
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.

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

Miranda's Lodge- cozy place with hot tub
Miranda's farm has been popular camping destination place in Molalla, OR during the summer. We decided to open Farm Lodge that will be welcoming guests all year around and close to the city, only 10min downtown Portland, 15min Airport. This dream home has been created with lots of love, imagination and farm style décor. Its cozy, sunny, happy, comfortable and healthy home, close to shopping and restaurants. Private entrance and fenced yard. Everything is brand new, you will want to stay forever.

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.

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).

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

Modern Home — Prime Alberta Arts
This new home is steps from lively Alberta Street, the heart of NE Portland. It's perfect for couples, business travelers, and anyone looking to explore Northeast, Portland's best neighborhood. Plush king-size bed, open kitchen and living room, 1.5 bathrooms, and private yard. Explore awesome restaurants, bars, and shops around the corner, while staying on a quiet residential street. This home is just 15 minutes from the airport, and close to downtown (transit friendly!). Hablamos español.

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.

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.

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!

Multnomah Village Hideout
Explore our new, artist-built bungalow in Multnomah Village, Portland. This cozy space sleeps four with a queen bed upstairs and a pullout couch downstairs. Steps away are charming cafes, shops, and a park with hiking trails and dog parks. Enjoy local activities like bingo and dining on pet-friendly patios. Complete with essentials including laundry and a breakfast nook, this bungalow is perfect for both short and extended stays, offering a unique Portland experience.

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.

PNW retreat, wine tasting, ski, hike & fish
Get away from the hustle and bustle of life and enjoy a quiet retreat in Gresham, a quiet location close to Historic Troutdale, Columbia River Gorge, Mt. Hood, downtown Portland, or the Willamette Valley for wine tasting. The Portland airport is a 20-minute drive and an hour and a half from the beautiful Oregon/Washington beaches! Enjoy its modern amenities and cozy charm. We can't wait for you to enjoy your stay.
Popular amenities for house rentals in Happy Valley
House rentals with a pool

The Staycation House

Frankie's Place; Walkable Craftsman luxury!

One level Entertainers Dream *Heated Pool*

The Art Farm

The Starburst Inn: Enclosed Heated Pool, Theater

5bdrm,Heated Pool, Hot Tub, Sauna.

3-Bed Cowboy Cabana w/ Hot Tub!

Rose City Hideaway
Weekly house rentals

Rose Meadow Oasis

Spotless, Spacious & Private 2 Bedroom Guest Suite

The Cozy Vancouver Home

Private Modern Bungalow
Modern Guesthouse in Portland's Central Eastside

Aqua Star – Iconic Floating Home on the Columbia

BlackBox Luxurious historic restoration with 5 beds!

Home in Clackamas
Private house rentals

The Redwood House 2.0 Safe Cozy 2BR Pet Friendly

Central Stay w/Treehouse! Near Downtown & Nature

Blanton House

Historic RiverPlace West Linn

Countryside Home on Acreage, Pool Table, Sleeps 12

Gresham Modern Industrial Stay with hot tub

The Happy Valley Townhouse | 2BR 2.5BA + Garage!

Charming Bungalow with Hot Tub on Acreage
When is the best time to visit Happy Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £120 | £122 | £120 | £113 | £135 | £133 | £139 | £142 | £134 | £128 | £130 | £137 |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°C |
Quick stats about house rentals in Happy Valley

Total holiday rentals
Explore 80 holiday rentals in Happy Valley

Nightly prices starting at
Happy Valley holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 3,320 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Happy Valley holiday 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!
Destinations to explore
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- Rentals with a fireplace Happy Valley
- Rentals with a patio Happy Valley
- Pet-friendly rentals Happy Valley
- Rentals with a firepit Happy Valley
- Family-friendly rentals Happy Valley
- Rentals with outdoor seating Happy Valley
- Rentals with a washing machine and dryer Happy Valley
- House rentals Clackamas County
- House rentals Oregon
- House rentals United States
- Columbia River Gorge National Scenic Area
- Moda Center
- Silver Falls State Park
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Skibowl
- Mt. Hood Meadows
- Oregon Zoo
- Providence Park
- Beacon Rock State Park
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Tom McCall Waterfront Park
- Airplane Home
- Wonder Ballroom
- Powell's City of Books
- Oaks Amusement Park
- Arlene Schnitzer Concert Hall
- Hoyt Arboretum
- Portland Art Museum
- Wings & Waves Waterpark
- Pittock Mansion
- Oregon Convention Center





