Pet-friendly vacation rentals in Milwaukie

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Milwaukie

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
A cozy living area features a large area rug with a floral design in shades of blue and gray. Two elegant armchairs are positioned beside a wooden console, which has a flat-screen TV mounted above it. Natural light filters in through large windows.
Home in Ardenwald
4.93 out of 5 average rating, 215 reviews

Charming Remodeled Home in SE

Unique, charming 1920's home, just minutes from Portland by bike or car, fully remodeled, w/custom handmade furnishings made w/local hardwoods. Our cozy home has a fully loaded gourmet kitchen. Master suite w/king bed and a top of the line Stearns and Foster mattress. 2nd bedroom w/brand new queen nectar mattress. King sleeper sofa w/memory foam mattress. Covered patio, plenty of outdoor seating, natural gas BBQ, and firepit. Fenced yard for pets. Local fav cafe across the street.

Top guest favorite
A spacious studio suite features a queen bed with a patterned blanket and soft lighting. A cozy seating area includes a gray couch and round coffee table. A small dining table for two is positioned near the window, enhancing the inviting atmosphere.
Guest suite in Ardenwald
4.8 out of 5 average rating, 365 reviews

Clean & Cozy "Private" Studio Suite

Private studio suite (500 sq ft). The unit is on the lower half of this 2 level duplex (host lives upstairs), private entry is on the ground level, self check-in, off street parking. There is a kitchenette, private bathroom with a stand-up shower, washer & dryer, queen bed, high speed internet, expanded cable, Netflix/Amazon Prime. Also, there is a lovely private patio for your enjoyment with a fire table. The space is warm and inviting, very safe location, great neighborhood and dog friendly.

Guest favorite
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
4.92 out of 5 average rating, 145 reviews

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*

Top guest favorite
A charming exterior of a single-story home is surrounded by lush green lawn and colorful flower beds. Large windows allow natural light to fill the interior. A welcoming front entrance features a classic door beneath a small overhang.
Apartment in Eastmoreland/Reed
4.98 out of 5 average rating, 433 reviews

Elegant SE Portland/Reed College BLUE MOON SUITE

The Blue Moon Suite is a cool, comfortable and convenient apartment within a home to stay if you're visiting Reed College, are in Portland for business (downtown is only 15 mins away) or if you are just touring the city. We look forward to welcoming you into our home and aim to make your stay as comfortable as possible while taking your privacy seriously & offering private access to an elegantly decorated yet comfortable one bedroom lower level apartment with everything that you might need.

Top guest favorite
A modern kitchen area features sleek wooden cabinetry and a shiny stainless steel stove. A glass dining table is surrounded by four upholstered chairs. Large windows allow natural light to fill the space, accentuating the contemporary design.
Guesthouse in Portland
4.92 out of 5 average rating, 413 reviews

Dwell - Solar Powered Living

Now Net Zero Energy! Dwell has 18 solar panels that cover more electricity that the building uses! New modern House with gourmet kitchen. Enjoy the tile shower with endless hot water, smart tv, and cozy furniture. Short walk to Woodstock village with Double Mountain Brewing, New Seasons. Easy access to public transportation, or sit back and relax on the patio with firepit. Light and bright guest house and you have the place to yourself. There is a fenced yard that is pretty private.

Guest favorite
A charming blue cottage is framed by a welcoming front porch with wooden railings. Lush green plants and purple flowers decorate the landscape. An American flag is displayed on the railing, and a car is parked in the driveway alongside the property.
Bungalow in Gladstone
4.92 out of 5 average rating, 182 reviews

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.

Top guest favorite
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
4.98 out of 5 average rating, 110 reviews

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!

Guest favorite
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
4.92 out of 5 average rating, 445 reviews

Secret Garden Guesthouse!!

Secret garden guesthouse is located 1 mile from downtown Lake Oswego and 2 miles from Lewis and Clark. Ideal hideaway for parents weekend, visiting the college, or guest lecturers. Also great location for exploring the amazing city of Portland and its surrounds. 50 minutes to Mt Hood, 40 minutes to wine country! Located in SW Portland and just a few miles from downtown Portland food scene. 1 mile from Lake Oswego. Friendly pets are welcome with a $40 pet fee.

Guest favorite
A modern two-story home with a light-colored exterior features large windows that invite natural light. The entrance is highlighted by a set of stairs leading to the front door, with a driveway visible in the foreground, surrounded by landscaped gardens.
Guest suite in South Tabor
4.91 out of 5 average rating, 398 reviews

Fresh & Modern, Spacious 1 Bed/1 Bath Condo

Large, modern 700 sq ft condo 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!

Guest favorite
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.
Vacation home in Portland
4.87 out of 5 average rating, 173 reviews

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

Welcome to the artists nook - where characters and wayfinders come to relax. A stylish, freshly remodeled 1bed, 1bath, in a quiet, serene neighborhood. 1 Private off street park space. Private Back porch with bbq. Every room has heat keeping it nice and toasty on those cold, winter nights and AC for July's sultry, sticky evenings. Kitchen comes fully equipped. Large bathroom, and don't forget to use the huge washer and dryer to get your laundry in check.

Guest favorite
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
4.89 out of 5 average rating, 729 reviews

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.

Top guest favorite
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
4.99 out of 5 average rating, 351 reviews

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.

Popular amenities for Milwaukie pet-friendly home rentals

When is the best time to visit Milwaukie?

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Avg. priceG$18,829 GYDG$18,829 GYDG$18,829 GYDG$18,829 GYDG$20,503 GYDG$22,176 GYDG$24,687 GYDG$22,176 GYDG$22,176 GYDG$18,829 GYDG$18,620 GYDG$19,247 GYD
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Quick stats about vacation rentals that are pet-friendly in Milwaukie

  • Total vacation rentals

    Explore 40 vacation rentals in Milwaukie

  • Nightly prices starting at

    Milwaukie vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,600 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Milwaukie vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Milwaukie rentals

  • 4.9 Average rating

    Milwaukie stays are highly rated by guests—averaging 4.9 out of 5!