Best Vacation Homes in Happy Valley
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,896/Night
For 7 Nights R20,276
4004.17 ft²
17 Guests
5 Bedrooms
3 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
R15,087/Night
For 7 Nights R105,606
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Balcony/Terrace
- Kitchen
- Parking
R2,073/Night
For 7 Nights R14,516
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,028/Night
For 7 Nights R14,196
161.46 ft²
4 Guests
1 Bedroom
1 Bathroom
House
- Fireplace/Heating
- Breakfast
- Kitchen
R2,059/Night
For 7 Nights R14,415
1592 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R7,538/Night
For 7 Nights R52,761
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Kitchen
- Air Conditioner
- Internet
R2,777/Night
For 7 Nights R19,434
1896 ft²
7 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R5,692/Night
For 7 Nights R39,844
Happy Valley Luxury Rentals
6000 ft²
8 Guests
3 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R18,217/Night
For 7 Nights R127,515
4000 ft²
17 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R12,899/Night
For 7 Nights R90,298
15 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
R12,878/Night
For 7 Nights R90,146
8 Guests
1 Bedroom
3 Bathrooms
Family Friendly
House
- Pet Friendly
- Parking
- Internet
R8,812/Night
For 7 Nights R61,686
14 Guests
7 Bedrooms
4 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R8,717/Night
For 7 Nights R61,029
3500 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pet Friendly
R7,455/Night
For 7 Nights R52,188
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R7,159/Night
For 7 Nights R50,117
1593.06 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pet Friendly
- Child Friendly
R7,010/Night
For 7 Nights R49,073
Happy Valley Pet Friendly Vacation Rentals
2225 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R6,819/Night
For 7 Nights R47,742
279.86 ft²
2 Guests
1 Bedroom
1 Bathroom
Bed & Breakfast
- Oceanfront
- Fireplace/Heating
- Ocean View
R1,852/Night
For 7 Nights R12,967
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R4,014/Night
For 7 Nights R28,090
1399.31 ft²
5 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Parking
R3,688/Night
For 7 Nights R25,816
650 ft²
5 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
R2,582/Night
For 7 Nights R18,070
Stunning New Build w/ Huge Deck Overlooking Greenspace, Hot Tub, Pet Friendly, & Chef's Kitchen, BBQ
3140 ft²
8 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Spa
- Fireplace/Heating
R10,923/Night
For 7 Nights R76,455
1400 ft²
5 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R3,318/Night
For 7 Nights R23,223
2500 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Spa
- Fireplace/Heating
R17,459/Night
For 7 Nights R122,210
Happy Valley Large Vacation Homes
3021 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
R4,769/Night
For 7 Nights R33,378
1950 ft²
12 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R8,369/Night
For 7 Nights R58,588
3000 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R7,358/Night
For 7 Nights R51,515
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R8,298/Night
For 7 Nights R58,082
3021 ft²
13 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Spa
- Fireplace/Heating
- Balcony/Terrace
R7,358/Night
For 7 Nights R51,498
4000 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Spa
- Fireplace/Heating
- Balcony/Terrace
R7,898/Night
For 7 Nights R55,287
14 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Kitchen
- Air Conditioner
- Child Friendly
R8,420/Night
For 7 Nights R58,941
6157 ft²
15 Guests
6 Bedrooms
6 Bathrooms
Family Friendly
House
- Balcony/Terrace
- Pet Friendly
- Kitchen
R7,696/Night
For 7 Nights R53,872
Why Choose Rent By Owner for your Happy Valley Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Happy Valley Vacation Rentals
Where are the best neighborhoods to stay in Happy Valley?
When visiting Happy Valley, Oregon, choosing the right neighborhood to stay in can greatly enhance your experience. Located just outside Portland, this area offers a peaceful retreat while still providing convenient access to local amenities and attractions. Whether you prefer a quiet residential community or a more bustling area with easy transportation options, Happy Valley has neighborhoods that cater to different travel styles. Exploring these neighborhoods allows you to enjoy the natural beauty and friendly atmosphere of this charming part of Oregon, making your stay both comfortable and memorable.
Southgate
Located nearby, Southgate offers a peaceful setting with convenient access to local amenities, making it an ideal spot for your stay in the region. Here, you can enjoy comfortable vacation rentals situated within a welcoming community atmosphere.
View 232+ Rentals in SouthgateRock Creek
This neighborhood provides a tranquil environment with easy access to outdoor spaces and local attractions, perfect for a relaxing getaway. Choosing a vacation rental here ensures you’re close to the natural beauty that defines this destination.
View 74+ Rentals in Rock CreekBest 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 (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
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
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
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
How to Book Your Happy Valley Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Happy Valley
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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.
Top Attractions Around Happy Valley
What attractions are nearby?
In this inviting area, you can explore scenic parks, enjoy outdoor recreational activities, and discover local dining options just minutes from your vacation rental.
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.
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
Clackamas Cycle World
Clackamas Town Center
Top O' Scott Public Golf Course
Eagle Landing Golf Course
Rock Creek
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?
1. What are the top vacation rentals in Happy Valley?
There are a lot of options in Happy Valley. If you plan on staying in the Happy Valley area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Happy Valley:
- All the Views: A Private BnB with VIEWS
- Stunning Ranch Home in Walkable Gorgeous Happy Valley Neighborhood
- Sleek Urban Retreat in Happy Valley
- Luxury Modern Vacation House
- Vogel Vacation - Spacious Secluded, Hot Tub & Game Room
- 2 private bedrooms 1 private bathroom in shared home
- Stunning, uninterrupted and panoramic view of downtown Portland Metro area.
- Happy valley beautiful family house
- Delightful Southeast Location, Pet Friendly, Fully Fenced Backyard, BBQ, 13 Miles to Downtown
- Two acres Home Hot tub, Pool table and Game room
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
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
R2,552/Night
For 7 Nights R17,868
