
House vacation rentals in Milwaukie
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Top-rated house rentals in Milwaukie
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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

Mt Tabor, Lincoln Suites ~ Private and comfortable
A private entrance will take you (in basement) to this comfortable, quiet space with a sitting area with a 50" TV with Netflix, mini fridge/freezer, microwave etc. The bedroom has reading lights and a queen size bed. Updated linens/towels are provided along with room to hang your clothes. En suite bathroom with amenities including a bidet. The home is situated within walking distance from the best city park, restaurants and shopping! Mass transit is steps away and on a main bike thoroughfare.

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.

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.

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*

Cozy, Modern Farmhouse, King Bed, Great Yard, Pets
Enjoy your stay in the quaint, Oak Grove neighborhood of Portland a block from the old historic trolly trail. Minutes to the river, close to downtown, ample dog parks make this spot perfect for your getaway. Our family poured our hearts into designing a modern and cozy space that our family loves to visit. We're so very excited that we get to share that with you! We've got a yard that the whole family will love and I know you'll make some priceless memories here, just as we have. Welcome!

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.

Spacious Forest Retreat w/ Hot Tub & Views
In the woods, next to a creek, but still in Portland! Forget your worries in this spacious and serene space. There is a private entrance to this large two story guest suite, which includes a family room, living area with dining area and kitchenette, bedroom and bathroom, central AC, and private balcony. Located in a quiet neighborhood, close to hiking trails in Woods Memorial Park. A 3-minute drive or 1 mile walk to popular Multnomah Village; 15 minutes from Downtown Portland.

Stylish Open Studio | Mins to ❤ of Portland
Located within a charming Westmoreland bungalow home is this separate private studio just a short 7-minute drive to the heart of Portland. The studio features soft comfortable furnishings, access to streaming apps on the Smart TV, a fully equipped kitchenette, a sparkling full bathroom, and a spacious living area with a modern open plan design. Walk or bike to coffee shops, grocery stores, restaurants, breweries and the popular Westmoreland Park all right on your doorstep.

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!

The Starburst Inn

Waves Villas #1

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

Lovely Loft Apartment

Central Stay w/Treehouse! Near Downtown & Nature

Modern Urban Barn Guesthouse

Close-in Private getaway in the trees.

Happy To Be Home

Mt Tabor House Salmon Room

The Belmont Birdhouse - A Clean & Quiet Escape
Private house rentals

The Redwood House 2.0 Safe Cozy 2BR Pet Friendly

Flower-Darling Guest Suite

Sunny Sellwood Studio

A Harmony Retreat - Your Portland Wellness Stay

Secluded Studio

Updated Portland Home, Dog Friendly Yard

Comfortable spacious home!

Modern Cozy ADU in Oregon City
Quick stats about house rentals in Milwaukie
Total rentals
60 properties
Nightly prices starting at
$28 CAD before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
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- Rentals with a firepit Milwaukie
- Rentals with outdoor seating Milwaukie
- Family-friendly rentals Milwaukie
- Rentals with a fireplace Milwaukie
- Pet-friendly rentals Milwaukie
- Private suite rentals Milwaukie
- Rentals with a patio Milwaukie
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- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Enchanted Forest
- Silver Falls State Park
- Timberline Lodge
- Providence Park
- The Grotto
- Portland Japanese Garden
- Wooden Shoe Tulip Festival
- Beacon Rock State Park
- Mt. Hood Skibowl
- 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
- Domaine Serene
- Skamania Lodge Golf Course
- Portland Art Museum
- Battle Ground Lake State Park