Private cottage in great location with a Path to Chocolate Hole Beach
Molly’s Cottage is located in upscale Chocolate Hole, a great neighborhood for walking and running. It is a ten-minute drive to the spectacular National Park beaches and a few minutes away from the town of Cruz Bay (“Love City” has wonderful restaurants and shops).
Our cottage, made of tropical hardwoods, was lovingly built and maintained by our family over the past 20 years. We (a Vermont artist and her husband) have paid attention to detail in furnishings, art, and landscaping. We have just renovated the whole upstairs putting in a new larger kitchen. The kitchen is fully equipped. You can dine at home on the spacious deck overlooking Chocolate Hole beach. Relax and enjoy movies on a wide screen TV or simply take in the tropical night sounds
Molly’s Cottage is perfect for a couple that want an affordable and private small house, you can rent just the upstairs or both floors and share it with friends. The spacious bedroom and bath on the lower level is also perfect for a small family – put the kids downstairs and everyone has privacy.
Keywords: Cottage
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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
St. John
St. John is home to this cottage. The area's natural beauty can be seen at Virgin Islands National Park and Cruz Bay Beach. Discover the area's water adventures with jet skiing, kayaking and snorkelling nearby, or enjoy the great outdoors with hiking/biking trails.
Virgin Islands National Park - 4 min drive - 3.0 km
Getting around
St. Thomas (SPB-St. Thomas Seaplane Base) - 61 min drive
Restaurants
Woody's Seafood Saloon - 7 min drive
Cruz Bay Landing - 7 min drive
The Longboard - 7 min drive
Greengo’s - 8 min drive
Morgan's Mango - 7 min drive
Frequently asked questions
Is Private cottage in great location with a Path to Chocolate Hole Beach pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Private cottage in great location with a Path to Chocolate Hole Beach?
As of 13 May 2026, prices found for a 1-night stay for 2 adults at Private cottage in great location with a Path to Chocolate Hole Beach on 27 May 2026 start from AU$352, 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.
How much is parking at Private cottage in great location with a Path to Chocolate Hole Beach?
On-site parking is available at the property.
What time is check-in at Private cottage in great location with a Path to Chocolate Hole Beach?
Check-in begins at 3:00 PM.
What time is check-out at Private cottage in great location with a Path to Chocolate Hole Beach?
Checkout is at 10:00 AM.
Where is Private cottage in great location with a Path to Chocolate Hole Beach located?
Situated in St. John, this cottage is steps from Chocolate Hole and 1.8 mi (2.9 km) from Virgin Islands National Park. Chocolate Hole Beach and Rendezvous Bay are also within 15 minutes.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Loved it. Host was extremely responsive and offered terrific suggestions for things to do. House was cozy and the breeze that comes through is phenomenal. Loved that there were beach chairs, towels, and snorkel gear available. The washer and dryer came in handy. Loved the view. Would stay again.
We had a wonderful stay at Molly’s Cottage. It was just as described. The house was well appointed and the location was perfect. The breeze through the house all day kept it cool and there was no need for AC.
We had a great stay, loved the view, and all the necessities provided! Quick ride to Cruz Bay, and easy access to all of STJ. Thanks fir having us, we’ll be back!
What a wonderful cottage to stay at! The location made it easy to get to/from and allowed us to enjoy the beautiful beaches on St. John. Traveling with our 2 young adults we appreciated having enough space to spread out and having two bathrooms available. The washer/dryer gave us that fresh start feeling halfway through our vacation. This cottage has a bit of a rustic weathered feel which we loved. We would definitely consider staying here again.
Worked well for our family. Enjoyed sitting on the deck and enjoying the view and the breezes. It got a little warm without AC but there were several fans and with the windows open the breeze helped cool things.
The house had everything we needed and Beach supplies were an added bonus! House was close to groceries and not far from the excellent beaches of St John.
The cottage was perfect for our stay in St. John. Sitting on the porch overlooking the bay was glorious. Pretty well stocked kitchen. We loved that there were beach towels, chairs, and snorkel gear for us to use. Our host responded quickly to questions. You will need a car to get around as the the cottage is not very close to the ferry or restaurants and St. John is not conducive to walking (lots of hills, no sidewalks).
Mollys Cottage is perfect for a couple or even two. It sets overlooking Chocolate Hole. Comfortable, nice deck, has everything needed for your stay. It’s located less that 10 minutes from Cruz Bay, a grocery store is nearby, nice quiet neighborhood, hardly any road traffic, easy to get to. There is always a gentle breeze coming up from the bay, which helps to keep it cool and keep the bugs at bay. This was our 5th stay on STJ. We would definitely stay here again. And recommend to friends and family. Only negative comment would be, there is some updating that needs to be done. But once you understand how difficult it is to get things to STJ, it becomes a minor issue.
Molly's cottage was perfect for our stay. It is beautiful, very well maintained and offered everything we needed. I stayed in the bedroom on the main floor and my two friends stayed in the lower level. We both had our own bathrooms. We didn't cook but the kitchen was amazing. There are markets to buy groceries very close to the cottage.
If I go back to St. John with my family, I would definitely want to rent this cottage again.
We rented a jeep and would recommend that to anyone. It's not walking distance to town only because the roads are narrow and very steep at times.
Two large decks on the back offered gorgeous views and relaxation. Thank you! 🌴😎
Staci O.
Stayed 5 nights in May 2022
Response from VrboOwner on 1 June 2022
Great guest! Thank you for the review and the rental!
Mary
Molly’s cottage is in a convenient and quiet residential area. It was very private though there are neighbors nearby. The owner was responsive and helpful. You will want a car to get around. The wrap around porch is flooded with sunshine all day and expands the living space considerably.
St. John was a nice vacation. We enjoyed time on the beaches. Was hoping the snorkeling would have been better. This vrbo is a more rustic cottage. Amenities were good but could have been a bit cleaner.
Fantastic cottage close to Cruz Bay. Charming details and great views and cooling breezes.
We loved the charm and location of this cottage. Beautiful rustic charm and elegance. Ideal! Thank you for allowing us to experience your slice of Paradise!
Molly’s cottage was fantastic! Plenty of towels and beach chairs were nice. Bedding could be a little more comfortable but really no big deal. It was nice to have separate spaces for the two couples. The view from the deck was an absolute dream! We would definitely come back!
If you like ocean breezes...(even rain coming in on you at night)...charm..,.quiet....this is the place for you! (No AC, but screen doors & windows)
We loved it!!
Mary’s Cottage was perfect for us! Convenient to Cruz Bay restaurants and groceries, but just far enough out of town for total quiet. We enjoyed several meals on the porch while taking in the view, and the screen doors and fans helped us keep cool and bug-free. The amenities were fantastic - the beach chairs and washer/dryer were particularly helpful. We so enjoyed our visit!
Mary’s cottage was the perfect place for our stay. We can a beautiful view of one of the many bays of the island, and loved opening up all the doors and windows to enjoy the beach breeze. We had everything we needed and more, including a fully useful kitchen, a beautiful wrap-around porch with plenty of chairs to enjoy the sun or shady, and all the beach necessities (including beach chairs, towels and a cooler). We would definitely stay again! And the host was super friendly and easy to get in touch with
Molly's Cottage was perfect! The views were better than the pictures and the amount of amenities where second to none. We had everything we needed, from towels, beach chairs, laundry to all the needed items in the kitchen and spices. We loved opening the doors every morning and getting the breeze flow through and seeing the sun and water. The furniture/beds were comfortable. The only complaint we had was the shower upstairs didn't have a shower head on it. So our showers were messy and very cramped. Overall we truly enjoyed every minute. The location was absolutely perfect, less than a 10 minute drive to cruz bay. It was apparent how much this house is loved and it was a pure joy to have the ability to stay here. After our 17 day stay at Molly's Cottage we stayed at another home for 8 days with a large group on Cinnamon Bay. The house did not compare to the amenities that Molly's Cottage had. I would strongly recommend Molly's Cottage. We will be returning!!
Nice property, great Caribbean vibe. Enjoyed are meals on covered balcony, lovely view.
linda s.
Verified
10/10 Excellent
Robin K.
5 Feb 2019
wonderful, want to return
Lovely cottage with everything needed for a comfortable stay, great location, fully stocked kitchen, great views, and responsive and friendly owner. Great for our family of four for a relaxing easy stay close to beaches, market, restaurants, One of our best family vacations!!!!
Robin K.
Stayed 6 nights in Jan 2019
Verified
10/10 Excellent
Bill W.
4 Jan 2019
Casual Island Oasis
Stayed here New Year's Week with family of six. Molly's Place was perfect, a great open air cottage. I was a little nervous about not having AC, but it was not a problem at all, the island breeze at night made it very comfortable. We would not hesitate to stay at Molly's Place again.
Bill W.
Stayed 7 nights in Dec 2018
Verified
10/10 Excellent
Arno D.
23 Dec 2018
AMAZING
Me and my girlfriend had an amazing time and stay at this wonderful house at the Estate Chocolate Hole.
Waking up in the morning with the nature sounds and seeing the sun rise across the mountain.
Everything is perfect and we will comeback since at the moment you walk in you feel as if you are in paradise.
Arno D.
Stayed 10 nights in Dec 2018
Verified
10/10 Excellent
Ron S.
6 Dec 2018
Almost heaven!
Charming cottage with idyllic breezes, fabulous wrap-around deck, and glorious views of Chocolate Hole. So peaceful! Tastefully decorated and very well equipped with towels, beach chairs, cooler, etc. Beautiful new kitchen with plenty of everything, plus Weber grill on the deck. My husband and I stayed for a week and loved every day at Molly’s Cottage. Would definitely return.
Ron S.
Stayed 7 nights in Nov 2018
Archival
10/10 Excellent
Andrea L.
13 June 2017
Quite, peaceful, relaxing...
We had a wonderful stay at Molly's cottage, so much so that we tried to return the following week! We occupied the upper part of the cottage (the lower was not rented during our stay). The cottage is very comfortable, we particularly enjoyed the open-air feel of the place. The large windows coupled with the location (high the hillside) allowed for almost constant tropical breezes which were cooling despite the 80+degree weather. The sliding screen doors in the bedroom made it feel as though you were sleeping outside and it was wonderful to wake up to morning breezes and birds singing. We spent our mornings and evenings on the large deck overlooking the water. The kitchen was stocked with an abundance of dishes, pots and pans and cooking utensils. The bathroom although cozy contained plenty of towels. We look forward to returning to Molly's cottage when next we visit St. John.
Andrea L.
Stayed 6 nights in May 2017
About the host
Hosted by Mary O'Shea
A Vermont artist and her husband
Why they chose this property
The cottage was built on family land but later sub-divided into its own property. We built this house ourselves and we take loving care of it.
What makes this property unique
The downstairs is separate and private. It is perfect for 2 couples or a small family because everyone gets privacy. We have a path that leads down to Chocolate hole beach. We are in a great area for walking and running. We always get a great breeze.