Happy Valley Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Happy Valley holiday rentals

Large Cozy Home

Large Cozy Home
Southgate
9.8 out of 10, Exceptional, (40)
"The house was great, very roomy and comfortable, nice kitchen, loved the hot tub."
United States
Derrick M.
The price is NZ$809
includes taxes & fees
4 Jan - 5 Jan 2026
Large Cozy Home

Sleek Urban Retreat in Happy Valley

Sleek Urban Retreat in Happy Valley
Happy Valley
10.0 out of 10, Exceptional, (8)
"The property was great and even after some scheduling issues everything worked out great for me and my kids. Would definitely stay here again! "
United States
Phillip D.
The price is NZ$935
includes taxes & fees
4 Jan - 5 Jan 2026
Sleek Urban Retreat in Happy Valley

Family-Friendly Townhouse with High-Speed WiFi, and Washer/Dryer

Family-Friendly Townhouse with High-Speed WiFi, and Washer/Dryer
Happy Valley
8.0 out of 10, Very good, (26)
"Good location with easy access to my sisters home. Would stay here again "
United States
Jeffrey
The price is NZ$825
includes taxes & fees
4 Jan - 5 Jan 2026
Family-Friendly Townhouse with High-Speed WiFi, and Washer/Dryer

Margaux the Vintage Airstream - Portland's Glamping Garden Oasis

Margaux the Vintage Airstream - Portland's Glamping Garden Oasis
2.0 star property
Southeast Portland
9.6 out of 10, Exceptional, (7)
"Amazing host with great communication, a gorgeous and perfectly placed spot, and a fun, cozy place that had everything I needed. The commissary was incredible, and the whole experience was perfect!"
United States
Kierra P.
The price is NZ$261
includes taxes & fees
4 Jan - 5 Jan 2026
Margaux the Vintage Airstream - Portland's Glamping Garden Oasis

Forest Bathing Retreat

Forest Bathing Retreat
Damascus
10.0 out of 10, Exceptional, (24)
"My family and I loved our stay at the Airstream! The location was gorgeous, hosts were super kind, and the Airstream was more spacious and I imaged. We loved the outdoor bath & shower. Highly recommend!"
United States
Kathryn S.
The price is NZ$510
includes taxes & fees
4 Jan - 5 Jan 2026
Forest Bathing Retreat

#StayinMyDistrict Alberta Arts Daylight Studio

#StayinMyDistrict Alberta Arts Daylight Studio
2.0 star property
Northeast Portland
10.0 out of 10, Exceptional, (7)
"I had a wonderful stay "
United States
Sharada B.
The price is NZ$399
includes taxes & fees
29 Jan - 30 Jan 2026
#StayinMyDistrict Alberta Arts Daylight Studio

#StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
2.0 star property
Southeast Portland
10.0 out of 10, Exceptional, (33)
"Beautiful little space, steps away from great food and coffee."
United States
Christine M.
The price is NZ$354
includes taxes & fees
6 Jan - 7 Jan 2026
#StayinMyDistrict Sellwood Coco Rose Retreat

Downtown Camas Apartment

Downtown Camas Apartment
Camas
10.0 out of 10, Exceptional, (8)
"We had a great visit in Camas. Easy access to freeway and still very quiet."
United States
James F.
The price is NZ$320
includes taxes & fees
3 Jan - 4 Jan 2026
Downtown Camas Apartment

Private, cozy, airy garden studio suite, for 1 or 2 guests

Private, cozy, airy garden studio suite, for 1 or 2 guests
Northeast Portland
9.8 out of 10, Exceptional, (20)
"Beautiful location, not far from dowtown portland, and was a very relaxing stay."
United States
Kelsey L.
The price is NZ$262
includes taxes & fees
5 Jan - 6 Jan 2026
Private, cozy, airy garden studio suite, for 1 or 2 guests

❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE

❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE
Northeast Portland
9.8 out of 10, Exceptional, (152)
"Great location, comfortable and well stocked!"
United States
Edla P.
The price is NZ$438
includes taxes & fees
2 Jan - 3 Jan 2026
❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE

#StayInMyDistrict St. Johns Bungalow

#StayInMyDistrict St. Johns Bungalow
2.0 star property
North Portland
10.0 out of 10, Exceptional, (5)
"Great property. Comfortable, clean, and easy communication with the host. I am looking forward to staying here again in the future."
United States
Sarah J.
The price is NZ$594
includes taxes & fees
8 Jan - 9 Jan 2026
#StayInMyDistrict St. Johns Bungalow

Larkspur Landing Extended Stay Suites Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro
3.0 star property
Hillsboro
8.2 out of 10, Very good, (2037)
" Excellent for our weekend stay."
United States
MEREDITH
The price is NZ$155
includes taxes & fees
5 Jan - 6 Jan 2026
Larkspur Landing Extended Stay Suites Hillsboro

BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT
Northeast Portland
9.6 out of 10, Exceptional, (20)
"Lovely space. Easy to find. Very accessible. Host is an excellent communicator. We loved staying below a home filled with children and loving energy. We especially loved hearing the patter of little feet :-) "
United States
Anne deLain W C.
BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

Private Basement Guest Suite w/Hot Tub

Private Basement Guest Suite w/Hot Tub
2.0 star property
Camas
9.2 out of 10, Wonderful, (9)
"We enjoyed our stay. The location is great, the decor is attractive and the setting is comfortable. "
United States
Sheila O.
Private Basement Guest Suite w/Hot Tub

Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (63)
"Outstanding property—warm and inviting. Great location to the ocean, Mountains, Columbia River Gorge. "
United States
James F.
The price is NZ$335
includes taxes & fees
3 Jan - 4 Jan 2026
Creekside Haven

Cool basement apartment with WiFi in vibrant Portland, Oregon.

Cool basement apartment with WiFi in vibrant Portland, Oregon.
North Portland
9.8 out of 10, Exceptional, (6)
"Patty was very clear on check in. The place was clean and comfy. We just needed a place to rest our heads while visiting our son and future daughter in law. "
United States
Virginia A.
The price is NZ$267
includes taxes & fees
2 Jan - 3 Jan 2026
Cool basement apartment with WiFi in vibrant Portland, Oregon.

Casa Tropical Jungle in the Couve close to DT

Casa Tropical Jungle in the Couve close to DT
Harney Heights
9.2 out of 10, Wonderful, (16)
"We enjoyed our brief stay. The tropical jungle decor was fun!"
United States
Natalie H.
The price is NZ$436
includes taxes & fees
5 Jan - 6 Jan 2026
Casa Tropical Jungle in the Couve close to DT

Quail Hollow, private studio

Quail Hollow, private studio
Sandy
10.0 out of 10, Exceptional, (11)
"Very clean and even though the temperature was almost 100, it stayed very cool inside!!! Loved the trail around the property and sitting outside at night and looking at all the stars was amazing!! Thank you for your hospitality Barb."
United States
Kathleen M.
The price is NZ$336
includes taxes & fees
8 Jan - 9 Jan 2026
Quail Hollow, private studio

Private Greenhouse Suite for 1 or 2 Guests

Private Greenhouse Suite for 1 or 2 Guests
Northeast Portland
10.0 out of 10, Exceptional, (17)
"Nice neighborhood, very convenient for us"
United States
Ted B.
The price is NZ$378
includes taxes & fees
10 Jan - 11 Jan 2026
Private Greenhouse Suite for 1 or 2 Guests

#StayinMyDistrict Gorge-Mt Hood

#StayinMyDistrict Gorge-Mt Hood
Gresham
9.6 out of 10, Exceptional, (21)
"The location is great. Very clean and quiet right on the beautiful beach. rooms are on the small side but comfortable. Would definitely recommend. "
United States
Shawn P.
The price is NZ$500
includes taxes & fees
4 Jan - 5 Jan 2026
#StayinMyDistrict Gorge-Mt Hood
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Happy Valley Hotel Reviews

Find out more about Happy Valley

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 favorite 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 depends 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 NZ$155 per night. Entering your travel dates in the search wizard you might find 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?

Large Cozy Home: This highly rated holiday home rental in Happy Valley offers a fireplace, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals will I find in Happy Valley?

Choose from 23 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 Eagle Landing Golf Course and Clackamas Town Center.

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.