Discover Your Perfect Happy Valley Vacation Homes

Best Vacation Homes in Happy Valley

10.0
Exceptional
(34 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $241/Night For 7 Nights AU $1,690
10.0
Exceptional
(1 Review)
4004.17 ft² 17 Guests 5 Bedrooms 3 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • View
  • Pet Friendly
AU $1,257/Night For 7 Nights AU $8,800
9.0
Exceptional
(100 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Balcony/Terrace
  • Kitchen
  • Parking
AU $173/Night For 7 Nights AU $1,210
8.8
Fabulous
(20 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $169/Night For 7 Nights AU $1,183
10.0
Exceptional
(1 Review)
161.46 ft² 4 Guests 1 Bedroom 1 Bathroom
House
  • Fireplace/Heating
  • Breakfast
  • Kitchen
AU $172/Night For 7 Nights AU $1,201
7.8
Very Good
(27 Reviews)
1592 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
AU $628/Night For 7 Nights AU $4,396
6.6
Good
(4 Reviews)
5 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Kitchen
  • Air Conditioner
  • Internet
AU $231/Night For 7 Nights AU $1,619
10.0
Exceptional
(15 Reviews)
1896 ft² 7 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
AU $478/Night For 7 Nights AU $3,345

Happy Valley Luxury Rentals

9.8
Exceptional
(49 Reviews)
6000 ft² 8 Guests 3 Bedrooms 4 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
AU $1,518/Night For 7 Nights AU $10,626
10.0
Exceptional
(2 Reviews)
15 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
AU $1,229/Night For 7 Nights AU $8,605
9.6
Exceptional
(10 Reviews)
4000 ft² 17 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
AU $1,075/Night For 7 Nights AU $7,524
New
8 Guests 1 Bedroom 3 Bathrooms
Family Friendly House
  • Pet Friendly
  • Parking
  • Internet
AU $734/Night For 7 Nights AU $5,140
9.8
Exceptional
(46 Reviews)
14 Guests 7 Bedrooms 4 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
AU $726/Night For 7 Nights AU $5,086
New
3500 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
AU $626/Night For 7 Nights AU $4,378
10.0
Exceptional
(8 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $597/Night For 7 Nights AU $4,176
5.3
Average
(12 Reviews)
1593.06 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pet Friendly
  • Child Friendly
AU $584/Night For 7 Nights AU $4,089

Happy Valley Pet Friendly Vacation Rentals

9.6
Exceptional
(38 Reviews)
2225 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
AU $568/Night For 7 Nights AU $3,978
8.3
Excellent
(82 Reviews)
279.86 ft² 2 Guests 1 Bedroom 1 Bathroom
Bed & Breakfast
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
AU $154/Night For 7 Nights AU $1,081
New
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
AU $334/Night For 7 Nights AU $2,341
New
1399.31 ft² 5 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
AU $307/Night For 7 Nights AU $2,151
9.0
Exceptional
(57 Reviews)
650 ft² 5 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
AU $215/Night For 7 Nights AU $1,506
10.0
Exceptional
(3 Reviews)
3140 ft² 8 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Hot Tub
  • Spa
  • Fireplace/Heating
AU $910/Night For 7 Nights AU $6,371
10.0
Exceptional
(1 Review)
1400 ft² 5 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
AU $276/Night For 7 Nights AU $1,935
10.0
Exceptional
(12 Reviews)
2500 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Spa
  • Fireplace/Heating
AU $1,455/Night For 7 Nights AU $10,184

Happy Valley Large Vacation Homes

9.2
Exceptional
(45 Reviews)
3021 ft² 12 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
AU $397/Night For 7 Nights AU $2,781
10.0
Exceptional
(2 Reviews)
1950 ft² 12 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $697/Night For 7 Nights AU $4,882
New
3000 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $613/Night For 7 Nights AU $4,293
9.8
Exceptional
(9 Reviews)
12 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
AU $691/Night For 7 Nights AU $4,840
9.2
Exceptional
(5 Reviews)
3021 ft² 13 Guests 4 Bedrooms 4 Bathrooms
Family Friendly House
  • Spa
  • Fireplace/Heating
  • Balcony/Terrace
AU $613/Night For 7 Nights AU $4,291
5.0
Average
(12 Reviews)
4000 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Spa
  • Fireplace/Heating
  • Balcony/Terrace
AU $658/Night For 7 Nights AU $4,607
4.5
Average
(20 Reviews)
14 Guests 6 Bedrooms 4 Bathrooms
Family Friendly House
  • Kitchen
  • Air Conditioner
  • Child Friendly
AU $702/Night For 7 Nights AU $4,911
New
6157 ft² 15 Guests 6 Bedrooms 6 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
AU $641/Night For 7 Nights AU $4,489

Why Choose Rent By Owner for your Happy Valley 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 Happy Valley

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination can enhance your experience, as the region offers distinct advantages during certain seasons for enjoying its natural beauty and local ambiance.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for outdoor activities in this region.

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

Autumn offers colorful foliage and pleasant temperatures, creating a cozy atmosphere perfect for exploring the area's natural beauty.

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

Off-Season Highlights

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Winter (December to February)

In winter, the area experiences cooler temperatures, providing a quieter and more relaxed setting for your getaway.

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

Spring brings milder weather and blooming landscapes, offering a peaceful season for those seeking fewer crowds.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Happy Valley

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

  • You can enjoy outdoor grilling and dining with available barbecue facilities.
  • Many properties feature spacious patios or decks perfect for relaxing outside.
  • Expect access to beautifully maintained gardens or landscaped yards.
  • Some rentals offer private or shared outdoor swimming pools for your enjoyment.
  • You might find outdoor fire pits ideal for gathering and making memories.
  • There are often scenic walking or jogging paths nearby for active pursuits.
  • Enjoy the convenience of parking areas designed for outdoor activities and excursions.
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Family Activities

  • Oregon Zoo: Spend a day exploring the Oregon Zoo, where you can enjoy engaging exhibits and see a variety of animals that fascinate children and adults alike.
  • Portland Children's Museum: Discover interactive exhibits at this museum designed specifically for young explorers to learn and play in a creative environment.
  • Leach Botanical Gardens: Experience the natural beauty of the region while strolling through lush gardens and discovering native plant species perfect for family outings.
  • Columbia River Gorge: Adventure into the iconic river gorge with scenic hikes and breathtaking waterfalls, offering memorable family experiences in a stunning outdoor setting.
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Adult Activities

  • Hiking and Nature Tours: Explore the scenic trails surrounding the area to enjoy breathtaking views and immerse yourself in the region's lush natural beauty.
  • Local Wineries and Breweries: Indulge in tastings at nearby wineries and breweries, experiencing the region’s renowned craft beverages without leaving this destination.
  • Golfing Adventures: Spend your day on well-maintained golf courses that offer challenging holes and stunning scenery just a short drive from your vacation rental.
  • Shopping and Dining Experiences: Discover charming boutiques and enjoy diverse culinary options that highlight the region’s vibrant local culture and flavors.

Other Places to Stay in Happy Valley, OR

Happy Valley Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Travel During Off-Peak Seasons: Visiting during less busy times allows you to enjoy the region's tranquility and secure better rates on vacation rentals.
  • Explore Local Nature and Outdoor Activities: Take advantage of nearby parks and trails to experience the area's natural beauty firsthand while staying in comfortable accommodations.
  • Utilize Local Dining and Shopping Options: Discover regional flavors and unique shops by venturing into local establishments near your rental for an authentic experience.
  • Book Well in Advance: Secure your preferred vacation rentals early to ensure availability and take advantage of any special deals in this sought-after destination.

Transportation Options

  • Portland International Airport: This major airport offers convenient domestic and international flights, making arrivals and departures straightforward when visiting the area.
  • Public Transit Systems: The region is served by efficient bus and light rail services that connect you to key destinations within the city and surrounding neighborhoods.
  • Car Rentals: Numerous rental agencies provide vehicles for exploring the broader area at your own pace, perfect for those staying in comfortable vacation rentals close to the region’s attractions.
  • Taxi and Rideshare Services: Easy to access Uber, Lyft, and local taxi options ensure quick transportation around here, whether for daily errands or evening outings.

Local Customs Options

  • Respect for Nature: Locals here emphasize preserving the natural beauty of the surrounding parks and green spaces, so you’ll find a community that values eco-friendly practices and outdoor appreciation.
  • Community Events: Participating in neighborhood gatherings and local festivals is a cherished custom, offering you an authentic experience of the area’s friendly and welcoming spirit.
  • Local Cuisine Etiquette: Supporting small businesses by trying regional specialties at nearby eateries is encouraged, giving you a taste of the area's culinary traditions.
  • Environmental Conservation: There is a strong emphasis on recycling and sustainability initiatives, which are integral to daily life for residents and visitors alike.

Frequently Asked Questions About Happy Valley?

2. Which vacation homes in Happy Valley are best for families?

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

3. How many Rentbyowner vacation rentals are available in Happy Valley?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 49 in the Happy Valley 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 Happy Valley. 

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

Cancellation policies vary depending on the individual property owner, so it’s important to review the specific listing details carefully. You can find this information on the property page or contact the host directly for clarification.

5. How do I secure my booking in this destination?

To reserve your preferred vacation rental, you'll need to complete the booking process through the listing platform, which typically includes a secure payment and confirmation from the host. Make sure to read the booking terms before confirming.

6. Are there any specific check-in and check-out procedures I should be aware of?

Check-in and check-out times are specified by each property owner on the listing. It’s recommended to read these details in advance and communicate with the host if you have special requirements or questions about the procedures.

7. Is it possible to make modifications to my reservation after booking?

Modifications such as date changes or guest adjustments depend on the property's policies. Contact the owner directly through the booking platform to request any changes and ensure they are accepted before proceeding.

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

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. Review the listing details thoroughly to confirm the available amenities that meet your needs during your stay in this region.

Happy Valley Top Rated Vacation Rentals

New
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Kitchen
AU $213/Night For 7 Nights AU $1,489