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 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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 ￥21,854
￥70,190 total
includes taxes & fees
Sep 15 - Sep 16
Large Cozy Home
Building design

2. Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,247 reviews)
"Really cute hotel. Great walkable location. Cute room and loved having a kitchenette."
United States
Andrew
The price is ￥24,611
￥28,548 total
includes taxes & fees
Sep 8 - Sep 9
Inn at Northrup Station
Outdoor dining

3. 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 ￥28,908
￥49,009 total
includes taxes & fees
Oct 6 - Oct 7
Beautiful Art Filled Home 15 minutes to Downtown
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)
"A great place to stay in the Portland,OR area!"
United States
Mary R.
The price is ￥19,064
￥52,974 total
includes taxes & fees
Oct 1 - Oct 2
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Dining

5. 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)
"Very nice accommodation and will try again next time we visit the area."
United States
William O.
The price is ￥14,845
￥29,343 total
includes taxes & fees
Sep 28 - Sep 29
Cozy apartment in a lovely and quiet neighborhood
Interior

6. 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
Smart TV, fireplace, DVD player, books

7. ❤️ 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 ￥31,565
￥68,963 total
includes taxes & fees
Sep 29 - Sep 30
❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO
Property entrance

8. Larkspur Landing Extended Stay Suites Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro
3.0 star property
Hillsboro
8.2 out of 10, Very Good, (2,255 reviews)
"They had a really good breakfast, and the staff were always so friendly and helpful!"
United States
Leah Reyes
The price is ￥14,211
￥16,129 total
includes taxes & fees
Sep 13 - Sep 14
Larkspur Landing Extended Stay Suites Hillsboro
Terrace/patio

9. Margaux · 1967 Airstream · Garden Glamping · PDX

Margaux · 1967 Airstream · Garden Glamping · PDX
Southeast Portland
9.6 out of 10, Exceptional, (19 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 ￥11,661
￥24,110 total
includes taxes & fees
Sep 9 - Sep 10
Margaux · 1967 Airstream · Garden Glamping · PDX
Dining

10. 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 ￥12,785
￥57,067 total
includes taxes & fees
Sep 9 - Sep 10
Charming 3-bedroom house in Portland
Dining

11. #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 ￥24,689
￥66,046 total
includes taxes & fees
Oct 4 - Oct 5
#StayinMyDistrict Gorge-Mt Hood
TV, offices

12. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (42 reviews)
"Perfect location in the heart of Sellwood."
United States
Karen V.
The price is ￥19,825
￥48,986 total
includes taxes & fees
Sep 13 - Sep 14
#StayinMyDistrict Sellwood Coco Rose Retreat
Outdoor dining

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

★ CLEAN ★ NEAR DOWNTOWN + PRIVATE PATIO ★ WALKABLE
Northeast Portland
9.8 out of 10, Exceptional, (166 reviews)
"Great location, quiet neighborhood. Really enjoyed our stay."
United States
Brenda L.
The price is ￥14,986
￥46,621 total
includes taxes & fees
Sep 8 - Sep 9
★ CLEAN ★ NEAR DOWNTOWN + PRIVATE PATIO ★ WALKABLE
TV

14. Cozy ADU with AC in charming Oregon City

Cozy ADU with AC in charming Oregon City
Oregon City
10.0 out of 10, Exceptional, (5 reviews)
"Literally a perfect stay. Great host, great space, comfortable bed, very clean and cozy. Hope to visit again. "
United States
John T.
The price is ￥26,693
￥39,612 total
includes taxes & fees
Sep 13 - Sep 14
Cozy ADU with AC in charming Oregon City
Coffee/tea maker, fridge, microwave, oven

15. Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views

Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
Southwest Portland
10.0 out of 10, Exceptional, (132 reviews)
"Great location, walk to Market and local restaurant. Clean modern gated parking would recommend."
United States
David N.
The price is ￥24,492
￥63,273 total
includes taxes & fees
Sep 8 - Sep 9
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
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 ￥17,905
￥49,673 total
includes taxes & fees
Sep 8 - Sep 9
Modern Home in Portland
1 bedroom

17. 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 ￥11,304
￥14,851 total
includes taxes & fees
Sep 10 - Sep 11
King Bed Non-Smoking
Terrace/patio

18. Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland

Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland
Bolton
9.6 out of 10, Exceptional, (25 reviews)
"Excellent spot; excellent host!"
United States
William W.
The price is ￥29,035
￥35,020 total
includes taxes & fees
Sep 17 - Sep 18
Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland
Terrace/patio

19. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.6 out of 10, Exceptional, (42 reviews)
"Located in a quiet, enjoyable neighborhood of Lake Oswego. Walking to shops and restaurants, or hiking in Tryon Creek is easily accessible. Property was clean and necessary items provided. I very much enjoyed my stay."
United States
Carrie
The price is ￥27,189
￥55,147 total
includes taxes & fees
Oct 4 - Oct 5
#StayInMyDistrict Lake Oswego Honey Bee Cottage
1 bedroom, desk, iron/ironing board, travel crib

20. #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 ￥15,610
￥43,269 total
includes taxes & fees
Oct 4 - Oct 5
#StayinMyDistrict Pendelton Place Walk to Mt Tabor
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

Heathman Lodge

Heathman Lodge

10/10 Excellent
"The gym is not what is advertised, the treadmill and bike weren’t working - not really a gym!"
Angela 1-night trip
Posted 2 hours ago
Heathman Lodge

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 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 Mount Scott. 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.