
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.

Flying Frog Yurt w/Mountain View (Easy Checkout!)
(EASY CHECK-IN. EASY CHECK-OUT) Stunning 2,100 sq. ft all-season (heat and A/C) yurt house with million-dollar panoramic views of Mt. Hood, Mt. St. Helens, and the Cascade Range. Decked with bespoke furnishings and one-of-a-kind decor, the space delivers an immersive experience in a premier neighborhood, combined with the best views in Portland. The home is fully-stocked and is 14 miles from the airport, minutes from urban amenities, with beaches, gorge, and Mt. Hood accessible for day outings.

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).

Luxurious Riverfront GuestHouse, Sauna & HotTub.
Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

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

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

Gorgeous Mt. Hood View, Ski, Hike or Mt.Bike
Welcome to Sandy Oregon, the Gateway to Mount Hood. This Luxurious cabin-feel home, custom built by top notch craftsman and designer, features breathtaking panoramic views of Mt. Hood and the Sandy River. The view is rated one of the best in the Northwest. Enjoy a glass of wine while sitting by the outdoor fire pit, take a short drive to Timberline Lodge for skiing or snowmobiling, go hiking in the Mt. Hood forest or Mountain Biking at world class "Sandy Ridge". Your options are unlimited!

Hygge House-luxurious secluded 3BR guesthouse
The Hygge House PNW is a place to unwind, get cozy and enjoy the company of those you love. Cuddle up with a cup of tea or a good book and enjoy a restful retreat. Enjoy country vibes while being moments away from Happy Valley City Center. Whether you're in town visiting friends and family or looking to experience everything Portland has to offer, the Hygge House has you covered. We hope you enjoy your time spent here and leave feeling relaxed and more connected with the ones you love.

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.

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.

Oasis Between City, River & Mountain. Damascus OR
A large & private guest house on lower level of home only 30 min. to Portland. Mt. Hood, Gorge Waterfalls & Scenic hikes within 60 min drive. Super comfortable bed, quiet nights, recliner sofa & relaxing atmosphere make this an ideal place to hang out and rest. We welcome ALL colors, LGBTQ. Must Read all info, house rules & details prior to booking please. Informed guests are happy guests. Can accommodate 3pm check in every day of the week except Tuesdays.

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.
Popular amenities for Happy Valley holiday rentals
Other great holiday rentals in Happy Valley

Babbl By the Brook - A Creekside Getaway

Greenhouse in the Valley

Quiet Casita with sauna! Pool Open until November!

The Place To Be; With A Hot Tub

Mount Scott Skyline Views!

Luxury one bed apartment-extended stay available

Cheerful 2 bedroom cabin on the Clackamas River

Lovely Spacious Gem
When is the best time to visit Happy Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $224 NZD | $229 NZD | $210 NZD | $221 NZD | $238 NZD | $228 NZD | $247 NZD | $236 NZD | $265 NZD | $224 NZD | $226 NZD | $247 NZD |
| 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
What are the most popular amenities for Private Suite Rentals in Happy Valley?
Enhance your stay in our Private Suite Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
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 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 550 vacation rentals in Clackamas, and over 470 vacation rentals in Sunnyside.
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 house rentals in Happy Valley have wifi?
Absolutely! We offer over 90 house rentals with wifi in Happy Valley. Enjoy a tailored experience with all the comforts you desire.
Do private suite rentals in Happy Valley have free parking?
Absolutely! We offer over 10 private suite 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 20 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.
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 $53 NZD per night before taxes and fees

Verified guest reviews
Over 6,340 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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- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Timberline Lodge
- Enchanted Forest
- Providence Park
- Silver Falls State Park
- The Grotto
- Portland Japanese Garden
- Mt. Hood Skibowl
- Wooden Shoe Tulip Festival
- Beacon Rock State Park
- Mt. Hood Meadows
- Wonder Ballroom
- Hoyt Arboretum
- Powell's City of Books
- Tom McCall Waterfront Park
- Cooper Spur Family Ski Area
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Wings & Waves Waterpark
- Domaine Serene
- Portland Art Museum
- Skamania Lodge Golf Course