
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$6,276 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.
ValueLocationParks
4.95 out of 5 average rating, 121 reviews
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
ValueLocationAir conditioning
4.95 out of 5 average rating, 184 reviews
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.
ValueFamilyParking
4.85 out of 5 average rating, 267 reviews
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
ValueLocationNearby
5.0 out of 5 average rating, 171 reviews
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).
LocationValueCheckout
4.91 out of 5 average rating, 152 reviews
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.
LocationValueHospitality
4.87 out of 5 average rating, 157 reviews
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.
LocationFamilyCheckout
4.97 out of 5 average rating, 179 reviews
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!
ValueLocationAir conditioning
4.97 out of 5 average rating, 134 reviews
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)
LocationValueAir conditioning
4.96 out of 5 average rating, 176 reviews
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.
LocationFamilyNearby
4.93 out of 5 average rating, 196 reviews
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.
LocationValueComfort
4.88 out of 5 average rating, 390 reviews
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.
LocationValueCheck-in
4.85 out of 5 average rating, 131 reviewsPopular amenities for Happy Valley house rentals
House rentals with a pool

Corner of Heaven
ValueFamilyComfort
4.99 out of 5 average rating, 116 reviews
Rose City Hideaway
FamilyValueComfort
4.97 out of 5 average rating, 177 reviews
1BR - Private House, Pool, Hot Tub & Forest Trails
LocationFamilyCheck-in
4.97 out of 5 average rating, 106 reviews
The Art Farm
FamilyLocationParking
4.92 out of 5 average rating, 38 reviews
Private Pool & Hot Tub Oasis | Cowboy Retreat
ValueFamilyLayout
4.73 out of 5 average rating, 94 reviews
Frankie's Place; Walkable Craftsman luxury!
FamilyLocationTV
4.94 out of 5 average rating, 67 reviews
The Staycation House
FamilyLocationHospitality
4.73 out of 5 average rating, 49 reviews
One level Entertainers Dream *Heated Pool*
ValueLocationPool
4.95 out of 5 average rating, 39 reviewsWeekly house rentals

Relaxing Home w/ Game Room, Fire Pit & BBQ
FamilyLocationGrill
4.92 out of 5 average rating, 161 reviews
Oak Grove Getaway Retreat
FamilyValueHot tub
4.95 out of 5 average rating, 536 reviews
Darling house,Great location!!
LocationValueCheckout
4.8 out of 5 average rating, 319 reviews
Spacious house with fenced yard and hot tub
LocationFamilyQuiet
4.88 out of 5 average rating, 115 reviews
Luxe Riverfront A-Frame | Hot Tub | Fishing
LocationFamilyTV
4.81 out of 5 average rating, 166 reviews
PNW Sanctuary at the Gorge Family friendly Ranch
FamilyValueCleanliness
4.87 out of 5 average rating, 179 reviews
Forested Hygge House Getaway
LocationValueCleanliness
4.92 out of 5 average rating, 166 reviews
4BR/King Beds, 7 min walk to Edgefield, Pool Table
ValueFamilyDecor
4.9 out of 5 average rating, 147 reviewsPrivate house rentals

Stunning Ranch Home/Walkable Gorgeous Neighborhood
LocationFamilySleep quality
5.0 out of 5 average rating, 30 reviews
Cozy Happy Valley Home - 20 Minutes to DT Portland
FamilyLocationBackyard
4.9 out of 5 average rating, 82 reviews
Home in Clackamas
ValueLocationDecor
4.99 out of 5 average rating, 100 reviews
Modern Home
ValueFamilyLaundry
4.99 out of 5 average rating, 71 reviews
The Big Cozy Family House
FamilyLocationIndoor spaces
4.88 out of 5 average rating, 33 reviews
Mt Scott Forest Retreat with Theater & Sauna
LocationFamilySleep quality
5.0 out of 5 average rating, 13 reviews
Holly View Haven
LocationFamilyLaundry
4.98 out of 5 average rating, 52 reviews
Happy Valley Hideaway
FamilyLocationBiking
4.91 out of 5 average rating, 65 reviewsWhen is the best time to visit Happy Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,473 GYD | G$33,891 GYD | G$33,473 GYD | G$33,473 GYD | G$35,774 GYD | G$39,958 GYD | G$38,703 GYD | G$39,540 GYD | G$37,448 GYD | G$35,565 GYD | G$36,192 GYD | G$38,075 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 Zoo
- Oregon Convention Center
- Airplane Home
- Providence Park
- The Grotto
- Beacon Rock State Park
- Portland Japanese Garden
- Enchanted Forest
- Sellwood Riverfront City Park
- Tom McCall Waterfront Park
- Washington Square
- Reed College
- Tryon Creek State Natural Area
- Wonder Ballroom
- Hoyt Arboretum
- Pittock Mansion
- Oaks Amusement Park
- Evergreen Aviation & Space Museum





