Photo by Deanna Leach

Happy Valley Vacation Rentals

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Vacation Rentals in Happy Valley

Microwave, oven, stovetop, dishwasher
Large Cozy Home
10.0 out of 10, Exceptional, (3)
"We were in town for a graduation and needed a place for us and the extended family. The house was both large enough for everyone to gather together but also find some away space. The pool table and foozeball were entertaining, and almost everyone hit the hot tub at one time or another."
The price is CA $227
CA $562 total
includes taxes & fees
May 21 - May 22
Large Cozy Home
Exterior
Modern Chateau on private hillside with breathtaking views of the Columbia River
10.0 out of 10, Exceptional, (7)
"It was a beautiful home and the view was amazing. Communication with the owner was easy and responses were helpful and quick. I would recommend this home, and hope to go back sometime."
Modern Chateau on private hillside with breathtaking views of the Columbia River
Property grounds
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
10.0 out of 10, Exceptional, (32)
"This rental surpassed all our expectations in every way! I’ve stayed in numerous vacation rentals over the years, and this one was by far the best. The setting in the forest and on the Tualatin River was surreal. The attention to detail amazing. The Goat Shed & Zen dens were quite clean & cozy. As 2 older women, we felt very safe staying here. Overall centrally located and a quick drive down the road into West Linn offered several wonderful dining options. Definitely plan on staying here again....
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
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Fridge, microwave, oven, stovetop
Portland Sanctuary
10.0 out of 10, Exceptional, (40)
"The accommodations were wonderful and it felt like home. We had room to gather together and room to spend alone, as needed. Beds were very comfortable and we slept so well. It was close to all the activities we wanted to experience. Veronica was helpful and willing to make suggestions for our stay. It was our first trip to Portland and i would definitely return to this lovely home for any future trips. I can’t say enough good things about it!"
The price is CA $116
CA $348 total
includes taxes & fees
May 19 - May 20
Portland Sanctuary
Outdoor dining
Quaint private cottage apt. in highly desireable area, close to everything
10.0 out of 10, Exceptional, (143)
"The apartment was everything we expected. What you see in the pictures is absolutely accurate. The outside garden/side yard was just beautiful! Bob always answered any questions in a timely manner and was available by phone if we needed. The house is located in a wonderful neighborhood. We went for a long weekend and was able to walk to the park. Uber is readily available if you don't rent a car. We highly recommend this apartment and hope to stay here again in the future."
Quaint private cottage apt. in highly desireable area, close to everything
Exterior
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
10.0 out of 10, Exceptional, (253)
"Clean apartment and close to everything. Free parking on the street."
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
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 CA $102
CA $250 total
includes taxes & fees
May 21 - May 22
Tiny A-Frame Farm Meadow Retreat minutes from downtown
Exterior
Exquisite Historic Suite Close to Downtown 14-21673
10.0 out of 10, Exceptional, (436)
"The architecture is breathtaking. It was hard to leave this oasis and go do things in Portland. The studio apartment is so cozy quiet. I couldn’t wait to get back to the deck."
The price is CA $184
CA $250 total
includes taxes & fees
May 24 - May 25
Exquisite Historic Suite Close to Downtown 14-21673
Exterior
Craftsman ADU in Central Alberta Arts District
10.0 out of 10, Exceptional, (25)
"My husband and I enjoyed our stay and the scenery of Portland and the surrounding area. After hiking we enjoyed coming back to a clean and comfortable place to finish out the day."
Craftsman ADU in Central Alberta Arts District
Fridge, microwave, coffee/tea maker, toaster
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood
10.0 out of 10, Exceptional, (25)
"Adorable place to stay, in a great location, on a farm, overlooking hills and farmlands! I would stay here again, for sure."
The price is CA $147
CA $258 total
includes taxes & fees
May 18 - May 19
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood
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, (155)
"Thank you for sharing your wonderful home with us! It made for such a special time! You were both incredibly gracious, attentive, and thoughtful hosts. We can't wait to return."
Designer Owned House on Vibrant Williams Avenue near Mississippi
2 bedrooms, iron/ironing board, WiFi, bed sheets
MEDITERRANEAN URBAN VILLA
9.8 out of 10, Exceptional, (204)
"We really enjoyed our stay. We wish we had more time to just hang out and walk around the community. Everything in the unit was great ( except the beds). Both beds were extremely firm. For this reason alone i would have second thoughts about staying again. If the beds are replaced with medium soft beds we would stay again. Not a major issue but the parking was full both nights we were there and we had to park on the street. I drive a Ram 2500 Mega Cab so that was a trick to find a place big...
The price is CA $216
CA $471 total
includes taxes & fees
May 19 - May 20
MEDITERRANEAN URBAN VILLA
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 CA $150
CA $329 total
includes taxes & fees
May 19 - May 20
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 CA $136
CA $300 total
includes taxes & fees
May 23 - May 24
Two Rivers Relaxing Retreat
Fridge, microwave, oven, stovetop
Cedar Mill Getaway
9.8 out of 10, Exceptional, (90)
"Overall stay was good for the night we needed. Pool table was a nice plus."
The price is CA $135
CA $209 total
includes taxes & fees
May 21 - May 22
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!
Fridge, microwave, oven, stovetop
Entire Elegant Home For Your Perfect Vacation.
9.6 out of 10, Exceptional, (9)
"The house was spacious and nice."
The price is CA $265
CA $637 total
includes taxes & fees
May 21 - May 22
Entire Elegant Home For Your Perfect Vacation.
Terrace/patio
A garden view hideaway in the Irvington neighborhood
9.6 out of 10, Exceptional, (273)
"Very nice, very clean,and very comfortable"
The price is CA $135
CA $338 total
includes taxes & fees
May 28 - May 29
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 CA $103
CA $539 total
includes taxes & fees
May 19 - May 20
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
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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 Vacation Rental Travel Info

Number of vacation rentals
42
Popular accommodation
Happy Valley private vacation homes
Known landmarks
Portland Art Museum, Keller Auditorium and Roseland Theater
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, (1860)
"Clean room "
The price is CA $120
CA $179 total
includes taxes & fees
May 27 - May 28
The Paramount Hotel
Property amenity
Moxy Portland Downtown
3.0 star property
8.8 out of 10, Excellent, (660)
"Nice modern look, friendly staff, loved the white noise generator in the room. "
The price is CA $136
CA $158 total
includes taxes & fees
Jun 2 - Jun 3
Moxy Portland Downtown
Exterior
Courtyard by Marriott Portland City Center
3.5 star property
8.6 out of 10, Excellent, (1007)
"The staff was great. The bed was really comfortable. We always stay at Marriott hotels. This one tho, is not up to Marriott standards. Is not that is dated, but you can see the wear and tear throughout the hotel. The furniture in the lobby looked worn out and the room was dirty with finger prints and liquid splashes. Lobby furniture was also stained. Room furniture was worn out. I was surprised to see that the shower was one of those shower stall inserts with a really bad caulking job. Other...
The price is CA $108
CA $126 total
includes taxes & fees
Jun 9 - Jun 10
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Happy Valley. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Happy Valley?

Yes, we have vacation rentals in Happy Valley near Clackamas Cycle World, or you can choose a more remote option if you're looking for a relaxing stay. Our travelers 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 vacation home rentals that Happy Valley has to offer?

Entire Elegant Home For Your Perfect Vacation.: This Happy Valley vacation home rental offers a balcony, an arcade game room, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals will I find in Happy Valley?

Choose from 26 Expedia vacation rentals in Happy Valley for a memorable vacation.

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 vacation rentals like in Happy Valley?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Happy Valley. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family trip.

Recent reviews of Happy Valley properties
Expedia verified reviews

Park Lane Suites and Inn

Park Lane Suites and Inn

5/5 Excellent
Good room for the price
"Nice room. Located close to many things and the airport. "
A verified traveller stayed at Park Lane Suites and Inn
Posted 15 hours ago
Park Lane Suites and Inn