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

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 SAR 562
SAR 1,741 total
includes taxes & fees
31 Aug - 1 Sep
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 SAR 751
SAR 2,176 total
includes taxes & fees
1 Sep - 2 Sep
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.
The price is SAR 432
SAR 819 total
includes taxes & fees
26 Aug - 27 Aug
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
9.6 out of 10, Exceptional, (124 reviews)
"A great place to stay in the Portland,OR area!"
United States
Mary R.
The price is SAR 533
SAR 1,361 total
includes taxes & fees
26 Aug - 27 Aug
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
The price is SAR 342
SAR 985 total
includes taxes & fees
26 Aug - 27 Aug
#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 SAR 695
SAR 1,178 total
includes taxes & fees
31 Aug - 1 Sep
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
The price is SAR 273
SAR 358 total
includes taxes & fees
26 Aug - 27 Aug
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 SAR 258
SAR 1,324 total
includes taxes & fees
26 Aug - 27 Aug
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, (40 reviews)
"Perfect location in the heart of Sellwood."
United States
Karen V.
The price is SAR 488
SAR 1,201 total
includes taxes & fees
2 Sep - 3 Sep
#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 SAR 267
SAR 564 total
includes taxes & fees
21 Sep - 22 Sep
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 SAR 328
SAR 914 total
includes taxes & fees
26 Aug - 27 Aug
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 SAR 504
SAR 805 total
includes taxes & fees
26 Aug - 27 Aug
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.
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 SAR 447
SAR 1,382 total
includes taxes & fees
30 Aug - 31 Aug
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.
❤️ 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
The price is SAR 431
SAR 1,208 total
includes taxes & fees
30 Aug - 31 Aug
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 SAR 473
SAR 1,287 total
includes taxes & fees
8 Sep - 9 Sep
★ 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 SAR 625
SAR 725 total
includes taxes & fees
1 Sep - 2 Sep
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.
The price is SAR 416
SAR 1,312 total
includes taxes & fees
26 Aug - 27 Aug
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 SAR 571
SAR 1,563 total
includes taxes & fees
27 Aug - 28 Aug
#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

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

10/10 Excellent
"Very cool building"
monica 2-night trip
Posted 13 hours ago
The Nines, a Luxury Collection Hotel, Portland

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.