
Pet-friendly holiday rentals in Happy Valley
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Happy Valley

Total holiday rentals
Explore 20 holiday rentals in Happy Valley

Nightly prices starting at
Happy Valley holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 1,100 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Happy Valley holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Happy Valley rentals

4.8 Average rating
Happy Valley stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Happy Valley
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Amazing VIEW & Private Entry/Jetted Tub near Falls
Enjoy relaxing NO CHORES TO DO beautiful view from private balcony and bedroom! Comfy King size bed, walk- in closet, writing desk and 2 chairs. TV and WiFi . Only 17 minutes drive from the Airport and super close to many waterfalls,hiking trails and 4 minutes to Edgefield, 5 miles from Blue lake, a few minutes from Multnomah Falls, Bridal Veil Falls, and so many others Gorge falls and hiking trails, Columbia river adventures. it is located in safe neighborhood. Ask about a romantic package!
PetsOutdoor spacesView

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.
Outdoor spacesPetsBack garden

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.
WalkabilityPetsAccuracy

Yeti's Tree House: Where Dreams Come True
"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.
Outdoor spacesPetsTV

The Bee Cottage
Welcome to The Bee Cottage! This cozy cottage is nestled in the woods overlooking a beautiful sun-filled meadow situated on 5 private acres adjacent to Mary S. Young Park. In this quiet and pastoral setting you'll see deer wandering in the orchard and on the other side of the meadow are honeybee hives tended to by the host. It’s a separate home with a fully stocked kitchen, an outdoor deck and barbecue great for entertaining just 3 blocks from Cedar Oaks Park/Boat Ramp on the Willamette River.
WalkabilityOutdoor spacesTV

The Wee Humble Cottage
Cozy 1 bed, 1 bath, 100 yr old smoke/vape free cottage is conveniently located in Gladstone, OR; walking distance to local shops & antique mercantile. Within blocks of the confluence the Clackamas & Willamette Rivers. Just 1.5 mi from historic downtown Oregon City Main Street, Willamette Falls, Abernethy Center & End of the Oregon Trail Museum. Also conveniently located near the Trolley Trail Loop, a 19 mile long meandering walking/cycling trail through a series of quiet communities.
WalkabilityOutdoor spacesHospitality

Bright, Private & Cozy with Yard
Relax in this private, bright and cozy studio space with fully fenced back yard. Nestle up by the outdoor fire, or enjoy a sunset under the covered patio. Equipped with TV, WiFi, and FireStick so you can connect to your favorite shows easily. Kitchen has microwave, mini-refrigerator, induction stove, dishwasher, and all of the supplies you would expect! Enjoy cozy Brooklinen bedding (it's the best!). Full bathroom with washer/dryer, walk-in shower, and ultra soft bath towels!
WalkabilityOutdoor spacesHeating

Spacious and Private Place with a BIG Yard
Private and quiet space with over 800sq/ft of living space. Big living room and fully stocked kitchen. Relax in a queen sized bed next to an indoor fireplace. Kick back in the open concept space. Plenty of natural sunlight, separate key code entrance, and a big gated yard. 15 min to downtown Portland. Plenty of parking, close to the river and next door to a park which has tennis and basketball courts and is wonderful to walk and great for dogs. Can’t wait for your Portland
Outdoor spacesPetsHospitality

Romantic Casita. HotTub and Firepit. Pets Welcome!
Come and stay in our romantic, Mediterranean Casita. This private cabin is built for singles and couples. Featuring a hot tub, fenced courtyard, fire pit, covered patio, white Linens, handmade ceramics, rustic furniture, peaceful art and off street parking. Though secluded, you're just a short walk from the vibrant Woodstock BLVD. Enjoy a unique, tranquil retreat designed for relaxation and intimacy, comfortably fitting two guests. Pet's are welcome.
PetsOutdoor spacesBiking

Rustic Creekside Cabin
This tranquil hideaway feels like you're in the middle of the forest, but is just minutes from Portland. Relax next to the burbling creek surrounded by towering cedar trees. The MAX Orange line and downtown Milwaukie are only five minutes away. Built in 1928, the cabin has one bedroom and bathroom, living room, full kitchen and central heat. The bedroom has one queen bed and an en suite bathroom. There is a pull-out queen futon in the living room.
PetsOutdoor spacesQuiet

The Cedar House at Riverbend Orchard
Escape to nature’s beauty at this serene retreat on 23 wooded acres overlooking the Sandy River. Sip coffee on the heated wraparound deck, curl up by the stone fireplace, or soak in the hot tub under the stars. Hike the private trails, discover the pond, and unwind in the sauna. Thoughtfully designed for relaxation, with cozy nooks, books, and breathtaking views. Well-trained dogs welcome! No cats or other pets due to severe owner allergy.
Outdoor spacesPetsHot tub

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.
PetsOutdoor spacesAmenities
Popular amenities for Happy Valley pet-friendly home rentals
Pet-friendly house rentals

Forested Hygge House Getaway
PetsOutdoor spacesNearby

Central Cozy Modern 3Bd Oasis
WalkabilityPetsParks

Multnomah Village Hideout
PetsWalkabilityKitchen

Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Outdoor spacesPetsParking

Three water falls, a river and a lodge.
PetsWalkabilityHospitality

Oak Grove Easy-Centrally located w/King Bed
PetsWalkabilityGrill

Completely updated home in Lake Oswego!
PetsWalkabilityLaundry

Ranch Home · Fire Pit · Pets OK · Near Portland
Outdoor spacesPetsCleanliness
Pet-friendly home rentals with a pool

The Staycation House
PetsHot tubBathroom

Spacious Apartment in Quiet Setting
Outdoor spacesPoolAccuracy

One level Entertainers Dream *Heated Pool*
PetsWalkabilityLaundry

Luxury Waterfront Townhouse
WalkabilityFamilyPool

Cute, cozy, private and perfect place you'll love!
PetsOutdoor spacesCleanliness

The blueberry villa spa & heated pool
Outdoor spacesPetsCheckout

Wine Country Spa House - Hot Tub/Sauna/Pool
Outdoor spacesWalkabilityShared spaces

Private Pool Retreat/Hot Tub, Sports Court & Pets
Outdoor spacesPetsView
Private, pet-friendly home rentals

Pet Friendly, Cozy & Curated Designer Guesthouse
Outdoor spacesPetsCondition

Stumptown Cottage in Eastmoreland
Outdoor spacesWalkabilityDecor

Unique Underground Speakeasy with hot tub
PetsOutdoor spacesValue

Luxury one bed apartment-extended stay available
WalkabilityPetsComfort

Onsen oasis + Portland's finest at your feet
PetsWalkabilityValue

Spacious two-room private suite. Clean and quiet!
WalkabilityPetsQuiet

Secluded Willamette River Apartment in Lake Oswego
PetsOutdoor spacesKitchen

Woodstock•Net Zero•Chef Kitchen•Firepit•Pet-OK
WalkabilityPetsParks
When is the best time to visit Happy Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $241 SGD | $241 SGD | $250 SGD | $228 SGD | $256 SGD | $298 SGD | $269 SGD | $260 SGD | $229 SGD | $254 SGD | $270 SGD | $274 SGD |
| 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
- Silver Falls State Park
- Columbia River Gorge National Scenic Area
- Moda Center
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Meadows
- Mt. Hood Skibowl
- Oregon Convention Center
- Oregon Zoo
- Providence Park
- Airplane Home
- The Grotto
- Portland Japanese Garden
- Beacon Rock State Park
- Enchanted Forest
- Tom McCall Waterfront Park
- Sellwood Riverfront City Park
- Washington Square
- Reed College
- Oaks Amusement Park
- Wonder Ballroom
- Tryon Creek State Natural Area
- Arlene Schnitzer Concert Hall
- Pittock Mansion





