
Holiday houses in Happy Valley
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Quick stats about holiday rentals in Happy Valley

Total holiday rentals
Explore 100 holiday rentals in Happy Valley

Nightly prices starting at
Happy Valley holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 6,350 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Happy Valley holiday 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!
Top-rated holiday rentals in Happy Valley
Guests agree: these stays are highly rated for location, cleanliness and more.

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
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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!!
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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).
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Stunning Ranch Home/Walkable Gorgeous Neighborhood
This newly renovated home is open and airy, with high ceilings and a inviting floor plan that flows from room to room. Brand new furnishings and top-of-the-line luxurious beds just purchased. The main living area is expansive, with a cozy fireplace and modern kitchen. Each bedroom feels like its own private retreat, with ample closet space and large windows that look out into the lush yard. A game and sitting room complete the home, creating both fun and relaxing spaces within the residence.
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Home in Clackamas
Forget your worries in this spacious and serene space. Come stay at our beautiful home located in a peaceful neighborhood in Clackamas. With access to near by stores, food carts, mall, and many other essential locations that will fit your needs while you enjoy your stay in this beautiful 3 bedroom, stylish home! Please don't park your vehicle in the street on the fire lane, which is in front of the house. if you need additional parking, please park across from the house where its permitted.
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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.
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Rose Meadow Oasis
Bring the whole family to this freshly remodeled 1,300sqft, family-friendly haven! With plenty of room for fun and relaxation, this inviting space is perfect for creating lasting memories. Featuring 3 bedrooms, the open concept living is open and spacious! Located in a fantastic neighborhood, the home is walkable and close to parks, shopping areas, and other local attractions. Whether you’re looking for adventure or a quiet retreat, this is the perfect spot for your family’s getaway!
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Cozy Happy Valley Home - 20 Minutes to DT Portland
Relax with the whole family at this urban farmhouse retreat. This space is where kids and adults alike can enjoy time together while being close to many of the best amenities Oregon has to offer. You are just 20 minutes from downtown Portland and 45 minutes from Mt. Hood. Grill on the back patio, make a meal in the fully stocked kitchen, or host a movie night in the family room, complete with a dedicated workspace and snack bar; this house was crafted with attention to detail in mind.
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Luxury one bed apartment-extended stay available
Looking for a great place to call home? You’ve found it! This stylish one-bedroom basement apartment is located in a quiet neighborhood and offers a perfect mix of comfort and privacy. Enjoy a modern kitchen with quartz counters, peninsula seating for four, and a butcher block coffee bar. Relax on your private deck by a tranquil water feature. Includes a leather sectional, TV, internet, a queen bedroom with en-suite, and in-unit washer/dryer.
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Spotless, Spacious & Private 2 Bedroom Guest Suite
We’d like to welcome you to a spacious, completely separate 2 bedroom apartment featuring queen beds, large light and bright living room, a well equipped kitchen, laundry with full sized washer/dryer, work space, bath with walk-in shower, private patio with a great view for you to enjoy. You’ll feel right at home with this tastefully decorated and comfortable space. Fast WiFi, streaming services including Netflix, Prime Video and Disney+.
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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.
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Mid Century Villa w/Mountain View & Movie Theater
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.
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Popular amenities for Happy Valley holiday rentals
Other great holiday rentals in Happy Valley

The Big Cozy Family House
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Vogel Vacations-Large Group 5BR Hot Tub & Game Rm
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Holly View Haven
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Large Cozy Home
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Beautiful House
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Happy Valley Hideaway
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Urban Treehouse on Mt Scott
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Happy Valley Home
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When is the best time to visit Happy Valley?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $199 AUD | $198 AUD | $207 AUD | $198 AUD | $199 AUD | $209 AUD | $195 AUD | $187 AUD | $209 AUD | $209 AUD | $203 AUD | $212 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 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Happy Valley?
Experience the best of Happy Valley with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
Are there vacation rentals with a dedicated workspace in Happy Valley?
Yes! Work meets play with ease at over 60 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 70 house rentals with air conditioning in Happy Valley. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Happy Valley have a kitchen?
Absolutely! We offer over 70 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 70 house 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 70 house rentals with free parking in Happy Valley. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- Silver Falls State Park
- Columbia River Gorge National Scenic Area
- Moda Center
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Skibowl
- Oregon Zoo
- Oregon Convention Center
- Providence Park
- Airplane Home
- The Grotto
- Beacon Rock State Park
- Portland Japanese Garden
- Enchanted Forest
- Tom McCall Waterfront Park
- Sellwood Riverfront City Park
- Washington Square
- Reed College
- Tryon Creek State Natural Area
- Wonder Ballroom
- Oaks Amusement Park
- Hoyt Arboretum
- Pittock Mansion
- Arlene Schnitzer Concert Hall





