
House vacation rentals in Happy Valley
Find and book unique houses on Airbnb
Quick stats about house rentals in Happy Valley

Total vacation rentals
Explore 70 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 3,340 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 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 house rentals in Happy Valley
Guests agree: these houses are highly rated for location, cleanliness, and more.

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. *Some uneven paths and slip hazards are present

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.

Knotty Pine - Log Home
Located in the heart of historic Willamette district in West Linn is a beautiful log home situated on 1.3 acres. Short walk to Willamette park (next to the river), walk to shops & restaurants. Private entrance, easy parking. Apartment is on one level, no stairs (800 square feet). Living room, full size kitchen and two bedrooms. Master- king size bed and Guest room - double bed, no closet. Includes a laundry room . Great for extended stay. Close to I-205, 25 min. to PDX and downtown Portland.

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

Gladstone Garden Retreat
Lovely updated bungalow, private & quiet garden retreat in old Gladstone home, walking distance to Clackamas River. Gated yard with garden, grill, outdoor dining, east facing windows, private keyless entrance, off street parking. Tons of natural light; beautifully decorated; AC, HDTV, Wi-Fi, Cable TV with movie channels; Queen beds; designer appliances for gourmet meals; rock fireplace w/ gas, soaking tub upstairs, updated shower downstairs; washer & dryer. Pet friendly patio w/ doggie door.

Hidden Garden Cottage
This 850 sf. cottage is a century old but was completely updated 12 years ago with era-appropriate furnishings, giving it a period (and safe) feel. Breakfast goodies, art, books, and a woodstove make it cozy. It sits on half an acre so lots of room for kids . It's in SW Portland, minutes from downtown. It's quiet, great for working or vacationing. An outdoor fire pit and gardens make it unique. There's even a zip line for kids. Family gatherings also fine. (Note: There is a $60 fee per dog.)

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.

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.

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 house rentals
House rentals with a pool

The Staycation House

Frankie's Place; Walkable Craftsman luxury!

One level Entertainers Dream *Heated Pool*

The Art Farm

Modern 3-Story Gem | Across from Nike | 1GB Wi-Fi

5bdrm,Heated Pool, Hot Tub, Sauna.

Private Pool & Hot Tub Oasis | Cowboy Retreat

Rose City Hideaway
Weekly house rentals

Rose Meadow Oasis
Modern Guesthouse in Portland's Central Eastside

Relaxing Home w/ Fire Pit, BBQ and Game Room

The Playground

Portland Modern

Stunning Ranch Home/Walkable Gorgeous Neighborhood

Cozy Happy Valley Home - 20 Minutes to DT Portland

Hot tub, Sunroom, Aquarium, Spacious kitchen, Deck
Private house rentals

The Redwood House 2.0 Safe Cozy 2BR Pet Friendly

Mount Scott Skyline Views!

Large Cozy Home

Historic RiverPlace West Linn

Cozy Happy Valley Cottage Retreat

Your Cozy Family Retreat

Gresham Modern Industrial Stay with hot tub

Home in Clackamas
When is the best time to visit Happy Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,468 GYD | G$33,886 GYD | G$33,468 GYD | G$31,376 GYD | G$37,651 GYD | G$37,024 GYD | G$38,697 GYD | G$39,534 GYD | G$37,442 GYD | G$35,560 GYD | G$36,187 GYD | G$38,070 GYD |
| 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 |
Destinations to explore
- Rentals with outdoor seating Happy Valley
- Rentals with a fireplace Happy Valley
- Pet-friendly rentals Happy Valley
- Family-friendly rentals Happy Valley
- Rentals with a fire pit Happy Valley
- Rentals with a patio Happy Valley
- Rentals with a washer and dryer Happy Valley
- House rentals Clackamas County
- House rentals Oregon
- House rentals United States
- Silver Falls State Park
- Columbia River Gorge National Scenic Area
- Moda Center
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Meadows
- Mt. Hood Skibowl
- Oregon Zoo
- Oregon Convention Center
- Providence Park
- The Grotto
- Portland Japanese Garden
- Beacon Rock State Park
- Enchanted Forest
- Airplane Home
- Tom McCall Waterfront Park
- Sellwood Riverfront City Park
- Wonder Ballroom
- Oaks Amusement Park
- Washington Square
- Reed College
- Arlene Schnitzer Concert Hall
- Tryon Creek State Natural Area
- Evergreen Aviation & Space Museum





