House holiday rentals in Happy Valley

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Top-rated house rentals in Happy Valley

Guests agree: These houses are highly rated for location, cleanliness and more.

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Guest favourite
A cozy living area features a large area rug with a floral design in shades of blue and gray. Two elegant armchairs are positioned beside a wooden console, which has a flat-screen TV mounted above it. Natural light filters in through large windows.
Home in Ardenwald
4.93 out of 5 average rating, 212 reviews

Charming Remodeled Home in SE

Unique, charming 1920's home, just minutes from Portland by bike or car, fully remodeled, w/custom handmade furnishings made w/local hardwoods. Our cozy home has a fully loaded gourmet kitchen. Master suite w/king bed and a top of the line Stearns and Foster mattress. 2nd bedroom w/brand new queen nectar mattress. King sleeper sofa w/memory foam mattress. Covered patio, plenty of outdoor seating, natural gas BBQ, and firepit. Fenced yard for pets. Local fav cafe across the street.

Top Guest favourite
A spacious bed is framed by a wooden headboard, complemented by crisp white linens and fluffy pillows. A light beige quilt covers the bed, providing a soft texture. Next to the bed, a simple nightstand with a glass lamp adds a functional touch to the design.
Home in Portland
4.95 out of 5 average rating, 154 reviews

Milwaukie Easy-Centrally located, Close to PDX

Our home is a spacious cozy contemporary home, complete with an outdoor deck, and a beautifully decorated interior with contemporary pieces that complete the design of our home. Windows in living & dining space are across from each other bringing in ample light. Our space is furnished with various mid-century, modern and contemporary pieces that complete the home. Shared Spaces •Parking area •On site laundry shared with other tenant, tenant has a separate living area with no other shared spaces

Top Guest favourite
A mid-century living space features high vaulted wood ceilings and large windows that invite natural light. A leather sofa and patterned rug provide comfort, while a kitchen island with bar stools enhances functionality. Artwork adorns the wall, adding a touch of character to the room.
Home in Multnomah
4.96 out of 5 average rating, 126 reviews

Portland Modern

Welcome to our Midcentury Modern – a true masterpiece inspired by the iconic Frank Lloyd Wright. Nestled on a lush 1/3 acre private retreat, this architectural gem is just minutes away from Multnomah Village and Gabriel Park. Immerse yourself in the timeless beauty of this completely renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. This house is perfect for friend groups, families or corporate retreats. Note: 4 bedroom, 2 bath, 2 kitchen.

Top Guest favourite
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, 173 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 favourite
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
4.87 out of 5 average rating, 102 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).

Guest favourite
A modern living space is displayed, featuring a cozy gray sofa, two armchairs, and a dining table with four high chairs. Large windows allow natural light to fill the room. A well-equipped kitchen is visible, complemented by stainless steel appliances and minimalistic cabinetry.
Home in Roseway
4.97 out of 5 average rating, 319 reviews

RoseCity Getaway - New Modern Private Home

Newly built, modern, beautiful, private, stand alone home! Entire house is for you alone! Designed and built by local, award winning architect! This cozy, quiet, relaxing escape has great access to the city. Just minutes to airport, 15 minutes to downtown and near two major freeways. Close to the action but just off the beaten path. Full amenities, Kitchen, dining, comfy queen memory foam mattress, washer/dryer, 45" smart TV with WIFI, AC/split unit, W/D, private, quiet, great workspace!

Top Guest favourite
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, 127 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 favourite
The open living space features a sectional couch with cushions, a wooden dining table, and chairs in a well-lit area. A television is mounted on the wall, with kitchen and dining areas visible in the background, illuminated by natural light from large windows.
Home in Gladstone
4.92 out of 5 average rating, 144 reviews

Forested Hygge House Getaway

Relax in a Gladstone oasis overlooking an untouched trail and forested area. A cozy, bright, and private spot. I hope you connect with my affinity for vintage art and clean lines! You’ll have the entire house and 1/3 acre to yourself. Less than 30 mins from most anywhere in Portland Metro, 10 mins to Oregon City, and 1 hr to Mt. Hood. This is a dog friendly (no cats), non-smoking house. The large yard is on a dead-end street, though not fenced. *Not ideal for those with mobility issues*

Guest favourite
A welcoming living area features dark leather seating with cozy accent pillows. A patterned area rug anchors the space, complementing the warm-toned walls. Soft lighting from two lamps enhances the inviting atmosphere, and an open doorway leads to another room.
Home in Portland
4.88 out of 5 average rating, 136 reviews

Urban Cabin on Mt Scott

Close to the city and close to nature, this is the best of both worlds! Tucked into forested Mt Scott on the edge of Portland, a very popular stay! 20 minutes from downtown and convention centers, 5 minutes from the freeway, 5 minutes from several food cart pods, 20 minutes from four major rivers, 30 minutes from the famous Columbia River Gorge waterfalls, and an hour from Mt Hood skiing and Timberline Lodge. Enjoy this entire guest house to yourself with shared driveway parking in front.

Guest favourite
A spacious family room features a large L-shaped couch with comfortable seating. A plush green ottoman rests on a striped rug, complementing a contemporary armchair. Natural light filters through multiple windows, illuminating the room, which includes a TV and a cozy gas-lit fireplace.
Home in Portland
4.94 out of 5 average rating, 254 reviews

Spacious Forest Retreat w/ Hot Tub & Views

In the woods, next to a creek, but still in Portland! Forget your worries in this spacious and serene space. There is a private entrance to this large two story guest suite, which includes a family room, living area with dining area and kitchenette, bedroom and bathroom, central AC, and private balcony. Located in a quiet neighborhood, close to hiking trails in Woods Memorial Park. A 3-minute drive or 1 mile walk to popular Multnomah Village; 15 minutes from Downtown Portland.

Top Guest favourite
An inviting living space showcases an open floor plan with large windows offering views of the surrounding landscape. Comfortable seating options include a spacious couch and two armchairs, arranged around a coffee table. A dining area is visible, featuring a long table with chairs, illuminated by overhead lighting.
Home in West Linn
4.97 out of 5 average rating, 122 reviews

Hidden Springs Hideaway

Privacy, tranquility and views abound at this beautiful elevated home. Enjoy Mt. Hood views on a tranquil 1/2 acre lot. The open floor plan is spacious with professionally designed new furnishings. High end linens and bedding in every room including bamboo sheets, coops pillows, and nice beds. The home is completely remodeled with gorgeous aesthetics (except kitchen). Relax downstairs in the family on the extra deep couch while watching a movie on the huge flat screen.

Top Guest favourite
A warm dining area is showcased with a wooden table at its center, surrounded by decorative plants. An archway leads into a cozy living room featuring a gas fireplace, comfortable seating, and large windows that invite natural light into the space.
Home in Milwaukie
4.98 out of 5 average rating, 108 reviews

Oak Grove Easy-Centrally located w/King Bed

Welcome to this updated and comfortable, light filled home in the Oak Grove neighborhood of Portland. A short distance to the river, downtown, parks, restaurants and all things Portland-make this a perfect vacation space for your family and guests. We put a lot of love in to designing the interior to be stylish, yet comfortable and seamless to ensure you feel right at home. Ample space in our park-like backyard to relax , entertain or play a summer game of corn hole!

Popular amenities for Happy Valley house rentals

When is the best time to visit Happy Valley?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$267 NZD$270 NZD$261 NZD$267 NZD$320 NZD$315 NZD$329 NZD$336 NZD$318 NZD$267 NZD$288 NZD$274 NZD
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Quick stats about house rentals in Happy Valley

  • Total holiday rentals

    Explore 90 holiday rentals in Happy Valley

  • Nightly prices starting at

    Happy Valley holiday rentals start at $53 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Happy Valley holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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