A sign for the City of Happy Valley with a distinctive arch structure in the background.

Happy Valley holiday lettings

We found 2,350 holiday rentals — enter your dates for availability

Discover a selection of 22 homes and other holiday rentals in Happy Valley that are perfect for your trip. Holiday rentals offer the amenities that you expect for your family, friends or furry companion, such as a pool and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Happy Valley

Showing deals for:19 Feb - 26 Feb

Cozy Farmhouse on 40 Acre Hazelnut Orchard in Wine Country

Cozy Christmas on the farm!

THE PORTLAND VILLA - In the heart of NE Portland, Alberta Arts District

Foyer and stairs leading up to the second level.

Spacious, light-filled home in tranquil and convenient location

Living area

Spacious 5BR Beaverton Home, Game Room, Near Portland

Private kitchen

Pet Friendly Vineyard Home with Mountain Views

Bar seating for 4

Carefully Restored Wilsonville Farmhouse next to Parks & Trails, 1 Mile to I-5

1944 sister house on same property, built by same builder.

Creekside Haven

Property grounds

Grace Home near Battle Ground Village

Interior

Clean-n-Comfy 1-Bedroom Guesthouse in quiet peaceful neighborhood.

Living area

A Grand House

Cozy Living Room

Newly Renovated! Peaceful Country Farmhouse with Hot Tub and Pool

Living area

Renovated Victorian : King Beds, AC, 95 Walk Score in Best Area.

Private kitchen

Lovely "Wine Country Casita" - Private Guesthouse, Beautiful Views

Terrace/patio

Cozy Modern Farmhouse, King bed, great yard, pets!

Interior

The Cottage at River Run!

Property grounds

Cozy ADU with AC in charming Oregon City

Living area

Excellent guesthouse in Portland, Oregon

Interior

Portland Sanctuary

Dining

PDX Urban Barn Guesthouse near culinary rich Division St.

Living area

Multnomah Hidden Pond - stunning upscale romantic in lush background setting

Dining

Comfort Close To Portland, Wine Country, Beaches, Rivers, And Mt. Hood

Covered patio with gas fire, swinging bench & expansive view of private lawn.

Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park

Interior

Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd

Our home on a snowy day in winter

Grand Entryway Vaulted ceiling near Nike Intel 7 beds w/ 10% Discount for 7 Days

Front door Entry Way

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Find properties near top attractions in Happy Valley

Clackamas Town Center with a Sprint store and a Starbucks.

1

Clackamas Town Center

A golf course with a sand bunker and a flagstick.

2

Eagle Landing Golf Course

Find the best place to stay - Happy Valley

Luxury Modern Vacation House

Image of Luxury Modern Vacation House

Premier Host

Sleeps 15 · 5 bedrooms · 3+ bathrooms

Large Cozy Home

Image of Large Cozy Home

Premier Host

Sleeps 12 · 4 bedrooms · 2 bathrooms

Stunning, uninterrupted and panoramic view of downtown Portland Metro area.

Image of Stunning, uninterrupted and panoramic view of downtown Portland Metro area.

Sleeps 8 · 3 bedrooms · 4 bathrooms

Mt Scott Forest Estate— Theater, Sauna, Game Room, Firepit, 15 Min PDX, Sleeps 9

Image of Mt Scott Forest Estate— Theater, Sauna, Game Room, Firepit, 15 Min PDX, Sleeps 9

Premier Host

Sleeps 9 · 4 bedrooms · 3+ bathrooms

Luxury Smart System Enabled Home on the Hill with Beautiful View

Image of Luxury Smart System Enabled Home on the Hill with Beautiful View

Premier Host

Sleeps 12 · 4 bedrooms · 3+ bathrooms

All the Views: Your Private BnB with VIEWS

Image of All the Views: Your Private BnB with VIEWS

Premier Host

Sleeps 2 · 1 bedroom · 1 bathroom

Frequently Asked Questions

What is the best area to stay in Happy Valley when booking a holiday rental?

When considering a holiday rental in Happy Valley, Oregon, the area around the community centre is particularly appealing. This neighbourhood is known for its family-friendly atmosphere and convenient access to various amenities. You'll find a variety of properties available, suiting different tastes and budgets.

One of the top attractions nearby is the Happy Valley Park, which offers expansive green spaces, walking trails, and playgrounds, making it a great spot for both relaxation and outdoor activities. Additionally, the vibrant local community often hosts events and farmers' markets, adding to the charm of the area.

For those who enjoy shopping and dining, the nearby Clackamas Town Centre provides a number of options, ensuring you're never far from entertainment and essential services.

How much does it cost to rent a holiday home in Happy Valley?

Prices for holiday rentals in Happy Valley 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 Happy Valley 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 Happy Valley holiday house rentals?

You can find great discounts on house rentals in Happy Valley 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 is the most popular type of holiday rental accomodation in Happy Valley?

In Happy Valley, holiday houses are the most popular type of holiday rental, with around 68 available throughout the area. These properties often provide ample space for families or groups, featuring multiple bedrooms, fully equipped kitchens, and private outdoor areas for relaxation and entertainment. Many of these homes are situated in peaceful neighbourhoods, making them ideal for those looking to enjoy the local parks and community amenities. Additionally, there are about 16 apartments available, which offer a more compact and convenient option for travellers seeking a home base close to local attractions and amenities.

Are there any family house rentals in Happy Valley?

In Happy Valley, Oregon, there are some family-friendly house rentals available, with about 15 options for visitors to consider. This area is known for its suburban charm and access to various outdoor activities, making it a superb choice for families. Many properties in the locale feature spacious living areas, full kitchens for preparing meals, and comfortable bedrooms to accommodate larger groups.

Families can also enjoy amenities such as private backyards, great for children to play, and some homes may include game rooms or entertainment spaces for family fun.

Additionally, Happy Valley is conveniently located near parks like Happy Valley Park, which offers playgrounds, walking trails, and picnic areas, ideal for outdoor outings. Nearby, the Clackamas Town Centre provides shopping and dining options, ensuring that families have plenty to explore during their stay.

Can I rent a holiday home with a pool or hot tub in Happy Valley?

In Happy Valley, there are several holiday homes available for rent that feature pools and hot tubs. This suburban area, located just southeast of Portland, provides a tranquil setting with easy access to the city's amenities. Many of these properties come equipped with private pools, hot tubs, and spacious outdoor areas great for relaxation and family gatherings. Travellers can also expect fully equipped kitchens, modern furnishings, and amenities like Wi-Fi and air conditioning to ensure a comfortable stay.

Can I find long-stay holiday rentals in Happy Valley?

A long-stay holiday rental in Happy Valley is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Are there pet-friendly house rentals in Happy Valley?

In Happy Valley, there are several pet-friendly house rentals available that cater to those travelling with furry companions. Many of these properties typically come equipped with modern amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces ideal for pets. Some homes may feature fenced yards, allowing pets to roam freely and safely.

The neighbourhood itself is known for its family-friendly atmosphere, with parks and recreational areas nearby, which are great for walks and outdoor playtime with pets.

Are there any remote work holiday rentals in Happy Valley?

In Happy Valley, Oregon, there are numerous remote work-friendly holiday rentals available, with around 72 options to choose from. This vibrant suburban area is well-equipped to cater to the needs of remote workers, offering properties that include essential amenities such as high-speed internet, free Wi-Fi, and comfortable workspaces. Many rentals feature dedicated office areas or rooms that allow for a productive work environment while being able to relax in stylish living spaces.

Happy Valley is also known for its beautiful parks and outdoor areas, such as the serene Happy Valley Park and the scenic trails of the nearby Mount Talbert Nature Park, providing an excellent backdrop for breaks during the workday. Additionally, local cafes and shopping centres are easily accessible, making it convenient to grab a meal or take a short stroll after hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.

Are there any Happy Valley holiday rentals with parking?

Vrbo offers a wide selection of holiday rentals in Happy Valley with parking available—perfect for families or travellers 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.

What are popular rental amenities in Happy Valley?

In Happy Valley, popular holiday rental amenities include features that enhance comfort and convenience for travellers. Most rentals offer kitchens, allowing guests to prepare their own meals, which is particularly beneficial for families or those planning longer stays. Many properties also come with a deck or patio, providing a lovely outdoor space to relax or enjoy a meal al fresco. Onsite parking is commonly available, making it easier for visitors who wish to explore the area by car. Additionally, a fireplace is a sought-after amenity, creating a warm and inviting atmosphere, especially during the cooler months.

When is the best time to visit Happy Valley for a holiday rental?

The best time to visit Happy Valley for a holiday rental is during the summer months, particularly in July, when the region is alive with activity and great for outdoor adventures. This peak season, extending from June to August, offers warm weather and a vibrant setting, making it ideal for those who enjoy hiking, biking, and exploring the local parks.

During July, temperatures typically range from the mid-teens to the low twenties Celsius, providing comfortable conditions for sightseeing and outdoor pursuits. Visitors can take advantage of the lush landscapes and scenic trails, as well as the community events that often take place during this lively season.

If you're looking for a more budget-friendly option, consider visiting in October. This month allows you to experience the beauty of Happy Valley in the autumn, with the leaves changing colour and a quieter ambiance great for leisurely strolls and exploring local attractions.

How early should I book a Happy Valley holiday rental?

Book your Happy Valley holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

What are the top attractions in Happy Valley?

In Happy Valley, visitors can enjoy a range of attractions that showcase the area's natural beauty and community spirit. The Happy Valley Park is a central hub, featuring walking trails, sports fields, and picnic areas great for family outings. Nearby, the Clackamas Town Centre offers a variety of shopping and dining options, as well as entertainment, including a movie theatre.

For those interested in outdoor activities, the nearby Mount Talbert Nature Park provides hiking trails with stunning views and the opportunity to explore the local flora and fauna. The area is also close to the sacred space of the Oregon Trail, which offers historical insights and scenic views. Additionally, the local farmers' market is a great spot to experience the community and sample fresh produce.

Can I change or cancel my Happy Valley home rental booking on Vrbo?

To find Happy Valley holiday 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 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 travellers 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 cosy cabin or a beach house, 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 Happy Valley holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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