A suburban area with houses, trees, and a church.

Happy Valley Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Happy Valley vacation rentals

Dining

1. Large Cozy Home

Large Cozy Home
Southgate
9.8 out of 10, Exceptional, (51 reviews)
"This lovely home was perfect for our needs. Great location and a very quiet neighborhood. Very comfortable beds, perfect large hot tub, very clean and great huge t.v! "
United States
Kathleen M.
$492 nightly
The price is $500
Aug 5 - Aug 6
Total with taxes and fees
Large Cozy Home
Terrace/patio

2. Sleek Urban Retreat in Happy Valley

Sleek Urban Retreat in Happy Valley
Happy Valley
10.0 out of 10, Exceptional, (8 reviews)
"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.
$673 nightly
The price is $683
Aug 9 - Aug 10
Total with taxes and fees
Sleek Urban Retreat in Happy Valley
Dining

3. Cozy apartment in a lovely and quiet neighborhood

Cozy apartment in a lovely and quiet neighborhood
Milwaukie
9.6 out of 10, Exceptional, (117 reviews)
"Secluded, quiet, clean, easy check-in"
United States
Wendy M.
$185 nightly
The price is $188
Aug 6 - Aug 7
Total with taxes and fees
Cozy apartment in a lovely and quiet neighborhood
Terrace/patio

4. Margaux · 1967 Airstream · Garden Glamping · PDX

Margaux · 1967 Airstream · Garden Glamping · PDX
Southeast Portland
9.6 out of 10, Exceptional, (17 reviews)
"Was such a cute little getaway for my and my boyfriend was very clean and the aesthetic was very pretty. The owner was very nice and very helpful was a perfect stay ☺️"
United States
Jerikah
$131 nightly
The price is $156
Aug 17 - Aug 18
Total with taxes and fees
Margaux · 1967 Airstream · Garden Glamping · PDX
Coffee/tea maker, fridge, microwave, oven

5. Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Milwaukie
9.6 out of 10, Exceptional, (122 reviews)
"A great place to stay in the Portland,OR area!"
United States
Mary R.
$349 nightly
The price is $354
Aug 17 - Aug 18
Total with taxes and fees
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Dining

6. Charming 3-bedroom house in Portland

Charming 3-bedroom house in Portland
Portland
9.8 out of 10, Exceptional, (24 reviews)
"Clean, cozy, perfect for our needs!"
United States
Mildred P.
$344 nightly
The price is $396
Aug 9 - Aug 10
Total with taxes and fees
Charming 3-bedroom house in Portland
1 bedroom

7. King Bed Non-Smoking

King Bed Non-Smoking
Portland OR
10.0 out of 10, Exceptional, (82 reviews)
"Really nice to find an affordable spot that felt safe too."
United States
Anonymous traveler
$128 nightly
The price is $143
Aug 6 - Aug 7
Total with taxes and fees
King Bed Non-Smoking
Coffee/tea maker, fridge, microwave, oven

8. BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT
Northeast Portland
9.8 out of 10, Exceptional, (21 reviews)
"Our stay was excellent. The spaceas spacious, clean and in great location for our needs "
United States
Trevor M.
$293 nightly
The price is $344
Aug 5 - Aug 6
Total with taxes and fees
BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT
TV, offices

9. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (39 reviews)
"Perfect location in the heart of Sellwood."
United States
Karen V.
$230 nightly
The price is $270
Aug 5 - Aug 6
Total with taxes and fees
#StayinMyDistrict Sellwood Coco Rose Retreat
Exterior detail

10. Cozy Cottage at Dragonfly Horse Ranch

Cozy Cottage at Dragonfly Horse Ranch
Oregon City
9.2 out of 10, Wonderful, (11 reviews)
"We had a excellent visit. Cara was a wonderful host and everything about the cottage was comfortable, well equipped and clean. We had a very enjoyable time there.Our cat loved it there and this cat does not travel much at all. Kudos to the crewat Cozy Cottage.Sheryl and Robert"
United States
Sheryl C.
$206 nightly
The price is $209
Aug 5 - Aug 6
Total with taxes and fees
Cozy Cottage at Dragonfly Horse Ranch
Exterior

11. Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger!

Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger!
Southeast Portland
10.0 out of 10, Exceptional, (76 reviews)
"Great location, walking distance to restaurants and bars. "
United States
Suzanne R.
$308 nightly
The price is $355
Aug 9 - Aug 10
Total with taxes and fees
Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger!
Interior

12. Artful, Rustic Backyard Cabin-Sustainable Ethic, Downtown 20 Min, 5-Star Shower

Artful, Rustic Backyard Cabin-Sustainable Ethic, Downtown 20 Min, 5-Star Shower
Northeast Portland
9.8 out of 10, Exceptional, (110 reviews)
"It was fabulous! The place was adorable and had all the amenities!! Jean was a lovely host! I could live there!"
United States
Tamara F.
$252 nightly
The price is $297
Aug 11 - Aug 12
Total with taxes and fees
Artful, Rustic Backyard Cabin-Sustainable Ethic, Downtown 20 Min, 5-Star Shower
Exterior

13. Walkable Sellwood 2BR Apartment

Walkable Sellwood 2BR Apartment
Southeast Portland
10.0 out of 10, Exceptional, (104 reviews)
"This VRBO apartment is so comfortable and well designed that we hope to stay again on our next visit. It is wonderfully located and charming."
United States
Jane F.
$274 nightly
The price is $300
Aug 5 - Aug 6
Total with taxes and fees
Walkable Sellwood 2BR Apartment
Outdoor dining

14. Beautiful Art Filled Home 15 minutes to Downtown

Beautiful Art Filled Home 15 minutes to Downtown
Ardenwald
10.0 out of 10, Exceptional, (83 reviews)
"Close to shops and restaurants."
United States
Greenie D.
$305 nightly
The price is $310
Aug 18 - Aug 19
Total with taxes and fees
Beautiful Art Filled Home 15 minutes to Downtown
Outdoor dining

15. ❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE

❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE
Northeast Portland
9.8 out of 10, Exceptional, (164 reviews)
"Great location, quiet neighborhood. Really enjoyed our stay."
United States
Brenda L.
$324 nightly
The price is $380
Aug 11 - Aug 12
Total with taxes and fees
❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE
Exterior

16. Charming 2-bedroom in historic home

Charming 2-bedroom in historic home
Southeast Portland
9.6 out of 10, Exceptional, (43 reviews)
"Very walkable location. Love the private entrance and the space suited just perfectly. "
United States
Jamie A.
$245 nightly
The price is $288
Aug 26 - Aug 27
Total with taxes and fees
Charming 2-bedroom in historic home
Coffee/tea maker, fridge, microwave, oven

17. Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!

Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!
Southeast Portland
10.0 out of 10, Exceptional, (10 reviews)
"This is an amazing location. Walkability is excellent and the property is so quaint. We would love to stay here again. "
United States
Arlene L.
$202 nightly
The price is $238
Aug 19 - Aug 20
Total with taxes and fees
Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!
Smart TV, table tennis

18. Modern Home in Portland

Modern Home in Portland
North Gresham
10.0 out of 10, Exceptional, (15 reviews)
"Very nice house 🙌"
United States
Edgar
$277 nightly
The price is $318
Aug 9 - Aug 10
Total with taxes and fees
Modern Home in Portland
Exterior

19. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Portland OR
10.0 out of 10, Exceptional, (58 reviews)
"Weekend getaway turned out great thanks to this budget friendly choice. Had everything we needed for comfort in one spot."
United States
Anonymous traveler
$130 nightly
The price is $145
Aug 19 - Aug 20
Total with taxes and fees
2 Queen Beds Non-Smoking
Exterior

20. Pet friendly apartment with covered patio and fenced-in yard.

Pet friendly apartment with covered patio and fenced-in yard.
Southeast Portland
9.8 out of 10, Exceptional, (343 reviews)
"The place was beautiful and felt very homey. "
United States
magalie r.
$164 nightly
The price is $194
Aug 10 - Aug 11
Total with taxes and fees
Pet friendly apartment with covered patio and fenced-in yard.
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

Embassy Suites by Hilton Portland Airport

Embassy Suites by Hilton Portland Airport

10/10 Excellent
"Clean room and helpful staff and shuttle available for the airport . Complimentary breakfast was very nice . All was very accommodating and comfortable."
Janet 1-night trip
Posted 1 hour ago
Embassy Suites by Hilton Portland Airport

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 $110 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 where you'll be only 9.9 mi (15.9 km) from Oregon Zoo, giving you a secluded option if you'd like a quiet spot to 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?

Springdale Farm & Views - the Gorge, Downtown, Mt. Hood: This vacation home rental outside of Happy Valley has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

How many vacation rentals will I find in Happy Valley?

Choose from 21 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 Oregon Zoo, 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.