Pet-friendly vacation rentals in Happy Valley

My Cozy Place- For the Budget Traveler-29 day max!

This cozy unit is a converted rec room located on the bottom floor of a two story house that includes a living room, a separate bedroom, a bathroom with shower, and a small kitchenette /laundry room (cold water). The kitchenette includes a microwave, toaster oven, hot plate, coffee pot, utensils, and refrigerator. The unit can be locked with key. STEPS are required for entry. Not recommended for guests with mobility issues. Extra guests are each charged $5 per day. NO smoking/vape inside.

Hawthorne House - A+ Location! Pet Friendly!

Killer location!! An ez 2 min walk down the street from Hawthorne/Division in SE Portland! Enjoy the best restaurants, shops, bars PDX offers! Centrally located in great neighborhood! Main floor unit w/private access! Self check in! Bright and airy living spaces! Fully equipped kitchen for preparing delicious meals. Full sized wash/dryer. High speed Wi-Fi. Cozy bedroom w/plush queen-sized bed. Clean and modern bathroom stocked w/essentials. I'm excited to host you during your visit to PDX!!

The Backyard Bungalow! Big Living; Small House

The Backyard Bungalow - featured on Portland's ADU tour - is the perfect hideaway amidst uncertain times. With its own secluded pathway, and detached from the main house, it offers as much privacy as desired. Once inside however, its 16ft vaulted ceiling and sunlit open-plan living area surprises with a sense of spaciousness and comfort. Its inner SE location is walking distance to Division St. restaurants and cafes, food carts, parks and playgrounds, as well as being a "biker's paradise".

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*

Little Cedar House Cottage near coffee and shops

5 year old detached guest house in Laurelhurst/North Tabor. Bright and spacious with vaulted cedar ceilings. Modern Industrial style with many eco-friendly features such as mini-split heat/ac, tankless water heater, and all-natural fiber area rugs and linens means fewer toxins and a low carbon footprint. Situated near Laurelhurst and Mount Tabor parks with restaurants and amenities nearby. We are also pet friendly and allow well-behaved dogs on leashes for a $30 fee per dog, per visit.

Charming home on private street with hot tub

Keep it simple at this conveniently situated retreat, just a 10-minute drive from downtown Portland and moments away from Multnomah Village. Nestled at the end of a private street in a desirable neighborhood, this charming home offers a spacious interior (with recently added centralized A/C) and inviting shared outdoor spaces. Relax and unwind in the hot tub, gather around the barbecue, or enjoy the patio and fireplace. Remote worker? Come be productive in our sitting/standing desk station.

Cozy & spacious like home with full kitchen & W/D

Fresh & Modern, Spacious 1 Bed/1 Bath Condo - 700 sq ft unit with private entrance & lots of natural light. Free washer & dryer, A/C, and king-size memory foam bed. Cook’s kitchen with quartz countertops & full size appliances. Lovely outdoor stone patio with picnic table. We're excited to host you at our Earth Advantage energy efficient home that's convenient to downtown, the airport, and many nearby restaurants. Just steps away from walking paths on Mt. Tabor with panoramic views!

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.

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!

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!

Coda: Spacious Dog Friendly Guesthouse, Solarpower

Unwind in this elegant, light-filled guest house featuring tall ceilings and abundant natural light. Located in Portland’s desirable Woodstock neighborhood, it’s a short walk to acclaimed restaurants, a vibrant food cart pod, grocery stores, and a local brew pub. Coda offers a peaceful retreat with curated musical instruments, a premium Sonos sound system, and a fully equipped kitchen and baths—an inviting space to relax and recharge after a day in the city.

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.