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

Total vacation rentals
Explore 70 vacation rentals in Happy Valley

Nightly prices starting at
Happy Valley vacation rentals start at G$6,275 GYD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

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

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
FamilyValueGetting around

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.
FamilyLocationSleep quality

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.
LocationFamilyParking

Parrett Mtn Estate · Hot Tub, Sauna & Valley Views
8 private acres atop Parrett Mountain — sweeping Pinot Noir vineyard & valley views, Tempur-Pedic suites & heated stone floors. The only estate in Willamette Valley with an Oregon Red Cedar sauna, cold plunge, starlit hot tub & Universal EV Charging. Two full chef's kitchens, Egyptian cotton linens, Dyson air purifiers & hair tools, 4 bedrooms, sleeps 12. Optional add-ons available: private chef, Sommelier wine tasting & concierge services. 5 min to Newberg · 30 min to Portland · 40 min to PDX.
LocationFamilyAir conditioning

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).
LocationValueShared spaces

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
FamilyLocationCheckout

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.
LocationFamilyAccess

Crossroads Country Cottage
Conveniently located at the crossroads of HWY 224 and SE Lake Road, our home, cottage and garden are the last remnants of a time gone by and what was once a large family farm. When you walk through the private gate leading to the cottage, you might feel you have stepped through a portal into another time. Everything about the cottage is secluded, peaceful and private. We are pleased to have many return visitors. The garden features a waterfall, chairs and table, BBQ and fresh herbs.
ValueLocationWalkability

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.
FamilyLocationSleep quality

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.
LocationValueDecor

PNW retreat, wine tasting, ski, hike & fish
Get away from the hustle and bustle of life and enjoy a quiet retreat in Gresham, a quiet location close to Historic Troutdale, Columbia River Gorge, Mt. Hood, downtown Portland, or the Willamette Valley for wine tasting. The Portland airport is a 20-minute drive and an hour and a half from the beautiful Oregon/Washington beaches! Enjoy its modern amenities and cozy charm. We can't wait for you to enjoy your stay.
FamilyLocationOutdoor spaces

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.
ValueFamilyWalkability
Popular amenities for Happy Valley house rentals
House rentals with a pool

The Staycation House
FamilyLocationPets

Frankie's Place; Walkable Craftsman luxury!
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One level Entertainers Dream *Heated Pool*
FamilyLocationGetting around

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

5bdrm,Heated Pool, Hot Tub, Sauna.
LocationValueQuiet

Anbrila Vineyard House | Pool, HotTub & Hood Views
LocationFamilyOutdoor spaces

Private Pool & Hot Tub Oasis | Cowboy Retreat
ValueLocationAmenities
Weekly house rentals

Forested Hygge House Getaway
LocationFamilyLong stay

Rose Meadow Oasis
ValueFamilyOutdoor spaces

Spotless, Spacious & Private 2 Bedroom Guest Suite
LocationValueKitchen

Multnomah Village Hideout
LocationFamilyQuiet

Spectacular Choice: Sleeps 6, Your Dog Welcome Too
ValueLocationGrill

Three water falls, a river and a lodge.
FamilyLocationWalkability

Completely updated home in Lake Oswego!
LocationValueHospitality

Portland Modern
LocationFamilyAmenities
Private house rentals

Central Stay w/Treehouse! Near Downtown & Nature
LocationFamilyKitchen

Large Cozy Home
LocationValueLaundry

Historic RiverPlace West Linn
FamilyLocationAccuracy

Cozy Happy Valley Cottage Retreat
LocationCleanlinessHospitality

Aqua Star – Iconic Floating Home on the Columbia
LocationOutdoor spacesNearby

Stunning Ranch Home/Walkable Gorgeous Neighborhood
LocationFamilyAccuracy

Happy Valley Home
LocationValueHiking

Cozy Happy Valley Home - 20 Minutes to DT Portland
LocationFamilyKitchen
When is the best time to visit Happy Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,467 GYD | G$33,886 GYD | G$33,467 GYD | G$33,467 GYD | G$35,768 GYD | G$39,952 GYD | G$38,696 GYD | G$39,533 GYD | G$37,441 GYD | G$35,559 GYD | G$36,186 GYD | G$38,069 GYD |
| 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
- Mt. Hood Meadows
- Mt. Hood Skibowl
- Oregon Convention Center
- Oregon Zoo
- 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
- Arlene Schnitzer Concert Hall
- Pittock Mansion





