
Vacation rentals in Happy Valley
Find and book unique accommodations on Airbnb
Top-rated vacation 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.

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.

All the Views: Your Private Airbnb 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 private balcony • 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 (let us know ahead) Clackamas County License #108

Happy Valley - Serenity in the Suburbs
We offer you a spacious (1500 sq feet with 9 ft ceilings) daylight apartment which includes, 2 large bedrooms (one queen, two twins), full kitchen with basic supplies, full laundry, bathroom with shower, dining and living areas, office nook, covered outdoor patio for sitting, a secluded and quiet backyard great for birding, private parking spot and separate entry. Our property backs up to a protected nature area with a beautiful walking trail. Perfect for couples or a small family.

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.

Super clean! Happy Valley Private Guest suite. (4)
Super clean, amazing suite located on Mt Scott in Happy Valley. Located in the lower level of our home, with 1700 sq ft., two bedrooms, new queen beds and full private bath. Separate entrance and patio backing on to a wooded green space. Patio is equipped with chairs and a Traeger grill. Huge great room with big screen TV and fireplace. Dining area and fully stocked kitchen. Combo washer dryer, ironing board and iron are available in your suite for your convenience.

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.

Cozy Portland Studio Apartment
The space is a well appointed, comfortable studio apartment. It is an ADU at the back of the main house. All the amenities that one would desire are provided (wifi, internet, cable TV, washer & dryer, fridge, dishwasher, stove, microwave, AC, cooking utensils, etc., etc). It is also very modern and clean, with a private entrance and keyless entry. Close to many restaurants, bars and coffee shops.

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.
Popular amenities for Happy Valley vacation rentals
Stay near Happy Valley's top sights
Other great vacation rentals in Happy Valley

The Redwood House 2.0 Safe Cozy 2BR Pet Friendly

Top of the World - Apartment near PDX w/ AC

Rose Meadow Oasis

Secluded Studio

Hygge House-luxurious secluded 3BR guesthouse

Luxury one bed apartment-extended stay available

Lovely Spacious Gem

Spacious House - Free Parking, AC, Office!
When is the best time to visit Happy Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 109 | € 112 | € 102 | € 108 | € 116 | € 111 | € 120 | € 115 | € 129 | € 109 | € 110 | € 120 |
| 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 vacation rentals in Happy Valley

Total vacation rentals
Explore 130 vacation rentals in Happy Valley

Nightly prices starting at
Happy Valley vacation rentals start at € 26 per night before taxes and fees

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

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
130 of Happy Valley vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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
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- Oregon Zoo
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- Mt. Hood Meadows
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- Portland Art Museum
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