Photo by Deanna Leach

Happy Valley Holiday Rentals

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Tonight
May 1 - May 2
Tomorrow
May 2 - May 3
This weekend
May 3 - May 5
Next weekend
May 10 - May 12

Holiday Rentals in Happy Valley

Microwave, oven, stovetop, dishwasher
Large Cozy Home
10.0 out of 10, Exceptional, (2)
"Easy access and parking. House is spacious with sufficient bedroom area upstairs. Great kitchen area fully stocked with anything we could need. Highlights were the game room downstairs even though the pool table needs balancing. Also the hot tub was awesome at night particularly, try the lights and the water features. House was not stocked with bar soap, or shampoo/conditioner. We barely had sufficient toilet paper and no Kleenex for our stay and when we alerted the owner, he shared he would...
The price is AU$705
per night
2 May - 3 May
Large Cozy Home
Property grounds
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
10.0 out of 10, Exceptional, (30)
"We had a wonderful stay, relaxing in the woods at the Rivers Edge. Our hosts were amazing! Thank you for sharing your beautiful place with us.The Zen Den the best! We would like to come back again!"
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
Fridge, microwave, oven, stovetop
Portland Sanctuary
10.0 out of 10, Exceptional, (39)
"Comfortable, well-furnished apartment. Excellent host who facilitated our stay, and we loved meeting and greeting the chickens every morning. Nice neighborhood and close to our Portland family — would be happy to stay there again."
The price is AU$402
per night
6 May - 7 May
Portland Sanctuary
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Exterior
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
10.0 out of 10, Exceptional, (252)
"Clean apartment and close to everything. Free parking on the street."
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
Exterior
Quaint private cottage apt. in highly desireable area, close to everything
10.0 out of 10, Exceptional, (141)
"My fiancé and I absolutely loved staying here. The house is so charming and we were shown wonderful hospitality. We look forward to returning in the future!"
Quaint private cottage apt. in highly desireable area, close to everything
Exterior
Tiny A-Frame Farm Meadow Retreat minutes from downtown
10.0 out of 10, Exceptional, (1)
"We had a wonderful time. The A frame is super cozy and great for a couples night out. You're in the privacy of the woods and even when it’s raining it’s beautiful. Loved the animals on the property too. They’re adorable."
The price is AU$251
per night
2 May - 3 May
Tiny A-Frame Farm Meadow Retreat minutes from downtown
Exterior
Exquisite Historic Suite Close to Downtown 14-21673
10.0 out of 10, Exceptional, (433)
"I was so excited to stay at Vicki's place as it looks amazing. But I made a huge mistake when I booked it, as I was going to Portland, Maine and Vicki was in Portland, Oregon. I did not realize my error until I arrived in Portland, Maine. Vicki was so sweet and offered to refund the amount paid minus the fees and taxes that VRBO keeps. I hope to someone get to Portland and stay at her beautiful home."
The price is AU$287
per night
2 May - 3 May
Exquisite Historic Suite Close to Downtown 14-21673
Exterior
Craftsman ADU in Central Alberta Arts District
10.0 out of 10, Exceptional, (24)
"A beauutiful and fully equipped place, located in a great neighborhood. The hosts went well out of their way to meet my needs as a last minute guest. Every detail of decor was exceptional. Clean as could be, and very comfortable. Luxerious bedding and linens were the cherry on top."
Craftsman ADU in Central Alberta Arts District
Interior
Historical Portland Home < 2 Mi to Downtown!
10.0 out of 10, Exceptional, (3)
"Great place to stay close to good restaurants, the Moda center, and down town. Lots of room for gestures to spread out and visit. Judy was very ready to work with and had many, great suggestions for the area."
Historical Portland Home < 2 Mi to Downtown!
Property grounds
Designer Owned House on Vibrant Williams Avenue near Mississippi
10.0 out of 10, Exceptional, (154)
"The house is very cute and in a great neighborhood. Beds & pillows were very comfortable. Check in and check out easy. I think a house manual would have been helpful. We are tech savvy but the tv was difficult for all of us to figured out. We couldn’t find dish towels. We ate out but still had a few dishes to wash up after coffee or snacks. I didn’t want to run the dishwasher for a few cups or glasses, so ended up using paper towels. Definitely would stay here again."
Designer Owned House on Vibrant Williams Avenue near Mississippi
Interior
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
9.8 out of 10, Exceptional, (226)
"This is a cozy efficiency in very quiet and beautiful neighborhood near the park. Easy walk to park and shops and restaurants on 23rd. Hostess is lovely and all communications with her were prompt and helpful! Would definitely stay here again!"
The price is AU$374
per night
5 May - 6 May
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
Property grounds
Two Rivers Relaxing Retreat
9.8 out of 10, Exceptional, (33)
"The apartment was in the basement of the home. It was clean and well appointed. My only issue is my wife and I are tall...6'3 and 5'10. A shorter person would not have to dodge the support beams...LOL! Other than that and not seeing the cats it was a very comfortable stay."
The price is AU$343
per night
7 May - 8 May
Two Rivers Relaxing Retreat
Fridge, microwave, oven, stovetop
Cedar Mill Getaway
9.8 out of 10, Exceptional, (88)
"It was perfect for a family, clean and spacious"
The price is AU$257
per night
9 May - 10 May
Cedar Mill Getaway
Dining
NEW! - Bright Modern Entire Unit KING BED!
9.8 out of 10, Exceptional, (7)
"Two senior citizens plus adult daughter. Wi-Fi was sufficient for virtual work, kuerig coffee maker and ice water dispenser in the fridge, lovely walk-in shower. Host and his BIL cheerfully helped us when we locked our key in the car along with my road service info. Heads up that the entry is onto a stairway, but stairs are wide and railing is good. Huge TV that allowed us to log into our streaming services. Stone floors, coffee table, etc. maybe not the best for toddlers, but it all was perfect...
NEW! - Bright Modern Entire Unit KING BED!
Property grounds
Contemporary dog-friendly studio w/ cable, WiFi, and private balcony
9.8 out of 10, Exceptional, (42)
"This property is small but highly functional. Offers a lot of bang for its buck."
The price is AU$436
per night
13 May - 14 May
Contemporary dog-friendly studio w/ cable, WiFi, and private balcony
Fridge, microwave, oven, stovetop
Entire Elegant Home For Your Perfect Vacation.
9.6 out of 10, Exceptional, (7)
"The house was just perfect for us! Great location, easy access. The hosts were very thoughtful and considerate, and Responsive. Great place for a family stay!"
The price is AU$731
per night
2 May - 3 May
Entire Elegant Home For Your Perfect Vacation.
Terrace/patio
A garden view hideaway in the Irvington neighborhood
9.6 out of 10, Exceptional, (272)
"Nice spot in historic Irvington neighborhood with bus stop, coffee shops, restaurants, and brew pubs all within walking distance. Mark was incredibly responsive to all my questions. Apartment was clean and comfortable with more than enough natural light. Washer/dryer was nice to have, too. Would not hesitate to stay here again."
The price is AU$379
per night
20 May - 21 May
A garden view hideaway in the Irvington neighborhood
TV, books, video library
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
9.6 out of 10, Exceptional, (84)
"Excellent stay at a comfortable apartment in really nice building. Great place to explore from."
The price is AU$618
per night
7 May - 8 May
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
Property grounds
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
9.6 out of 10, Exceptional, (37)
"My family enjoyed the stay, the owner was very prompt in adding a travel crib for me. He went out of his way to bring it over extremely quickly after i inquired about it. The rental is setup as a duplex, and the two units do bring some unknowns. My family enjoyed the natural light from the windows and the large kitchen area. We did find the single couch too small for our family of four and we missed not having a kitchen table to eat at."
The price is AU$426
per night
16 May - 17 May
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Exterior
Comfy, Cozy, Central! Welcoming craftsman home near Hawthorne Blvd & Division
9.6 out of 10, Exceptional, (4)
"Cozy, warm and close to a great area in the hawthorn district"
Comfy, Cozy, Central! Welcoming craftsman home near Hawthorne Blvd & Division
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See all available properties in Happy Valley
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Happy Valley Holiday Home Travel Info

Number of holiday homes
42
Popular accommodation
Happy Valley private holiday homes
Known landmarks
Portland Art Museum, Keller Auditorium and Roseland Theatre
International airport
Portland, OR (PDX-Portland Intl.)

Other types of properties in Happy Valley you may be interested in

Lobby
The Paramount Hotel
3.5 star property
9.2 out of 10, Wonderful, (1834)
"The hotel could use an update. Also extra fees galore, fees for food that you didn’t know was going to be on the bill and if you don’t use it you lose it and still have to pay. Seems illegal to do this"
The price is AU$161
per night
12 May - 13 May
The Paramount Hotel
Property amenity
Moxy Portland Downtown
3.0 star property
8.8 out of 10, Excellent, (639)
"Very clean, modern, hip spot. I'll be back!"
The price is AU$183
per night
5 May - 6 May
Moxy Portland Downtown
Exterior
Courtyard by Marriott Portland City Center
3.5 star property
8.6 out of 10, Excellent, (1002)
"Awesome place to stay!"
The price is AU$185
per night
12 May - 13 May
Courtyard by Marriott Portland City Center
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Happy Valley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Happy Valley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Happy Valley holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Happy Valley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Happy Valley. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Happy Valley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Happy Valley holiday rentals we have selected for you start as low as AU$251 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Happy Valley rentals

At Expedia, we put the best Happy Valley holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Happy Valley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Happy Valley holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Happy Valley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Happy Valley?

Yes, there are holiday rentals in Happy Valley close to Clackamas Cycle World, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Happy Valley has a good selection of restaurants. Make sure you have time to check out the shopping and forests during your trip.

What are some of the best holiday rentals that Happy Valley has to offer?

Entire Elegant Home For Your Perfect Vacation.: This highly rated holiday home rental in Happy Valley offers a balcony, an arcade/games room and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Happy Valley?

Choose from 25 Expedia holiday rentals in Happy Valley for a memorable holiday.

What can I see and do in Happy Valley?

Explore the area and family-friendly sights such as Clackamas Cycle World, or get out into nature at a spot like Leach Botanical Garden. Other places in town to visit include Clackamas Town Center and Eagle Landing Golf Course.

What are holiday rentals like in Happy Valley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Happy Valley. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.

Recent reviews of Happy Valley properties
Expedia verified reviews

Radisson Hotel Portland Airport

Radisson Hotel Portland Airport

5/5 Excellent
"A"
A verified traveller stayed at Radisson Hotel Portland Airport
Posted 8 hours ago
Radisson Hotel Portland Airport