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Guesthouse vacation rentals in Northside

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Northside guesthouse rentals

Family-friendly guest house rentals

Guest favorite
A well-appointed bedroom features mahogany cathedral ceilings and a spacious bed dressed in coral bedding. A wall-mounted TV is visible, and natural light floods the room from a nearby window. An en-suite bathroom can be seen through an open door.
Guesthouse in Cruz Bay
4.98 out of 5 average rating, 42 reviews

The Guest House of Villa Solare

CarlosRating, 5 stars3 months ago
The guest house was as described in the photos. We were welcomed by the Host. Everything was there that was needed for a comfortable stay. The outdoor showers were interesting. These were the hidden gem. We ask about them in advance so this was not a surprise. For a private laid back stay, this was it. St John like St. Thomas is very hilly so be prepared. This was only a 10 minute trip from the car ferry. The store was less than 5 minutes away. Two tv's to enjoy entertainment from the kitchen or bedroom. Would stay again if we are back in St John. Five stars, glad we choose this place for our 30th wedding anniversary.
A spacious outdoor deck area invites relaxation, featuring wicker seating and a large umbrella for shade. Lush green plants frame the view of the ocean, where soft waves can be seen under a clear blue sky. Coastal islands are visible in the distance.
Guesthouse in East End
4.77 out of 5 average rating, 87 reviews

Our Place in St Thomas, Studio Cottage

AdedoyinRating, 5 stars45 months ago
We had a great time at this airbnb! The view from the balcony was fantastic, and it was relatively close to Red Hook (we would recommend driving or getting a taxi instead of walking though, as the road is curvy and the cars drive quickly). Carmen, the property manager, answered all of our questions and kept us informed about an incoming storm. There isn't a ton of space inside, but that was fine for our group because we spent most of the time outside of the house.
Guest favorite
A spacious wrap-around porch features a round table with four white chairs, inviting outdoor relaxation. Lush greenery and stunning ocean views can be seen in the distance, while bright clouds drift across the sky, enhancing the serene ambiance.
Guesthouse in Coral Bay
4.99 out of 5 average rating, 107 reviews

A House of Open Arms Cottage with AC

JessicaRating, 5 stars4 weeks ago
Can’t near enough good things about our stay! The views are gorgeous, the space is super comfy and spotlessly clean, and Catherine is an incredibly kind and welcoming host. We loved waking up to the sunrise each morning with views from every angle. The outdoor shower felt so luxurious! We had an incredible breeze for 5 days and never touched the AC. Loved this area of St John - felt quiet and secluded but still just a few mins drive fron some restaurants in Coral Bay, and not more than 25-30 mins drive from everything on the island. Catherine gave us great suggestions in the area! We will absolutely return. Thanks again Catherine!
Top guest favorite
A spacious living area features a wooden coffee table adorned with decorative items, flanked by a plush sofa set against an accent wall. The light-colored walls are complemented by elegant light fixtures, while an archway leads to a dining area and kitchen in the background.
Guesthouse in St. John
5 out of 5 average rating, 58 reviews

A House of Open Arms Villa with Pool and AC

HayleaRating, 5 stars3 months ago
The villa at House of Open Arms was the perfect home base for our honeymoon. The views are breathtaking, the grounds and gardens pristine, and the villa was incredibly warm and inviting. We loved how quiet and peaceful the villa and Coral Bay were. Catherine went above and beyond to ensure our arrival to the island and drive to the villa was seamless. She is also a fantastic cook - our welcome dinner was 10/10! We couldn’t have asked for a better hostess or home for a week. I wish we could give Catherine more than 5 stars! Thank you everything, Catherine! We will be back!
Guest favorite
The villa is positioned on a hillside surrounded by lush greenery and vibrant tropical flowers. A wooden deck extends from the structure, offering views of the turquoise waters and rugged coastline. Soft clouds drift overhead, enhancing the serene seaside atmosphere.
Guesthouse in Saint John
5 out of 5 average rating, 11 reviews

Beachfront East End of St John

BarbaraRating, 5 stars2 months ago
What a beautiful place - the views were amazing. The location - astounding! The unit itself had everything we needed. Close to snorkeling and hiking. Be sure to rent a Jeep because the roads are steep and winding. We loved it!

Guest house rentals with a patio

Superhost
A covered patio area features a seating arrangement with a cushioned bench and colorful pillows. Natural stone walls and tile flooring provide a sturdy foundation, while the ocean views can be glimpsed from the balcony railing. Green plants add a touch of nature to the space.
Guesthouse in Cruz Bay
4.81 out of 5 average rating, 32 reviews

St. John USVI, Modern Villa, Oceanview, King Suite

ChristyRating, 5 stars1 month ago
Hi Lera, I just wanted to send a quick note to say thank you for allowing us to stay at your home. It was absolutely perfect for our family and had everything we needed to make our trip to St. John so enjoyable. We truly appreciated the thought and care put into the space. Thanks again for your hospitality! Best, Christy and Rocky
Guest favorite
Guesthouse in Saint John
4.91 out of 5 average rating, 34 reviews

Hope

HannahRating, 5 stars1 month ago
We loved staying here! Short drive to anywhere we wanted to go, and the cottage was so comfortable. Perfect home base for a long weekend of exploring the island! While there was WiFi, it was a little spotty (which the hosts worked to resolve, but ya know!). This was fine for us because we were doing an off-line trip, but wanted to let others know :) We would definitely stay here again!! Location was so awesome, peaceful, and the hosts were incredibly thoughtful with recommendations. Great spot to stay!!
Guest favorite
An outdoor deck features a seating area with two armchairs and a sofa, accompanied by a coffee table. A decorative plant is positioned in a pot near the entrance. Vibrant foliage and flowers frame the space, contributing to a serene atmosphere.
Guesthouse in Southside
5 out of 5 average rating, 15 reviews

Darling Palms Retreat: Beachside 2-Bedroom Oasis

JuanitaRating, 5 stars1 month ago
Deena and Charlie were fabulous, I truly felt like I was staying with family! They welcomed us with open arms, so inviting, so informative and very knowledgeable of the island and all there is to do. I loved getting to know them, beautiful people inside and out!!! I was so impressed with Charlies French Quater Bistro and Deenas captains skills!!! Being next door to Lime Tree Resort is just the icing on the cake, because the sunsets are breathtaking. 10/10 will definitely be booking again! Thanks for a fabulous stay!
Top guest favorite
An outdoor terrace is furnished with a dining table and chairs, set against a backdrop of lush tropical plants and the ocean. A partially filled ice bucket is placed on the table, with decorative table settings. The sun casts a warm glow, enhancing the natural beauty.
Guesthouse in Cruz Bay
5 out of 5 average rating, 15 reviews

Oceanfront Clifftop Escape Guest Suite

MadisonRating, 5 starstoday
Not a single complaint! Great location and the most updated, pretty place we’ve stayed on the island!
Guest favorite
Two vibrant blue chairs are positioned around a glass table, offering a cozy seating area. In the background, a well-lit kitchen features modern appliances and bar stools at the counter. Natural light fills the space through a nearby window, complemented by sheer curtains.
Guesthouse in Cruz Bay
5 out of 5 average rating, 5 reviews

St John, USVI, Hillside Villa, Oceanview, King Bed

ElizabethRating, 5 stars2 months ago
This was an incredible little villa to stay at on the island. Lera is a proactive and responsive host. The home was very clean. We had several questions which Lera answered very quickly. She had her property manager help us out. Slightly hard to find the house for newcomers or describing to taxis (if you’re not renting a car.) About a 6 min drive from downtown Cruz Bay so you’re really close to restaurants or grocery stores if you want to cook at the home. Driveway is very steep (typical) so be prepared to drive up in a high clearance vehicle. Or walk down the driveway to the road to get in a taxi. During “rush hour” around 5 pm or so the street is very loud with cars and large trucks going up and down the street for about 2 hours. Keep that in mind if you’re looking for 100% peace. There were very nice tenants below the floor we were staying. Since the house sits on a hill, the views are beautiful from the balcony! Loved our stay overall!

Guest house rentals with a washer and dryer

Guest favorite
A spacious deck is visible, featuring two lounge chairs positioned for relaxation. The vibrant turquoise sea is framed by lush greenery, creating a serene view. Clear blue skies enhance the open and tranquil atmosphere of this outdoor space.
Guesthouse in Fish Bay
4.96 out of 5 average rating, 96 reviews

Cactus Flower Cottage

FrederickRating, 5 stars2 weeks ago
Tina and Joe were great hosts. Their little cottage was a perfect base to explore St John's beaches, they even provide the beach gear. The kitchen has basic spices and some oil, so if you are planning to cook make sure you bring what you need if basic spices won't work. The mini-split in the bedroom keeps it nice a cool. The rest of the cottage is usually pretty breezy, but still a little "tropical". We had an issue with the hot tub not working, but Tina provided a discount to help with our missing out on that amenity. I would definitely stay here again.
A shared pool is framed by a wooden deck and surrounded by lush greenery. Two lounge chairs are positioned near the water, while a basketball hoop stands on one side. The sky is filled with clouds, reflecting softly in the calm pool surface.
Guesthouse in Cruz Bay
4.74 out of 5 average rating, 42 reviews

Blue Aweigh

TiffanyRating, 5 stars7 months ago
We loved staying at Cassis and will do it again! My husband and teen son stayed for one week in Sept. We found her place to be relaxing, close enough to town and loved our view from the living and bedroom. The pool was a nice way to cool off and special treat after remarkable beach days. Having Cassi being on property gave us a sense of comfort that anything we needed would be address. Etc we never felt it was an intrusion to our privacy. We felt right at home, pretending to be locals for a week! We love STJ and definitely will return to Cassis place! Tip; the address will not be found on maps so follow Cassi's through directions when heading to her place. They truly have a little gem of a spot!
Superhost
A panoramic view of Charlotte Amalie showcases a vibrant seascape dotted with boats. The coastline features a mix of residential buildings and greenery. The sky appears bright and clear, enhancing the natural beauty of the landscape and inviting exploration of the surroundings.
Private room in Charlotte Amalie
4.5 out of 5 average rating, 6 reviews

Charlotte Amalie Overlook Papaya Room5-2

MoisesRating, 5 stars1 month ago
We had a great experience in this place. we loved the view it was breathtaking. We had everything we needed. As a family, we definitely recommend this place. Ja was very attentive and ready to answer all our questions.
Guest favorite
A private balcony is visible, featuring a set of wooden chairs and a small table. Sheer curtains frame the glass door, allowing natural light to pour into the interior space. Lush green hills are seen in the background, contributing to the serene environment.
Guesthouse in East End
4.96 out of 5 average rating, 51 reviews

Large studio

CheninRating, 5 stars3 weeks ago
Love love loveeee this place! The aesthetic is one that is Pinterest worthy. Although the trek up and down the winding roads was something to get used to (a rental car is a must). We appreciated the privacy of the Airbnb. She had all the basic things we needed from the kitchen utensils to bathroom hygiene products. Not only that, Jennifer provided clear instructions to get to the location and was very flexible with checking in/checking out. 10/10 highly recommend!

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