
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$6,264 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.

Secluded Studio
This a fully private and detached guest house is quiet and relaxing. Walk down your a private pathway to a completely fenced, 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 Commute Train, Reed College, Woodstock, Sellwood, & East Moreland & Milwaukie Providence Hospital. Ride, walk, run or ride along Springwater Corridor.
ValueFamilyComfort

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.
ValueLocationQuiet

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
FamilyLocationAccess

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).
LocationFamilyAmenities

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.
FamilyValueNearby

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.
LocationValueAccess

Oak Grove Easy-Centrally located w/King Bed
Welcome to this updated and comfortable, light filled home in the Oak Grove neighborhood of Portland. A short distance to the river, downtown, parks, restaurants and all things Portland-make this a perfect vacation space for your family and guests. We put a lot of love in to designing the interior to be stylish, yet comfortable and seamless to ensure you feel right at home. Ample space in our park-like backyard to relax , entertain or play a summer game of corn hole!
LocationValueGetting around

The Starburst Inn: Enclosed Heated Pool, Theater
****NEW POOL COVER AND THEATER ROOM!!!**** Bring your family to the luxurious 6 BR 3 Bath oasis in the tranquil and friendly Old Evergreen Highway waterfront area. Visit the exciting attractions, natural landmarks, restaurants, shops, and much more, and then retreat to the lavish oasis that will leave you in awe with its starburst MCM design, enclosed pool, theater room, and more! (Sixth bedroom opens to groups of 15+ to keep costs down for smaller groups)
FamilyValueHospitality

Relaxing Home w/ Game Room, Fire Pit & BBQ
Welcome to our contemporary two bedroom home designed with comfort in mind to make your Portland stay unforgettable. Enjoy a prime location just 15 minutes from Portland International Airport, 20 minutes from the iconic Multnomah Falls, and 50 minutes from Mt Hood Ski Bowl and Timberline Lodge for skiing and snowboarding adventures. Whether you are here for business, relaxation, or outdoor exploration, this is the perfect base for your visit.
FamilyLocationHiking

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.
ValueFamilyAccess

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

Corner of Heaven
LocationFamilyDecor

1BR - Private House, Pool, Hot Tub & Forest Trails
LocationFamilySleep quality

Rose City Hideaway
ValueLocationQuiet

The Art Farm
LocationFamilyParking

Private Pool & Hot Tub Oasis | Cowboy Retreat
LocationValueIndoor spaces

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

Frankie's Place; Walkable Craftsman luxury!
FamilyLocationNearby

One level Entertainers Dream Heated Pool & Hot tub
FamilyValueNearby
Weekly house rentals

Hot tub, Sunroom, Aquarium, Spacious kitchen, Deck
ValueFamilyWalkability

Crossroads Country Cottage
ValueLocationComfort

Spacious house with fenced yard and hot tub
LocationFamilyCheck-in

Oak Grove Getaway Retreat
FamilyLocationAccuracy

PNW retreat, wine tasting, ski, hike & fish
LocationFamilyWifi

Signal House – Light Up The Portal
ValueFamilyBeach

Modern Townhouse Near The Gorge!
LocationFamilyCleanliness

Portland Modern
ValueLocationAmenities
Private house rentals

Chateau Chardonnay:Tuscan home in NW wine country
LocationFamilyTV

Charming Urban Farm House - 24 hour self check in
ValueFamilyHiking

Three water falls, a river and a lodge.
ValueLocationPool

Spotless, Spacious & Private 2 Bedroom Guest Suite
FamilyValueAccess

Rose Meadow Oasis
LocationValueAccess

Stunning Ranch Home/Walkable Gorgeous Neighborhood
FamilyLocationAmenities

Cozy Happy Valley Home - 20 Minutes to DT Portland
ValueFamilyAmenities

Modern Home
FamilyValueAmenities
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$33,408 GYD | G$33,826 GYD | G$33,408 GYD | G$33,408 GYD | G$35,705 GYD | G$39,881 GYD | G$38,628 GYD | G$39,463 GYD | G$37,375 GYD | G$35,496 GYD | G$36,122 GYD | G$38,002 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 Skibowl
- Oregon Convention Center
- Oregon Zoo
- Airplane Home
- Providence Park
- The Grotto
- Beacon Rock State Park
- Portland Japanese Garden
- Sellwood Riverfront City Park
- Tom McCall Waterfront Park
- Enchanted Forest
- Reed College
- Washington Square
- Tryon Creek State Natural Area
- Hoyt Arboretum
- Wonder Ballroom
- Pittock Mansion
- Oaks Amusement Park
- Evergreen Aviation & Space Museum





