Guesthouse vacation rentals in Northside

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Top-rated guesthouses in Northside

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Guesthouse in Saint Thomas

4.76 out of 5 average rating, 38 reviews

Veronica's Hideout- Cozy Vacation Spot

Veronica's Hideout is located in a quiet residential neighborhood, less than 2 miles from the beautiful Magen's Bay Beach. A cozy two bedroom apartment with private entrance, fully stocked kitchen, air conditioning, and tv's in each bedroom. The master bedroom has an attached sitting room and office space for those that like to mix a little work with vacation. This Airbnb is perfect for a solo getaway or family vacation. A quick 10 minute drive to Charlotte Amalie and other local attractions.

Mar. 3 – 10

$343 CAD per night

Guesthouse in Saint Thomas

4.69 out of 5 average rating, 49 reviews

Hull Bay Glamping Studio: Walk 2 Beach!

This unique & tranquil studio is situated amongst the palm trees with a spectacular view of Hull Bay that’s a short 10 minute walk & 15 minute drive to Magen’s Bay! Features a queen bed, kitchenette, AC & full bathroom located off the outdoor deck. Deck features outdoor couches & dining area. Parking is located at the bottom of the road. Please be advised, the road is somewhat steep, but it's just a short walk up the hill to the private gated entry. Private staircase leads to front entryway.

May 20 – 27

$179 CAD per night

Guest favourite

Guesthouse in Saint Thomas

5.0 out of 5 average rating, 52 reviews

Sunrise Cottage - Secluded, Romantic, Private

Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

Dec. 7 – 14

$458 CAD per night

Guesthouse in Northside

Free Boat Charter, 2 bedrooms above Magen’s Bay!

Private two queen bedroom property over majestic Magens Bay. Enjoy the tropical breezes and picturesque sunsets from this amazing location just minutes from the best beaches and restaurants. This island property resides within the top gated on community on Peterborg Peninsula and features electronic lock access and security cameras so can see arriving guests and sleep soundly. Occupancy is based on 4 adults per night. 2 additional guests over 13 are permitted for $50 per night, per guest.

Jul. 4 – 11

$830 CAD per night

Guest favourite

Guesthouse in Charlotte Amalie

4.87 out of 5 average rating, 53 reviews

Bellavista Cottage

The Bellavista Cottage is located on sunny St Thomas in the US Virgin Islands. We are pleased to offer charming and comfortable accommodations with access to the famous Bellavista Pool & Pool Deck. Situated above downtown Charlotte Amalie steeped in island history and architecture, the property is within walking distance of world class dining and shopping. Bellavista Cottage is an ideal off-the-beaten-path escape for savvy and discerning travelers seeking an intimate vacation experience.

Mar. 8 – 15

$336 CAD per night

Guest favourite

Guesthouse in Northside

4.9 out of 5 average rating, 21 reviews

Island vibes and views! 5 min drive to the beach!

Relax to the sounds of the island and a gorgeous view of the harbor! You’ll have a private newly renovated apartment that sits within the jungle high up on the mountain side. From your living room you can see the Charlotte-Amalie Harbor, St Croix, and a glimpse of St John. We are a five minute drive to Hull Bay and the best fish tacos on the island. Magens Bay is just 10 minutes away. This middle apartment has a full kitchen, huge king bed, and renovated bathroom to make the stay yours!

Oct. 11 – 18

$301 CAD per night

Guesthouse in Charlotte Amalie

5.0 out of 5 average rating, 5 reviews

Two Tickets To Paradise Cottage -Tiki Bar & Pool

Welcome to Two Tickets To Paradise Cottage. The coolest place to stay on St Thomas. Enjoy a quiet piece of paradise and live like a local. Our beautifully renovated cottage, pool & bar has everything you need to relax or party. Solar & Tesla batteries keep the power on. The saltwater pool is refreshing at your own private tiki bar. Honor bar, 55" tv and bluetooth surround sound. Red's Rum Roost is island famous and has it's own t-shirt. The owner is a retired Hilton Hotels sales manager.

Feb. 19 – 26

$519 CAD per night

Superhost

Guesthouse in Charlotte Amalie West

4.92 out of 5 average rating, 231 reviews

OMAJELAN CASTLE (A)

Welcome to the Omajelan Castle. Set amongst the lush mountain canopy of Santa Maria, on the North Western side of St. Thomas, with a view that is befitting of a king and queen. About 5 minutes from the beach and 15 minutes from downtown, Charlotte Amalie, The Omarjelan Castle's regal architecture is further enhanced by a breathtaking yet tranquil view of the Atlantic ocean. These small yet comfortable efficiencies afford you a unique experience you'll not soon forget

Jun. 20 – 27

$146 CAD per night

Guest favourite

Guesthouse in St. Thomas

5.0 out of 5 average rating, 38 reviews

Private Room with Extraordinary View

Hi! This room is in a stand-alone building and adjacent to one other room, (which is always occupied). This residence is centrally located on St. Thomas high atop the island overlooking the surrounding chain of islands. A well appointed large bedroom w/en-suite bathroom. Private porch and patio. Quality sheets on a king bed, with your choice of A/C or open air. You won't be disappointed.

Jan. 20 – 27

$258 CAD per night

Guesthouse in Charlotte Amalie

New place to stay

Ghideaway CozyCabin up 4 corners

Available for 5 or more days. Tropical breeze easy at this cozy and tranquil getaway. Unique and one of a kind with endless views of Hull Bay Beach & Inner Brass. Minutes to Magen's Beach, downtown Challet Amalie. Hull Bay, Brewers Beach, and the Airport. 12 minutes to Red Hook & St. John ferry. Moe's grocery store and Friendly's gas station are 3 minutes away.

Dec. 10 – 17

$222 CAD per night

Guest favourite

Guesthouse in Northside

4.96 out of 5 average rating, 25 reviews

CAR & Oceanview Suite Villa La Brisa

SUMMER SPECIAL - FREE CAR RENTAL NOTE: This particular unit listing includes daily access to a 2019 AWD Automatic Jeep Compass vehicle for getting around island upon execution of rental agreement and valid drivers license and auto insurance. ***MUST BE 25 Y/O TO BOOK*** If access to vehicle is not required you can send a message to inquire about lower rates.

Feb. 21 – 28

$554 CAD per night

Guest favourite

Guesthouse in East End

4.94 out of 5 average rating, 49 reviews

Tabor & Harmony Cottage- Best View on Island

You will love the incredible view from this perfect Caribbean cottage. Enjoy the breeze on your deck while you watch the sun rise over St. John. Great for a couple looking to enjoy St. Thomas and the rest of the Virgin Islands. Very convenient location, 10 minutes drive from Magen's Bay Beach and Red Hook.

Jan. 16 – 23

$349 CAD per night