
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$6,249 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.

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

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

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.

Cheerful 1 bedroom downtown cottage
Keep it simple at this peaceful and centrally-located home. Walk downtown for restaurants, coffee shops and trendy boutiques or to one of several nature trails that lead to forested areas, lakes and rivers. Visit Portland Oregon just 20 minutes away, or take a longer day trip. Mount Hood and the Columbia River gorge are about an hour away. Enjoy a fully appointed spacious and light-filled space, perfect for a couple or a family with one child. No smoking on the premises.

Charming Tiny Forest Home, PDX next to Lake Oswego
Relax at this serene Portland retreat on the Lake Oswego border, near Tryon Creek State Park and Lewis & Clark College in the prestigious Dunthorpe neighborhood. Explore the park, bike, hike, swim the river, and sample top local cuisine and wine at two of Willamette Valley’s best tasting rooms, all just minutes away in downtown Lake Oswego. A quick 10 minute drive takes you to downtown Portland and Portlandia! One-night weekend stays require approval.

Relaxing Home w/ Fire Pit, BBQ and Game Room
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.

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.

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.
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

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

5bdrm,Heated Pool, Hot Tub, Sauna.

Private Pool & Hot Tub Oasis | Cowboy Retreat

Rose City Hideaway
Weekly house rentals

Darling house,Great location!!

Spotless, Spacious & Private 2 Bedroom Guest Suite

Multnomah Village Hideout

Three water falls, a river and a lodge.

Spacious Forest Retreat w/ Hot Tub & Views

Cozy Modern Family 3Bd Oasis

Art Filled Historic Craftsman • Inner Eastside

Signal House – Light Up The Portal
Private house rentals

The Redwood House 2.0 Safe Cozy 2BR Pet Friendly

Rose Meadow Oasis

Historic RiverPlace West Linn

Cozy Happy Valley Cottage Retreat

Gresham Modern Industrial Stay with hot tub

Home in Clackamas

Happy Valley Home

Cozy Happy Valley Home - 20 Minutes to DT Portland
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$33,326 GYD | G$33,743 GYD | G$33,326 GYD | G$31,243 GYD | G$37,492 GYD | G$36,867 GYD | G$38,533 GYD | G$39,366 GYD | G$37,284 GYD | G$35,409 GYD | G$36,034 GYD | G$37,908 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
- Rentals with outdoor seating Happy Valley
- Rentals with a fireplace Happy Valley
- Pet-friendly rentals Happy Valley
- Family-friendly rentals Happy Valley
- Rentals with a patio Happy Valley
- Rentals with a fire pit Happy Valley
- Rentals with a washer and dryer Happy Valley
- House rentals Clackamas County
- House rentals Oregon
- House rentals United States
- Silver Falls State Park
- Columbia River Gorge National Scenic Area
- Moda Center
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Meadows
- Mt. Hood Skibowl
- Oregon Zoo
- Oregon Convention Center
- Providence Park
- The Grotto
- Portland Japanese Garden
- Enchanted Forest
- Beacon Rock State Park
- Airplane Home
- Tom McCall Waterfront Park
- Wonder Ballroom
- Oaks Amusement Park
- Washington Square
- Sellwood Riverfront City Park
- Arlene Schnitzer Concert Hall
- Tryon Creek State Natural Area
- Reed College
- Hoyt Arboretum





