
Pet-friendly holiday 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.

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.

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.

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.

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*

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.

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 beautiful 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!

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.

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!

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.

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.

Miller Street Sellwood Garden Apartment
Cozy one-bedroom basement apartment in a quiet neighborhood. Queen-bed. Decorated with art from my travels in Turkey, Colombia, China and Egypt with descriptions in the AirBNB binder. No stove but small refrigerator, microwave and toaster and sink. Cabinet with plates, cups, silverware. Board and card games in cabinet below the TV. Have Hulu, Netflix, and Prime Video for your entertainment. Your own washer-dryer in the unit.

Stumptown Cottage in Eastmoreland
Newly built modern studio space in our beautiful historic Eastmoreland neighborhood. Loft like space with modern amenities in a quiet setting. Close to Reed College, Woodstock, Division and Sellwood-Moreland neighborhoods. Easily accessible via public transit. Due to the coronavirus, we’re taking extra care to disinfect frequently touched surfaces between reservations.
Popular amenities for Milwaukie pet-friendly home rentals
Pet-friendly house rentals

Studio Apartment PandaCrystalCave

Hollywood District Hideaway

Springwater Retreat: Relax in quiet comfort

Newer Built Fopo Gem, Close to Everything!

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

Holiday Home

Modern Central Portland House

Charming home on private street with hot tub
Pet-friendly home rentals with a pool

Spacious Townhome in Peaceful Forest Setting

The blueberry villa spa & heated pool

Wine Country Spa House - Hot Tub/Sauna/Pool

Countryside Retreat | Hot Tub, Sport Court & Pets

Serene Escape (Loft Condo)

Rose City Hideaway

Private house, hot tub & acres of forest trails!

Recreational Family Fun & Adventures Await
Private, pet-friendly home rentals
Amazing VIEW & Private Entry/Jetted Tub near Falls

The Art Deco Lounge - 95 WalkScore - Live Music

Bar 3728

Forest Lodge Nature Lookout 15 min to downtown

Bohemian Hideaway • Yard + Patio • Walkable

Serene Forest Studio - Walk to Multnomah Village

Little Cedar House High Speed WIFI - Super Clean

Cozy Two Bedroom High Ceiling Daylight ADU
When is the best time to visit Milwaukie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 78 | € 78 | € 78 | € 78 | € 85 | € 92 | € 103 | € 92 | € 92 | € 78 | € 77 | € 80 |
| 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 |
Quick stats about holiday rentals that are pet-friendly in Milwaukie

Total holiday rentals
Explore 40 holiday rentals in Milwaukie

Nightly prices starting at
Milwaukie holiday rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 3,600 verified reviews to help you choose

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

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Milwaukie holiday rentals include wifi 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!
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- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Timberline Lodge
- Silver Falls State Park
- Providence Park
- Enchanted Forest
- Mt. Hood Skibowl
- The Grotto
- Portland Japanese Garden
- Mt. Hood Meadows
- Wooden Shoe Tulip Festival
- Beacon Rock State Park
- Wonder Ballroom
- Powell's City of Books
- Hoyt Arboretum
- Tom McCall Waterfront Park
- Wings & Waves Waterpark
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Skamania Lodge Golf Course
- Domaine Serene
- Portland Art Museum
- Bridal Veil Falls State Scenic Viewpoint




