Discover Your Perfect North Side Vacation Homes

Best Vacation Homes in North Side

Villa
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like-icon10.0
Exceptional
(165 Reviews)
4 Bedrooms 4 Baths 8 Guests 4500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $1,965/Night 7 Nights - AU $13,752
Apartment
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like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $136/Night 7 Nights - AU $950
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House
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like-icon9.6
Exceptional
(20 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
AU $699/Night 7 Nights - AU $4,891
Villa
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like-icon10.0
Exceptional
(156 Reviews)
5 Bedrooms 4 Baths 10 Guests 5000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $2,519/Night 7 Nights - AU $17,637
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House
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 4 Baths 16 Guests 3401.4 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
AU $1,249/Night 7 Nights - AU $8,741
House
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like-icon10.0
Exceptional
(136 Reviews)
11 Bedrooms 11 Baths 30 Guests 17000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $6,156/Night 7 Nights - AU $43,090
Villa
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like-icon10.0
Exceptional
(130 Reviews)
5 Bedrooms 5 Baths 10 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $2,557/Night 7 Nights - AU $17,901
Villa
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like-icon10.0
Exceptional
(116 Reviews)
4 Bedrooms 5 Baths 10 Guests 4100 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $1,694/Night 7 Nights - AU $11,858

North Side Luxury Rentals

Condo
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3 Bedrooms 3 Baths 4 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
Unlock the Best Price
New
Villa
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like-icon10.0
Exceptional
(35 Reviews)
9 Bedrooms 10 Baths 28 Guests 53820 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $11,281/Night 7 Nights - AU $78,965
Hotel
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19 Baths
  • Private Pool
    Private Pool
  • Breakfast
    Breakfast
More amenities
AU $10,794/Night 7 Nights - AU $75,557
Villa
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10 Bedrooms 12 Baths 20 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
AU $8,866/Night 7 Nights - AU $62,065
Hotel
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12 Baths 107628 ft²
  • Private Pool
    Private Pool
  • Breakfast
    Breakfast
More amenities
AU $8,083/Night 7 Nights - AU $56,578
Resort
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5 Baths 18 Guests
  • Air Conditioner
    Air Conditioner
  • Child Friendly
    Child Friendly
More amenities
AU $7,772/Night 7 Nights - AU $54,405
Resort
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5 Baths 18 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
AU $7,104/Night 7 Nights - AU $49,728
New
Resort
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2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Air Conditioner
    Air Conditioner
More amenities
AU $6,951/Night 7 Nights - AU $48,654

North Side Pet Friendly Vacation Rentals

Villa
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like-icon10.0
Exceptional
(106 Reviews)
4 Bedrooms 4 Baths 10 Guests 3600 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $1,643/Night 7 Nights - AU $11,503
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Resort
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like-icon8.1
Excellent
(171 Reviews)
22 Baths 66 Guests 420.31 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
AU $462/Night 7 Nights - AU $3,236
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Apartment
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like-icon8.8
Fabulous
(33 Reviews)
1 Bedroom 1 Bath
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
AU $524/Night 7 Nights - AU $3,669
House
Map-icon
like-icon10.0
Exceptional
(31 Reviews)
3 Bedrooms 3 Baths 7 Guests 2200 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $652/Night 7 Nights - AU $4,564
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Resort
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like-icon7.6
Very Good
(434 Reviews)
2 Baths 6 Guests 215.28 ft²
  • Oceanfront
    Oceanfront
  • Breakfast
    Breakfast
More amenities
AU $797/Night 7 Nights - AU $5,581
Villa
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like-icon10.0
Exceptional
(16 Reviews)
7 Bedrooms 5 Baths 14 Guests 5613 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $2,763/Night 7 Nights - AU $19,344
Villa
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like-icon10.0
Exceptional
(7 Reviews)
4 Bedrooms 4 Baths 8 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $1,710/Night 7 Nights - AU $11,967
Cottage
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like-icon10.0
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $398/Night 7 Nights - AU $2,789

North Side Large Vacation Homes

Villa
Map-icon
like-icon10.0
Exceptional
(105 Reviews)
4 Bedrooms 3 Baths 8 Guests 4566 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $1,782/Night 7 Nights - AU $12,471
star-icons-4
Villa
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like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 8 Guests 2497.23 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
AU $1,006/Night 7 Nights - AU $7,042
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Villa
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1 Bedroom 1 Bath
  • Parking
    Parking
  • Pool
    Pool
More amenities
AU $1,763/Night 7 Nights - AU $12,338
Villa
Map-icon
like-icon10.0
Exceptional
(103 Reviews)
4 Bedrooms 4 Baths 8 Guests 5000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $1,618/Night 7 Nights - AU $11,325
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House
Map-icon
like-icon9.7
Exceptional
(31 Reviews)
6 Bedrooms 4 Baths 13 Guests 1596.65 ft²
  • Oceanfront
    Oceanfront
  • Breakfast
    Breakfast
More amenities
AU $607/Night 7 Nights - AU $4,251
Villa
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like-icon10.0
Exceptional
(102 Reviews)
3 Bedrooms 3 Baths 8 Guests 2000 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $927/Night 7 Nights - AU $6,491
Villa
Map-icon
like-icon10.0
Exceptional
(100 Reviews)
3 Bedrooms 3 Baths 10 Guests 2850 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $1,746/Night 7 Nights - AU $12,224
Villa
Map-icon
like-icon10.0
Exceptional
(99 Reviews)
5 Bedrooms 5 Baths 12 Guests 3500 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $1,961/Night 7 Nights - AU $13,730

Why Choose Rent By Owner for your North Side Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit North Side

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience of this destination's unique charm, so consider the regional climate and seasonal patterns when planning your stay in North Side, U.S. Virgin Islands.

Peak Season Highlights

spring
December to April

During these months, you will experience the warmest and most pleasant weather, making it ideal for enjoying the region’s beaches and outdoor activities. This period attracts visitors seeking a tropical escape with optimal sunshine and low humidity.

Average Temperature Daytime: 80-85°F - Nighttime: 70-75°F
spring
June to August

The summer months offer lively atmosphere and vibrant local events, perfect for those wanting an energetic vacation in this destination. Expect consistent warm temperatures and plenty of sunshine that enhance your outdoor adventures.

Average Temperature Daytime: 85-90°F - Nighttime: 75-80°F

Off-Season Highlights

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May and November

These shoulder months tend to be less crowded, providing a more relaxed and peaceful experience. The weather remains favorable, yet you'll find better deals on vacation rentals here.

Average Temperature Daytime: 78-83°F - Nighttime: 68-72°F
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September and October

As the region transitions away from peak season, you can expect fewer visitors and lower rates. While occasional rain showers are possible, the warm climate still makes it suitable for exploring the area comfortably.

Average Temperature Daytime: 82-86°F - Nighttime: 72-76°F

Weekly Weather Forecast for North Side

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor pool to relax and unwind under the sun.
  • Make the most of spacious patios or decks perfect for outdoor dining and entertaining.
  • Benefit from lush, landscaped gardens that create a serene outdoor environment.
  • Take advantage of shaded lounging areas ideal for reading or simply enjoying the fresh air.
  • Utilize outdoor grilling facilities to prepare local cuisine in this tropical setting.
  • Experience breathtaking views from balconies or verandas overlooking the surrounding scenery.
  • Explore nearby access to beaches or waterfronts that are often within walking distance or a short drive.
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Family Activities

  • Coral World Ocean Park: You can explore marine life up close through interactive exhibits and aquatic encounters, making it a fun and educational outing for the whole family.
  • Trunk Bay Beach: Relax on powdery sands and snorkel over vibrant coral reefs, enjoying the natural beauty that this region is renowned for.
  • Virgin Islands National Park: Discover scenic hiking trails, lush landscapes, and wildlife, offering countless adventures suitable for children and adults alike.
  • Bluebeard’s Castle Adventure Park: Experience outdoor adventure with zip lines and ropes courses designed to entertain and challenge the entire family in this destination's outdoor recreation area.
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Adult Activities

  • Snorkeling at Coki Point Beach: Experience vibrant coral reefs and marine life just minutes from your North Side vacation rental, making it an ideal activity for aquatic enthusiasts.
  • Hiking the Reef Bay Trail: Discover lush landscapes and historical Caribbean sites as you hike through this scenic trail that showcases the natural beauty of the region.
  • Relaxing at Secret Harbour Beach: Unwind on pristine sands and enjoy calm, clear waters perfect for swimming or simply soaking up the sun during your stay.
  • Exploring Coral World Ocean Park: Engage with interactive exhibits and underwater experiences in a captivating setting that highlights the area's rich marine environment.

North Side Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Early: Take advantage of the region's scenic beaches and vibrant local culture by planning your outings ahead to maximize your experience here.
  • Choose a Prime Location: Selecting a vacation rental close to key attractions ensures you spend less time commuting and more time enjoying all that this destination has to offer.
  • Explore Local Cuisine: Savor authentic flavors by seeking out nearby restaurants or preparing meals with fresh, local ingredients in your rental’s fully equipped kitchen.
  • Respect the Environment: Help preserve the natural beauty of the area by practicing eco-friendly habits during your stay, making it enjoyable for future visitors as well.

Transportation Options

  • Rental Car Services: Conveniently explore the area at your own pace by renting a vehicle, with numerous agencies offering reliable options nearby.
  • Taxi and Ride-Sharing Services: Easily arrange for local taxis or ride-sharing options to reach popular destinations within the region comfortably.
  • Public Buses: Affordable and accessible, bus services provide a straightforward way to navigate here without the need for personal transportation.
  • Ferries and Water Taxis: For scenic routes and island-hopping adventures, water-based transportation offers a picturesque way to experience this destination.

Local Customs Options

  • Respect for Local Traditions: You will find that embracing local customs, such as greeting with a friendly "hello," is valued here in the region, enriching your cultural experience.
  • Festivals and Celebrations: Participating in community festivals offers insight into the area's vibrant heritage and provides an authentic way to connect with residents.
  • Music and Dance Etiquette: Appreciating traditional music and dance forms, like reggae or calypso, helps you engage respectfully with the local cultural expressions.
  • Environmental Respect: Honoring conservation efforts and avoiding littering are essential customs that preserve the natural beauty of this destination for future visitors.

Frequently Asked Questions About North Side?

2. How many vacation rentals have private pools in North Side?

3. Which vacation homes in North Side are best for families?

If you are looking for a family-friendly vacation home in North Side, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in North Side:

4. How many Rentbyowner vacation rentals are available in North Side?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 1157 in the North Side area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in North Side. 

5. What is the cancellation policy for vacation rentals in North Side, U.S. Virgin Islands?

Cancellation policies vary by listing, so it’s important to review the specific terms on the property’s page. For detailed information, contact the property owner directly to understand any applicable fees or restrictions.

6. How do I confirm the availability of a vacation rental in North Side, U.S. Virgin Islands?

Availability depends on the dates you select and the current bookings. To ensure your preferred dates are open, check the calendar provided on the listing and reach out to the owner if needed for confirmation.

7. Are there any specific rules I should be aware of when booking a vacation rental here?

Each property may have its own set of house rules, including check-in/out times, pet policies, and noise restrictions. Be sure to read the property description carefully and communicate with the owner if you have any questions.

8. What amenities can I expect in vacation rentals in North Side, U.S. Virgin Islands?

Amenities vary by property but often include essentials like Wi-Fi, air conditioning, and outdoor spaces. Review the listing details thoroughly, or contact the owner directly for a complete list of available features.

9. How do I ensure a safe and secure booking process for this region's vacation rentals?

Book through reputable platforms that verify listings and offer secure payment options. Contact the property owner if you have any concerns, and review reviews from previous guests to help inform your decision.

North Side Top Rated Vacation Rentals

Villa
Map-icon
like-icon10.0
Exceptional
(90 Reviews)
2 Bedrooms 2 Baths 5 Guests 1730 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $840/Night 7 Nights - AU $5,881
Villa
Map-icon
like-icon10.0
Exceptional
(83 Reviews)
4 Bedrooms 2 Baths 8 Guests 1800 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $911/Night 7 Nights - AU $6,376
House
Map-icon
like-icon10.0
Exceptional
(80 Reviews)
5 Bedrooms 5 Baths 14 Guests 2700 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $1,206/Night 7 Nights - AU $8,445
Condo
Map-icon
like-icon10.0
Exceptional
(79 Reviews)
2 Bedrooms 2 Baths 4 Guests 1200 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
AU $605/Night 7 Nights - AU $4,237
House
Map-icon
like-icon10.0
Exceptional
(78 Reviews)
4 Bedrooms 4 Baths 9 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
AU $1,714/Night 7 Nights - AU $11,998
House
Map-icon
like-icon10.0
Exceptional
(78 Reviews)
1 Bedroom 1 Bath 2 Guests 2900 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $1,105/Night 7 Nights - AU $7,737
Villa
Map-icon
like-icon10.0
Exceptional
(76 Reviews)
3 Bedrooms 3 Baths 10 Guests
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $2,738/Night 7 Nights - AU $19,166
Villa
Map-icon
like-icon10.0
Exceptional
(76 Reviews)
5 Bedrooms 4 Baths 12 Guests 6444 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $2,240/Night 7 Nights - AU $15,678