Cottage vacation rentals in St. John

A lovely week for our family vacation to St John! Fair Winds is very private, cozy, and comfortable. The VIEW IS AMAZING. We stargazed every night and felt the trade winds cool us off after an outdoor shower in paradise. The kids loved staying in the guest house while us parents stayed in the main house bedroom. Thank you, Margaret for meeting us in Coral Bay and leading us up the mountain so we knew exactly where to go!

Owners were super nice and easy to work with! Caretakers, Joe and Sally couldn't have been more helpful. My family would love to return to this special house!

Cynthia and her team were amazing. From the moment we booked until we left, the communication was prompt and helpful. The place is Heaven on Earth! The views are amazing and very private. There are gorgeous paths on the property with exotic plants and wildlife. The hosts have everything you will need, including aloe for sunburns, beach chairs, snorkeling gear, towels, coolers, etc. This is probably the nicest and most well appointed rental we have stayed in. The location is quiet and only a short drive to restaurants, the market, marina, beaches and hikes. However, being at the far end of the island, everything is scaled down and there are fewer people. We found uninhabited beaches and some of the best hiking ever. If you don't like crowds, this is the place for you. Highly recommend.

Our stay at Stonehenge Cottage checked all the boxes - perfect location, beautiful surroundings, plenty of room for 5 adults, comfortable beds, and lots of amenities. The place is close to restaurants in Cruz Bay and there are 3 markets to pick up groceries and fresh fish for cooking at home. It is also close to the hiking trails and beaches on the south side of the island which are less populated and provide great snorkeling.

Great get away to the lovely Fairwinds. Coral Bay is a treasure and Margaret was terrific - greeting us to lead us up the house on our arrival and very responsive to our questions. Great trip!

Lynn’s place was perfect for us as 2 couples visiting St. John. Close to everything and with beautiful views, we enjoyed our stay. Kitchen was also really well-equipped which was much appreciated!

enjoyed every minute at meritage! You barely hear traffic there, just waves and nature.. spectacular views and privacy..I was on the balcony every chance I had just staring off into the distance.. so relaxing! The place was perfect for the two of us. Close enough to cruz bay for dinner etc, but far enough out that it was peaceful and relaxing. They have a bigger house right next store that I was worried would be loud, but honestly barely heard them. We will definitely stay there again on our next visit if available!

Had a lovely time here and highly recommend it. The place is in a semi private section near coral bay and you'll have most everything you'll want including a relaxing pool. The host, Lorraine, was really nice and great at communicating and letting us know what to do. Parking can be a bit difficult to get up and down the incline, I'd say better to just leave the car below and walk up. Would gladly stay here again!

Great eco-friendly glamping. We stayed in a concrete yurt that was beautiful listening to the waves all night long.

Maria and Chloe were such great hosts! Their prompt communication and local recommendations were simply the best and made us feel right at home! They went above and beyond to make sure we had the best time and we did! The place was absolutely beautiful with hands down the best views on the island!! If you're looking for a private place to stay with truly million dollar views and taking a dip in your own private pool, don't look any further and book this right away! You will be extremely impressed with this place! Thank you Maria and Chloe for making our vacation memorable!! We will be back!

Just as described. Beautiful view. Host was very proactive with directions, recommendations and instructions. Apple Maps took us right there, but if not very precise instructions were shared ahead of time! Close enough to beaches, restaurants, the national park and shopping, but was also peaceful and secluded! WiFi was a little spotty but we weren’t there for the WiFi (again the views of the back porches!!!)

Amazing deal with a fantastic host! You take your AWD up a bumpy, adventerous road, park, walk up an incline to a set of stairs. You're immediately rewarded with an amazing view of the island. Waking up in the morning to the view is something we'll never forget. At night, the moon illuminates the island and the ocean. Coming from NYC, its something I've never experienced. You'll love the hermit crabs, lizards, and frogs. Bring bug spray! Read the signs - no toilet paper in the toilet!! Headlamps were convenient to have at night, but they are definitely not necessary. Grab some cereal at the local grocery store for easy food in the morning. Breakfast is sometimes hard to find on the island. This Airbandb is in a great location for the restaurants that are around and for beaches out east and west. Try a different way of living. You won't regret it!

More than a Airbnb, this place a community of wonderful people congregating in a beautiful natural atmosphere. The two other groups there with me both have been going there yearly for almost a decade and it’s clear why. We even got offered a boat trip snorkeling in the middle of the bay among other hospitality! A fantastic place to support

St. Thomas was great but meeting Mida was my favorite part of the trip. She did more than she was suppose to do. Her personality was a true blessing during this trip. If you guys have de opportunity to book with her, don’t think it twice. After that trip I won a mom in st. Thomas.

Very nice. Pictures are very accurate. Comfortable. Clean. Nice.

We had a lovely time. Sylvia showed us around on the first day which was a big help. It was nice to be able to walk everywhere, and we got to see the island peacocks on several occasions :-) walking to and from town.

Dorothy’s place was absolutely beautiful! My husband and I felt right at home in Dorothy’s cottage. It was perfectly equipped with everything you could need, extremely clean, and absolutely beautiful touches & accommodations - the vaulted ceilings, great A/C in the bedroom, perfectly situated kitchen, luxe / clean bathroom, and a serene patio! If you are looking for a peaceful, nature-filled, picturesque escape with a partner or a friend I would highly recommend this cottage!

This is a place WORTH the adventure! The drive up is something serious but you get used to it, the location is definitely worth the drive. You get to wake up and see the boats in the bay and feel the breeze of the mountain. I will say if you aren’t ready to shower outside this is not the place for you lol! The only complaint is not being able to stay longer lol! Will definitely be back.

Just returned from our time in St John and had fantastic time with my husband. So much so I am reluctant to tell you all about it as I would hate for the masses to find Privateer Bay and ruin the pristine beaches and nature. St. John was great vacation and Kay’s place at Privateer feels like your own private island. Just a few feet from the pebble beach. Wonderful snorkeling right from the beach. The house is very comfortable. We had the lower unit and the deck was a great place to have morning coffee watching the sunrise. The lounge chairs on the property were a relaxing place to enjoy a happy hour drink. The upper unit looked great too! Super great communication, kitchen well stocked. Linens nice and towels super fluffy. The various fans and sea breeze helped cool. The other local beaches were great especially North Haulover and waterlemon cay. Few restaurants in Coral bay had music in evenings. Loved it all.

We had a wonderful stay at Sylvia’s! She is very friendly and had great recommendations. We were able to walk to all the places we wanted to visit in Cruz Bay (Low Key Watersports, Beach Bar, Lime Inn, EVB, Mongoose Junction, Coconut Coast Studios). We appreciated that she picked us up, showed us around, and dropped us off at the end of our stay. Would definitely stay here again.

We had a great time at the Ocean Cottage. The bed was so comfy and we enjoyed private afternoon dips in the pool. We appreciated the extra sunscreen left by previous travelers, and the beers in the fridge. The snorkel gear and beach chairs being readily available was also such a highlight, we didn’t have to fuss with packing our own or renting. Bob takes well care of the landscaping and you can tell how much love and intentionality is poured into the property.

We loved our time at New Moon Escape. We live in a large city so we look for remote locations when traveling, this was about 10 minutes to stores etc, but felt a world away from any hustle or bustle. As others have mentioned - YOU NEED A JEEP. The outdoor shower was clutch for washing off all the beach sand and was one of my favorite features, while my husband enjoyed reading in the hammock amongst the trees. So fun to poke around the property and learn about the flora and fauna. We are big cooks so chose to eat-in, and were happy to find Calabash Market for our grocery needs just south of Coral Bay - an excellently curated store. Kitchen was light on pantry staples (a small bottle of olive oil, salt + pepper), but I pre-packed some blends from home. Grill was clean, and kitchenwares met our needs. Beach towels and chairs were a nice add, both cooler options were a tad wonky tho, and we couldn’t find any snorkeling gear which I thought was listed. Overall, we adored our time here!

Everything and more than one should expect from such accommodations. This is the perfect landing spot for a visit to St. John.