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Description

St. John villa expert

Know Before You Go...

If you want to relax in a private swimming pool next to the Virgin Islands National Park, then Caneel Trailside Cottage is the place for you. The villa feels tranquil and serene, even though Cruz Bay’s art galleries, restaurants, bars, and shops are only one mile away. This is the perfect location for hikers and explorers. A 1/4-mile hike leads to the Caneel Hill Observation Platform, where you can enjoy a 360º view of the Caribbean Sea, Atlantic Ocean, and the entire western half of St. John.

Betsy , 214-350-6220

Caribbean views from every room in the house!

Caneel Trailside Cottage sits one mile outside Cruz Bay, high up on a ridge between Caneel Hill and Margaret Hill. Everything guests could desire is within a short walk or drive, including the Virgin Island National Park Lands.

Lush gardens surround the brick sundeck, which encloses the villa’s private swimming pool. Teak poolside loungers enjoy sun and shade, thanks to large umbrellas and palm trees. Guests can enjoy al fresco feasts fresh off the grill, and dine in the shade beneath the wide veranda. The veranda overlooks the southwestern end of St. John and offers expansive ocean views all the way to St. Croix. Inside, Caneel Trailside Cottage’s warm living room and kitchen share the common area. The living room has cable/Dish TV and the kitchen is well-equipped with standard appliances, a blender, and a coffee maker. The air-conditioned bedrooms lie on either side of the common area. Both have ensuite bathrooms, exterior access, and individually zoned air-conditioning. One suite has a king bed and the other has two twin beds which can be made up as a king.

Caneel Hill Trail is forty yards from Caneel Trailside Cottage’s backyard, and secluded white sand beaches on the North Shore are within a scenic drive. Cruz Bay is minutes away, and home to the majority of the island’s restaurants, shops, and activities.

Rates

Quick Quote

Dates People Nightly
Jan 7, 2024 to Apr 13, 2024
5 Night Minimum
1-4 people $614 USD
Apr 14, 2024 to Nov 22, 2024
5 Night Minimum
1-4 people $500 USD
Nov 23, 2024 to Nov 29, 2024
7 Night Minimum
1-4 people
Thanksgiving
$529 USD
Nov 30, 2024 to Dec 16, 2024
5 Night Minimum
1-4 people $500 USD
Dec 17, 2024 to Jan 6, 2025
10 Night Minimum
1-4 people $729 USD
Jan 7, 2025 to Apr 13, 2025
5 Night Minimum
1-4 people $614 USD
Apr 14, 2025 to Nov 21, 2025
5 Night Minimum
1-4 people $500 USD
Nov 22, 2025 to Nov 29, 2025
7 Night Minimum
1-4 people
Thanksgiving
$529 USD
Nov 30, 2025 to Dec 16, 2025
5 Night Minimum
1-4 people $500 USD
Dec 17, 2025 to Jan 6, 2026
10 Night Minimum
1-4 people $729 USD

Notes on Rates:

  • All rental rates are based on two persons per bedroom.
  • This property charges rates in US Dollars (USD).
  • Rates do not include: tax of 12.5%, damage waiver fee of $50.00.
  • Rates are subject to change.
  • Holiday bookings may require longer stays or whole house rate.
Rates shown in

Personal Concierge Services

Choosing the right villa is just the first step in creating the perfect vacation experience. We help you plan every element of your villa vacation, from rental cars to spa treatments, completely personalized to you.

  • grocery provisioning
  • car rental
  • spa services
  • chef/cook services
  • butler service
  • restaurant reservations
  • activities and sightseeing
  • ferry/airport transfers
  • laundry service

Details

    Beds & Baths

    Main House

    • Bedroom 1
      • 1 King, Air Conditioning, Private terrace
      • Ensuite Full Bath with Shower
    • Bedroom 2
      • 1 King or 2 Twins, Air Conditioning, Private terrace
      • Ensuite Full Bath with Shower
    • Great Room
      • 1 Queen Sofa Bed, Air Conditioning

Features

  • Balcony
  • BBQ Outside (Gas)
  • Beach Chairs
  • Beach Towels
  • Blender
  • Board Games
  • Cable TV
  • Ceiling Fans
  • Coffee Maker - Drip style
  • Cooler
  • Dishwasher
  • Docking Station
  • Family
  • Fridge
  • Hair Dryers
  • Honeymoon
  • Ice maker
  • Internet Access/WiFi
  • Iron/Ironing Board
  • Microwave
  • Oven/Stove
  • Pool at Villa
  • Safe
  • Satellite
  • Stereo System
  • Telephone
  • Television
  • Toaster
  • Washer/Dryer
Pool pool size 10 ft. x 20 ft.
Air Conditioning A/C throughout villa
Location Cruz Bay - ridge between Caneel and Margaret Hills
Built 2005
Sq Ft. 1200 ft²
Beach Caneel Bay/Honeymoon beach are the closest beaches to the villa - a 45 minute hike on a National Park Trail or 10 minutes by car to several North Coast Beaches.
Groceries 3 minutes by car
Restaurants 30 minutes walking, 1 minute by car
Transfers You will be greeted at the Cruz Bay ferry dock on St. John, accompanied to pick up your rental car and then led to the villa. One arrival greeting is included. You may schedule additional arrivals as needed at an additional cost.
Notes Dining room seats 6
Children Welcome - children are counted as guests except for infants sleeping in a crib and not yet walking.
Additional Car rental, private chef, butler, server, daily maid service, grocery and beverage shopping (pre-arrival and during your stay), liquor and wine delivery, nanny service, baby equipment, spa services, yoga and personal training, photography, and private airport transfer/car service can be arranged for an additional fee.

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Reviews

Rating (5.00 out of 5)
Traveler Satisfaction 100% Traveler Satisfaction
# of Reviews 3 for Caneel Trailside Cottage

Perfect place in an excellent location

Caneel Trailside Cottage, St. John villa review

The Villa was perfect for our family of 4. Our teen kids shared one bedroom/bath and my husband and I had the other. The Villa was immaculate with nice toiletries and everything we needed for our stay. The kitchen was well equipped and we cooked in a few times during our stay, using the grill as well as the stove. The coolers and beach chairs were perfect and we used them every day. The blender was a thing of beauty and generated many icy pina coladas without hesitation. We loved hiking the trails from our house and the proximity to Cruz Bay and the Northside beaches. The pool was welcoming and we spent a lot of time there enjoying the privacy and the gorgeous setting. We found the views from the bedrooms and the deck to be magical and spent most of our time on the deck. Would absolutely return! Thank you for a terrific stay.

We had excellent service from Betsy and the team. They anticipated most of our questions and answered the ones we had promptly.

Posted by Kate W

Perfect week in Paradise

Caneel Trailside Cottage, St. John villa review

We were greeted by Winnie and followed her the short drive up from Cruz bay ferry to the cottage. It was perfect for 2 retired couples. Everything we needed was there including beach chairs, towels and coolers. We did not use the pool as the water was a bit too cool for us, but it was a nice place to sit and relax. We would definitely return!
The ONLY negative we can think of is maybe a sign at the bottom of the driveway. So many look alike we had a hard time finding our way home, especially after dark! (Our Apologies to Tom next door…)

Easy!

Posted by Leslie G

Caneel Trailside Cottage

Caneel Trailside Cottage, St. John villa review

We cannot say enough great things about this villa. It was the perfect location, very easy to get to all restaurants, shops, etc. It was extremely comfortable for our family of four. The villa was clean and cozy with an amazing view. We enjoyed the pool and the beautiful landscaping and wildlife right outside our door. We cannot wait to return!

Wheretostay.com and Betsy made this trip so easy to plan!!! From all of the helpful recommendations to helping us set up an airport transfer, everything was seamless. Also, the greeter, Abby, was so friendly and made sure we had everything we needed upon arrival.

Posted by Kate F