
House vacation rentals in Milwaukie
Find and book unique houses on Airbnb
Top-rated house rentals in Milwaukie
Guests agree: these houses 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.

Milwaukie Easy-Centrally located, Close to PDX
Our home is a spacious cozy contemporary home, complete with an outdoor deck, and a beautifully decorated interior with contemporary pieces that complete the design of our home. Windows in living & dining space are across from each other bringing in ample light. Our space is furnished with various mid-century, modern and contemporary pieces that complete the home. Shared Spaces •Parking area •On site laundry shared with other tenant, tenant has a separate living area with no other shared spaces

Portland Modern
Welcome to our Midcentury Modern – a true masterpiece inspired by the iconic Frank Lloyd Wright. Nestled on a lush 1/3 acre private retreat, this architectural gem is just minutes away from Multnomah Village and Gabriel Park. Immerse yourself in the timeless beauty of this completely renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. This house is perfect for friend groups, families or corporate retreats. Note: 4 bedroom, 2 bath, 2 kitchen.

New Home Near it All on Division w/ EV Charger
Welcome to The Eloise — a bright, art-filled home centrally-located in the bustling Division/Clinton district of SE Portland. This beautiful ADU has it all. A suite with king bed & bathroom with a luxurious shower; workspace w/ speedy wi-fi; lounge; two TVs a full kitchen, & EV charger. Premium amenities & local treats await you. Tucked into a quiet street just off Division, you’re within walking distance to restaurants, shops, bars, venues, bus & TriMet lines & a 5-minute drive to Downtown.

Springwater Retreat: Relax in quiet comfort
In a tucked-away corner of Portland’s closest suburb, you will find our private duplex on a large, private park-like lot. We are located 8 blocks from the Springwater Corridor, a popular biking/walking trail on the Portland border. It is a lovingly furnished home: queen bedroom, twin-over-full bunk bedroom, bonus room that has a very comfortable queen sofa bed and foozball table, fully equipped kitchen for real cooking, dining area, and huge private yard. Only the off-street parking is shared.

Hawthorne Division Food Drink Tabor Wonderland
Relaxed + modern one bedroom basement apartment, fully separate from upstairs house. Comfortable for the urban dweller that would rather stay in a quaint neighborhood than downtown hotel, it's a great home-base for the traveller curious to explore Portland-- especially for the food lover! Located in quintessential Hawthorne/Mt. Tabor neighborhood. Just blocks from Mt. Tabor Park, restaurants, bars and bus lines. 15 minutes from airport. Naturally cool during summers heat and warm in the winter.

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*

Crossroads Country Cottage
Conveniently located at the crossroads of HWY 224 and SE Lake Road, our home, cottage and garden are the last remnants of a time gone by and what was once a large family farm. When you walk through the private gate leading to the cottage, you might feel you have stepped through a portal into another time. Everything about the cottage is secluded, peaceful and private. We are pleased to have many return visitors. The garden features a waterfall, chairs and table, BBQ and fresh herbs.

#StayinMyDistrict Sellwood Coco Rose Retreat
#StayinMyDistrict Sellwood Retreat! This private garden Retreat is located in the heart of Sellwood! Live like a local and experience a vibrant SE Portland neighborhood! Known for its “walkability” and “friendly neighborhood feel”! Walk (1 block) to local hotspots, nightlife, dining, coffee, & boutique shops, from this comfortably appointed Queen Studio Suite. Relax and enjoy a glass of wine on the private patio. Kitchenette & kitchen amenities, W/D in unit, FREE street parking!

Cozy Bungalow in Ladd’s Addition • Walk/Dine/Shop
Welcome to “Happy Place”, your cozy retreat that feels like a home-away-from-home in the vibrant heart of Portland! Our sanctuary in the bustling SE Clinton/Division area offers fast internet, perfect for work-from-home needs, and is a short stroll from top restaurants, bars, and boutiques. Boasting a walkability score of 92, city exploration is a breeze. Ideal for foodies, culture lovers, and outdoor adventurers, we provide FREE parking and embrace the spirit of Portland living.

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!

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.
Popular amenities for Milwaukie house rentals
House rentals with a pool

Frankie's Place; Walkable Craftsman luxury!

Paradise in Sandy, breathtaking views of Mt. Hood

The Starburst Inn

3-Bed Cowboy Cabana w/ Soaking Pool + Hot Tub!

Rose City Hideaway

Portland Pool Lodge

Serene Oasis: Swim Spa, Sauna, huge deck and grill

Private house, hot tub & acres of forest trails!
Weekly house rentals

Cheerful 1 bedroom downtown cottage

Epic record collection & hot tub in bright home

Handbuilt Alberta Arts Cottage

Portland Southwest Suite Stay

Private Modern Bungalow
Modern Guesthouse in Portland's Central Eastside

Close-in Private getaway in the trees.

Mt Tabor House Salmon Room
Private house rentals

The Redwood House 2.0 Safe Cozy 2BR Pet Friendly

Gorgeous Laurelhurst 2 bed home! Walk Score 93!

Sunny Sellwood Studio

Lovely Loft Apartment

Central Stay w/Treehouse! Near Downtown & Nature

A Harmony Retreat - Your Portland Wellness Stay

Secluded Studio

Modern Urban Barn Guesthouse
When is the best time to visit Milwaukie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ338 | ﺩ.ﺇ386 | ﺩ.ﺇ404 | ﺩ.ﺇ404 | ﺩ.ﺇ397 | ﺩ.ﺇ477 | ﺩ.ﺇ529 | ﺩ.ﺇ514 | ﺩ.ﺇ499 | ﺩ.ﺇ408 | ﺩ.ﺇ455 | ﺩ.ﺇ455 |
| 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 house rentals in Milwaukie

Total vacation rentals
Explore 60 vacation rentals in Milwaukie

Nightly prices starting at
Milwaukie vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 3,010 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 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!
Destinations to explore
- Vancouver Vacation rentals
- Seattle Vacation rentals
- Puget Sound Vacation rentals
- Portland Vacation rentals
- Eastern Oregon Vacation rentals
- Moscow Vacation rentals
- Greater Vancouver Vacation rentals
- Willamette Valley Vacation rentals
- Victoria Vacation rentals
- Willamette River Vacation rentals
- Richmond Vacation rentals
- Tofino Vacation rentals
- Pet-friendly rentals Milwaukie
- Rentals with a fire pit Milwaukie
- Rentals with a patio Milwaukie
- Private suite rentals Milwaukie
- Rentals with a washer and dryer Milwaukie
- Rentals with a fireplace Milwaukie
- Family-friendly rentals Milwaukie
- Rentals with outdoor seating Milwaukie
- House rentals Clackamas County
- House rentals Oregon
- House rentals United States
- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Enchanted Forest
- Timberline Lodge
- Providence Park
- The Grotto
- Silver Falls State Park
- Portland Japanese Garden
- Mt. Hood Skibowl
- Wooden Shoe Tulip Festival
- Beacon Rock State Park
- Wonder Ballroom
- Mt. Hood Meadows
- Hoyt Arboretum
- Powell's City of Books
- Tom McCall Waterfront Park
- Oaks Amusement Park
- Pumpkin Ridge Golf Club
- Wings & Waves Waterpark
- Portland Art Museum
- Domaine Serene
- Skamania Lodge Golf Course
- Bridal Veil Falls State Scenic Viewpoint