Vacation rentals in Happy Valley

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Happy Valley

  • Total vacation rentals

    Explore 100 vacation rentals in Happy Valley

  • Nightly prices starting at

    Happy Valley vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 6,350 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    100 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 vacation rentals in Happy Valley

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
An open living area features wooden ceiling beams and large windows that offer views of the surrounding trees. A comfortable sofa sits beside a wooden table. The kitchen area includes modern appliances and white cabinetry, enhancing the space's functionality.
Guesthouse in West Linn
4.97 out of 5 average rating, 182 reviews

Charming one bedroom apartment in the forest.

This unique apartment above a garage/shop , detached from the main house. Tucked away into a urban forest. I call it Our Robin's Nest because you look out on to branches of large fir trees. It is very private , yet Starbucks is right next door. Private entry and off street parking. This space has everything you need full kitchen, washer&dryer, queen size bed and fold out couch , plus a Play and Pack for the Littles. Walkable neighborhood , parks market and restaurants within walking distance.

Guest favorite
The entrance is framed by a wooden awning, showcasing double glass doors. A comfortable chair is positioned to the side, accompanied by decorative pillows. Potted plants adorn the entryway, enhancing the inviting atmosphere of the cottage.
Guesthouse in Portland
4.92 out of 5 average rating, 123 reviews

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 guest favorite
A single-level home is presented, featuring a light blue and gray exterior with a combination of brick and siding. The front yard is manicured with greenery, and a driveway leads to a two-car garage. A clear blue sky serves as the backdrop.
Home in Clackamas County
5.0 out of 5 average rating, 166 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

Guest favorite
A fire pit is illuminated in the foreground, casting warm light on the surrounding stones. In the background, a colorful sunset paints the sky with shades of orange and pink, while trees and distant hills create a serene landscape.
Home in Happy Valley
4.91 out of 5 average rating, 148 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).

Top guest favorite
Apartment in Happy Valley
4.98 out of 5 average rating, 427 reviews

All the Views: A Private Airbnb Near to Portland!

Guests tell us they love this 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, sorry.

Top guest favorite
A stunning sunset casts vibrant colors across the sky, creating a backdrop for the tiny house built with natural cedar siding. The silhouette of Mt. Hood is visible in the distance, framed by lush greenery and a pathway leading to the entrance.
Tiny home in Sandy
4.95 out of 5 average rating, 1270 reviews

Mt Hood View Tiny House!

Sandy’s first and only Tiny House! Located just one mile from Hwy 26, this unique tiny home sits on 23 acres, offering a peaceful, private setting with easy access to Mt. Hood adventures. The tiny house has its own space and stunning Mt. Hood views, with our main home visible but not impacting your privacy. Designed around a custom moving window wall system, it opens fully to the outdoors, bringing the mountain right into your stay for unforgettable sunrises, sunsets, and true Mt. Hood magic.

Guest favorite
A serene bedroom features a spacious bed adorned with an assortment of decorative pillows. Two modern bedside lamps flank the bed, providing soft light. A piece of abstract artwork hangs above the headboard, complemented by greenery on the side, creating a relaxing atmosphere.
Guesthouse in Happy Valley
4.9 out of 5 average rating, 180 reviews

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.

Guest favorite
A spacious living area features large windows allowing natural light to fill the room. Comfortable dark gray sofas are arranged around a wooden coffee table. A television is mounted on the wall, and a potted plant adds a touch of greenery to the inviting space.
Home in Clackamas County
4.87 out of 5 average rating, 76 reviews

Rose Meadow Oasis

Bring the whole family to this freshly remodeled 1,300sqft, family-friendly haven! With plenty of room for fun and relaxation, this inviting space is perfect for creating lasting memories. Featuring 3 bedrooms, the open concept living is open and spacious! Located in a fantastic neighborhood, the home is walkable and close to parks, shopping areas, and other local attractions. Whether you’re looking for adventure or a quiet retreat, this is the perfect spot for your family’s getaway!

Top guest favorite
A spacious guestroom features a black bed with a yellow and gray throw blanket draped across it. A small dining table with black chairs is positioned nearby, while a large window offers natural light. Wall art and decorative plants add character to the space.
Guesthouse in Happy Valley
4.96 out of 5 average rating, 107 reviews

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.

Top guest favorite
A spacious backyard is surrounded by lush greenery and tall trees, offering an unobstructed view of the distant mountains. A stone fire pit is positioned on a well-maintained lawn, enhancing the tranquil outdoor space. The clear sky and natural landscape create a serene atmosphere.
Guest suite in Gresham
4.98 out of 5 average rating, 198 reviews

Breathtaking views, Fish, Ski, Mt. Bike, or Hike

Experience a charming two-bedroom suite in the daylight basement of a two-story home, complete with a private entrance and covered patio. Enjoy breathtaking views of Mt. Hood and the Sandy River from your beautiful backyard. Nestled near Oxbow Park, you're just minutes from shops, restaurants, and outdoor adventures in the Columbia River Gorge and beyond. With the Portland airport only 25 minutes away, this cozy retreat is the perfect getaway!

Top guest favorite
A spacious bed dressed in a floral-patterned comforter is complemented by vibrant, textured pillows in various colors. Two stylish lamps with white shades provide soft lighting on either side, stationed on light wood nightstands featuring woven baskets.
Apartment in Happy Valley
5.0 out of 5 average rating, 18 reviews

Luxury one bed apartment-extended stay available

Looking for a great place to call home? You’ve found it! This stylish one-bedroom basement apartment is located in a quiet neighborhood and offers a perfect mix of comfort and privacy. Enjoy a modern kitchen with quartz counters, peninsula seating for four, and a butcher block coffee bar. Relax on your private deck by a tranquil water feature. Includes a leather sectional, TV, internet, a queen bedroom with en-suite, and in-unit washer/dryer.

Top guest favorite
Home in Damascus
4.93 out of 5 average rating, 192 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.

Popular amenities for Happy Valley vacation rentals

When is the best time to visit Happy Valley?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 525ﺩ.ﺇ 521ﺩ.ﺇ 547ﺩ.ﺇ 521ﺩ.ﺇ 525ﺩ.ﺇ 551ﺩ.ﺇ 514ﺩ.ﺇ 492ﺩ.ﺇ 551ﺩ.ﺇ 551ﺩ.ﺇ 536ﺩ.ﺇ 558
Avg. temp5°C7°C9°C12°C15°C18°C21°C21°C19°C13°C8°C5°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Happy Valley?

    Happy Valley has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Happy Valley?

    Experience the best of Happy Valley with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Happy Valley?

    Four-legged friends are welcome in Happy Valley. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Happy Valley?

    Yes! Work meets play with ease at over 60 vacation rentals in Happy Valley featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Happy Valley have air conditioning?

    Absolutely! We offer over 70 house rentals with air conditioning in Happy Valley. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Happy Valley have a kitchen?

    Absolutely! We offer over 70 house rentals with a kitchen in Happy Valley. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Happy Valley have wifi?

    Absolutely! We offer over 70 house rentals with wifi in Happy Valley. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Happy Valley have free parking?

    Absolutely! We offer over 70 house rentals with free parking in Happy Valley. Enjoy a tailored experience with all the comforts you desire.