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

Happy Valley Vacation Rentals

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Happy Valley vacation rentals

Dining

1. Large Cozy Home

Large Cozy Home
Southgate
9.6 out of 10, Exceptional, (55 reviews)
"Wonderful experience, will stay there again if I am ever in Portland! The hot tub was such a bonus!"
United States
Amanda M.
$415 nightly
The price is $421
Aug 31 - Sep 1
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.
Sleek Urban Retreat in Happy Valley
Interior

3. Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
Oatfield
10.0 out of 10, Exceptional, (18 reviews)
"Beautifully updated and decorated!! Felt very comfortable and perfect location! Definitely would stay there again!!"
United States
Sandy D.
Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
Coffee/tea maker, fridge, microwave, oven

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

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Milwaukie
9.4 out of 10, Exceptional, (126 reviews)
$357 nightly
The price is $362
Aug 30 - Aug 31
Total with taxes and fees
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
1 bedroom, desk, iron/ironing board, travel crib

5. #StayinMyDistrict Pendelton Place Walk to Mt Tabor

#StayinMyDistrict Pendelton Place Walk to Mt Tabor
Southeast Portland
8.4 out of 10, Very Good, (21 reviews)
"Great spot a few blocks away from Foster Powell. "
United States
Jack
$239 nightly
The price is $281
Sep 1 - Sep 2
Total with taxes and fees
#StayinMyDistrict Pendelton Place Walk to Mt Tabor
Outdoor dining

6. 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.
$309 nightly
The price is $314
Aug 31 - Sep 1
Total with taxes and fees
Beautiful Art Filled Home 15 minutes to Downtown
1 bedroom

7. King Bed Non-Smoking

King Bed Non-Smoking
Portland OR
10.0 out of 10, Exceptional, (82 reviews)
"Loved the location, close to everything we needed!"
United States
Anonymous traveler
$86 nightly
The price is $95
Aug 31 - Sep 1
Total with taxes and fees
King Bed Non-Smoking
Dining

8. Charming 3-bedroom house in Portland

Charming 3-bedroom house in Portland
Portland
9.8 out of 10, Exceptional, (29 reviews)
"Clean, cozy, perfect for our needs!"
United States
Mildred P.
$323 nightly
The price is $371
Sep 3 - Sep 4
Total with taxes and fees
Charming 3-bedroom house in Portland
TV, offices

9. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (41 reviews)
"Perfect location in the heart of Sellwood."
United States
Karen V.
$258 nightly
The price is $302
Sep 2 - Sep 3
Total with taxes and fees
#StayinMyDistrict Sellwood Coco Rose Retreat
Terrace/patio

10. Margaux · 1967 Airstream · Garden Glamping · PDX

Margaux · 1967 Airstream · Garden Glamping · PDX
Southeast Portland
9.6 out of 10, Exceptional, (18 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
Sep 1 - Sep 2
Total with taxes and fees
Margaux · 1967 Airstream · Garden Glamping · PDX
Exterior

11. 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.
$220 nightly
The price is $259
Sep 15 - Sep 16
Total with taxes and fees
Charming 2-bedroom in historic home
Exterior detail

12. Cozy Cottage at Dragonfly Horse Ranch

Cozy Cottage at Dragonfly Horse Ranch
Oregon City
8.8 out of 10, Excellent, (12 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.
$211 nightly
The price is $214
Aug 31 - Sep 1
Total with taxes and fees
Cozy Cottage at Dragonfly Horse Ranch
Exterior

13. Walkable Sellwood 2BR Apartment

Walkable Sellwood 2BR Apartment
Southeast Portland
10.0 out of 10, Exceptional, (106 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.
$284 nightly
The price is $311
Aug 31 - Sep 1
Total with taxes and fees
Walkable Sellwood 2BR Apartment
Exterior

14. 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.
$313 nightly
The price is $361
Aug 30 - Aug 31
Total with taxes and fees
Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger!
Smart TV, fireplace, DVD player, books

15. ❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO

❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO
Northeast Portland
10.0 out of 10, Exceptional, (58 reviews)
"Close to Starbucks "
United States
J J.
$335 nightly
The price is $393
Sep 2 - Sep 3
Total with taxes and fees
❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO
Smart TV, table tennis

16. Modern Home in Portland

Modern Home in Portland
North Gresham
10.0 out of 10, Exceptional, (15 reviews)
"Very nice house 🙌"
United States
Edgar
$280 nightly
The price is $322
Aug 30 - Aug 31
Total with taxes and fees
Modern Home in Portland
Outdoor dining

17. ★ CLEAN ★ NEAR DOWNTOWN + PRIVATE PATIO ★ WALKABLE

★ CLEAN ★ NEAR DOWNTOWN + PRIVATE PATIO ★ WALKABLE
Northeast Portland
9.8 out of 10, Exceptional, (165 reviews)
"Great location, quiet neighborhood. Really enjoyed our stay."
United States
Brenda L.
$303 nightly
The price is $355
Sep 16 - Sep 17
Total with taxes and fees
★ CLEAN ★ NEAR DOWNTOWN + PRIVATE PATIO ★ WALKABLE
Building design

18. Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,239 reviews)
"All the staff were helpful, the room was clean, and the location was convenient."
United States
WENFENG
$185 nightly
The price is $215
Sep 1 - Sep 2
Total with taxes and fees
Inn at Northrup Station
Coffee/tea maker, fridge, microwave, oven

19. 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.
$298 nightly
The price is $349
Aug 31 - Sep 1
Total with taxes and fees
BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT
Dining

20. #StayinMyDistrict Gorge-Mt Hood

#StayinMyDistrict Gorge-Mt Hood
Gresham
9.6 out of 10, Exceptional, (28 reviews)
"Location was perfect. Everything was exactly what we needed. Thank you!"
United States
Dawn S.
$358 nightly
The price is $409
Aug 31 - Sep 1
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

Embassy Suites by Hilton Portland Airport

Embassy Suites by Hilton Portland Airport

10/10 Excellent
"Great place"
Julian 1-night trip
Posted 3 hours 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 $115 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?

Exquisite Historic Suite Close to Downtown 14-21673: This vacation home rental outside of Happy Valley is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in Happy Valley?

Choose from 20 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 Mount Scott. 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.