
Pet-friendly vacation rentals in Milwaukie
Find and book unique pet-friendly homes on Airbnb
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$10,462 GYD per night before taxes and fees

Verified guest reviews
Over 3,630 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!
Top-rated pet-friendly home rentals in Milwaukie
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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.
WalkabilityOutdoor spacesBathroom

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.
WalkabilityPetsTV

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.
WalkabilityPetsGetting around

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 spacesWalkabilityCondition

Multnomah Village Hideout
Explore our new, artist-built bungalow in Multnomah Village, Portland. This cozy space sleeps four with a queen bed upstairs and a pullout couch downstairs. Steps away are charming cafes, shops, and a park with hiking trails and dog parks. Enjoy local activities like bingo and dining on pet-friendly patios. Complete with essentials including laundry and a breakfast nook, this bungalow is perfect for both short and extended stays, offering a unique Portland experience.
PetsOutdoor spacesAccuracy

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.
PetsWalkabilitySleep quality

Coda | Walkable Woodstock Guesthouse | Portland
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.
PetsWalkabilityAir conditioning

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.
Outdoor spacesPetsLong stay

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.
Outdoor spacesWalkabilityHospitality

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.
WalkabilityPetsHeating

Cozy Sellwood District Studio
Welcome to our cozy studio located in the charming Sellwood-Moreland district - Perfect for the Portland aficionado who loves hand-crafted cocktails, eclectic shops, and live local music, making it the ideal location for those looking to experience the unique culture of Portland. The studio features a comfortable queen bed, full bath and kitchenette. The space is designed to be comfortable and inviting with quirky décor and plenty of natural light.
Outdoor spacesPetsComfort

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 spacesQuiet
Popular amenities for Milwaukie pet-friendly home rentals
Pet-friendly house rentals

Forested Hygge House Getaway
WalkabilityOutdoor spacesKitchen

Spacious house with fenced yard and hot tub
PetsOutdoor spacesValue

Cozy, Modern Farmhouse, King Bed, Great Yard, Pets
PetsWalkabilityLaundry

Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Outdoor spacesPetsCheck-in

#StayInMyDistrict Lake Oswego Honey Bee Cottage
PetsOutdoor spacesLocation

Art Filled Historic Craftsman • Inner Eastside
WalkabilityPetsGetting around

Charming Boho Retreat ADU
PetsOutdoor spacesCheck-in

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

The Staycation House
PetsTVComfort

Spacious Apartment in Quiet Setting
Outdoor spacesSleep qualityIndoor spaces

One level Entertainers Dream *Heated Pool*
Outdoor spacesWalkabilityLong stay

Luxury Waterfront Townhouse
WalkabilityHot tubSleep quality

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

The blueberry villa spa & heated pool
WalkabilityOutdoor spacesNearby

Wine Country Spa House - Hot Tub/Sauna/Pool
WalkabilityOutdoor spacesBreakfast

Private Pool Retreat/Hot Tub, Sports Court & Pets
PetsOutdoor spacesAmenities
Private, pet-friendly home rentals
Amazing VIEW & Private Entry/Jetted Tub near Falls
Outdoor spacesPetsBreakfast

Muse Cabin in old growth forest w/cedar hot tub
WalkabilityOutdoor spacesAccuracy

The Bee Cottage
Outdoor spacesWalkabilityBeach

Willamette Riverfront Cottage near Portland
Outdoor spacesPetsAmenities

Portland's Best in Hawthorne District
PetsWalkabilityIndoor spaces

Secluded Willamette River Apartment in Lake Oswego
WalkabilityPetsCheckout

Willow Tree Guesthouse
Outdoor spacesPetsAir conditioning

Yeti's Tree House: Where Dreams Come True
WalkabilityPetsBeach
When is the best time to visit Milwaukie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$19,877 GYD | G$23,434 GYD | G$22,388 GYD | G$23,434 GYD | G$23,853 GYD | G$23,225 GYD | G$24,689 GYD | G$22,179 GYD | G$22,179 GYD | G$22,179 GYD | G$22,597 GYD | G$22,388 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
- 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





