South Side vacation rentals

We found 45 vacation rentals — enter your dates for availability

Discover a selection of 5 apartments and other vacation rentals in South Side that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll find the amenities you need and want, which might include a fireplace and a washer and dryer. Whatever you're looking for, you're sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.
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  • All the privacy of home
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Find out more about South Side

Find out more about South Side

Why visit South Side

  1. Family-Friendly Activities: South Side offers a range of entertainment options perfect for families, including parks and sports venues.
  2. Cultural Experiences: Explore art museums and local history, enriching your visit with the region's vibrant culture.
  3. Charming Neighborhoods: Discover friendly locals and delightful experiences in nearby areas like the North Side and downtown Billings.
  4. Outdoor Adventures: Enjoy urban parks and recreational activities, ideal for those who love nature and the outdoors.
  5. Diverse Accommodations: Choose from a variety of vacation rentals, including private homes and cozy apartments, to suit your needs.

Popular types of accommodation around South Side

If you’re exploring vacation rentals in South Side, you’ll find a variety of options to suit your needs. Our most popular accommodations include houses, apartments, and condos. Whether you’re interested in room rentals, Vancouver apartments, or cozy studio apartments, we have the perfect Vancouver rental properties for you. Enjoy your stay with transparency, savings, and reassurance, knowing you’ve made the right choice for your getaway.

  • Houses: These are the top choice for visitors in South Side, offering spacious and comfortable accommodations for families and groups.
  • Apartments: A popular option for those seeking a home-like environment with convenient amenities during their stay.
  • Condos: Great for travellers looking for modern living spaces with access to shared facilities.
  • Cottages: Ideal for a quaint, cozy experience, often set in picturesque surroundings.
  • Cabins: Perfect for those wanting a rustic getaway, surrounded by nature.**

Top attractions around South Side

South Side, Billings is an ideal destination for family-friendly entertainment, sports, and cultural experiences. Visitors can explore popular attractions such as the arena entertainment facility, urban parks, and art museums, making it perfect for those seeking outdoor adventures and cultural enrichment. Whether you're travelling with family or friends, South Side offers a variety of activities that cater to your interests and create lasting memories.

  1. MetraPark: This vibrant arena hosts a variety of events, from concerts to rodeos, providing an exciting atmosphere perfect for family entertainment. It's a hub of activity, only 3.2km from South Side, where you can immerse yourself in local culture.
  2. Billings Depot: A beautifully restored historic venue, Billings Depot offers a unique blend of business and charm, located just 966m away. It's an excellent spot for conferences and gatherings, showcasing the city's heritage.
  3. Yellowstone Art Museum: Located 1.1km from South Side, this art museum features a diverse collection of contemporary and historical art, reflecting the rich cultural fabric of the region. A must-visit for art enthusiasts!

Things to do recommended for couples

For a romantic outing in South Side, consider catching a live show at The Pub Station, just 805m away. With its vibrant atmosphere and captivating music, it's the perfect spot for couples to enjoy a memorable evening together.

Things to do recommended for families

Families will have a blast at the Reef Indoor Water Park, just 9.7km from South Side, enjoying thrilling water slides and pools. For sports enthusiasts, Dehler Park, 1.6km away, hosts exciting games, while the Four Dances Recreation Area, 3.2km distant, offers serene trails for relaxation.

Things to do recommended for groups

Groups visiting South Side can enjoy a captivating performance at the Alberta Bair Theater, explore shops at Rimrock Mall, and hike the scenic Loop Trailhead for an outdoor adventure, all while soaking in the local culture and vibrant community atmosphere.

What do I need to keep in mind when booking a vacation around South Side

If you're planning a trip with a group, your family, or even bringing your pets along, or if you're considering an extended stay, be sure to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips for your journey.

  • Traveling to South Side with a group: Think about how many bedrooms you'll require, in addition to features like a complete kitchen or outdoor area for social gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to South Side with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to South Side: For many, a family getaway wouldn’t be the same without their furry companion. If this resonates with you, consider exploring Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that all family members feel comfortable and at home.
  • Planning for a long term stay visiting South Side: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-appointed kitchen, or a private pool in your search as well.

Where to stay around South Side

South Side in Billings, Montana, offers a vibrant mix of entertainment and family-friendly activities. Explore nearby attractions that boast a rich atmosphere of art and history, perfect for excursions. The charming neighborhoods, including the North Side and downtown Billings, provide friendly locals and delightful experiences. Don’t miss the chance to enjoy the local sports scene and the welcoming vibe that makes South Side a great vacation spot for everyone.

  • North Park: Located a mere 1.6km from South Side, North Park is a vibrant neighbourhood that offers a delightful mix of entertainment and family-friendly activities. Visitors can enjoy the local arena entertainment facility, unwind in the recreational area, or catch a show at the theatre. The area is also home to several landmarks, including a stadium and a picturesque lake, as well as access to a stunning national state park, making it an ideal spot for those looking to combine leisure with nature.
  • Central - Terry: Just 1.6km away from South Side, Central - Terry is a cultural hub that attracts families and sports enthusiasts alike. The neighbourhood features an arena entertainment facility and a casino, offering a great variety of activities for visitors. The rich local culture is evident in the symbolic landmarks and the historic college university, which adds to the area’s charm. Whether you’re looking to catch a game or immerse yourself in the local culture, Central - Terry has something for everyone.
  • Billings Heights: Situated 6.4km from South Side, Billings Heights is a bustling neighbourhood ideal for families and those seeking entertainment. With its range of attractions including an arena entertainment facility, a casino, and recreational areas, there’s never a dull moment. The local stadium, along with nearby historic sites and a national state park, offers plenty of opportunities for exploration and adventure. Billings Heights is perfect for travellers looking to enjoy a variety of activities while soaking in the local atmosphere.

Best time to go to South Side

If you're planning a trip to South Side, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January24.8°F (-4.0°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
February23.7°F (-4.6°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
March36.3°F (2.4°C)No Rain (Dry)Mostly SunnySlightly LowAverage
April44.4°F (6.9°C)Light RainMostly SunnyAverageSlightly Low
May55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
June65.3°F (18.5°C)Light RainMostly SunnySlightly HighSlightly High
July74.7°F (23.7°C)No Rain (Dry)SunnySlightly HighSlightly High
August73.0°F (22.8°C)No Rain (Dry)SunnySlightly HighSlightly High
September63.7°F (17.6°C)No Rain (Dry)SunnyAverageAverage
October47.3°F (8.5°C)No Rain (Dry)Mostly SunnyAverageAverage
November34.9°F (1.6°C)No Rain (Dry)Mostly SunnyAverageAverage
December24.3°F (-4.3°C)No Rain (Dry)Mostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient hub for planning new adventures, refining your travel arrangements, or managing your existing bookings. Your saved or booked properties are thoughtfully categorized into Potential, Upcoming, or Current Trips for easy reference. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in South Side?
The most desirable types of vacation rentals in South Side are houses. Searching for something different? Vrbo has a variety of options to match our guests’ unique needs, so you’ll see vacation properties in all shapes and sizes, and for all budgets. The perfect fit is waiting for you — get hold of yours today.
How much does it cost to rent a vacation rental in South Side?
A number of things influence how much you’ll pay for a vacation rental in South Side, such as the type of property, length of stay and season. However, all Vrbo homes have something in common — excellent value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in South Side?
The average price for a vacation home near the beach in South Side will depend on when you’re going and the size and style of property you want. You can find prices easily and quickly on Vrbo by entering the dates you’ll be traveling. Then use our handy filter tool to choose the number of bedrooms and amenities that you prefer, such as a pool, WiFi and air conditioning.
Are there pet-friendly vacation rentals in South Side?
Pack a tug toy and treats for the pup in your life because South Side has two vacation rentals that put out the welcome mat to pets. Let your four-legged pal enjoy the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and dates, then check our “Pets allowed” filter box.
What are popular rental amenities in South Side?
The most popular rental amenities people look for in South Side include nearby museums, off-street parking options and high-speed internet services. Whether you’re vacationing with family, pals or even pets, Vrbo vacation properties come with the best amenities for fun and relaxation with the people you cherish the most.
Are there vacation rentals in South Side that welcome kids?
South Side has two family-friendly vacation homes to choose from. And securing a stay that welcomes little ones is easy with Vrbo’s “Properties good for families” filter. On top of having the entire place to yourselves, you’ll get access to amenities and perks like dining rooms, pools and kitchens.
What are the top attractions for families in South Side?
Keeping the kids happy during your stay in South Side is a breeze with these leading family-friendly attractions:

  • Reef Indoor Water Park
  • ZooMontana
  • Geyser Park

How can I find vacation rentals with air conditioning in South Side?
South Side has two vacation rentals where you can kick back in air-conditioned comfort. To locate a property on Vrbo offering this amenity, choose your travel dates and use the convenient filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in South Side?
You’ll need to check with the South Side vacation rental you want on Vrbo as age restrictions differ. However, it’s typically 16, 18 or 21.
How long can I rent a vacation rental in South Side for?
The amount of time you can stay in a South Side vacation home for depends on each property. Simply tap in your travel dates to browse available options that offer long-term stays. They feature all you need to make your extended trip more convenient and comfortable, such as kitchens and backyards. Some properties may also offer weekly or monthly discounted prices, so you can hang around longer for less.

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