South Portland vacation rentals

We found 92 vacation rentals — enter your dates for availability

Discover a selection of 8 homes and other vacation rentals in South Portland that are perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the best amenities for hanging out with the people that matter most, which might include WiFi and a fireplace. You'll be sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.

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Find out more about South Portland

Why visit South Portland

  • Family-friendly attractions: South Portland offers a variety of activities perfect for families, ensuring a fun-filled vacation for travelers of all ages.
  • Charming neighborhoods: Explore nearby neighborhoods that boast fresh air and friendly faces, ideal for leisurely strolls.
  • Close proximity to downtown Portland: Just a short distance away, downtown Portland features unique shops and restaurants for a vibrant city experience.
  • Accommodation options: Choose from a range of vacation rentals, including cozy apartments and spacious homes, for a comfortable stay.
  • Outdoor parks and gardens: Enjoy beautiful urban parks and private gardens, perfect for relaxation and exploration.

Popular types of accommodation around South Portland

If you're exploring South Portland for your next getaway, you're in the right place. Our selection of vacation rentals includes popular choices like houses, cozy apartments, and stylish condos. Whether you're seeking a waterfront escape or a spacious house rental, we have a variety of options to suit your needs. Enjoy the comfort and flexibility of vacation home rentals while discovering all that South Portland has to offer.

  • Houses: The top choice for travelers in South Portland, offering spacious and comfortable stays for families and groups.
  • Apartments: A popular option for those seeking modern living spaces, perfect for couples or solo travelers wanting a central location.
  • Condos: A favored selection that combines the amenities of a hotel with the comfort of a home, ideal for extended stays.
  • Cottages: Quaint and cozy, these rentals provide a charming escape, perfect for a relaxing getaway.
  • Villas: Luxurious and spacious, villas offer upscale accommodations for those looking for a more lavish experience.**

Top attractions near South Portland

South Portland is an ideal destination for family, city, and business-themed vacations. Visitors can explore a variety of attractions, including urban parks, modern colleges and universities, and private gardens. The points of interest around South Portland cater to those seeking cultural experiences and family-friendly activities, ensuring a memorable trip for every traveler.

  • Oregon Health and Science University: A cutting-edge institution located 1 mile from South Portland, it showcases modern architecture and a vibrant atmosphere, perfect for those interested in health sciences.
  • Tom McCall Waterfront Park: Situated 2 miles away, this urban park features beautiful river views and ample space for family outings, picnics, and outdoor activities amidst the city’s energy.
  • Portland Japanese Garden: Located 3 miles from South Portland, this serene private garden offers a peaceful retreat with stunning landscapes and a welcoming atmosphere, ideal for relaxation.

Things to do recommended for couples

For a romantic getaway in South Portland, enjoy a concert at McMenamins Crystal Ballroom, just 2 miles away, or take a scenic ride on the Portland Aerial Tram, 0.8 miles away. Don't miss the enchanting Abbey Creek Winery, also 2 miles away, perfect for couples seeking romance.

Things to do recommended for families

Experience family fun at Oaks Amusement Park, just 1 mile away, with thrilling rides and games. Enjoy the sports atmosphere at Moda Center, 3 miles away, or unwind at Westmoreland Park, 2 miles away, perfect for relaxation and outdoor activities.

Things to do recommended for groups

Groups visiting South Portland can explore Powell's City of Books for a literary adventure, enjoy shopping and entertainment at Washington Square Mall, and experience culture and romance at Keller Auditorium, all within a short drive from the city.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, your family, bringing pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to South Portland with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group activities. Luckily, you can easily search for all of these options and more on Vrbo.
  • Traveling to South Portland with young kids: Traveling with little ones can present some challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities, like a private pool. Additionally, considering how close you are to family-friendly attractions is a wise choice.
  • Taking your pets with you to South Portland: For many families, a trip isn’t truly fulfilling without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting South Portland: If you're searching for vacation rentals with discounts for month-long stays, you've come to the perfect spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near South Portland

South Portland offers a delightful blend of family-friendly attractions and vibrant city life, perfect for a memorable getaway. Explore the charming neighborhoods nearby, where you can enjoy fresh air and friendly faces. Don't miss the bustling downtown Portland, just a short distance away, featuring unique shops and restaurants. Whether you're seeking a family vacation home or a romantic retreat, South Portland and its surroundings provide an ideal backdrop for your adventure.

  • Portland: As a vibrant metropolis, Portland is the heart of the region, with South Portland nestled within its boundaries. This city is a haven for families and outdoor enthusiasts, offering a rich urban experience. Visitors can enjoy a variety of activities, from attending events at the arena entertainment facilities to exploring bustling shopping malls and centers. Key attractions include the iconic stadium and sports facilities, as well as access to the stunning national state park nearby. With its blend of city life and natural beauty, Portland promises an unforgettable travel experience.
  • Downtown Portland: Located 2 miles from South Portland, Downtown Portland is a lively neighborhood brimming with city-themed and entertainment opportunities. This area attracts families and tourists alike, with a plethora of activities including visits to educational institutions and theaters. The local landmarks, such as the stadium and sports facility, provide a backdrop for exciting events. The event conference venues also host various gatherings, making Downtown Portland a hub of culture and activity that is sure to engage any visitor.
  • South Waterfront: Just 0.6 miles away from South Portland, the South Waterfront neighborhood offers a delightful mix of outdoor and family-friendly activities. Visitors will find a vibrant shopping area and modern educational facilities, creating a dynamic atmosphere. The local landmarks, including an urban park and a contemporary college, provide opportunities for relaxation and exploration. With its scenic views and community-oriented vibe, South Waterfront is a perfect spot for those looking to enjoy the charm of Portland.

Best time to go to South Portland

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly CloudyModerately LowSlightly Low
February41.4°F (5.2°C)Light RainMostly CloudyModerately LowSlightly Low
March45.0°F (7.2°C)Light RainMostly CloudyAverageSlightly Low
April49.5°F (9.7°C)Light RainMostly CloudyAverageAverage
May56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
July69.1°F (20.6°C)No Rain (Dry)SunnyModerately HighSlightly High
August70.3°F (21.3°C)No Rain (Dry)SunnyModerately HighSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
October54.7°F (12.6°C)Light RainMostly SunnyAverageAverage
November45.5°F (7.5°C)Light RainMostly CloudyAverageAverage
December39.9°F (4.4°C)Moderate RainMostly CloudyModerately LowAverage

Booking with Vrbo is a breeze

Are you eager to save on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply 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 as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new adventures, pick up where you last stopped, or review and arrange your travel plans. You can easily find the properties you've saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in South Portland?
In South Portland, vacation houses and condos are the most popular types of rental accommodations, with several options available throughout the area. These properties typically offer a range of amenities, including fully equipped kitchens, comfortable living spaces, and access to outdoor areas such as patios or balconies. Many rentals are situated in peaceful neighborhoods, providing a relaxing atmosphere for visitors.
How much does it cost to rent a vacation home in South Portland?
Prices for vacation rentals in South Portland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in South Portland to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for South Portland vacation house rentals?
You can find great discounts on house rentals in South Portland on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in South Portland?
In South Portland, popular rental amenities include balconies, which provide a lovely space to relax and enjoy the views of the surrounding area. Travelers can also expect fully equipped kitchens, allowing for convenient meal preparation and dining in. Many rentals feature coffee and tea makers, superb for those who enjoy a warm beverage first thing in the morning. Work-friendly spaces are also common, with desks and desk chairs provided in several accommodations, making it easier for guests to manage any work commitments during their stay.
Can I find family house rentals in South Portland?
In South Portland, there are several family-friendly house rentals available, making it a great choice for those traveling with kids. This area features various neighborhoods with spacious homes that often include amenities such as full kitchens, comfortable living areas, and outdoor spaces for children to play.

Many properties are conveniently located near parks, providing easy access to playgrounds and recreational activities. For families looking to explore local attractions, the nearby Willamette River offers beautiful walking and biking paths, ideal for outdoor adventures.
Are there any South Portland vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in South Portland with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in South Portland?
In South Portland, travelers can find several pet-friendly vacation rentals that cater to families and groups looking to enjoy the area's charm. Many of these properties come equipped with amenities such as spacious backyards, fully stocked kitchens, and cozy living areas, making them ideal for both relaxation and entertaining.

The city is conveniently located near several parks, including Mill Creek Park, which offers walking trails and picnic areas, great for outings with pets. Additionally, the nearby South Portland Dog Park provides a dedicated space for your furry friends to play and socialize. The area also features pet-friendly restaurants and cafes, adding to the overall experience for those traveling with pets. See all pet-friendly rentals in South Portland.
Can I find long-stay vacation rentals in South Portland?
A long-stay vacation rental in South Portland is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit South Portland for a vacation rental?
The best time to visit South Portland for a vacation rental is during the peak season, which runs from May to July. This period is particularly popular among travelers seeking to enjoy the vibrant local culture, beautiful parks, and stunning waterfront views. July, in particular, stands out as the most popular month, where visitors can bask in warm temperatures, typically ranging from the mid-50s to the low 80s Fahrenheit, making it ideal for outdoor activities like kayaking, hiking, and exploring the city's many attractions.

During these summer months, you can indulge in a variety of outdoor events and festivals while enjoying the lively option that South Portland has to offer. The waterfront parks, such as Bug Light Park, are great for picnics and leisurely strolls, providing ample opportunities for sightseeing and relaxation.

For those looking to travel on a budget, November presents a wonderful opportunity with fewer crowds. While the weather may be cooler, typically in the 40s Fahrenheit, this time allows for a more tranquil exploration of the city's charming neighborhoods and local cafés without the hustle and bustle of peak season.

Ultimately, your choice of when to visit South Portland hinges on whether you prefer the vibrant summer energy or the serene, quieter days of late fall.
Are there any remote work vacation rentals in South Portland?
In South Portland, there are several remote work vacation rentals available that cater to the needs of traveling professionals. Many of these rentals are equipped with essential amenities for remote work, such as dedicated desk spaces, comfortable desk chairs, and reliable internet access, ensuring a productive environment.

The area is known for its proximity to beautiful parks and the picturesque waterfront along the Willamette River, providing opportunities for relaxation during breaks. Travelers can expect accommodations that include fully equipped kitchens, spacious living areas, and outdoor spaces, ideal for unwinding after a day of work. South Portland's vibrant neighborhoods also offer easy access to local cafes and restaurants, superb for a change of scenery or a quick meal. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a South Portland vacation rental?
Book your South Portland vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in South Portland, Oregon, United States of America?
In South Portland, visitors can explore a variety of attractions that highlight the area's natural beauty and artistic culture. The waterfront area along the Willamette River offers scenic views and walking paths, great for leisurely strolls. The nearby South Waterfront District is known for its modern architecture and access to parks such as the lush and expansive RiverPlace Park, which provides a lovely spot for picnics and outdoor activities.

For those interested in local art and culture, the Oregon Museum of Science and Industry (OMSI) is just a short distance away, featuring interactive exhibits and an IMAX theater. Additionally, the vibrant dining scene in the area includes numerous restaurants and cafes that showcase local cuisine.

For outdoor enthusiasts, the proximity to parks like Willamette Park provides ample opportunities for hiking, kayaking, and enjoying nature.
Can I change or cancel my South Portland home rental booking on Vrbo?
To find South Portland vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the South Portland vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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