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Happy Valley Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Happy Valley vacation rentals

Dining
Large Cozy Home

Vacation Home in Southgate

Large Cozy Home
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.
$463 nightly
The price is $470
Jan 4 - Jan 5, 2026
Total with taxes and fees
Large Cozy Home
Terrace/patio
Sleek Urban Retreat in Happy Valley

Vacation Home in Happy Valley

Sleek Urban Retreat in 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.
$535 nightly
The price is $543
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sleek Urban Retreat in Happy Valley
Property grounds
Family-Friendly Townhouse with High-Speed WiFi, and Washer/Dryer

Vacation Home in Happy Valley

Family-Friendly Townhouse with High-Speed WiFi, and Washer/Dryer
8.0 out of 10, Very Good, (26)
"Good location with easy access to my sisters home. Would stay here again "
United States
Jeffrey
$445 nightly
The price is $479
Jan 4 - Jan 5, 2026
Total with taxes and fees
Family-Friendly Townhouse with High-Speed WiFi, and Washer/Dryer
Terrace/patio
Margaux the Vintage Airstream - Portland's Glamping Garden Oasis

Mobile Home in Southeast Portland

Margaux the Vintage Airstream - Portland's Glamping Garden Oasis
2.0 star property
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.
$127 nightly
The price is $151
Jan 4 - Jan 5, 2026
Total with taxes and fees
Margaux the Vintage Airstream - Portland's Glamping Garden Oasis
Property grounds
Forest Bathing Retreat

Mobile Home in Damascus

Forest Bathing Retreat
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.
$292 nightly
The price is $296
Jan 4 - Jan 5, 2026
Total with taxes and fees
Forest Bathing Retreat
Fridge, microwave, oven, stovetop
#StayinMyDistrict Alberta Arts Daylight Studio

Apartment in Northeast Portland

#StayinMyDistrict Alberta Arts Daylight Studio
2.0 star property
10.0 out of 10, Exceptional, (7)
"I had a wonderful stay "
United States
Sharada B.
$197 nightly
The price is $232
Jan 29 - Jan 30, 2026
Total with taxes and fees
#StayinMyDistrict Alberta Arts Daylight Studio
Terrace/patio
#StayinMyDistrict Sellwood Coco Rose Retreat

Vacation Home in Southeast Portland

#StayinMyDistrict Sellwood Coco Rose Retreat
2.0 star property
10.0 out of 10, Exceptional, (33)
"Beautiful little space, steps away from great food and coffee."
United States
Christine M.
$174 nightly
The price is $205
Jan 6 - Jan 7, 2026
Total with taxes and fees
#StayinMyDistrict Sellwood Coco Rose Retreat
Fridge, microwave, oven, stovetop
Downtown Camas Apartment

Apartment in Camas

Downtown Camas Apartment
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.
$170 nightly
The price is $186
Jan 3 - Jan 4, 2026
Total with taxes and fees
Downtown Camas Apartment
Exterior detail
Private, cozy, airy garden studio suite, for 1 or 2 guests

Apartment in Northeast Portland

Private, cozy, airy garden studio suite, for 1 or 2 guests
9.8 out of 10, Exceptional, (20)
"Beautiful location, not far from dowtown portland, and was a very relaxing stay."
United States
Kelsey L.
$128 nightly
The price is $152
Jan 5 - Jan 6, 2026
Total with taxes and fees
Private, cozy, airy garden studio suite, for 1 or 2 guests
Smart TV, books, music library, video library
❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE

Apartment in Northeast Portland

❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE
9.8 out of 10, Exceptional, (152)
"Great location, comfortable and well stocked!"
United States
Edla P.
$214 nightly
The price is $252
Jan 2 - Jan 3, 2026
Total with taxes and fees
❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE
Fridge, microwave, oven, stovetop
#StayInMyDistrict St. Johns Bungalow

Vacation Home in North Portland

#StayInMyDistrict St. Johns Bungalow
2.0 star property
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.
$302 nightly
The price is $353
Jan 7 - Jan 8, 2026
Total with taxes and fees
#StayInMyDistrict St. Johns Bungalow
Exterior
Larkspur Landing Extended Stay Suites Hillsboro

Aparthotel in Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro
3.0 star property
8.2 out of 10, Very Good, (2037)
" Excellent for our weekend stay."
United States
MEREDITH
$84 nightly
The price is $96
Dec 31 - Jan 1, 2026
Total with taxes and fees
Larkspur Landing Extended Stay Suites Hillsboro
Fridge, microwave, oven, stovetop
BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

Vacation Home in Northeast Portland

BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT
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.
$267 nightly
The price is $314
Dec 31 - Jan 1, 2026
Total with taxes and fees
BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT
TV
Private Basement Guest Suite w/Hot Tub

Vacation Home in Camas

Private Basement Guest Suite w/Hot Tub
2.0 star property
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
Property grounds
Creekside Haven

Vacation Home in Wilsonville

Creekside Haven
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.
$196 nightly
The price is $198
Jan 2 - Jan 3, 2026
Total with taxes and fees
Creekside Haven
Property grounds
Cool basement apartment with WiFi in vibrant Portland, Oregon.

Apartment in North Portland

Cool basement apartment with WiFi in vibrant Portland, Oregon.
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.
$130 nightly
The price is $155
Jan 2 - Jan 3, 2026
Total with taxes and fees
Cool basement apartment with WiFi in vibrant Portland, Oregon.
Living area
Casa Tropical Jungle in the Couve close to DT

Vacation Home in Harney Heights

Casa Tropical Jungle in the Couve close to DT
9.2 out of 10, Wonderful, (16)
"We enjoyed our brief stay. The tropical jungle decor was fun!"
United States
Natalie H.
$230 nightly
The price is $252
Jan 4 - Jan 5, 2026
Total with taxes and fees
Casa Tropical Jungle in the Couve close to DT
Property grounds
Quail Hollow, private studio

Apartment in Sandy

Quail Hollow, private studio
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.
$192 nightly
The price is $195
Jan 8 - Jan 9, 2026
Total with taxes and fees
Quail Hollow, private studio
Interior
Private Greenhouse Suite for 1 or 2 Guests

Apartment in Northeast Portland

Private Greenhouse Suite for 1 or 2 Guests
10.0 out of 10, Exceptional, (17)
"Nice neighborhood, very convenient for us"
United States
Ted B.
$162 nightly
The price is $192
Jan 7 - Jan 8, 2026
Total with taxes and fees
Private Greenhouse Suite for 1 or 2 Guests
Fridge, microwave, oven, stovetop
#StayinMyDistrict Gorge-Mt Hood

Vacation Home in Gresham

#StayinMyDistrict Gorge-Mt Hood
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.
$253 nightly
The price is $290
Jan 4 - Jan 5, 2026
Total with taxes and fees
#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.
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Top Happy Valley Hotel Reviews

Hampton Inn & Suites Portland-Pearl District

Hampton Inn & Suites Portland-Pearl District

10/10 Excellent
"Front desk and valet staff could not have been nicer, more efficient, or helpful. The people alone are worth coming back for. "
Kara 2-night trip
Posted 15 hours ago
Hampton Inn & Suites Portland-Pearl District

Find out more about Happy Valley

Everything you need to know about Happy Valley vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Happy Valley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Happy Valley vacation 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 low season months. For more hustle and bustle, you may prefer to visit Happy Valley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $96 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Happy Valley rentals

At Expedia, we put the best Happy Valley vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Large Cozy Home: This Happy Valley vacation home rental offers a fireplace, a selection of games, and a barbecue grill 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 you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

How many vacation rentals will I find in Happy Valley?

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

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.