
Family-friendly vacation rentals in Happy Valley
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Happy Valley

Total vacation rentals
Explore 60 vacation rentals in Happy Valley

Nightly prices starting at
Happy Valley vacation rentals start at G$12,555 GYD per night before taxes and fees

Verified guest reviews
Over 3,420 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 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 family-friendly rentals in Happy Valley
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

City Cottage with Country Feel
Fully fenced cottage is nestled in the forest at the end of the road, it's very quiet, very private. Just off the property, there is a walking path to park (Play Haven Park), w/ wildlife aplenty; bunnies, hawks, squirrels, berry picking, and more! We are located near Leach Botanical Gardens, And very convenient, to hwy 205, just down the road from The Gorge Hwy 84 East. For those of you that need hospital services, we are very close to Adventist and Kaiser. We are 15 mins from the airport.

Top of the World - Apartment near PDX w/ AC
This relaxing, private suite is perfect for your stay! Our organized space includes high-speed wifi, a gas fireplace, and even a washer and dryer. The kitchen is fully equipped with a dishwasher, fridge, Nespresso coffee maker, hot plate, cookware, and a three-in-one microwave/air fryer/mini baking oven. You have your own entrance and the space to yourself. Guests find the location very convenient and we often hear that the space feels comfortable, homey, and that we've "thought of everything!"

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

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).

The River’s Bend
Bright & airy ADU right on the great Willamette river! Complete with kitchenette and private entrance! Walking distance to the public transport train (max station), Elk Rock Island State Park, downtown Milwaukie, and only 10 minutes by car to downtown Portland. The riverfront park green space and boat launch are quite literally steps away from our front door. Take a walk along the beautiful river! *Note: there is a single-story flight of stairs leading up to the ADU on the second floor.

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.

Hygge House-luxurious secluded 3BR guesthouse
The Hygge House PNW is a place to unwind, get cozy and enjoy the company of those you love. Cuddle up with a cup of tea or a good book and enjoy a restful retreat. Enjoy country vibes while being moments away from Happy Valley City Center. Whether you're in town visiting friends and family or looking to experience everything Portland has to offer, the Hygge House has you covered. We hope you enjoy your time spent here and leave feeling relaxed and more connected with the ones you love.

All the Views: Private Airbnb Near Portland
Guests tell us they love the view! They also mention this downstairs apartment is very clean, spacious, comfortable and relaxing, and has great wifi. • 750 square feet of privacy, including a large guest-only deck • Full kitchen, queen size bed and fast wifi • Leather furniture, large screen TV with HDMI capability (streaming only) • Private staircase leads to your garage entrance. No shared spaces. Level 2 EV charger Clackamas County License #108 No children or infants

Happy Valley - Serenity in the Suburbs
We offer you a spacious (1500 sq feet with 9 ft ceilings) daylight apartment which includes, 2 large bedrooms (one queen, two twins), full kitchen with basic supplies, full laundry, bathroom with shower, dining and living areas, office nook, covered outdoor patio for sitting, a secluded and quiet backyard great for birding, private parking spot and separate entry. Our property backs up to a protected nature area with a beautiful walking trail. Perfect for couples or a small family.

Modern Spacious Private Guesthouse!
This spacious guesthouse is the perfect spot to relax and unwind, located conveniently just a few minutes from an abundance of restaurants and stores. The home is equipped with a queen bed and futon, kitchenette, and dining area. For your convenience, you have your own washer and dryer in the unit. Explore stunning Oregon beauty by adventuring to the nearby parks and trails. If you'd rather cozy up inside, the guesthouse has free-wifi and Netflix.

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.

Milwaukie Retreat in the Woods
Your private apartment is located on a wood filled lot with a private outdoor area, shade and even deer on occasion. We are 12 miles from the airport, near freeways with easy access to downtown, and to make your way to the coast or the Columbia Gorge, Mt Hood and the Willamette Valley for wine tasting. We have added extra cleaning procedures to help fight against Covid 19.
Popular amenities for Happy Valley family-friendly rentals
Family-friendly home rentals with a hot tub

Miranda's Lodge- cozy place with hot tub

Yeti's Tree House: Where Dreams Come True

Luxurious Riverfront GuestHouse, Sauna & HotTub.

The Story House

Muse Cabin in old growth forest w/cedar hot tub

7-acre Private Creekfront Oasis w sauna + hot tub

Fireshaker Guesthouse (with hot tub!)

The Playground
Family- and pet-friendly home rentals

Rustic Creekside Cabin

Stumptown Cottage in Eastmoreland

Spacious and Private Place with a BIG Yard

The Wee Humble Cottage

River Forest Guest House, River and Dock access
Amazing VIEW & Private Entry/Jetted Tub near Falls

Coda | Walkable Woodstock Guesthouse | Portland

Spacious two-room private suite. Clean and quiet!
Family-friendly home rentals with a pool

Oasis Between City, River & Mountain. Damascus OR

Quaint Tiny House In The Trees. Damascus, Oregon.

The blueberry villa spa & heated pool

Casetta

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

The Starburst Inn: Enclosed Heated Pool, Theater

Poolhouse of Portland Architectural Gem

Recreational Family Fun & Adventures Await
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$39,340 GYD | G$39,550 GYD | G$41,224 GYD | G$39,968 GYD | G$42,061 GYD | G$41,851 GYD | G$43,316 GYD | G$44,153 GYD | G$41,642 GYD | G$42,061 GYD | G$42,688 GYD | G$42,479 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
- Beacon Rock State Park
- Portland Japanese Garden
- Enchanted Forest
- Tom McCall Waterfront Park
- Sellwood Riverfront City Park
- Washington Square
- Reed College
- Tryon Creek State Natural Area
- Wonder Ballroom
- Oaks Amusement Park
- Arlene Schnitzer Concert Hall
- Pittock Mansion





