. There are plently of beautiful beaches close by and the snorkeling is great. It is a short drive to go out for dinner or enjoy the nightlife but many nights we had dinner at the cottage so we could enjoy the peace of our tropical surroundings. The owner of the cottage also made it easy to plan our stay. She was easy to communicate with and had every detail or our arrival planned. She was also available during our stay if we needed anything but never intruded on our privacy. I would definately recommend this cottage. The only thing that was a little challenging was the steep drive to get to the cottage. After a few times, however, we got used to it. It was definately worth it to stay in such a beautiful place. We can't wait to return.

The most fabulous place in St.John!
Karen and Dan
01-26-2010

My husband and I came to wedding here a few years ago and stayed here...and fell in love with the island and the cottages! The cottages are on the peaceful side of the island...which we loved....no heavy traffic...plenty of parking...no tourists...but lots of fun things to do...hiking,great snorkeling,kayaking,great restaurants and friendly locals!!

The Cottages...which we have stayed in both are so perfect...extremely clean and well kept,stocked with everything you need...towels,snorkeling gear,beach chairs,a kitchen to eat in when ever you want....and the great hot tub that over looks the ocean! The owners are extremely nice and very helpful also! We stayed at the Westin before we knew about this place and it does not even compare!! It is a perfect place to stay...we absolutely loved it and will be back as soon as we can! Karen and Dan Sag Harbor NY

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