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

Holiday Rentals in Happy Valley

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Happy Valley holiday rentals

A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

1. Large Cozy Home

Large Cozy Home
Southgate
9.8 out of 10, Exceptional, (57 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 €478
includes taxes & fees
20 Oct - 21 Oct
Large Cozy Home
A modern building with a large glass facade, a prominent neon sign, and outdoor seating area with plants.

2. Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,269 reviews)
"Staff was amazing and rooms were super comfy and spacious and roof top terrace!!!!"
United States
Paul
The price is €140
includes taxes & fees
1 Nov - 2 Nov
Inn at Northrup Station
A stone facade with a sign for Larkspur Landing Home Suite Hotel, a lantern, and a flower bed.

3. Larkspur Landing Extended Stay Suites Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro
3.0 star property
Hillsboro
8.2 out of 10, Very good, (2,289 reviews)
"Fantastic hotel! Will definitely stay here again!"
United States
Josephine
The price is €92
includes taxes & fees
18 Oct - 19 Oct
Larkspur Landing Extended Stay Suites Hillsboro
A dining area with a wooden table and black chairs, a grey sofa, and a decorative clock on the wall.

4. 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 €175
includes taxes & fees
14 Oct - 15 Oct
Cozy apartment in a lovely and quiet neighborhood
A dining table set with white plates, glasses, and silverware, surrounded by beige chairs and a sofa in a neutral-toned room.

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

Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
Oatfield
9.8 out of 10, Exceptional, (19 reviews)
"The house was clean and really cute. The set up was great for our stay and host was super helpful. Really enjoyed our stay!"
United States
Dana F.
The price is €244
includes taxes & fees
13 Oct - 14 Oct
Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
A modern kitchen with a large island, grey cabinets, and wooden flooring.

6. 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, (129 reviews)
"A great place to stay in the Portland,OR area!"
United States
Mary R.
The price is €300
includes taxes & fees
15 Oct - 16 Oct
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
A porch with a wooden bench, a cushioned chair, and a small table. There is a white railing and greenery in the background.

7. Margaux · 1967 Airstream · Garden Glamping · PDX

Margaux · 1967 Airstream · Garden Glamping · PDX
Southeast Portland
9.6 out of 10, Exceptional, (19 reviews)
"The property is very beautiful, with lots of fun little areas to hang out. It's right in the heart of the cool partof Portland."
United States
Patrick H.
The price is €145
includes taxes & fees
21 Oct - 22 Oct
Margaux · 1967 Airstream · Garden Glamping · PDX
A wooden deck with a table and chairs, a green umbrella, and potted plants.

8. 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 €278
includes taxes & fees
12 Oct - 13 Oct
Beautiful Art Filled Home 15 minutes to Downtown
A backyard with a wooden deck, a stone fountain, and a view of a lake.

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

Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland
Bolton
10.0 out of 10, Exceptional, (25 reviews)
"Just loved the music vibe. Well appointed it’s all those little things I always seem to forget. Loved watching the eagles too"
United States
Robert
The price is €207
includes taxes & fees
11 Oct - 12 Oct
Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland
A bedroom with a bed, a desk, a chair, a television, and a brick fireplace.

10. #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 €211
includes taxes & fees
13 Oct - 14 Oct
#StayinMyDistrict Pendelton Place Walk to Mt Tabor
A hotel room with two beds, a desk, a TV, and a bathroom visible through an open door.

11. Premium 2 Queen Bed with Kitchenette

Premium 2 Queen Bed with Kitchenette
Portland OR
10.0 out of 10, Exceptional, (51 reviews)
"Nice little budget friendly motel. Loved having snacks available from the vending machine on site while relaxing in our room."
United States
Anonymous traveller
The price is €105
includes taxes & fees
11 Oct - 12 Oct
Premium 2 Queen Bed with Kitchenette
A two-story house with a red exterior, a wooden staircase, and a garden with various plants.

12. Walkable Sellwood 2BR Apartment

Walkable Sellwood 2BR Apartment
Southeast Portland
10.0 out of 10, Exceptional, (109 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
A living room with a brown leather sofa, a striped armchair, a white coffee table, a flat-screen TV mounted on the wall, and a window with an umbrella outside.

13. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (43 reviews)
"Very clean, well equipted , great location, comfortable bed, great spot for coffee outside"
United States
Sorek Y.
The price is €229
includes taxes & fees
15 Oct - 16 Oct
#StayinMyDistrict Sellwood Coco Rose Retreat
A modern kitchen with white cabinets, stainless steel appliances, and a central island with seating.

14. Charming 3-bedroom house in Portland

Charming 3-bedroom house in Portland
Portland
9.8 out of 10, Exceptional, (32 reviews)
"Clean, cozy, perfect for our needs!"
United States
Mildred P.
The price is €470
includes taxes & fees
12 Oct - 13 Oct
Charming 3-bedroom house in Portland
Living area

15. 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 €244
includes taxes & fees
18 Oct - 19 Oct
Cozy ADU with AC in charming Oregon City
A modern kitchen with white cabinets, a central island, and yellow chairs.

16. 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 €332
includes taxes & fees
18 Oct - 19 Oct
BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT
A living room with a fireplace, a dining table with chairs, and a large window.

17. #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 €305
includes taxes & fees
11 Oct - 12 Oct
#StayinMyDistrict Gorge-Mt Hood
A white house with a dark blue front door, a wreath, and a mailbox with the number 15908.

18. Cozy Cottage at Dragonfly Horse Ranch

Cozy Cottage at Dragonfly Horse Ranch
Oregon City
8.8 out of 10, Excellent, (15 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 €194
includes taxes & fees
13 Oct - 14 Oct
Cozy Cottage at Dragonfly Horse Ranch
A modern living room with a dining area, large windows, and a fireplace.

19. ❤️ 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 €320
includes taxes & fees
19 Oct - 20 Oct
❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO
A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry.

20. 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, (135 reviews)
"Great location, walk to Market and local restaurant. Clean modern gated parking would recommend."
United States
David N.
The price is €328
includes taxes & fees
4 Nov - 5 Nov
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
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

Mark Spencer Hotel

Mark Spencer Hotel

10/10 Excellent
"Staff were incredibly helpful"
Ryen 3-night trip
Posted less than an hour ago
Mark Spencer Hotel

Find out more about Happy Valley

Everything you need to know about Happy Valley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Happy Valley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Happy Valley holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Happy Valley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Happy Valley holiday rentals we have selected for you start as low as €92 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Happy Valley rentals

At Expedia, we put the best Happy Valley holiday 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 holiday.

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 holiday rentals in Happy Valley?

Yes, there are holiday rentals close to the most popular sights in Happy Valley, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Happy Valley has to offer?

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row: This holiday home rental outside of Happy Valley is located on a river, and has a patio, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Happy Valley?

Choose from 22 Expedia holiday rentals in Happy Valley for a memorable holiday.

What can I see and do in Happy Valley?

Explore the area and family-friendly sights such as Oaks Amusement Park, 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 holiday rentals like in Happy Valley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Happy Valley. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.