Pet-friendly vacation rentals in Happy Valley

4.91 out of 5 average rating, 138 reviews

City Cottage with Country Feel

Fully fenced cottage is nestled in the forest at the end of the road, it's very quiet, very private. Just off the property, there is a walking path to park (Play Haven Park), w/ wildlife aplenty; bunnies, hawks, squirrels, berry picking, and more! We are located near Leach Botanical Gardens, And very convenient, to hwy 205, just down the road from The Gorge Hwy 84 East. For those of you that need hospital services, we are very close to Adventist and Kaiser. We are 15 mins from the airport.

PetsOutdoor spacesComfort

4.91 out of 5 average rating, 169 reviews

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

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

PetsWalkabilityGetting around

4.85 out of 5 average rating, 271 reviews

The entrance features a covered porch with a wooden frame and decorative pillars. Colorful flower baskets and potted plants adorn the space, while a bench rests on the wooden deck. Large windows provide visibility into the home, enhancing the welcoming appearance.

Home in Clackamas County

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 spacesWalkabilityHeating

4.88 out of 5 average rating, 144 reviews

Guest suite in Gresham

Spacious two-room private suite. Clean and quiet!

Centrally located to Portland's cultural centers, brew pubs, wineries, and the unrivaled recreation of the Columbia River Gorge with world-class hiking, wind, and snow sports! 500 sq. ft. of comfort and cleanliness in two thoughtfully appointed rooms. Kitchenette with fridge, microwave, toaster, coffee-maker for breakfast prep. Bathroom with full laundry facilities. Two separate rooms and a private entrance. Come enjoy the solitude of our space or rest, fuel up, and launch to your adventures!

PetsOutdoor spacesQuiet

4.95 out of 5 average rating, 221 reviews

The exterior of a two-story house is presented, featuring a red and gray façade with white trim. A welcoming porch with decorative railings extends along the front, surrounded by lush greenery. A chimney rises from the roof, complementing the home's charming architectural details.

Guest suite in Gresham

Sweet Private Suite in Historic Home

Mary and I love hosting people who appreciate a comfortable experience and beautiful space. Our Private Suite is located in an idyllic setting central to all the activities, great food and nature that the greater Portland area is known for, but without the "junk" that comes with being in the city. Short drives to Portland, Mt Hood hiking and skiing, the Columbia River, Multnomah Falls and great entertainment at McMenamin's "Edgefield (15 Min)" and "Grand Lodge" (35 min.). Infants 0-2 welcome.

WalkabilityOutdoor spacesCleanliness

4.95 out of 5 average rating, 109 reviews

An open and airy living area features a light-colored sectional sofa with a navy throw, centered on a patterned area rug. A coffee table sits in front, and a television is positioned nearby. The space is complemented by dining and kitchen areas in the background.

Guest suite in Milwaukie

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 BRAND NEW 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

WalkabilityOutdoor spacesComfort

4.95 out of 5 average rating, 119 reviews

The exterior of the home is highlighted by a wooden facade with a metal roof. A wooden deck leads to the entrance, surrounded by lush greenery and well-maintained landscaping. Sunlight filters through the trees, illuminating the peaceful setting.

Cabin in Damascus

Cheerful 2 bedroom cabin on the Clackamas River

Take it easy at this unique and tranquil getaway. Nested on a bluff with sweeping territorial views bordered by the Clackamas River, this 2 bedroom home sits on an acre of property just outside of Portland. It has been completely updated with a new gourmet kitchen, spa-like bathroom, master with a private balcony, dedicated work space, and a huge deck to enjoy all that nature has to offer. The upper yard is fully fenced for your pup and there is private walking path to the river.

WalkabilityPetsFamily

4.97 out of 5 average rating, 136 reviews

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

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!

WalkabilityOutdoor spacesQuiet

4.89 out of 5 average rating, 771 reviews

The cabin, nestled among towering cedar trees, features a rustic exterior with warm lighting from the windows. A serene creek flows nearby, with smooth stones and mossy patches lining the water's edge. A wooden bridge connects to the surrounding natural landscape.

Cabin in Milwaukie

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.

WalkabilityPetsAccuracy

4.97 out of 5 average rating, 318 reviews

A large windowed section of the cabin allows natural light to fill the space, showcasing views of the surrounding trees and distant mountains. A comfortable seating area is present, alongside a telescope and a small side table with a lamp, creating an inviting spot for relaxation.

Guest suite in Sandy

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.

WalkabilityOutdoor spacesTV

4.91 out of 5 average rating, 408 reviews

A modern living area is presented with a light gray sofa adorned with patterned cushions. A wooden coffee table sits in front, while the open kitchen and dining area are visible in the background, featuring a dining table and various appliances.

Apartment in Woodstock

Clean, Bright & Quiet 2 Bed apt. Pets Welcome!

Welcome to a calm & open space to relax while you explore Portland. A new purposed planned apartment that is full of original art, murals, amenities and peaceful design features. We LOVE your pets & welcome them to stay with you! Each pet is $25 per reservation. The Light house is near great restaurants, fun Portland neighborhood bars, ice-cream parlors, famous Portland food cart scenes, boutique supermarkets, parks & much much more.

PetsWalkabilityParking

4.98 out of 5 average rating, 377 reviews

A spacious living area features light green walls and hardwood flooring. A gray sofa and a blue accent chair offer comfortable seating, complemented by a wooden coffee table. The open kitchen is visible in the background, showcasing modern appliances and warm wood cabinetry.

Guesthouse in Milwaukie

River Forest Guest House, River and Dock access

Tasteful and brand new guest house, beautiful neighborhood on the river. Guests have private deck facing yard and separate outdoor sitting area on the Willamette river (behind main house). Watch the birds, boats and riverboat cruise from the patio with fire pit. 2 miles from lightrail station, restaurants and shopping nearby and 15 mins. to downtown Portland. All are welcome! We are on the east side of the river, Milwaukie area.

WalkabilityOutdoor spacesTV

Popular amenities for Happy Valley pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.86 out of 5 average rating, 136 reviews

Home in Gresham

PNW retreat, wine tasting, ski, hike & fish

PetsWalkabilityBiking

Superhost

Home in West Linn

Cozy Modern Family 3Bd Oasis

Outdoor spacesPetsParking

4.86 out of 5 average rating, 127 reviews

4.84 out of 5 average rating, 166 reviews

An open-concept living area features a cozy seating arrangement with light blue chairs and a sofa, complemented by a large wall-mounted TV. Natural light streams in through sliding doors that lead to the backyard, while a fireplace offers a welcoming focal point.

Home in Oregon City

Ranch Home · Fire Pit · Pets OK · Near Portland

Outdoor spacesWalkabilityShared spaces

4.99 out of 5 average rating, 152 reviews

A wooden bridge is seen crossing over a small ravine, surrounded by tall cedar trees and lush greenery. Soft lights line the bridge, creating a warm glow. In the background, a cabin is partially visible, nestled among the trees, alongside a gentle flowing creek.

Home in Washougal

Three water falls, a river and a lodge.

WalkabilityPetsWifi

4.94 out of 5 average rating, 236 reviews

Home in Mt. Tabor

Midcentury Modern - Backyard Oasis with Grill

PetsOutdoor spacesIndoor spaces

5.0 out of 5 average rating, 120 reviews

A two-story gray house features a welcoming red front door. The front yard is landscaped with neatly trimmed bushes and grass, accompanied by a pair of outdoor chairs. A spacious driveway leads to a two-car garage, surrounded by trees and a clear blue sky.

Home in Vancouver

3 Hearts Haven Vancouver, A Wellness Escape

PetsOutdoor spacesSleep quality

4.95 out of 5 average rating, 162 reviews

A single-story house with a welcoming front porch is surrounded by a lush, green lawn. The exterior features a mix of white siding and dark roofing, with two garage doors on one side. Tall trees provide a natural backdrop, enhancing the tranquil setting.

Home in Lake Oswego

Completely updated home in Lake Oswego!

Outdoor spacesWalkabilityComfort

4.95 out of 5 average rating, 211 reviews

A welcoming living area features a light-colored sofa adorned with decorative cushions, accompanied by a modern coffee table. Two blue armchairs are positioned nearby. Natural light enters through sheer curtains, and artwork depicting serene landscapes adorns the walls.

Home in Vancouver

Restful PNW Ranch close to PDX, dining & shopping

WalkabilityOutdoor spacesAmenities

Pet-friendly home rentals with a pool

4.9 out of 5 average rating, 127 reviews

Villa in Camas

The blueberry villa spa & heated pool

WalkabilityPetsLocation

5.0 out of 5 average rating, 526 reviews

Guesthouse in Newberg

Wine Country Spa House - Hot Tub/Sauna/Pool

PetsWalkabilityBathroom

4.97 out of 5 average rating, 109 reviews

Home in North Plains

1BR - Private House, Pool, Hot Tub & Forest Trails

PetsOutdoor spacesAccess

Superhost

Cabin in Newberg

A Rustic, Lodge Retreat with Pool, Hot Tub & More

Outdoor spacesPetsBreakfast

4.96 out of 5 average rating, 113 reviews

Place to stay in Northeast Portland

A cozy bedroom is visible with a spacious bed draped in soft bedding and a decorative wall art piece. A desk with a computer is situated beside a window adorned with a neutral-toned shade, allowing natural light to enter the room. A plush throw is draped over the chair.

The Portland Sun House

WalkabilityOutdoor spacesHeating

4.98 out of 5 average rating, 245 reviews

4.91 out of 5 average rating, 130 reviews

A covered patio area features a modern grill adjacent to a fire pit with flames flickering over stone. Comfortable seating is arranged around the fire pit, surrounded by lush greenery and stacked firewood along the back wall.

Apartment in Beaverton

Recreational Family Fun & Adventures Await

WalkabilityPetsKitchen

4.97 out of 5 average rating, 179 reviews

An airy kitchen features sloped ceilings with wooden beams and warm wood cabinetry. A vintage-style aqua refrigerator complements stainless steel appliances. Natural light filters through three windows, while a vibrant rug adds a pop of color to the space.

Home in North Portland

Rose City Hideaway

Outdoor spacesWalkabilityAccuracy

4.82 out of 5 average rating, 112 reviews

A compact kitchen features glossy white cabinetry and a vibrant turquoise countertop. A small round table with two chairs is positioned near a window, allowing natural light to brighten the space. Blue accents add a pop of color to the room, enhancing the overall design.

Apartment in Vancouver

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

PetsWalkabilityAccuracy

Private, pet-friendly home rentals

Loft in Northeast Portland

A well-equipped kitchen features a professional-grade gas range with a stainless steel hood, complemented by wooden cabinetry and a black countertop. Shelves display various cooking essentials, including spices and utensils, alongside a kettle, toaster, and coffee maker, creating a functional yet inviting cooking space.

Onsen oasis + Portland's finest at your feet

WalkabilityOutdoor spacesComfort

4.92 out of 5 average rating, 611 reviews

A cozy studio space is depicted, showcasing a comfortable seating area with a neutral-toned sofa. An open kitchen with bar seating is visible in the background, alongside large glass doors leading to a fenced backyard. A television stands against the wall, ready for entertainment.

4.96 out of 5 average rating, 285 reviews

Bright, Private & Cozy with Yard

WalkabilityOutdoor spacesSleep quality

Apartment in Southwest Portland

The living area features a sofa in soft pink, complemented by a light gray chair. A coffee table with a decorative arrangement sits on a patterned rug. Natural light pours in through large windows adorned with light curtains, while a modern TV is mounted above a sleek black fireplace.

Mid-Century Hillsdale Retreat

Outdoor spacesWalkabilityKitchen

4.98 out of 5 average rating, 182 reviews

Vacation home in Portland

A bright living area features a red sectional sofa adorned with decorative throw pillows. Two pieces of abstract wall art add color, while a wooden side table sits beside the sofa. Light enters through a window, enhancing the space's warmth.

Lovely 1-bed vacation home w/ off street parking.

Outdoor spacesWalkabilityLocation

4.86 out of 5 average rating, 193 reviews

4.92 out of 5 average rating, 481 reviews

A charming guesthouse is nestled within a lush garden, surrounded by colorful flowering bushes and sculpted hedges. The structure features large windows that offer a glimpse of the serene interior. The path leading to the guesthouse is intertwined with greenery, enhancing the tranquil atmosphere.

Cottage in Portland

Secret Garden Guesthouse!!

PetsOutdoor spacesRiver

4.98 out of 5 average rating, 139 reviews

Coda | Walkable Woodstock Guesthouse | Portland

WalkabilityPetsNearby

4.96 out of 5 average rating, 108 reviews

Wellness Oasis w/ Sauna, Hot Tub & Fireplace

WalkabilityPetsAccess