
House holiday rentals in Happy Valley
Find and book unique houses on Airbnb
Quick stats about house rentals in Happy Valley

Total holiday rentals
Explore 70 holiday rentals in Happy Valley

Nightly prices starting at
Happy Valley holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 3,340 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 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 house rentals in Happy Valley
Guests agree: These houses are highly rated for location, cleanliness and more.

Forested Hygge House Getaway
Relax in a Gladstone oasis overlooking an untouched trail and forested area. A cozy, bright, and private spot. I hope you connect with my affinity for vintage art and clean lines! You’ll have the entire house and 1/3 acre to yourself. Less than 30 mins from most anywhere in Portland Metro, 10 mins to Oregon City, and 1 hr to Mt. Hood. This is a dog friendly (no cats), non-smoking house. The large yard is on a dead-end street, though not fenced. *Some uneven paths and slip hazards are present
ValueFamilyIndoor spaces

Milwaukie Easy-Centrally located, Close to PDX
Our home is a spacious cozy contemporary home, complete with an outdoor deck, and a beautifully decorated interior with contemporary pieces that complete the design of our home. Windows in living & dining space are across from each other bringing in ample light. Our space is furnished with various mid-century, modern and contemporary pieces that complete the home. Shared Spaces •Parking area •On site laundry shared with other tenant, tenant has a separate living area with no other shared spaces
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Miranda's Lodge- cozy place with hot tub
Miranda's farm has been popular camping destination place in Molalla, OR during the summer. We decided to open Farm Lodge that will be welcoming guests all year around and close to the city, only 10min downtown Portland, 15min Airport. This dream home has been created with lots of love, imagination and farm style décor. Its cozy, sunny, happy, comfortable and healthy home, close to shopping and restaurants. Private entrance and fenced yard. Everything is brand new, you will want to stay forever.
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Secluded Studio
This a fully private and detached guest house is quiet and relaxing. Walk down your very own pathway to a completely private, safe and secure patio with a quaint garden, a small yard and outdoor seating. With tall ceilings and a large nice bright kitchen, this place is very comfortable. Blackout curtains. Close to many desirables: Max Orange Line Commuter Train, Reed College, Woodstock, Sellwood, & East Moreland & Milwaukie Providence Hospital. Ride, walk or run along the Springwater Corridor.
LocationFamilySolo travel

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).
ValueFamilyHiking

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
LocationFamilyCheck-in

Urban Cabin on Mt Scott
Close to the city and close to nature, this is the best of both worlds! Tucked into forested Mt Scott on the edge of Portland, a very popular stay! 20 minutes from downtown and convention centers, 5 minutes from the freeway, 5 minutes from several food cart pods, 20 minutes from four major rivers, 30 minutes from the famous Columbia River Gorge waterfalls, and an hour from Mt Hood skiing and Timberline Lodge. Enjoy this entire guest house to yourself with shared driveway parking in front.
LocationValueIndoor spaces

Secluded Home Beautiful View
Welcome to our beautiful Estacada home nestled on top of a hill in serene county setting. The home over looks a specular view of countryside full of trees. In the evenings you can sit outside on the patio, BBQ and enjoy a very beautiful sunset. Inside the home we have a electric fireplace that will keep you warm and give you a nice relaxing feel as you curl up and read a book, play games or watch a little TV. We are very close to many hiking trails, kayaking, fishing, boating, parks.
ValueFamilyView

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.
FamilyLocationBackyard

Completely updated home in Lake Oswego!
I have a 3 bedroom, 2 full bath house with a family room, dinning area & open kitchen. The master has a king bed, the other two have queen beds, I also have an air mattress if additional sleep space is needed. All bedrooms have closets & TVs, there is a desk and chair for a work space if needed in garage. High speed internet and a fully fenced in back yard with a covered space, table and chairs for relaxing or entertaining.
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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.
LocationFamilyDecor

Signal House – Light Up The Portal
Signal House is an immersive art home from The Book of Houses in Pudding Heroes – a living chapter of the story. It is an overnight experiential stay, for travelers looking to jump off to the next dimension. Our 3 room home's highlight is the fully mirrored experience with sound /mood lighting for play & sleep. We have a cat meme lounging experience in the media room. 15 minutes from Portland on I-5.
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Popular amenities for Happy Valley house rentals
House rentals with a pool

The Staycation House
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One level Entertainers Dream *Heated Pool*
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Frankie's Place; Walkable Craftsman luxury!
LocationFamilyTV

The Art Farm
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The Starburst Inn: Enclosed Heated Pool, Theater
ValueFamilyCleanliness

5bdrm,Heated Pool, Hot Tub, Sauna.
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Anbrila Vineyard House | Pool, HotTub & Hood Views
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Private Pool & Hot Tub Oasis | Cowboy Retreat
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Weekly house rentals

Rose Meadow Oasis
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Spotless, Spacious & Private 2 Bedroom Guest Suite
ValueLocationOutdoor spaces

Garden Oasis in the City
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Multnomah Village Hideout
ValueFamilyLaundry

Happy To Be Home
ValueFamilyHeating

Chateau Chardonnay:Tuscan home in NW wine country
LocationFamilyAir conditioning

Stunning Ranch Home/Walkable Gorgeous Neighborhood
FamilyLocationGetting around

Cozy Happy Valley Home - 20 Minutes to DT Portland
ValueFamilyBackyard
Private house rentals

Large Cozy Home
LocationFamilyIndoor spaces

The Big Cozy Family House
LocationFamilyKitchen

Historic RiverPlace West Linn
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Cozy Happy Valley Cottage Retreat
LocationConditionCleanliness

Aqua Star – Iconic Floating Home on the Columbia
LocationAccessRiver

Haynes House
FamilyLocationWi-Fi

Vogel Vacations-Large Group 5BR Hot Tub & Game Rm
FamilyLocationLayout

Home in Clackamas
LocationFamilyNearby
When is the best time to visit Happy Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $272 NZD | $275 NZD | $272 NZD | $272 NZD | $290 NZD | $324 NZD | $314 NZD | $321 NZD | $304 NZD | $289 NZD | $294 NZD | $309 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 |
Destinations to explore
- Silver Falls State Park
- Columbia River Gorge National Scenic Area
- Moda Center
- Timberline Lodge
- Laurelhurst Park
- Oregon Zoo
- Oregon Convention Center
- Providence Park
- The Grotto
- Airplane Home
- Portland Japanese Garden
- Beacon Rock State Park
- Enchanted Forest
- Tom McCall Waterfront Park
- Sellwood Riverfront City Park
- Washington Square
- Oaks Amusement Park
- Wonder Ballroom
- Tryon Creek State Natural Area
- Evergreen Aviation & Space Museum
- Pittock Mansion
- Arlene Schnitzer Concert Hall
- Hoyt Arboretum
- Powell's City of Books





