
Cottage holiday rentals in St. John
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Top-rated cottage rentals in St. John
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SKIPPER COTTAGE unit number 1
Skipper is a stand alone cottage: a large 450 sq ft efficiency with 50 sq ft deck. Queen bed, mattress is a Marriott Silver Beauty Rest & full futon along with full kitchen & shower bathroom. The property is all fenced for Skipper, my Portuguese Water Dog. Skipper was the captain of our boat Skedaddle. The yard is very lush & green, seems like a mini rain forest in town. Our place is 'old' Caribbean, wooden cottages, no concrete. Skipper & Skedaddle are two identical cottages next to each other.

Orchid House Cottage at Stoney Point
Orchid House, at Stoney Point, a 1.5 acre nature retreat! Outdoor living and elegant glamping at its best in a tiny 1 Bedroom, solar powered, hardwood cottage on beautiful East End. Breathtaking views of Privateer Bay Beach and the entire BVI are steps away. Sleeping is the only activity located inside the screened cottage. The kitchenette, dining, sitting area and bath are on covered porches. Orchid House is surrounded by native trees, orchids and tropical vegetation for complete privacy.

Tropical Tree House
Perched high among the trees on Bordeaux Mountain, Tropical Treehouse is a charming Caribbean cottage that offers privacy, cooling trade winds, and sweeping views across St. John, Drake’s Channel, and Tortola. Surrounded by lush greenery, this elevated retreat feels wonderfully secluded while still being close to the best of Coral Bay. Perfect for a romantic island escape or an adventurous home base, this one-of-a-kind treehouse delivers tranquility, comfort, and an authentic island experience.

Verde Cottage (2BR/1BA) Peaceful Rainforest Oasis!
Nestled in the rainforest down a long stairway fringed with tyre palms and tree orchids, a newly remodeled 650 sqft Cottage sits enveloped by virgin St John flora and fauna. The main living areas and bedrooms are all tastefully appointed and fully air-conditioned. The efficiency kitchen is well-equipped. The large wraparound screen porch provides indoor/outdoor living with cozy seating and dining 'al fresco'. Welcome to the Verde Cottage - your peaceful island getaway on Bordeaux Mountain!

Sweet Spice: A Nifty Little Cottage. With A Pool!
This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

Lameshur Cottage's Guest House
This secluded Caribbean cottage is tucked into the hillside on the quieter south side of St. John and offers panoramic mountain views of the surrounding National Park. It is within easy walking distance to many of St. John's best beaches and hiking trails. The interior of the cottage offers comfortable accommodations with a queen-size bed that sleeps two and a fully equipped kitchen and bath. The large covered porch provides spacious outdoor living and dining areas with a grill and daybed.

Bon Bini -Solar Power w/ Battery Back-Up & Hot Tub
Tucked high on Sea Grape Hill, Bon Bini Cottage is a peaceful retreat overlooking beautiful Coral Bay, St. John. The cottage boasts picturesque views, convenience to the town of Coral Bay and nearby beaches, and all of the amenities of home. KEY FEAUTRES --- One bedroom, one and a half bathroom home with air conditioning Washer/Dryer Full-sized kitchen StarLink Internet Hot Tub Stand-up paddleboards, floats, beach chairs, beach coolers with ice packs, & beach towels all provided

Peaceful 1 bed/Lush gardens/Plunge pools
Experience ocean views, AC-cooled comfort, solar power and a spacious deck in this new solar-powered cottage. Part of a unique collection, it shares an infinity waterfall plunge pool with "Caribbean" cottage (two more cottages coming in 2026). Enjoy constant breezes, afternoon shade, and magical moonrises from the “Ocean” cottage. Guests have 24/7 on-site concierge service and assistance, with full vacation planning by a Superhost experienced in welcoming first-timers to St. John.

One bedroom cottage on the water
Take it easy at this unique and tranquil getaway. The property is on the water, and is located in Coral Bay. Brand new, and boasts a king size memory foam bed, custom kitchen with quartz countertops and a two burner Miele stove, full bathroom, air conditioning and deck overlooking a salt pond and coral bay. Vaulted Cyprus ceiling, Kohler faucets, 600 thread count cotton sheets and a 60″ tv, and gas grill. Solar power with batteries and generator for consistent power!

Milk Moon Cottage
Situated on the quiet and serene East End of St. John, Milk Moon Cottage is a private oasis overlooking the British Virgin Islands. The cottage features striking views, convenience to East End beaches, and plenty of amenities to make guests feel right at home. *** KEY FEATURES *** -Two bedroom, two bathroom home with air-conditioning throughout -Full-sized kitchen -Completely private pool -WiFi -Beach chairs, beach cooler with ice packs, & beach towels all provided

Seabreeze Cottage with private pool in Cruz bay
The cottage is conveniently located two minutes to the town of Cruz bay and five minutes to National Park. It’s surrounded by lush landscape and gated property. The cottage is fully AC, covered patio, a private pool, outdoor bbq covered patio. AN ENTIRE COTTAGE BACK UP GENERATOR FOR POWER OUTAGES one of a few offer on the island. It will be helpful when the grid goes down of which occurs quite often. You can still have the comfort without any interruption.

Sol~Azul Cozy Studio Cottage w/ Pool & Ocean View
Fully equipped, spacious studio with full kitchen. Beautiful view of the sea and St Thomas in a peaceful neighborhood near Cruz Bay. Easy to navigate roadways with flat driveway and plenty of parking. Enjoy a nice evening on the pool deck to watch the sunset. Conveniently located 10 min from beaches and shopping. Beach Chairs & Towels provided. Laundry on-site. Shared Grill and Pool area w/ the Main Villa on property. Perfect for a couples getaway.
Popular amenities for cottage rentals in St. John
Cottage rentals with a hot tub

Fair Winds Villa - Perfect for two couples

Cottage w/Awesome View, Hot Tub, Solar, sleep 2-4

Windwardside Guest Cottage

Cottage w/Awesome View, Hot Tub, Solar, sleep 4-6+

Coconut Cottage - a romantic jungle

Fair Winds - Private, remote, hot tub

Amazing Views-Stardust 2 Bd/2 Bth Cottage, Hot Tub

Romantic Cottage - Stunning Ocean Views, Hot tub.
Pet-friendly cottage rentals

Authentic, Budget, Island Stay, Stunning Views

Sea Spirit is for sea lovers!

Fiddlewood Cottage, Solitude within nature's magic

Peaceful 1 bed/Tropical gardens/Plunge pools
Private cottage rentals

SKIPPER COTTAGE unit number 1

Waterfront Cottage with private beach!

Romantic Getaway in the Treetops: The Bodhi House

SKEDADDLE COTTAGE unit number 2

Peaceful 1 bed/Lush gardens/Plunge pools

Teahouse Treehouse | Romantic St John Cottage

Affordable, Private Cottage w/ a Pool, WIFI and AC

Cruz Bay Coastal Cottage. Fresh, Private.
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