
House vacation rentals in Milwaukie
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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.

Mama J's
For whatever brings you through/to Oregon, stay at Mama J’s comfortable, peaceful, safe and convenient spot. Portland is just ten miles away, the closest beaches, Columbia River Gorge and Mt. Hood are all about an hour, and there are numerous hikes from the forest right down the street to Silver Falls and beyond. The neighborhood is peaceful and your private patio is the perfect place for a beverage and some bird and squirrel watching. If it rains, hang out in the gazebo! Hope to host you here!

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.

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!

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.

Cozy Creekside Farm House Renovated on 1/3 Acre
We have power! Private farm house on 1/3 acre with creek running through the yard. Vegetation surrounds you and neighbors are limited. Fully renovated house with new floors/plumbing/electrical. 3 cable televisions with high speed internet! Close to the Spring Water Corridor Trail for walks/runs/bike-rides. 5 minutes from Woodstock 15 minutes from downtown 20 minutes to airport Close to Cartlandia, Portland's original food carts. $30 per pet.

Charming South Tabor Apartment!
Charming, remodeled, clean one-bedroom basement apartment with some natural light. Private entrance and patio. In a quiet, safe SE neighborhood central for exploring Portland. Walk to Mt. Tabor Park. Furnished in mid-century style, with high-end cotton linens, bedding and towels; full kitchen and bathroom. Large flat-screen TV, full Cable, HBO, etc. Very reliable WiFi. We welcome all nationalities, ethnicities and creeds. We are LGBT-friendly.

Cozy and Walkable 1 bedroom daylight basement
Our basement has been newly renovated. Brand new bedroom, beautiful bathroom and living space. The living space includes a 57” Smart TV and couch. The wet bar features a mini fridge, sink and Keurig Coffee maker. The bedroom has 1 queen sized bed with hotel luxury 1800 bedding sheets, a dresser, full length mirror and natural light window. Our house is centrally located with dozens of restaurants, bars and coffee shops just a short walk away!
Popular amenities for Milwaukie house rentals
House rentals with a pool

Fireplace, 2 Queen beds, No fee for cleaning

Frankie's Place; Walkable Craftsman luxury!

The Starburst Inn: Enclosed Heated Pool, Theater

Scandinavian Modern Farm House in Wine Country

5bdrm,Heated Pool, Hot Tub, Sauna.

3-Bed Cowboy Cabana w/ Hot Tub!

Rose City Hideaway

Private House, Pool, Hot Tub & Forest Trails
Weekly house rentals

Gorgeous Laurelhurst 2 bed home! Walk Score 93!

Oak Grove Getaway Retreat

Studio Apartment PandaCrystalCave

Executive Gem In the Heart of Hawthorne

The Clinton Modern

NE Sanctuary-Award Winning Home (Promotions)

Woodsy PNW A-Frame

RoofTop FirePit, HotTub & Outdoor Theater
Private house rentals

The Redwood House 2.0 Safe Cozy 2BR Pet Friendly

Charming Tiny Forest Home, PDX next to Lake Oswego

Sunny Sellwood Studio

Sabin Guest House

Central Stay w/Treehouse! Near Downtown & Nature

Secluded Studio

Comfortable spacious home!

Cozy Corner Nob Hill Flat. Heated Bath Floors!
When is the best time to visit Milwaukie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$19,247 GYD | G$21,967 GYD | G$23,013 GYD | G$23,013 GYD | G$22,594 GYD | G$27,197 GYD | G$26,778 GYD | G$26,151 GYD | G$23,431 GYD | G$24,268 GYD | G$26,778 GYD | G$27,197 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 |
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 G$4,184 GYD per night before taxes and fees

Verified guest reviews
Over 2,860 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 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!
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- Columbia River Gorge National Scenic Area
- Moda Center
- Mt. Hood Skibowl
- Silver Falls State Park
- Timberline Lodge
- Laurelhurst Park
- Oregon Zoo
- Mt. Hood Meadows
- Providence Park
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Beacon Rock State Park
- Wonder Ballroom
- Powell's City of Books
- Hoyt Arboretum
- Wings & Waves Waterpark
- Oaks Amusement Park
- Tom McCall Waterfront Park
- Portland Art Museum
- Arlene Schnitzer Concert Hall
- Pittock Mansion
- Evergreen Aviation & Space Museum
- Council Crest Park




