Vacation rentals in Happy Valley

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Top-rated vacation rentals in Happy Valley

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

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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
4.96 out of 5 average rating, 161 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.

Top guest favorite
A spacious bedroom features a large bed with high-quality cotton bedding. A desk is positioned nearby, and a sliding door leads to an outdoor patio. Natural light brightens the room, highlighting a wall art piece depicting a cityscape.
Home in Sunnyside
4.96 out of 5 average rating, 178 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. 25 mins to PDX, NW 23rd ave, Portland downtown and 50 mins to Mt Hood. 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.

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 Lents
4.88 out of 5 average rating, 111 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
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 Sunnyside
5 out of 5 average rating, 138 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
Home in Sunnyside
4.9 out of 5 average rating, 366 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 favorite
Apartment in Happy Valley
4.98 out of 5 average rating, 414 reviews

All the Views: Your Private Airbnb near Portland!

Guests tell us they love the view! They also mention this downstairs apartment is very clean, spacious, comfortable and relaxing, with great wifi too! • 750 square feet of privacy, including a private balcony • 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. Garage entry. Level 2 EV charger (let us know ahead) Clackamas County License #108

Top guest favorite
The exterior of the home is highlighted by a wooden facade with a metal roof. A wooden deck leads to the entrance, surrounded by lush greenery and well-maintained landscaping. Sunlight filters through the trees, illuminating the peaceful setting.
Cabin in Damascus
4.94 out of 5 average rating, 100 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.

Guest favorite
A spacious sleeping area is highlighted by a comfortable bed adorned with multiple pillows. A cozy armchair sits beside a modern electric fireplace. Large artwork adorns the wall, while soft lighting from lamps and a pendant fixture creates a warm ambiance.
Guest suite in Northeast Portland
4.91 out of 5 average rating, 798 reviews

* Backyard Studio + Parking + Fireplace *

✨🏡The Backyard Studio is self-contained with private entrance that opens onto its own covered patio with places to sit and enjoy the peacefulness of the grounds. The studio has contemporary furnishings and artwork, beamed ceilings, fireplace, full bathtub shower, super comfy bed, quality linens and an assortment of pillows. Park just a few feet away from the unit on our safe, tranquil property. Lots of little extras you may need while traveling to help make your stay comfortable.✨

Top guest favorite
A spacious great room features a large sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. Framed artwork hangs on the walls, while two lamps provide soft lighting. A kitchenette is visible in the background, enhancing the open layout.
Guest suite in Happy Valley
4.97 out of 5 average rating, 154 reviews

Super clean! Happy Valley Private Guest suite. (4)

Super clean, amazing suite located on Mt Scott in Happy Valley. Located in the lower level of our home, with 1700 sq ft., two bedrooms, new queen beds and full private bath. Separate entrance and patio backing on to a wooded green space. Patio is equipped with chairs and a Traeger grill. Huge great room with big screen TV and fireplace. Dining area and fully stocked kitchen. Combo washer dryer, ironing board and iron are available in your suite for your convenience.

Top guest favorite
The exterior of a garden studio is illuminated by string lights, creating a warm ambiance at night. An inviting patio features two wooden chairs and floral greenery, while blooming white flowers add a touch of natural beauty to the space.
Guest suite in Milwaukie
4.99 out of 5 average rating, 451 reviews

Light Filled Garden Studio

Our wonderfully bright garden studio is perfect for a short stay or for visitors looking to explore Portland for an extended visit. It has a full, well-stocked kitchen, ideal for those looking to stay in and cook, but it’s also just a 20 minute drive from downtown, for those looking to explore the wonderful restaurant scene Portland offers. Keyless entry and private entrance through the side yard gate provide renters with complete autonomy during their visit.

Top guest favorite
A cozy living area features a sectional couch adorned with decorative pillows. A wooden dining table with sturdy chairs is positioned nearby. Art prints are displayed on the walls above the couch, and a floor lamp adds soft illumination to the space.
Home in Damascus
4.93 out of 5 average rating, 181 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.

Top guest favorite
A spacious studio apartment features a cozy sleeping area with a wooden bed frame and soft bedding. A dining table with chairs is nearby, along with a comfortable sofa. Large windows allow natural light, and entertainment options include a flat-screen TV. Kitchen appliances are neatly arranged along one wall.
Guesthouse in Buckman
4.98 out of 5 average rating, 889 reviews

Cozy Portland Studio Apartment

The space is a well appointed, comfortable studio apartment. It is an ADU at the back of the main house. All the amenities that one would desire are provided (wifi, internet, cable TV, washer & dryer, fridge, dishwasher, stove, microwave, AC, cooking utensils, etc., etc). It is also very modern and clean, with a private entrance and keyless entry. Close to many restaurants, bars and coffee shops.

Popular amenities for Happy Valley vacation rentals

When is the best time to visit Happy Valley?

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Frequently Asked Questions

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

    Happy Valley has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 690 vacation rentals in Happy Valley, over 480 vacation rentals in Sunnyside, and over 550 vacation rentals in Clackamas.

  • Do house rentals in Happy Valley have a kitchen?

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

  • Do apartment rentals in Happy Valley have wifi?

    Absolutely! We offer over 10 apartment 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 90 house rentals with free parking in Happy Valley. Enjoy a tailored experience with all the comforts you desire.

  • 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.

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

    Experience the best of Happy Valley with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

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

    Yes! Work meets play with ease at over 80 vacation rentals in Happy Valley featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in Happy Valley

  • Total vacation rentals

    Explore 130 vacation rentals in Happy Valley

  • Nightly prices starting at

    Happy Valley vacation rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 6,560 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    130 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!

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