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Caneel Trailside: Expansive Views of the Caribbean!

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Caneel Trailside Cottage - St. John, USVI
Caneel Trailside Cottage - St. John, USVI
Caneel Trailside Cottage - St. John, USVI
Caneel Trailside Cottage - St. John, USVI
Caneel Trailside Cottage - St. John, USVI

Reviews

9.2 out of 10
Wonderful
2 bedrooms2 bathroomsSleeps 40 sq m

Popular amenities

  • Private pool
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Outdoor barbecue
  • Balcony

Explore the area

View map
St John, Virgin Islands
  • Place, Virgin Islands National Park
    ‪9 min walk‬
  • Place, Caneel Bay Beach
    ‪16 min walk‬
  • Place, Honeymoon Beach
    ‪7 min drive‬
  • Airport, St. Thomas (STT-Cyril E. King)
    ‪56 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Kitchen
Balcony

About this property

Caneel Trailside: Expansive Views of the Caribbean!

Caneel Trailside Cottage sits one mile outside Cruz Bay, high up on the ridge in the saddle between Caneel Hill and Margaret Hill, next to the Virgin Islands National Park. Forty yards from the backyard, through National Park land, is Caneel Hill Trail, which drops down to the secluded white sand beaches on the North Shore (Honeymoon Beach, Caneel Bay and Solomon Bay) in less than 45 minutes, and extends to the town of Cruz Bay with a half-hour hike in the other direction. A 1/4-mile hike brings you to the Caneel Hill Observation Platform, where you can see a 360-degree view of both the Caribbean and Atlantic as well as the entire Western half of St John. From Caneel Trailside Cottage’s doorstep you can literally hike through the forest to get everywhere you will need to be on the western half of St. John.

A lush garden surrounds the private brick patio that encloses a swimming pool with teak poolside chaises and a barbecue area. A wide shaded veranda for outdoor dining and relaxing adds great space to enjoy the breeze and idle away from it all. The veranda looks out over the southwest end of St John and offers expansive views of the Caribbean all the way to St. Croix.

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House Rules

Check in after 3:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

St. John

Located in St. John, this villa is near the beach. The area's natural beauty can be seen at Trunk Bay and Virgin Islands National Park. Scuba diving and sailing offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking nearby.
Map
St John, Virgin Islands

What's nearby

  • Virgin Islands National Park - 9 min walk - 0.8 km
  • Caneel Bay Beach - 16 min walk - 1.4 km
  • Cruz Bay Beach - 2 min drive - 2.1 km
  • Great Cruz Bay - 3 min drive - 1.9 km
  • Honeymoon Beach - 7 min drive - 3.0 km

Getting around

  • St. Thomas (SPB-St. Thomas Seaplane Base) - 56 min drive

Restaurants

  • ‪Shambles - ‬3 min drive
  • ‪High Tide Bar & Seafood Grill - ‬4 min drive
  • ‪Woody's Seafood Saloon - ‬4 min drive
  • ‪Cruz Bay Landing - ‬4 min drive
  • ‪The Longboard - ‬4 min drive

Frequently asked questions

Does Caneel Trailside: Expansive Views of the Caribbean! have a pool?

Yes, this property has a pool.

How much does it cost to stay at Caneel Trailside: Expansive Views of the Caribbean!?

As of 15 April 2026, prices found for a 1-night stay for 2 adults at Caneel Trailside: Expansive Views of the Caribbean! on 5 July 2026 start from NZ$852, 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.

Is Caneel Trailside: Expansive Views of the Caribbean! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Caneel Trailside: Expansive Views of the Caribbean!?

Check-in begins at 3:00 PM.

What time is check-out at Caneel Trailside: Expansive Views of the Caribbean!?

Checkout is at 10:00 AM.

Where is Caneel Trailside: Expansive Views of the Caribbean! located?

Situated near the beach, this villa is within 1 mi (2 km) of Virgin Islands National Park and Honeymoon Beach. Trunk Bay is 2.6 mi (4.1 km) away.

Reviews

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 21 out of 30 reviews
Rating 8 - Good. 6 out of 30 reviews
Rating 6 - Okay. 2 out of 30 reviews
Rating 4 - Poor. 0 out of 30 reviews
Rating 2 - Terrible. 1 out of 30 reviews

9.8/10

Cleanliness

9.4/10

Check-in

9.8/10

Communication

8.6/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jeffrey D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property in a great location. Great view!
Stayed 6 nights in Feb 2026
Verified

10/10 Excellent

Helen M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved Caneel Trailside! Beautiful views, the pool was private and so relaxing. The house had everything we needed, was very comfortable and roomy. Thank you for a wonderful stay.
Stayed 10 nights in Feb 2026
Verified

10/10 Excellent

Maura D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The view and outdoor covered patio was beautiful and truly enjoyed!
Stayed 7 nights in Dec 2025
From a partner site

10/10 Excellent

Patrick B.

Fantastic location and dwelling

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Went here with my wife and another couple. The two bedrooms and bathrooms were perfect. The pool was great and refreshing, and the house came with chairs, towels, and a cooler (if needed). It was clean, everything functioned great, and the view was fantastic! There were iguanas sunning on the tree branches and hummingbirds flew by. The driveway to get up is quite steep but the jeep handled it. It's so close to Windmill bar, too, and the Caneel trail is right there (though it is quite steep and I would wearing real shoes and bringing water)! I would absolutely stay here again. (The only downside is no generator, so if the power goes out, that's it).
Verified

10/10 Excellent

Nancy E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Close to all

Layout of the house was perfect - with private sleeping areas and bathrooms. Back deck was great for breakfast and to enjoy the outdoors in a tropical shower. Pool gave us a shady break from the beautiful sunny beaches. Steep driveway but close to beaches and restaurants.
Stayed 6 nights in Feb 2025
From a partner site

6/10 Okay

A guest from ,

Improvement Needed

Rating Details: The property manager was adequately helpful. The vacation rental was very clean. I was happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The property is in need of updating. The rooms had visible bugs in the ceilings and on the floor. New TVs needed
From a partner site

8/10 Good

Aimee D.

Wonderful relaxing vacation!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a great week on St.John. Caneel Trailside Cottage is a gem - close to Cruz Bay, on one of the island's hiking trails and close to beaches. The cottage had everything we needed for a memorable vacation!
Stayed 7 nights in Feb 2024
Response from VrboOwner on 21 February 2024
We are so happy you enjoyed your stay at Caneel Trailside and being there made your vacation a memorable one. See you next visit!
From a partner site

10/10 Excellent

Darcie B.

Beyond our expectations!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was a trip of a lifetime and everything was perfect. Our Greeter really taught us about the island and places that were a must see. We will definitely be using Catered to in the future. The Caneel Trailside Cottage was truly a magical place to stay.
Response from VrboOwner on 19 February 2025
That is wonderful news. We are so gald you had a wonderful experience on St john and at Caneel Trailside. We look forward to your next visit!
Verified

8/10 Good

Dawn W.

Liked: Cleanliness, check-in, communication, listing accuracy

Great layout for 2 couples.

Very nice kitchen and every appliance you may need.No cable tv working but plenty of games and books. Road noise can be annoying and local barking dog.
Stayed 8 nights in Jan 2024
From a partner site

10/10 Excellent

Katie B.

Amazing getaway in a beautiful site

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My husband and I came here for our anniversary and loved it. The house was perfect, plenty of space and gorgeous views. It was close to everything but felt so far away. The host was super accessible and amazing to work with. We would absolutely stay here again.
Stayed 5 nights in Feb 2023
Response from VrboOwner on 5 May 2023
Thank you so much for your response on your recent stay at Caneel Trailside! We are so glad you enjoyed your stay and look forward to your return!
From a partner site

10/10 Excellent

Haven S.

April 2024

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our week at Caneel Trailside Cottage was wonderful. Our greeter was very accommodating and professional. The cottage was just the right distance from Cruz Bay. It was well-maintained, with a quiet pool area and a great view. I would definitely book another stay!
Response from VrboOwner on 7 May 2024
This is wonderful to hear. I'm glad you enjoyed your stay at Caneel Trailside and we look forward to having you again!
Verified

10/10 Excellent

Robert J.

Liked: Cleanliness, communication, location, listing accuracy

Great stay

Comfortable house with good views. We had to wait at the ferry for a considerable amount of time before we were met. But were given an excellent intro to the property. This criticism is somewhat a matter of taste, but did not enjoy the taste of our meals prepared with nothing available but non-stick cookware.
Stayed 9 nights in Dec 2022
Verified

10/10 Excellent

Ioana C.

we loved it!

We recently returned from our spring break to the beautiful St. John. We traveled with our daughters, ages 8 and 10. This beautiful house is perfectly divided to accommodate a family of 4 or two couples with no kids. Great location - one mile to town and not long drive to the best beaches. Really appreciated having the beach chairs which we used nearly every day. The house is very clean, secluded, and the view is breathtaking. The staff was very nice and helpful. We had a couple of minor issues, and the staff was very responsive and whiling to help us. We would definitely return to Caneel Trailside Cottage !
Stayed 5 nights in Apr 2018
From a partner site

10/10 Excellent

Emily W.

Vistas, Privacy and Serenity

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My daughters and I had a fabulous stay at Caneel Trail Cottage. We are frequent visitors to St. John, dating back to the mid-70’s so we have watched it grow. We loved the location of the house because it’s close to town yet high up enough to enjoy the views. We hiked the trail, it’s not incredibly well marked but the extra distance wasn’t terrible. Overall we would recommend this house. The roosters are everywhere on the island so you can’t really escape the early wake up call
From a partner site

10/10 Excellent

Kyle U.

Perfect Family Cottage

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The Caneel Trailside Cottage was absolutely perfect for our family vacation to St John! The house was exactly what we needed - from the location close to Cruz Bay and the north shore beaches (but also an easy hop over to Coral Bay!) to the gorgeous views, to the games and amenities provided by the host. The trails right outside of the cottage led to stunning views and were great to hike. The pool was a perfect way to cool off after long days at the beach. We would highly recommend Caneel Trailside Cottage!! The whole staff at Catered To Vacation Homes were wonderful to work with and we can’t wait to stay with them again!
Response from VrboOwner on 6 April 2024
This is such wonderful news to hear! We are so happy Caneel Trailside was suited for you and your family. We definately look forward to seeing you again on our beautiful island!
From a partner site

8/10 Good

Deborah C.

Close to everything

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This home sits right off the Caneel Hill Hiking Trail in-between two different overlooks with beautiful views that are each 0.3 miles away (a steep, but shady hike). It's a short drive into Cruz Bay but note that the road & driveway leading to the house is very steep and requires 4WD. The house was clean, beds were comfortable & A/C in the bedrooms worked great! The LR does not have A/C & it got a little warm. It has a beautiful pool & view, but note that the view is pretty much what you see in the picture due to heavy vegetation. I enjoyed my mornings on the porch listening to the roosters & watching the iguanas climb in the trees. There is some noise from the industrial area down the hill, but it wasn't terrible.
Response from VrboOwner on 31 May 2024
Thank you for your feedback on your recent stay at Caneel Trailside. We certainly look forward to your next visit.
From a partner site

10/10 Excellent

Martha D.

Great Stay!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a wonderful experience at Caneel Trailside Cottage. We were a family of 4 and we were enjoying our stay on island and at the villa; it became a stressful time as the covid-19 pandemic seemed to take over every day life for one and all. The villa became a haven for us and we had mixed emotions leaving such a peaceful, family-friendly place. The pool area and patio were fantastic; lighting was well appointed for evenings relaxing outside. The trees and plants surrounding the property were just lovely. The trails of St.John National Forest adjacent to the cottage were great to explore. Everyone at CateredTo were professional and most pleasant. Our only "hiccup" (and this one has more to do with us vs. property) would be the incredibly steep driveway but we got used to going up and down fairly quickly and our children thought it was like going up and down a roller-coaster!!!
From a partner site

10/10 Excellent

Amy A.

Glorious 10 Days at Caneel Trailside

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our family of 4 enjoyed our recent 10 day vacation at Caneel Trailside. The cottage is located convenient to Cruz Bay with its shopping and restaurants and all of the North Shore beaches. The size of the property was perfect for our family of 4. The kitchen was well stocked for cooking. The rental agents were great to work with; answering all of our questions before, during, and after our visit. My son left a stuffed animal tangled in the sheets. The kind rental agents helped get it shipped back to us very very quickly. My favorite part of staying at Caneel is the variety of wildlife right outside. Every morning while enjoying coffee on the veranda, we saw chickens, deer, iguanas, birds, and butterflies in the gorgeous courtyard. Biggest tip is to get a 4 wheel drive vehicle. The driveway is steep!
Verified

8/10 Good

Julie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely cottage with Great View

The Trailside cottage was lovely! Very clean and exceptionally well equipped with kitchen utensils, pans, dishes, cutlery….lots of books & games as well! Cooler and beach chairs and towels also appreciated! Beds clean & comfortable, laundry facilities and a nice pool for cooling down after a day at the beach!
Stayed 7 nights in Dec 2021
Verified

10/10 Excellent

Patricia L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay at Cruz Bay area

The house was secluded enough for privacy, but in easy reach of restaurants, shopping and the beaches. The family enjoyed our stay!
Stayed 7 nights in Nov 2021
From a partner site

6/10 Okay

Barb and Joe N.

Nice villa

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was happy with the location. I was satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Caneel Trailside Cottage is a nice villa with a beautiful view off Centerline Rd. The kitchen isn’t large but it’s serviceable and it opens to the living room area so it seems open. The 2 bedrooms are pretty identical except one has twin beds that can make a king. The one downside I’d say is the road noise. The trucks can be very loud during the day so sitting on the deck or at the pool isn’t very restful. The driveway up to the house is a bit steep too but that’s true with many villas on St. John
From a partner site

10/10 Excellent

Joe D.

A Place and Time Away

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: With two friends I shared a week at Caneel Trailside Cottage. It was a wonderful respite in a place of simple beauty. The house was beautifully laid out, open and bright and impeccably clean and fresh. The great view from the front balcony was spectacular and was a perfect place to read, have a drink or just sit and take in the beauty of this place.
Verified

10/10 Excellent

Bethany G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Caneel Trail

Please be sure to review the memory book for vacationers in the home. :). Excellent place
Stayed 6 nights in May 2021
From a partner site

8/10 Good

Karen R.

We love Caneel Trailside & Catered To

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our experience was great- second time staying at this villa in 6 mos. It’s in a great location, it was clean, the staff are very helpful. Our only complaint was that the dishwasher didn’t work from the first day on. We were told that a repair man was coming but that never happened. We were also hoping that the door from one of the bedrooms to the outside terrace was fixed as it was broken on our first stay six months prior- unfortunately that was still broken so you couldn’t go from the bedroom to the terrace directly. A minor inconvenience but it would have been nice to be able to use. The villa is very well stocked- the kitchen has everything ( except for the dishwasher!). The bedrooms are a nice size, bathrooms are great, terrace is spacious. Two master bedrooms with a spacious great room between them. Ample parking space which is uncommon in STJ. The pool is a nice size too.
Verified

8/10 Good

Jesse G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location. Had everything we needed

We loved this house. Could definitely use some decor updating but had everything we could have needed.
Stayed 6 nights in Apr 2021

About the host

Hosted by Catered To Vacation Homes

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