
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$6,277 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
FamilyValueCleanliness

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.
FamilyValueGetting around

Gorgeous, walkable detached Laurelhurst home!
Welcome to The Laurelhurst Townhouse! CE, roomy, and stylish -- with a walk score of 93! Enjoy the: -- airy, light-filled living area -- cozy upstairs bedroom and full bath --private downstairs "theater" room with queen bed and attached half-bath --library nook --backyard patio. Walk to many of Portland's most famous restaurants, bars and shops, and only a few minutes away from downtown and the Pearl District. Quiet, private, but in the heart of it all!
LocationFamilyCleanliness

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.
ValueFamilyAir conditioning

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
LocationValueComfort

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.
ValueLocationBathroom

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.
LocationFamilyAir conditioning

Multnomah Village Hideout
Explore our new, artist-built bungalow in Multnomah Village, Portland. This cozy space sleeps four with a queen bed upstairs and a pullout couch downstairs. Steps away are charming cafes, shops, and a park with hiking trails and dog parks. Enjoy local activities like bingo and dining on pet-friendly patios. Complete with essentials including laundry and a breakfast nook, this bungalow is perfect for both short and extended stays, offering a unique Portland experience.
ValueLocationLong stay

Mountain Manor in Sandy| HotTub |3KingBeds| MtHood
Brought to you by Marshall's Evergreen Escapes, enjoy this newly renovated historic, spacious manor located in walkable, downtown Sandy. The Sandy ski-bus pick-up is only a few steps from this home which features a chef's kitchen and an outdoor dining area with hot tub and grill. Walkable to Sandy's best restaurants, bars, coffee shops, and spa amenities, you have access to a quaint town with rapid access to the best outdoor adventure Mt. Hood Has to offer.
ValueLocationHospitality

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.
ValueFamilyTV

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.
ValueFamilyComfort

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

The Staycation House
FamilyLocationGetting around

One level Entertainers Dream *Heated Pool*
FamilyLocationKitchen

Frankie's Place; Walkable Craftsman luxury!
FamilyLocationAccuracy

The Art Farm
FamilyLocationAir conditioning

The Starburst Inn: Enclosed Heated Pool, Theater
FamilyValueOutdoor spaces

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

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

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

Spotless, Spacious & Private 2 Bedroom Guest Suite
ValueFamilyAccess

Garden Oasis in the City
LocationValueBathroom

Private Modern Bungalow
LocationFamilyAir conditioning

Happy To Be Home
ValueLocationIndoor spaces

Chateau Chardonnay:Tuscan home in NW wine country
ValueFamilyComfort

Stunning Ranch Home/Walkable Gorgeous Neighborhood
FamilyLocationComfort

Cozy Happy Valley Home - 20 Minutes to DT Portland
LocationValueIndoor spaces

❤️ CLEAN ★ LUXURY OASIS ★ NEAR DOWNTOWN
LocationFamilyEV charging
Private house rentals

The Redwood House 2.0 Safe Cozy 2BR Pet Friendly
LocationFamilyHiking

Rose Meadow Oasis
ValueFamilyCondition

Rural Country Home
FamilyLocationAccuracy

The Big Cozy Family House
FamilyLocationIndoor spaces

Historic RiverPlace West Linn
FamilyLocationDecor

Cozy Happy Valley Cottage Retreat
LocationNearbyComfort

Gresham Modern Industrial Stay with hot tub
FamilyLocationHiking

Haynes House
LocationFamilyIndoor spaces
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$33,477 GYD | G$33,896 GYD | G$33,477 GYD | G$33,477 GYD | G$35,779 GYD | G$39,963 GYD | G$38,708 GYD | G$39,545 GYD | G$37,453 GYD | G$35,570 GYD | G$36,197 GYD | G$38,080 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
- Portland Japanese Garden
- Beacon Rock State Park
- Enchanted Forest
- Tom McCall Waterfront Park
- Sellwood Riverfront City Park
- Washington Square
- Reed College
- Oaks Amusement Park
- Wonder Ballroom
- Tryon Creek State Natural Area
- Arlene Schnitzer Concert Hall
- Pittock Mansion





