
Holiday houses in Happy Valley
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Top-rated holiday rentals in Happy Valley
Guests agree: these stays are highly rated for location, cleanliness and more.

1000+ sq private 2b1.5b unit in gated area
A private unit in gated resort like homesite centrally located. Kaiser hospital , Clackmas TC and Happy Valley TC are mins drive away. 25 mins to PDX, NW 23rd ave, Portland downtown and 50 mins to Mt Hood. Very quite and you can wake up to bird chirping in am. Evergreens provide nice soothing color year round. Patio and deck with dinning table give you chance to enjoy outdoor and sunset if weather permits. Full kitchen. Up to 1gb super fastinternet. Spacious for 4 no extra charges. Central a/c.

RoofTop FirePit, HotTub & Outdoor Theater
Our large (1,500sq ft) space (private access), has a bedroom, bathroom, living room w/ a fireplace, hot tub, full gym as well as a kitchenette w/ full sized fridge, keurig, microwave, air fryer, toaster oven, single burner, and laundry facility. Smart tvs, hammocks and a rooftop firepit are in the outdoor entertainment area. LGBT & BIPOC friendly. Gym, hot tub and laundry are shared with owners but guests have priority access. Close to Mt Hood Wilderness (45mins) & Downtown Portland (15mins).

Peaceful Spacious Single Level Home
Look no further if you are looking for a clean & spacious home with all the amenities for a comfortable stay. Single level with a walk in ADA shower in the primary bathroom. Dedicated office/den with excellent wifi. Remote work & family friendly. 5 minutes away from the Clackamas mall, Costco warehouse/gas, Target, REI, restaurants, Kaiser hospital. Clackamas is a suburb of Portland, only 25 min. drive of downtown and airport. *Co-hosts conveniently live nearby to assist whenever needed

Mid Century Villa w/Mountain View & Movie Theater
Just relisted as we had long-term renters due to total fire loss. 3400 sq ft hillside retreat decked out with rare furnishings. Take in the Cascade Mountains from the wraparound deck and lounge under giant maple trees. You'll love the 125” Hi-Def movie theater (w/ 200+ movies)! Two large primary suites with king bed and large showers. One additional queen bedroom and one large office. Close to urban and nature, 20min to the airport, with daytrip opportunities to all the PNW must-see spots.

Cheerful 2 bedroom cabin on the Clackamas River
Take it easy at this unique and tranquil getaway. Nested on a bluff with sweeping territorial views bordered by the Clackamas River, this 2 bedroom home sits on an acre of property just outside of Portland. It has been completely updated with a new gourmet kitchen, spa-like bathroom, master with a private balcony, dedicated work space, and a huge deck to enjoy all that nature has to offer. The upper yard is fully fenced for your pup and there is private walking path to the river.

All the Views: Your Private Getaway Near Portland!
Guests tell us they love the view! They also mention this downstairs apartment is very clean, spacious, comfortable and relaxing, with great wifi too! • 750 square feet of privacy, including a large private deck • Full kitchen, queen size bed and fast wifi • Leather furniture, large screen TV with HDMI capability (streaming only) • Private staircase leads to your garage entrance. No shared spaces. Garage entry. Level 2 EV charger Clackamas County License #108

SE Portland Guest Cottage
The guest cottage offers self check-in. It is located in a quiet neighborhood in SE Portland. High ceilings make this studio airy and bright. We think of it as a perfect hotel room without the hotel. The small galley kitchen has everything you need to cook a gourmet meal including filtered water. There is a full bathroom with tub and shower. The cottage stands on its own making it perfect for coming and going as you please. City of Portland Permit #24 013532

Light Filled Garden Studio
Our wonderfully bright garden studio is perfect for a short stay or for visitors looking to explore Portland for an extended visit. It has a full, well-stocked kitchen, ideal for those looking to stay in and cook, but it’s also just a 20 minute drive from downtown, for those looking to explore the wonderful restaurant scene Portland offers. Keyless entry and private entrance through the side yard gate provide renters with complete autonomy during their visit.

Foxglove Farm Private Guest Suite
Enjoy a stay in a ground level suite in our two acre country home. Experience the privacy and quiet of the countryside, yet shopping and restaurants are just moments away. We are 30 minutes from PDX and downtown Portland, less than an hour from Mt. Hood and the beautiful Columbia River Gorge, and 90 minutes from the Oregon Coast. You will have your own private entrance, and have access to a porch and deck with scenic views.

Quaint Tiny House In The Trees. Damascus, Oregon.
150 ft. walk down a steep driveway takes you to a unique private little studio with everything an adventurous spirit needs. You must be in physically good shape to handle this location. We have friendly dogs you may see outside. 30 min. to SE Portland, 45 to PDX, One hour to Mt. Hood, 40 min to waterfalls in the Columbia Gorge. Pool open June 15 through September 5th. Can accommodate a 3pm check-in all days except Tuesdays.

Milwaukie Retreat in the Woods
Your private apartment is located on a wood filled lot with a private outdoor area, shade and even deer on occasion. We are 12 miles from the airport, near freeways with easy access to downtown, and to make your way to the coast or the Columbia Gorge, Mt Hood and the Willamette Valley for wine tasting. We have added extra cleaning procedures to help fight against Covid 19.

Modern Townhouse
Newly built gated Modern Townhouse. Beautiful and scenic drive to Timberline Lodge / Mt. Hood Ski Bowl. 25 minute drive to downtown Portland. 15 minute drive to Clackamas Town Center. Minutes away from 172nd / Sunnyside shopping center and restsurants. Close drive to Multnomah Falls. Close drive to Vista House view point. Lots of hikes and trails nearby.
Popular amenities for Happy Valley holiday rentals
Stay near Happy Valley's top sights
Other great holiday rentals in Happy Valley

Top of the World - Apartment near PDX w/ AC

Mount Scott Skyline Views!

Secluded Studio

Luxury one bed apartment-extended stay available

Spacious and Private Place with a BIG Yard

Historic RiverPlace West Linn

Lovely Spacious Gem

Eastmoreland Guesthouse | Quiet, Cozy & Inviting
When is the best time to visit Happy Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $189 AUD | $193 AUD | $177 AUD | $186 AUD | $201 AUD | $192 AUD | $208 AUD | $199 AUD | $223 AUD | $189 AUD | $190 AUD | $208 AUD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Happy Valley?
Happy Valley has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Where should I stay in Happy Valley?
Make yourself at home in Happy Valley by choosing from our most frequently booked neighborhoods. We have over 690 vacation rentals in Happy Valley, over 480 vacation rentals in Sunnyside, and over 550 vacation rentals in Clackamas.
Do house rentals in Happy Valley have a kitchen?
Absolutely! We offer over 80 house rentals with a kitchen in Happy Valley. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Happy Valley have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Happy Valley. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Happy Valley have free parking?
Absolutely! We offer over 90 house rentals with free parking in Happy Valley. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Happy Valley?
Four-legged friends are welcome in Happy Valley. Choose from more than 30 vacation rentals for guests traveling with pets.
How much does it cost to stay in apartment rentals in Happy Valley?
Experience the best of Happy Valley with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Apartment Rentals in Happy Valley?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Happy Valley have air conditioning?
Absolutely! We offer over 80 house rentals with air conditioning in Happy Valley. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Happy Valley?
Yes! Work meets play with ease at over 80 vacation rentals in Happy Valley featuring dedicated workspaces. Stay connected and productive in your home away from home.
Quick stats about holiday rentals in Happy Valley

Total holiday rentals
Explore 130 holiday rentals in Happy Valley

Nightly prices starting at
Happy Valley holiday rentals start at $45 AUD per night before taxes and fees

Verified guest reviews
Over 6,560 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
130 of Happy Valley holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Happy Valley rentals

4.9 Average rating
Happy Valley stays are highly rated by guests—averaging 4.9 out of 5!
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- Columbia River Gorge National Scenic Area
- Moda Center
- Mt. Hood Skibowl
- Timberline Lodge
- Laurelhurst Park
- Silver Falls State Park
- Oregon Zoo
- Providence Park
- Mt. Hood Meadows
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Beacon Rock State Park
- Hoyt Arboretum
- Wonder Ballroom
- Powell's City of Books
- Wings & Waves Waterpark
- Tom McCall Waterfront Park
- Oaks Amusement Park
- Portland Art Museum
- Arlene Schnitzer Concert Hall
- Evergreen Aviation & Space Museum
- Pittock Mansion
- Council Crest Park




