Discover Your Perfect Portland Vacation Homes

Portland Luxury Rentals

Why Choose Rent By Owner for your Portland 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 Portland

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination can enhance your experience, allowing you to enjoy its unique climate and seasonal events while making the most of your stay in vacation rentals here.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you'll experience warm weather and longer daylight hours, making it an ideal time to enjoy outdoor activities in the area. This season attracts visitors seeking pleasant temperatures and a lively atmosphere.

Average Temperature Daytime: 75°F - 85°F - Nighttime: 55°F - 65°F
autumn
Early Fall (September to October)

The early fall months offer mild weather and vibrant foliage, perfect for exploring the region's natural beauty. This is a popular time for visitors looking to avoid peak summer crowds while still enjoying favorable weather.

Average Temperature Daytime: 70°F - 80°F - Nighttime: 50°F - 60°F

Off-Season Highlights

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Winter (December to February)

During winter, you can expect cooler temperatures and fewer crowds, allowing for a more relaxed experience when staying in this destination. It's a good time to find deals on vacation rentals and enjoy the quiet season.

Average Temperature Daytime: 30°F - 45°F - Nighttime: 20°F - 30°F
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Early Spring (March to April)

In early spring, the area begins to awaken from winter dormancy. Bear in mind that the weather can be unpredictable, but this off-peak period often features lower prices and less busy accommodations in the region.

Average Temperature Daytime: 50°F - 60°F - Nighttime: 35°F - 45°F

Weekly Weather Forecast for Portland

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 outdoor dining areas perfect for savoring meals amidst the scenic surroundings of the area.
  • Take advantage of spacious gardens or landscaped yards that invite relaxation and outdoor activities.
  • Relax on private patios or decks offering a comfortable space to unwind while enjoying the fresh air.
  • Make use of available grilling facilities for outdoor cookouts in the region's pleasant climate.
  • Benefit from access to outdoor swimming pools that provide a refreshing escape during your stay.
  • Explore nearby walking paths or trails designed for outdoor adventures within the area.
  • Utilize outdoor recreational amenities such as fire pits or lounge areas to enhance your experience here.
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Family Activities

  • Portland, Ohio Riverwalk: Stroll along the scenic riverwalk to enjoy picturesque views and outdoor fun suitable for all family members.
  • Columbus and Portsmouth Railroad Museum: Discover local history and engaging exhibits that make for an educational day out in this area.
  • Local Parks and Playgrounds: Visit the community parks nearby for picnic areas, playgrounds, and open spaces perfect for family relaxation and recreation.
  • Fishing and Boating on the Ohio River: Experience water-based activities that allow your family to connect with nature while enjoying peaceful Ohio River views.
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Adult Activities

  • Explore the Ohio River Heritage Center: Dive into local history with engaging exhibits that highlight the area's rich past and cultural significance.
  • Visit the Portland United Methodist Church: Experience a tranquil moment of reflection at this historic church, renowned for its charming architecture and community events.
  • Enjoy outdoor activities along the riverfront: Take advantage of scenic walking trails and parks that offer stunning views and a peaceful setting for relaxation.
  • Discover local art at the Portland Art Gallery: Appreciate regional craftsmanship and contemporary works crafted by talented local artists in the area.

Portland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's renowned eateries and farm-to-table restaurants to experience authentic regional flavors during your stay.
  • Plan Outdoor Activities: Make the most of the region's natural beauty by engaging in outdoor pursuits such as hiking or fishing at nearby parks and waterways.
  • Visit Seasonal Events: Check out the local calendar for seasonal festivals and markets that showcase the area's vibrant community spirit and culture.
  • Choose Your Ideal Accommodation: Select from a variety of carefully curated vacation rentals that offer comfort and privacy, perfectly suited for exploring this destination.

Transportation Options

  • Portland Transit Authority: This local transit service provides convenient bus routes throughout the area, making it easy for you to explore without a car.
  • Rental Car Services: Major rental companies operate nearby, offering flexible transportation options for discovering the region at your own pace.
  • Taxi and Rideshare Companies: Taxis and rideshare apps like Uber and Lyft are readily available here, providing quick access to popular destinations in the area.
  • Biking and Pedestrian Paths: Well-maintained bike lanes and walking trails allow you to enjoy the scenic surroundings while traveling sustainably on foot or by bike.

Local Customs Options

  • Portland's Local Festivals: Participate in the region's annual community events that celebrate its history and culture, offering an authentic experience for visitors staying here.
  • Regional Dining Etiquette: Enjoy locally favored dishes while observing the area's dining customs, which emphasize hospitality and shared meals with neighbors.
  • Traditional Craftsmanship: Appreciate the craftsmanship of local artisans, reflecting the area's historical significance through handmade goods and artistic expressions.
  • Respect for Natural Surroundings: Engage in outdoor excursions with a conscious respect for the environment, embodying the region’s commitment to preserving its scenic landscapes.

Frequently Asked Questions About Portland?

2. Which vacation homes in Portland are best for families?

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

3. How many Rentbyowner vacation rentals are available in Portland?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 56 in the Portland 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 Portland. 

4. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies depending on the property listing. To ensure you understand the specific policy, please review the details provided on the listing page or contact the property owner directly before booking.

5. Are there any additional fees I should be aware of when booking a vacation rental in this region?

Additional fees such as cleaning fees, service charges, or security deposits are often outlined in the property listing. It's recommended to read the full details on the listing or reach out to the host for clarification before completing your reservation.

6. How do I confirm the availability of a vacation rental in this destination?

Availability can be checked instantly through the booking platform by selecting your travel dates. If you have specific questions about availability, contacting the property owner or manager directly can provide confirmation and additional information.

7. What amenities are typically included in vacation rentals here?

Most vacation rentals in this area offer essential amenities like Wi-Fi, kitchen facilities, and parking. For a complete list of amenities available at a particular property, refer to the listing details or ask the host directly.

8. What should I know about check-in and check-out times for vacation rentals here?

Check-in and check-out times vary by property. Details are usually specified in the listing description. For flexible arrangements or special requests, it's best to contact the owner beforehand to ensure a smooth arrival and departure process.