
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$6,279Â 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

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.

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.

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).

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

Hidden Garden Cottage
This 850 sf. cottage is a century old but was completely updated 12 years ago with era-appropriate furnishings, giving it a period (and safe) feel. Breakfast goodies, art, books, and a woodstove make it cozy. It sits on half an acre so lots of room for kids . It's in SW Portland, minutes from downtown. It's quiet, great for working or vacationing. An outdoor fire pit and gardens make it unique. There's even a zip line for kids. Family gatherings also fine. (Note: There is a $60 fee per dog.)

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.

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.

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.

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.

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.

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

The Staycation House

Frankie's Place; Walkable Craftsman luxury!

One level Entertainers Dream *Heated Pool*

The Art Farm

The Starburst Inn: Enclosed Heated Pool, Theater

Modern 3-Story Gem | Across from Nike | 1GB Wi-Fi

5bdrm,Heated Pool, Hot Tub, Sauna.

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

Charming Tiny Forest Home, PDX next to Lake Oswego

Rose Meadow Oasis

Spotless, Spacious & Private 2 Bedroom Guest Suite

Garden Oasis in the City

Multnomah Village Hideout
Modern Guesthouse in Portland's Central Eastside

Stunning Ranch Home/Walkable Gorgeous Neighborhood

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

The Redwood House 2.0 Safe Cozy 2BR Pet Friendly

Large Cozy Home

Historic RiverPlace West Linn

Cozy Happy Valley Cottage Retreat

Gresham Modern Industrial Stay with hot tub

Home in Clackamas

Happy Valley Home

Happy Valley Hideaway
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$33,488 GYD | G$33,906 GYD | G$33,488 GYD | G$33,488 GYD | G$35,790 GYD | G$39,976 GYD | G$38,720 GYD | G$39,557 GYD | G$37,464 GYD | G$35,581 GYD | G$36,209 GYD | G$38,092 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
- Seattle Vacation rentals
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- Richmond Vacation rentals
- Victoria Vacation rentals
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- Silver Falls State Park
- Columbia River Gorge National Scenic Area
- Moda Center
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Meadows
- Mt. Hood Skibowl
- Oregon Zoo
- Providence Park
- Oregon Convention Center
- The Grotto
- Portland Japanese Garden
- Beacon Rock State Park
- Airplane Home
- Enchanted Forest
- Tom McCall Waterfront Park
- Sellwood Riverfront City Park
- Wonder Ballroom
- Reed College
- Washington Square
- Oaks Amusement Park
- Tryon Creek State Natural Area
- Arlene Schnitzer Concert Hall
- Pittock Mansion





