Photo by Deanna Leach

Holiday Rentals in Happy Valley

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Happy Valley

Large Cozy Home
Microwave, oven, stovetop, dishwasher

Large Cozy Home

9.8 out of 10, Exceptional, (14)
"This house was exactly what was listed. Very clean & beautiful. The owner was friendly to communicate with. They gave all necessary info before the stay. The hot tub was even ready for us, no waiting! Perfect staycation!!"
The price is €414
includes taxes & fees
30 Dec - 31 Dec
Large Cozy Home
Larkspur Landing Extended Stay Suites Hillsboro
Property entrance

Larkspur Landing Extended Stay Suites Hillsboro

3.0 star property
8.2 out of 10, Very good, (1713)
"Nice and clean"
The price is €104
includes taxes & fees
25 Dec - 26 Dec
Larkspur Landing Extended Stay Suites Hillsboro
Inn at Northrup Station
Building design

Inn at Northrup Station

3.0 star property
9.4 out of 10, Exceptional, (1973)
"We have stayed here many times it is clean , convenient and a great place to stay. "
The price is €172
includes taxes & fees
24 Dec - 25 Dec
Inn at Northrup Station
Modern Chateau on private hillside with breathtaking views of the Columbia River
Smart TV, fireplace

Modern Chateau on private hillside with breathtaking views of the Columbia River

10.0 out of 10, Exceptional, (11)
"Enjoyed the stay very much. Would have been perfect if it had more window coverings. "
Modern Chateau on private hillside with breathtaking views of the Columbia River
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
Terrace/patio

Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside

10.0 out of 10, Exceptional, (39)
"Beautiful property and views. Quiet and serene. Home was clean and comfortable with fully stocked kitchen and great amenities. We had a great stay!"
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
A garden view hideaway in the Irvington neighborhood
Terrace/patio

A garden view hideaway in the Irvington neighborhood

9.6 out of 10, Exceptional, (289)
"This was our third stay at this property. It is very well kept and convent to our family."
The price is €259
includes taxes & fees
24 Dec - 25 Dec
A garden view hideaway in the Irvington neighborhood
MEDITERRANEAN URBAN VILLA
2 bedrooms, iron/ironing board, WiFi, bed sheets

MEDITERRANEAN URBAN VILLA

9.8 out of 10, Exceptional, (217)
"We arrived at 1 in the morning in a weeknight. The owner was very thorough with directions on where to park and the codes needed to get inside. The place was clean and looking just like the pictures. They provided descriptions of the area and to-do’s. We had a wonderful time; Was just the break we needed."
The price is €341
includes taxes & fees
26 Dec - 27 Dec
MEDITERRANEAN URBAN VILLA
Portland Sanctuary
Fridge, microwave, oven, stovetop

Portland Sanctuary

9.8 out of 10, Exceptional, (64)
"We loved staying here. It's a great neighborhood and they are such wonderful hosts. We had everything we needed. Highly recommend! "
The price is €256
includes taxes & fees
5 Jan - 6 Jan 2025
Portland Sanctuary
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything
Fridge, microwave, oven, stovetop

Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything

9.2 out of 10, Wonderful, (109)
"Clean, comfortable, and has everything you need. Good amenities. "
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops
Terrace/patio

Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops

9.2 out of 10, Wonderful, (135)
"Place was very nice but there were a couple of things that could have been better. First, the lighting is not as bright as shown. All the lights are yellow & not very bright at all. The ceiling fan light in one of the rooms didn’t even work. There were some crumbs left in the couch and there was a nasty stain on one of the bed blankets. One of the bedrooms also didn’t lock. The walls are super thin so we could hear the neighbors when they were really loud at night. Other than that, it was a cool...
The price is €359
includes taxes & fees
29 Dec - 30 Dec
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
Interior

1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown

9.8 out of 10, Exceptional, (246)
"Even though I didn't get to stay to long during the day because of work, it was so nice coming in at night to rest and waking up with the sun through the beautiful bedroom window. I really enjoyed my stay!"
The price is €234
includes taxes & fees
6 Jan - 7 Jan 2025
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
Quaint private cottage apt. in highly desireable area, close to everything
Outdoor dining

Quaint private cottage apt. in highly desireable area, close to everything

10.0 out of 10, Exceptional, (153)
"The apartment was nicely appointed and perfectly located very near Laurelhurst park"
Quaint private cottage apt. in highly desireable area, close to everything
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
TV, books, video library

Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City

9.2 out of 10, Wonderful, (100)
"We had a great stay. This place is conveniently located near restaurants, grocery store, and shopping. Lots of amenities to make for a pleasant stay."
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
Exterior detail

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

10.0 out of 10, Exceptional, (278)
"Everything was exactly like it’s advertisements, clean and a fun location. I had a great time seeing Portland, and hiking my favorite city in a different light and in a new way. Plus our host Ashley was hospitable, courteous and attentive."
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
Tiny A-Frame Farm Meadow Retreat minutes from downtown
Exterior detail

Tiny A-Frame Farm Meadow Retreat minutes from downtown

10.0 out of 10, Exceptional, (4)
"Amazing place would highly recommend "
The price is €181
includes taxes & fees
26 Dec - 27 Dec
Tiny A-Frame Farm Meadow Retreat minutes from downtown
Two Rivers Relaxing Retreat
Property grounds

Two Rivers Relaxing Retreat

9.8 out of 10, Exceptional, (40)
"This place is amazing! What a great place to stay. Super close within walking distance to many food options which was a huge plus for us! The unit we stayed in was very clean, and a cool little outdoor sitting area. The backyard is a very cool tranquil area to sit and relax while feeling secluded! I highly recommend staying here! The hosts were equally as amazing and helpful with information. We will for sure stay there again."
The price is €233
includes taxes & fees
30 Dec - 31 Dec
Two Rivers Relaxing Retreat
Live the Dream on the Beautiful Willamette River
Lake

Live the Dream on the Beautiful Willamette River

9.4 out of 10, Exceptional, (196)
"The property has an amazing outdoor area to enjoy! The house is well stocked. The only thing a little odd is the third bed is in the living area, but there is a door that closes off. would stay here again Sara is very accommodating"
Live the Dream on the Beautiful Willamette River
The Riverfront Retreat-Woods Landing
Interior

The Riverfront Retreat-Woods Landing

9.4 out of 10, Exceptional, (17)
"Beautiful and quiet"
The Riverfront Retreat-Woods Landing
Exquisite Historic Suite Close to Downtown 14-21673
Exterior

Exquisite Historic Suite Close to Downtown 14-21673

10.0 out of 10, Exceptional, (463)
"Perched on a steep slope, the rooms have a great view through the woods to the east. Easy street parking, nice fireplace, excellent shower, and the separate deck area would be outstanding in better weather."
The price is €181
includes taxes & fees
3 Jan - 4 Jan 2025
Exquisite Historic Suite Close to Downtown 14-21673
Cedar Mill Getaway
Fridge, microwave, oven, stovetop

Cedar Mill Getaway

9.8 out of 10, Exceptional, (107)
"Property was exactly what was desired and advertised. Had more amenities than we could use but would love to try again one day. Check in and check out was the easiest of any property I have ever stayed at. "
The price is €194
includes taxes & fees
6 Jan - 7 Jan 2025
Cedar Mill Getaway
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.
Don't see what you're looking for?
See all available properties in Happy Valley
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Happy Valley you may be interested in

Holiday Inn Airport - Portland, an IHG Hotel
Exterior

Holiday Inn Airport - Portland, an IHG Hotel

3.0 star property
8.2 out of 10, Very good, (1898)
"Great motel and pool! Room is nice and clean, nice beds. Staff very friendly. "
The price is €99
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn Airport - Portland, an IHG Hotel
Courtyard by Marriott Portland City Center
Exterior

Courtyard by Marriott Portland City Center

3.5 star property
8.6 out of 10, Excellent, (1517)
"Loved my stay!"
The price is €102
includes taxes & fees
24 Dec - 25 Dec
Courtyard by Marriott Portland City Center
Moxy Portland Downtown
Premium bedding, pillow-top beds, desk, laptop workspace

Moxy Portland Downtown

3.0 star property
8.8 out of 10, Excellent, (1027)
"Amazing staff!!"
The price is €108
includes taxes & fees
24 Dec - 25 Dec
Moxy Portland Downtown
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.

Frequently asked questions

Are there holiday rentals in Happy Valley?

Yes, there are holiday rentals in Happy Valley close to Clackamas Cycle World, 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?

Designer Owned House on Vibrant Williams Avenue near Mississippi: This holiday home rental outside of Happy Valley is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 Clackamas Cycle World, or get out into nature at a spot like Lents Park. 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.