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 G$6,275 GYD 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
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, 169 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

Superhost
A tranquil guest house is nestled alongside a serene river, framed by tall trees with autumn foliage. Sunlight filters through the leaves, illuminating the exterior of the house while reflecting off the calm water, creating a peaceful ambiance.
Guesthouse in Clackamas
4.97 out of 5 average rating, 296 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!!

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, 150 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
The exterior of a charming home is highlighted by well-manicured landscaping and vibrant yellow flowers in the foreground. The house features a welcoming entrance with stone accents and large windows, while a dark vehicle is parked in the driveway.
Home in Happy Valley
5.0 out of 5 average rating, 30 reviews

Stunning Ranch Home/Walkable Gorgeous Neighborhood

This newly renovated home is open and airy, with high ceilings and a inviting floor plan that flows from room to room. Brand new furnishings and top-of-the-line luxurious beds just purchased. The main living area is expansive, with a cozy fireplace and modern kitchen. Each bedroom feels like its own private retreat, with ample closet space and large windows that look out into the lush yard. A game and sitting room complete the home, creating both fun and relaxing spaces within the residence.

Top guest favorite
A spacious living area features a light-colored leather sofa paired with a glass coffee table, complemented by an area rug. Natural light filters through large windows, illuminating the open layout that connects to the dining area and staircase in the background.
Home in Clackamas County
4.99 out of 5 average rating, 99 reviews

Home in Clackamas

Forget your worries in this spacious and serene space. Come stay at our beautiful home located in a peaceful neighborhood in Clackamas. With access to near by stores, food carts, mall, and many other essential locations that will fit your needs while you enjoy your stay in this beautiful 3 bedroom, stylish home! Please don't park your vehicle in the street on the fire lane, which is in front of the house. if you need additional parking, please park across from the house where its permitted.

Top 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, 183 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.

Superhost
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, 79 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!

Guest favorite
A restful bedroom features a spacious bed with a soft white blanket, accompanied by two nightstands, each topped with a lamp. A large mirror reflects the serene atmosphere created by a mural of misty trees on the wall, enhancing the calming design.
Home in Happy Valley
4.91 out of 5 average rating, 79 reviews

Cozy Happy Valley Home - 20 Minutes to DT Portland

Relax with the whole family at this urban farmhouse retreat. This space is where kids and adults alike can enjoy time together while being close to many of the best amenities Oregon has to offer. You are just 20 minutes from downtown Portland and 45 minutes from Mt. Hood. Grill on the back patio, make a meal in the fully stocked kitchen, or host a movie night in the family room, complete with a dedicated workspace and snack bar; this house was crafted with attention to detail in mind.

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
A spacious living room features comfortable seating arranged for relaxation. Natural light enters through large windows, illuminating the room. A wooden cabinet with decorative items is positioned against the wall, while a flat-screen TV is mounted above. Decorative lamps add warmth to the space.
Home in Happy Valley
5.0 out of 5 average rating, 73 reviews

Spotless, Spacious & Private 2 Bedroom Guest Suite

We’d like to welcome you to a spacious, completely separate 2 bedroom apartment featuring queen beds, large light and bright living room, a well equipped kitchen, laundry with full sized washer/dryer, work space, bath with walk-in shower, private patio with a great view for you to enjoy. You’ll feel right at home with this tastefully decorated and comfortable space. Fast WiFi, streaming services including Netflix, Prime Video and Disney+.

Top guest favorite
Home in Damascus
4.93 out of 5 average rating, 196 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.

Superhost
Home in Happy Valley
4.88 out of 5 average rating, 388 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.

Popular amenities for Happy Valley vacation rentals

When is the best time to visit Happy Valley?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,911 GYDG$29,702 GYDG$31,166 GYDG$29,702 GYDG$29,911 GYDG$31,375 GYDG$29,283 GYDG$28,028 GYDG$31,375 GYDG$31,375 GYDG$30,538 GYDG$31,793 GYD
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.