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
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.
The price is ￥17,942
￥67,011 total
includes taxes & fees
Aug 31 - Sep 1
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.
The price is ￥40,198
￥101,235 total
includes taxes & fees
Sep 2 - Sep 3
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
Private kitchen

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)
"A great place to stay in the Portland,OR area!"
United States
Mary R.
The price is ￥22,606
￥57,687 total
includes taxes & fees
Sep 1 - Sep 2
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Room

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
The price is ￥16,246
￥44,736 total
includes taxes & fees
Sep 1 - Sep 2
#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.
The price is ￥29,452
￥49,931 total
includes taxes & fees
Aug 31 - Sep 1
Beautiful Art Filled Home 15 minutes to Downtown
Room

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
The price is ￥8,852
￥12,115 total
includes taxes & fees
Sep 9 - Sep 10
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.
The price is ￥13,044
￥59,143 total
includes taxes & fees
Sep 3 - Sep 4
Charming 3-bedroom house in Portland
Living area

9. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (40 reviews)
"Perfect location in the heart of Sellwood."
United States
Karen V.
The price is ￥18,794
￥48,159 total
includes taxes & fees
Sep 2 - Sep 3
#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
The price is ￥11,462
￥24,091 total
includes taxes & fees
Sep 1 - Sep 2
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.
The price is ￥15,442
￥41,264 total
includes taxes & fees
Sep 15 - Sep 16
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.
The price is ￥21,349
￥33,950 total
includes taxes & fees
Sep 1 - Sep 2
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.
The price is ￥24,050
￥49,563 total
includes taxes & fees
Aug 31 - Sep 1
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.
The price is ￥18,157
￥57,532 total
includes taxes & fees
Aug 30 - Aug 31
Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger!
Living area

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.
The price is ￥24,687
￥60,314 total
includes taxes & fees
Sep 2 - Sep 3
❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO
Living area

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
The price is ￥18,268
￥51,232 total
includes taxes & fees
Aug 30 - Aug 31
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.
The price is ￥21,661
￥56,436 total
includes taxes & fees
Sep 16 - Sep 17
★ 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, (2,238 reviews)
"All the staff were helpful, the room was clean, and the location was convenient."
United States
WENFENG
The price is ￥26,507
￥30,747 total
includes taxes & fees
Sep 1 - Sep 2
Inn at Northrup Station
Private kitchen

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.
The price is ￥17,623
￥55,798 total
includes taxes & fees
Sep 1 - Sep 2
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.
The price is ￥23,413
￥65,121 total
includes taxes & fees
Aug 31 - Sep 1
#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

Cambria Hotel Portland - Pearl District

Cambria Hotel Portland - Pearl District

8/10 Good
"Valet was slow-ish and homeless situation in area, but overall well maintained property and nice staff."
Kathleen 3-night trip
Posted 9 hours ago
Cambria Hotel Portland - Pearl District

Find out more about Happy Valley

Search for holiday rentals in Happy Valley on Expedia! You can easily find your home rentals, villas, holiday apartments in Happy Valley using one of the methods below:

  • View our selection of featured holiday rentals in Happy Valley
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  • Enter your travel dates to view the best deals on holiday rentals in Happy Valley while they last

Look no further and take a look at our great range of rental properties in Happy Valley!

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.