
House holiday rentals in Milwaukie
Find and book unique houses on Airbnb
Quick stats about house rentals in Milwaukie

Total holiday rentals
Explore 60 holiday rentals in Milwaukie

Nightly prices starting at
Milwaukie holiday rentals start at $55 AUD per night before taxes and fees

Verified guest reviews
Over 3,090 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
60 of Milwaukie holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Milwaukie rentals

4.9 Average rating
Milwaukie stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Milwaukie
Guests agree: These houses are highly rated for location, cleanliness and more.

Secluded Studio
This a fully private and detached guest house is quiet and relaxing. Walk down your a private pathway to a completely fenced, 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 Commute Train, Reed College, Woodstock, Sellwood, & East Moreland & Milwaukie Providence Hospital. Ride, walk, run or ride along Springwater Corridor.
FamilyLocationLayout

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. *Some uneven paths and slip hazards are present
FamilyLocationAmenities

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
LocationValueWi-Fi

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.
ValueLocationWalkability

Peaceful Spacious Single Level Home
Look no further if you are looking for a clean & spacious home with all the amenities for a comfortable stay. Single level with a walk in ADA shower in the primary bathroom. Dedicated office/den with excellent wifi. Remote work & family friendly. 5 minutes away from the Clackamas mall, Costco warehouse/gas, Target, REI, restaurants, Kaiser hospital. Clackamas is a suburb of Portland, only 25 min. drive of downtown and airport. *Co-hosts conveniently live nearby to assist whenever needed
LocationValueBackyard

Gladstone Garden Retreat
Lovely updated bungalow, private & quiet garden retreat in old Gladstone home, walking distance to Clackamas River. Gated yard with garden, grill, outdoor dining, east facing windows, private keyless entrance, off street parking. Tons of natural light; beautifully decorated; AC, HDTV, Wi-Fi, Cable TV with movie channels; Queen beds; designer appliances for gourmet meals; rock fireplace w/ gas, soaking tub upstairs, updated shower downstairs; washer & dryer. Pet friendly patio w/ doggie door.
ValueFamilyBackyard

Home in Clackamas
Forget your worries in this spacious and serene space. Come stay at our beautiful home located in a peaceful neighborhood in Clackamas. With access to near by stores, food carts, mall, and many other essential locations that will fit your needs while you enjoy your stay in this beautiful 3 bedroom, stylish home! Please don't park your vehicle in the street on the fire lane, which is in front of the house. if you need additional parking, please park across from the house where its permitted.
LocationFamilyBackyard

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!
ValueLocationParking

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.
ValueLocationAccess

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!
LocationValueLong stay

Oak Grove Getaway Retreat
Welcome to our remodeled 2,350 sqft home in a peaceful, friendly neighborhood! This cozy, modern retreat is perfect for families or groups. A short walk or drive to grocery stores, restaurants, and an 8-screen cinema. Downtown Portland is near for a fun day trip. Enjoy local trails and events. With an updated, inviting interior, it’s your ideal base for Portland’s charm. Book now for a relaxing stay with exciting discoveries!
FamilyLocationSleep quality

Mid Century Villa w/Mountain View & Movie Theater
3400 sq ft hillside retreat decked out with rare furnishings. Take in the Cascade Mountains from the wraparound deck and lounge under giant maple trees. You'll love the 125” Hi-Def movie theater (w/ 200+ movies)! Two large primary suites with king bed and large showers. One additional queen bedroom and one large office. Close to urban and nature, 20min to the airport, with daytrip opportunities to all the PNW must-see spots.
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Popular amenities for Milwaukie house rentals
House rentals with a pool

Corner of Heaven
LocationFamilySleep quality

The Starburst Inn: Enclosed Heated Pool, Theater
LocationFamilyNearby

Rose City Hideaway
LocationFamilyPets

Private Pool & Hot Tub Oasis | Cowboy Retreat
FamilyValueIndoor spaces

Frankie's Place; Walkable Craftsman luxury!
LocationFamilyIndoor spaces

5bdrm,Heated Pool, Hot Tub, Sauna.
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Anbrila Vineyard House | Pool, HotTub & Hood Views
FamilyLocationIndoor spaces

The Art Farm
LocationFamilyAir conditioning
Weekly house rentals

RoofTop FirePit, HotTub & Outdoor Theater
LocationValueAir conditioning

Rock N Roll House + Hot Tub
LocationValueHeating

Portland Modern
LocationValueLayout

Darling house,Great location!!
LocationFamilyOutdoor spaces

Downtown Tigard Getaway
FamilyLocationAccuracy

Signal House – Light Up The Portal
LocationFamilySleep quality

Charming Urban Farm House - 24 hour self check in
ValueLocationBackyard

Holiday Home
FamilyLocationLong stay
Private house rentals

Blanton House
LocationValueCleanliness

The Redwood House 2.0 Safe Cozy 2BR Pet Friendly
LocationFamilyBathroom

Comfortable spacious home!
FamilyLocationBathroom

Beautiful Newly Remodeled Duplex
LocationFamilyAmenities

3/2 in Milwaukie - Quiet location, Free Parking!
LocationFamilyQuiet

Lady Carmello
FamilyLocationGetting around

Beautifully Renovated 1920 Home | EV, Pets
ValueFamilySleep quality

Charming dog friendly Home in Milwaukie
FamilyLocationQuiet
When is the best time to visit Milwaukie?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $166 AUD | $169 AUD | $172 AUD | $181 AUD | $184 AUD | $177 AUD | $177 AUD | $173 AUD | $155 AUD | $161 AUD | $177 AUD | $180 AUD |
| 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 Skibowl
- Oregon Convention Center
- Oregon Zoo
- Airplane Home
- Providence Park
- The Grotto
- Beacon Rock State Park
- Portland Japanese Garden
- Sellwood Riverfront City Park
- Tom McCall Waterfront Park
- Enchanted Forest
- Reed College
- Washington Square
- Tryon Creek State Natural Area
- Hoyt Arboretum
- Wonder Ballroom
- Pittock Mansion
- Oaks Amusement Park
- Evergreen Aviation & Space Museum





