Home Vacation Rentals By Owner In Happy Valley, OR

Showing 20 Of 23 Vacation Rentals
Slider Thumb

$151.56

/ Nightly
Private Vacation Home

Suburban Woodland Getaway - Close to the City and Nature Trails

Happy Valley, Oregon, United States

Welcome to our beautiful brand-new home, located in the prestigious Happy Valley, nestled in a peaceful suburban forest. If you're seeking a tranquil retreat with the convenience of nearby attractions, you've found your perfect destination.brbrThis spacious home is thoughtfully designed and offers all the modern comforts you could desire. With ample space for relaxation, a fully equipped kitchen, and a cozy living area, it's an excellent choice for families, couples, and remote workers alike. The property boasts an electric vehicle (EV) charger, making it ideal for environmentally-conscious travelers.brbrFor nature enthusiasts, you'll be delighted to discover that Scouters Mountain, Hidden Falls, and Powell Butte are just a few miles away, offering hiking trails, scenic views, and opportunities for outdoor adventure. If you're in the mood for shopping or dining, a short drive takes you to the convenience of Fred Meyer and a variety of great restaurants.brbrIn addition to the nearby attractions, our community features a basketball court and a park for you to enjoy. The property is perfectly situated for those who want the best of both worlds - the serene charm of a suburban forest and the accessibility to SE Portland, just 7 miles away. And if you're a fan of winter sports or just love the majestic beauty of Mount Hood, you'll be pleased to know that it's just over 40 miles from the base of this iconic mountain.brbrWhether you're here for work, relaxation, or adventure, our brand-new home offers the perfect blend of convenience, comfort, and natural beauty. Book your stay now, and experience the serenity of Happy Valley for yourself.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(27)

$295.35

/ Nightly
Private Vacation Home

Family-Friendly Townhouse with High-Speed WiFi, and Washer/Dryer

Happy Valley, Oregon, United States

Happy Valley HideawaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEnjoy relaxing in a fun, modern condo where natural light is a regular visitor. This colorful condo is ready to welcome guests looking to relax just a short distance from Portland. Enjoy a movie on the large projection screen, or take in fresh air out on your own private balcony. The private washer/dryer will ensure that you can pack light on your trip, and the desk workspace is a great spot for completing remote work. The modern kitchen is all set up with full-size appliances for all your cooking needs, including a French door refrigerator and a prep table that doubles as a breakfast bar. So what are you waiting for Comfort awaits. This home is close to the MAX, transportation to and from the Hoyt Arboretum and children's museum!brbrThings to KnowbrFree high-speed WiFi and RokubrFull kitchen with a dishwasherbrDog-friendlybrNetflix streamingbrA Pack-N-Play is provided for younger guestsbrTwo sofabeds provide extra sleeping spacesbrPERMIT ID#159268brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 1 vehicle.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(8)

$418.83

/ Nightly
Private Vacation Home

Sleek Urban Retreat in Happy Valley

Happy Valley, Oregon, United States

Nestled on a tranquil dead-end street in a safe, quiet neighborhood, our property is a spacious haven with a sprawling lot. The exterior has undergone a massive renovation catering to guests in any weather. Experience the charm of our covered patio with a Traeger grill and dining area or unwind on the open patio featuring a propane fire pit and ample seating.brbrIndoors, discover a thoughtfully designed 3-bedroom, 2-bathroom space. The master bedroom boasts an ensuite bath with modern fixtures, while the shared second bathroom is also updated for your comfort. The living room exudes a comfy animal/jungle vibe, equipped with a smart TV for entertainment. A second relaxing living room offers an array of games for both kids and adults.brbrOur exclusive workout area in the living room features a Peloton bike, weights, yoga mat, and more. For your convenience, a high-efficiency washer and dryer with complimentary detergent are provided. Enjoy your favorite shows on the large 60 TV stocked with HBO Max, Netflix, Hulu, and Amazon Prime—everything you need for a cozy night in.brbrThe fully stocked kitchen includes modern amenities such as a coffee maker (iced and hot), air fryer, and complimentary local coffee and tea. Our property boasts smart technology with a Nest thermostat and smart entry/exit using the last four digits of your phone number.brbrAccessibility is a breeze with plenty of parking available, and while the garage is currently used for owner storage, accommodations can be arranged upon request.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$445.76

/ Nightly
Private Vacation Home

Modern retreat - stay minutes from Portland, Mt Hood, dining & nature attraction

Happy Valley, Oregon, United States

Discover the perfect blend of comfort, convenience, and space at this beautiful Happy Valley home — ideal for families, friend groups, business travelers, or anyone looking for a peaceful stay just minutes from Portland.brbrbrbrLocated in a quiet and safe neighborhood, this property offers quick access to shopping, dining, nature trails, and top regional attractions. With room for up to 10 guests, 4 queen bedrooms, a pull-out queen sleeper, and a fully fenced yard for pets, it’s built for relaxed, flexible stays.brbrbrHighlights:br3 bedrooms with queen beds + 1 queen sleeper sofabrbrSleeps 8 comfortablybrbrFully stocked kitchen with modern appliancesbrbrFast Wi-Fi & dedicated workspacebrbrIn-home washer & dryerbrbrPet-friendly with fully fenced backyardbrbrSpacious living area for group gatherings or family movie nightsbrbrPrivate outdoor space for morning coffee or evening relaxationbrbrGarage & driveway parking availablebrbrConvenient Location:br5 min to grocery stores, Target, and Clackamas Town Centerbrbr10 min to nature trails and local parksbrbr20 min to downtown Portlandbrbr25 min to Portland International Airport (PDX)brbr1 hour to Mt. Hood & Columbia River GorgebrbrbrbrWhether you’re visiting family, traveling for work, relocating, or exploring the Pacific Northwest, this clean, comfortable, and pet-friendly home is your perfect short-term rental in Happy Valley.
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(2)

$745.3

/ Nightly
Private Vacation Home

Private Luxury Estate Near PDX – Theater, Sauna, Game Room & Space to Gather

Happy Valley, Oregon, United States

Professionally cleaned large luxury home — our cleaning fee reflects the size, care, and standards required to maintain a high-end experience.brbrWelcome to your Happy Valley luxury retreat—a private 5,000-square-foot estate designed for families, groups, and memorable gatherings. Set at the end of a quiet road and backed by forest, the home offers space, privacy, and comfort just minutes from Portland.brbrAs you arrive, the property rises three stories tall, framed by stonework, wrought-iron railings, and an eight-foot French entry door that sets the tone the moment you step inside. Brazilian cherry floors with custom inlays, travertine entry, crystal chandeliers, and wood shutters throughout create a warm yet refined atmosphere.brbrThe heart of the home is the chef’s kitchen, fully equipped for cooking and entertaining. You’ll find Sub-Zero refrigeration, Wolf appliances including a steam oven, granite countertops, and a large island with seating. Pots, pans, spices, blender, coffee maker, and everything needed to host meals are provided—arrive ready to cook and gather.brbrMultiple living spaces make it easy for everyone to spread out. Two spacious family rooms, a formal dining room with seating for eight, and a breakfast nook off the kitchen and living room offer flexibility for meals, games, and conversation. A whole-home sound system and multiple fireplaces add comfort throughout.brbrEntertainment and wellness are standout features. The private home theater seats seven, while the game room includes a pool table. An executive office provides a quiet workspace for remote work. For relaxation, enjoy the private cedar sauna and fitness area with treadmill.brbrThe primary suite is a spa-like retreat of its own, featuring a king bed, private balcony, soaking tub, two-person shower, fireplace, walk-in closet, and a bathroom with a separate private toilet room. Additional bedrooms include a bunk-bed room with desk and large closet, another bedroom with a desk and hammock swing, and a lower-level bedroom with its own seating area and walk-in closet. A Jack-and-Jill bathroom connects two bedrooms, offering a shared tub with a separate private toilet for convenience.brbrOutdoor spaces are designed for both relaxation and connection. Enjoy outdoor dining and seating, a firepit for eight, and flagstone paths leading to a greenhouse, waterfall, and pond. A grassy area just off the living room provides space for pets. The backyard is not fenced.brbrWildlife sightings are common—deer, rabbits, birds, and more—adding to the secluded feel while remaining close to everything. Parking is easy with a large driveway accommodating six to seven vehicles. Please note: stairs are required to reach the main level.brbrWhether you’re hosting a family gathering, celebrating a milestone, or simply enjoying time together, this estate is built for big meals, late nights, and lasting memories.
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb

$95.0

/ Nightly
Apartment

Woodland Retreat Apartment in Happy Valley - minimum 30 days

Happy Valley, Oregon, United States

If you are looking for a private, peaceful, and spacious one-bedroom apartment, Woodland Retreat offers a beautifully renovated walk-out basement apartment with a well-lit separate entry, covered patio, and garden. Nestled in a wooded neighborhood with walking trails throughout, you will feel secluded while still being just minutes away from nearly any store or service you might need.brbrThis place sparkles. It features brand-new kitchen cabinets with quartz countertops and is fully equipped with all-new appliances, including a refrigerator/freezer, dishwasher, microwave/hood, air fryer/toaster oven, double cooking burners, coffee maker, tea kettle, blender, pots and pans, and tableware.brbrThe modern and bright living room features a large sectional sofa, perfect for reading, relaxing, working, or watching TV, complete with the wood-burning fireplace, providing a warm and cozy atmosphere. The new 55 Smart Hisense TV, complete with an adjustable TV stand for perfect viewing, comes with several easy streaming options.brbrThe serene bedroom boasts a new ultra-comfortable queen mattress, sleigh bed frame, nightstands with USB chargers, room darkening shade, a large dresser, suitcase holders, a full closet, and a storage bench.brbrThe remodeled bathroom includes a brand-new tile shower, sink and cabinets with a quartz countertop, and all-new plumbing fixtures, toilet, and your own washer/dryer.brbrConveniently located on the west side of Mt. Scott, you'll have easy access to grocery stores, restaurants, coffee shops, gas stations, parks, Clackamas Town Center mall, and I-205 freeway. Kaiser Sunnyside Medical Center is 5 minutes away and Portland Airport is 19 minutes away.brbrOverall, this spacious daylight basement apartment combines modern comforts with a tranquil setting, making it an ideal place to live.brbrVideo tour:brhttps://youtu.be/B76Tmo76emkbr
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb
Exceptional(15)

$340.53

/ Nightly
Private Vacation Home

Stunning Ranch Home in Walkable Gorgeous Happy Valley Neighborhood

Happy Valley, Oregon, United States

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. The three bedrooms each feels like their 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.brbrThe spacebrNever rented and just renovated (April 2025) with new furniture, floors, carpet, bedrooms and kitchen.brbrThe living area offers a perfect place to gather after a long day with a beautiful fireplace, vaulted ceilings and a Smart TV. The private patio is off the living area, and guest can enjoy cooking on the grill and sitting on the deck! brbrThis home is also perfect for a working vacation with high-speed internet and plenty of space for remote learning or work.brbrThe full-sized kitchen is stocked with all the essential cookware and tableware to make a meal away from home and has custom cabinetry, granite countertops and stainless steel appliances. The dining area seats six comfortably.brbrThe spacious master suite features a Dream Cloud king-sized bed, a walk in closet, and a smart TV. The en suite bathroom has double sinks, soaking tub, and walk-in shower with a door separating the toilet area for added privacy. brbrThe home has a washer and dryer and for your convenience, laundry detergent is provided.brbrThe room boasts a sitting area, which features a sofa and two club chairs, for great conversation.brbrThe first guest bedroom features a king bed, and large smart TV with a subtle beach decor. The second guest bedroom has a Queen-under-Twin XL bunk bed, and wilderness decor. brbrThe home features a game/movie room that includes a XBOX 1. The room features a large Smart TV. brbrOne of the advantages of this property is that it is centrally located, just minutes from I-205, Clackamas Mall, multiple hospitals, and the famous Happy Valley Station Food Carts. brbrThis property is located in a quiet upscale residential neighborhood. You will observe many walkers strolling the sidewalks under the tree lined streets. brbrPlease note that we have a minimum age and night requirement. To reserve this vacation rental, the paying guest must be 26 years of age or older. brbrOther things to note:brCHECK-IN & CHECK-OUT: Regular check-in is at 3:00 p.m. and regular check-out is at 10 a.m.brbrbrVACATION RENTALS VS. HOTELSbrBooking a vacation rental is like staying at the house of a friend. In our vacation rentals you will experience significantly more space, privacy, or comforts that feel like home, including a kitchen and a location that is beyond what most hotels can offer. All this at a significantly lower cost than a hotel should it have comparable features. These benefits bring different considerations than a hotel. More space means daily housekeeping is not a cost-effective option, not to mention it would infringe on the home-like feel and added privacy a vacation rental offers.brbrWe offer a starter supply of some consumables, including coffee, paper towels, toilet paper and more. To restock or purchase any other needed items, we encourage guests to visit the local grocery store or take advantage of a grocery delivery service.
Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps

Home Most popular vacation rentals in Happy Valley