Discover Your Perfect Portland Vacation Homes

Best Vacation Homes in Portland

Apartment
Map-icon
like-icon10.0
Exceptional
(238 Reviews)
2 Bedrooms 2 Baths 4 Guests 975 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $266/Night 7 Nights - US $1,862
star-icons-3
Apartment
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 2 Guests 796.53 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
US $218/Night 7 Nights - US $1,526
star-icons-3
Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(117 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $364/Night 7 Nights - US $2,551
Apartment
Map-icon
like-icon10.0
Exceptional
(217 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $182/Night 7 Nights - US $1,276
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 2 Guests 204.51 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $152/Night 7 Nights - US $1,061
House
Map-icon
like-icon10.0
Exceptional
(199 Reviews)
2 Bedrooms 2 Baths 4 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $364/Night 7 Nights - US $2,551
House
Map-icon
like-icon10.0
Exceptional
(104 Reviews)
2 Bedrooms 2 Baths 4 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $507/Night 7 Nights - US $3,549
Cottage
Map-icon
like-icon10.0
Exceptional
(104 Reviews)
2 Bedrooms 2 Baths 8 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $345/Night 7 Nights - US $2,416

Portland Luxury Rentals

House
Map-icon
1 Bedroom 1 Bath 3 Guests 10.76 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $9,516/Night 7 Nights - US $66,610
Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $8,722/Night 7 Nights - US $61,053
House
Map-icon
1 Bedroom 1 Bath 4 Guests 10.76 ft²
  • View
    View
  • Parking
    Parking
More amenities
US $7,681/Night 7 Nights - US $53,766
New
House
Map-icon
1 Bedroom 12 Baths 20 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $6,459/Night 7 Nights - US $45,210
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
10 Bedrooms 12 Baths 20 Guests 19444 ft²
  • Private Pool
    Private Pool
  • Spa
    Spa
More amenities
US $3,677/Night 7 Nights - US $25,740
House
Map-icon
2 Bedrooms 1 Bath 4 Guests 850 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $3,212/Night 7 Nights - US $22,483
House
Map-icon
5 Bedrooms 6 Baths 16 Guests 9250 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $3,188/Night 7 Nights - US $22,317
star-icons-4
House
Map-icon
7 Bedrooms 4 Baths 14 Guests 3003.13 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $2,196/Night 7 Nights - US $15,372

Portland Pet Friendly Vacation Rentals

Condo
Map-icon
like-icon10.0
Exceptional
(70 Reviews)
1 Bedroom 1 Bath 2 Guests 225 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $164/Night 7 Nights - US $1,149
Apartment
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 2 Guests 96.88 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $151/Night 7 Nights - US $1,055
star-icons-3
Cottage
Map-icon
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $504/Night 7 Nights - US $3,526
Condo
Map-icon
like-icon9.8
Exceptional
(51 Reviews)
1 Bedroom 1 Bath 2 Guests 500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $176/Night 7 Nights - US $1,229
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests 645.83 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $253/Night 7 Nights - US $1,770
Apartment
Map-icon
like-icon9.8
Exceptional
(49 Reviews)
1 Bedroom 1 Bath 4 Guests 800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $258/Night 7 Nights - US $1,807
Apartment
Map-icon
like-icon9.8
Exceptional
(16 Reviews)
1 Bedroom 1 Bath 4 Guests 700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $193/Night 7 Nights - US $1,354
Apartment
Map-icon
like-icon9.6
Exceptional
(25 Reviews)
1 Bedroom 1 Bath 4 Guests 700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $199/Night 7 Nights - US $1,390

Portland Large Vacation Homes

New
House
Map-icon
6 Bedrooms 5 Baths 24 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $881/Night 7 Nights - US $6,170
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 10 Guests 3498.27 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $691/Night 7 Nights - US $4,840
House
Map-icon
like-icon9.0
Exceptional
(4 Reviews)
4 Bedrooms 2 Baths 10 Guests 3500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $349/Night 7 Nights - US $2,444
New
House
Map-icon
6 Bedrooms 3 Baths 12 Guests 3850 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $656/Night 7 Nights - US $4,592
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 3 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Pet Friendly
    Pet Friendly
More amenities
US $1,329/Night 7 Nights - US $9,305
New
House
Map-icon
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $601/Night 7 Nights - US $4,210
House
Map-icon
5 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $345/Night 7 Nights - US $2,416
House
Map-icon
like-icon10.0
Exceptional
(130 Reviews)
4 Bedrooms 3 Baths 12 Guests 4300 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $1,005/Night 7 Nights - US $7,035

Why Choose Rent By Owner for your Portland Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
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?

Understanding the best time to visit ensures you enjoy the region's vibrant atmosphere and pleasant weather, making your stay in Portland, Oregon, USA, truly memorable when you choose to plan your vacation during its optimal seasons.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences warm weather and long daylight hours, making it ideal for exploring outdoor attractions and enjoying the lively local scene.

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

Autumn brings colorful foliage and a pleasant climate, attracting travelers seeking scenic views and cultural events in the area.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

image
Winter (December to February)

The winter months are cooler with fewer visitors, offering a peaceful ambiance and opportunities for cozy indoor activities around the region.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
image
Early Spring (March to April)

As the season transitions, the weather begins to warm up gradually, and you can enjoy fewer crowds while experiencing the early signs of spring's arrival.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 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 a private outdoor patio or deck to relax and unwind amid the region's natural beauty.
  • Take advantage of a fully equipped BBQ grill for outdoor cookouts during your stay.
  • Make the most of spacious yard areas ideal for outdoor activities or gatherings.
  • Benefit from access to nearby parks or green spaces for outdoor recreation and exploration.
  • Experience the convenience of outdoor dining setups, perfect for enjoying meals al fresco.
  • Relax in a cozy outdoor seating area designed for unwinding after a day of exploring the region.
  • Utilize outdoor fire pits or fireplaces to gather around and enjoy evening ambiance in this destination’s fresh air.
image
image

Family Activities

  • Portland Zoo: Discover a wide variety of animals and engaging exhibits that make for an educational and fun day out with the family in this popular Portland attraction.
  • Oregon Museum of Science and Industry (OMSI): Explore interactive science exhibits, a planetarium, and a submarine tour that captivate children and adults alike in this family-friendly destination.
  • Portland Children's Museum: Engage young explorers with hands-on exhibits designed to inspire creativity and curiosity right here in the region’s vibrant cultural scene.
  • Tom McCall Waterfront Park: Enjoy a relaxing day outdoors along the river, where you can walk, cycle, or picnic while taking in scenic views perfect for family outings in the area.
image

Adult Activities

  • Explore the Portland Japanese Garden: Immerse yourself in serene landscapes and authentic cultural experiences within this beautifully maintained garden in the region.
  • Visit the Portland Art Museum: Discover an extensive collection of artworks that reflect the area's vibrant arts scene and creative spirit.
  • Stroll through the Pearl District: Enjoy boutique shopping, trendy cafes, and lively nightlife in this fashionable neighborhood known for its urban charm.
  • Experience the Portland Waterfront: Walk along the riverfront to take in scenic views, outdoor activities, and the dynamic atmosphere near the city's core.

Portland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the area's renowned food scene by visiting local markets and eateries to enjoy the region's fresh, innovative flavors.
  • Visit Iconic Neighborhoods: Spend time discovering vibrant neighborhoods known for their unique character and cultural diversity, adding depth to your stay.
  • Utilize Public Transit: Make use of the city’s public transportation options to easily access attractions and avoid parking hassles in the bustling downtown area.
  • Plan Outdoor Activities: Embrace the region’s natural beauty by planning outdoor adventures such as parks or scenic trails near your vacation rental to maximize your experience.

Transportation Options

  • Max Light Rail Transit (MAX): This efficient light rail system connects key neighborhoods and attractions, making exploring the area convenient for visitors staying in nearby vacation rentals.
  • Bus Services: The extensive bus network provides affordable transportation throughout the region, allowing easy access to popular destinations from your accommodation.
  • Bicycle Rentals and Bike Share Programs: Embrace the area's bike-friendly culture by renting a bicycle or using shared bikes to explore the local scenes and scenic spots around your lodging.
  • Rideshare Services: Popular ridesharing options offer flexible, on-demand transportation that seamlessly connects you to various parts of the city and beyond during your stay.

Local Customs Options

  • Local Coffee Culture: Embrace the region’s renowned coffee traditions by visiting local cafes that celebrate Portland’s innovative approach to brewing.
  • Farmers’ Market Etiquette: Respect the community’s sustainable values and fresh produce offerings at the regional farmers’ markets, which are a staple here.
  • Eco-friendly Practices: Participate in the area's commitment to environmental sustainability by supporting green initiatives and recycling efforts prevalent throughout the city.
  • Creative Arts Appreciation: Enjoy the vibrant artistic spirit by engaging with community art events and respecting the local artists' unique expressions.

Frequently Asked Questions About Portland?

2. How many vacation rentals have private pools in Portland?

3. 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:

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 4994 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. 

5. What is the cancellation policy for a vacation rental booking in Portland, Oregon?

Cancellation policies vary by property, so you should read the specific listing details or contact the owner directly to understand the terms and any applicable fees.

6. How do I ensure my reservation is secure when booking a vacation rental in Portland?

Secure bookings are handled through reputable platforms that offer secure payment options. Be sure to review the listing’s reviews and verify the host's credentials before finalizing your reservation.

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

Additional fees such as cleaning fees, service charges, or taxes may apply; these details will be listed during the booking process or on the property listing page.

8. What amenities can I expect from a vacation rental in this region?

Amenities vary by property, so check the listing for details like Wi-Fi, parking, kitchen facilities, or other features to ensure they meet your needs.

9. Is there a minimum stay requirement for booking a vacation rental in Portland?

Minimum stay requirements are set by individual owners; please review the listing description or contact the host directly for specific stay length restrictions.

Portland Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(212 Reviews)
3 Bedrooms 2 Baths 6 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $426/Night 7 Nights - US $2,984
House
Map-icon
like-icon10.0
Exceptional
(170 Reviews)
2 Bedrooms 1 Bath 8 Guests 800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $251/Night 7 Nights - US $1,758
House
Map-icon
like-icon10.0
Exceptional
(146 Reviews)
1 Bedroom 1 Bath 4 Guests 900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $212/Night 7 Nights - US $1,487
House
Map-icon
like-icon10.0
Exceptional
(81 Reviews)
1 Bedroom 1 Bath 2 Guests 608 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $138/Night 7 Nights - US $968
House
Map-icon
like-icon10.0
Exceptional
(54 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $327/Night 7 Nights - US $2,288
House
Map-icon
like-icon10.0
Exceptional
(36 Reviews)
1 Bedroom 1 Bath 4 Guests 470 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $244/Night 7 Nights - US $1,709
House
Map-icon
like-icon10.0
Exceptional
(34 Reviews)
6 Bedrooms 5 Baths 14 Guests 5300 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,236/Night 7 Nights - US $8,650
House
Map-icon
like-icon10.0
Exceptional
(25 Reviews)
2 Bedrooms 1 Bath 4 Guests 1273 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $237/Night 7 Nights - US $1,662