Vacation rentals in Happy Valley

Find and book unique accommodations on Airbnb

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 favourite
Townhouse in Sunnyside
4.96 out of 5 average rating, 193 reviews

1000+ sq private 2b1.5b unit in gated area

A private unit in gated resort like homesite centrally located. Kaiser hospital , Clackmas TC and Happy Valley TC are mins drive away. 15 mins to PDX, 25 mins Portland downtown and 50 mins to Mt Hood Gorge. Very quite and you can wake up to bird chirping in am. Evergreens provide nice soothing color year round. Patio and deck with dinning table give you chance to enjoy outdoor and sunset if weather permits. Full kitchen. Up to 1gb super fastinternet. Spacious for 4 no extra charges. Central a/c.

Top guest favourite
Guesthouse in West Linn
4.97 out of 5 average rating, 172 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 favourite
A detached guest house is presented with a deep blue exterior and white trim, featuring multiple windows that invite natural light. A wooden deck leads to a door, complemented by a small plant display and outdoor seating in a brick-paved area surrounded by greenery.
Home in Lewelling
4.95 out of 5 average rating, 110 reviews

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.

Top guest favourite
A hot tub is positioned on a deck, offering a view of a vibrant sunset beyond a modern home. Trees frame the scene, with soft lighting adorning the structure. The silhouette of a spiral staircase adds depth to the setting.
Home in Lents
4.9 out of 5 average rating, 134 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 favourite
A serene outdoor space is featured, showcasing a private hot tub and a premium barrel sauna with a river view. String lights illuminate the area, enhancing the tranquil setting. Two lounge chairs are positioned nearby, inviting relaxation amid the natural surroundings at dusk.
Guesthouse in Clackamas
4.97 out of 5 average rating, 275 reviews

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

Top guest favourite
The kitchen features light wood cabinetry and a spacious island with seating. Stainless steel appliances, including an oven and refrigerator, are visible. Warm wood flooring enhances the inviting environment. A dining area is seen in the background, illuminated by natural light from nearby windows.
Home in Sunnyside
5 out of 5 average rating, 154 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

Top guest favourite
A spacious deck is adorned with two metal chairs facing the stunning valley and mountain views. Natural light fills the area, enhanced by the wooden overhead beams and floor. Lush greenery surrounds the landscape, creating a serene outdoor space for relaxation.
Apartment in Happy Valley
4.98 out of 5 average rating, 421 reviews

All the Views: A Private airbnb Near Portland!

Guests tell us they love this view! They also mention this downstairs apartment is very clean, spacious, comfortable and relaxing, with great wifi too. • 750 square feet of privacy, including the large private 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.

Superhost
Home in Sunnyside
4.89 out of 5 average rating, 375 reviews

Mid Century Villa w/Mountain View & Movie Theater

Just relisted as we had long-term renters due to total fire loss. 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.

Top guest favourite
A spacious living area features a large sectional sofa with patterned cushions, offering a comfortable place to relax. Natural light enters through sliding glass doors that lead to the outdoor space, while an adjacent dining area is visible, along with the kitchen in the background.
Guest suite in Happy Valley
5 out of 5 average rating, 125 reviews

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.

Top guest favourite
Cabin in Damascus
4.94 out of 5 average rating, 108 reviews

Cheerful 2 bedroom cabin on the Clackamas River

Take it easy at this unique and tranquil getaway. Nested on a bluff with sweeping territorial views bordered by the Clackamas River, this 2 bedroom home sits on an acre of property just outside of Portland. It has been completely updated with a new gourmet kitchen, spa-like bathroom, master with a private balcony, dedicated work space, and a huge deck to enjoy all that nature has to offer. The upper yard is fully fenced for your pup and there is private walking path to the river.

Top guest favourite
Guesthouse in Happy Valley
4.96 out of 5 average rating, 101 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 favourite
Home in Damascus
4.93 out of 5 average rating, 185 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. price$197 CAD$196 CAD$206 CAD$172 CAD$186 CAD$178 CAD$193 CAD$185 CAD$207 CAD$207 CAD$201 CAD$210 CAD
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 30 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 70 vacation rentals in Happy Valley featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Happy Valley?

    Make yourself at home in Happy Valley by choosing from our most frequently booked neighborhoods. We have over 660 vacation rentals in Happy Valley, over 460 vacation rentals in Sunnyside, and over 520 vacation rentals in Clackamas.

  • Do house rentals in Happy Valley have air conditioning?

    Absolutely! We offer over 80 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 80 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 80 house rentals with free parking in Happy Valley. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Happy Valley?

    Enhance your stay in our House Rentals with the most popular amenities: over 80 homes with wifi, over 80 homes with free parking, over 80 homes with air conditioning, over 70 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Happy Valley

  • Total vacation rentals

    Explore 110 vacation rentals in Happy Valley

  • Nightly prices starting at

    Happy Valley vacation rentals start at $41 CAD per night before taxes and fees

  • Verified guest reviews

    Over 6,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    110 of Happy Valley vacation rentals include wifi 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!

  1. Airbnb
  2. United States
  3. Oregon
  4. Clackamas County
  5. Happy Valley