
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 $57 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, Wifi 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.

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.
LocationValueSleep quality

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
FamilyLocationTV

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
LocationValueGetting around

Knotty Pine - Log Home
Located in the heart of historic Willamette district in West Linn is a beautiful log home situated on 1.3 acres. Short walk to Willamette park (next to the river), walk to shops & restaurants. Private entrance, easy parking. Apartment is on one level, no stairs (800 square feet). Living room, full size kitchen and two bedrooms. Master- king size bed and Guest room - double bed, no closet. Includes a laundry room . Great for extended stay. Close to I-205, 25 min. to PDX and downtown Portland.
ValueLocationLong stay

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

Gorgeous, walkable detached Laurelhurst home!
Welcome to The Laurelhurst Townhouse! CE, roomy, and stylish -- with a walk score of 93! Enjoy the: -- airy, light-filled living area -- cozy upstairs bedroom and full bath --private downstairs "theater" room with queen bed and attached half-bath --library nook --backyard patio. Walk to many of Portland's most famous restaurants, bars and shops, and only a few minutes away from downtown and the Pearl District. Quiet, private, but in the heart of it all!
ValueFamilyWi-Fi

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.
ValueFamilyBathroom

Spacious Forest Retreat w/ Hot Tub & Views
In the woods, next to a creek, but still in Portland! Spacious and serene. 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. Please note that owners live on site as required by Portland laws. Located in a quiet neighborhood, close to hiking trails. A 3-minute drive or 1 mile walk to popular Multnomah Village; 15 minutes from Downtown Portland
LocationValueView

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.
ValueFamilyBreakfast

#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!
FamilyValueQuiet

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.
FamilyLocationDecor

Charming Tiny Forest Home, PDX next to Lake Oswego
Relax at this serene Portland retreat on the Lake Oswego border, near Tryon Creek State Park and Lewis & Clark College in the prestigious Dunthorpe neighborhood. Explore the park, bike, hike, swim the river, and sample top local cuisine and wine at two of Willamette Valley’s best tasting rooms, all just minutes away in downtown Lake Oswego. A quick 10 minute drive takes you to downtown Portland and Portlandia! One-night weekend stays require approval.
FamilyLocationPets
Popular amenities for Milwaukie house rentals
House rentals with a pool

Corner of Heaven
ValueFamilyAir conditioning

The Starburst Inn: Enclosed Heated Pool, Theater
LocationValueOutdoor spaces

1BR - Private House, Pool, Hot Tub & Forest Trails
ValueFamilyCheck-in

Rose City Hideaway
FamilyLocationHospitality

Private Pool & Hot Tub Oasis | Cowboy Retreat
ValueLocationHot tub

Frankie's Place; Walkable Craftsman luxury!
FamilyLocationNearby

Anbrila Vineyard House | Pool, HotTub & Hood Views
LocationFamilySleep quality

One level Entertainers Dream *Heated Pool*
LocationFamilyOutdoor spaces
Weekly house rentals

Hidden Garden Cottage
FamilyValueParking

Peaceful Spacious Single Level Home
FamilyLocationBarbecue

Quaint Garden Cottage
FamilyValueShared spaces

Ranch Home · Fire Pit · Pets OK · Near Portland
LocationFamilyCheckout

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

Private Modern Bungalow
LocationValueWalkability
Modern Guesthouse in Portland's Central Eastside
LocationValueHiking

❤️ CLEAN ★ LUXURY OASIS ★ NEAR DOWNTOWN
ValueFamilyIndoor spaces
Private house rentals

Central Stay w/Treehouse! Near Downtown & Nature
LocationFamilyBackyard

Comfortable spacious home!
ValueLocationCheck-in

Cozy Newly Remodeled Duplex
LocationValueQuiet

Lady Carmello
FamilyLocationOutdoor spaces

Newly Built Modern Escape | EV, Gym, Pets
FamilyLocationBackyard

Rural Country Home
FamilyLocationNearby

Come Home To A Place You've Never Been Before
LocationFamilyWalkability

Blanton House
LocationValueLong stay
When is the best time to visit Milwaukie?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $170 AUD | $173 AUD | $176 AUD | $185 AUD | $188 AUD | $181 AUD | $181 AUD | $177 AUD | $159 AUD | $164 AUD | $181 AUD | $184 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 Meadows
- Mt. Hood Skibowl
- Oregon Convention Center
- Oregon Zoo
- Providence Park
- Airplane Home
- The Grotto
- Portland Japanese Garden
- Beacon Rock State Park
- Enchanted Forest
- Tom McCall Waterfront Park
- Sellwood Riverfront City Park
- Washington Square
- Reed College
- Oaks Amusement Park
- Wonder Ballroom
- Tryon Creek State Natural Area
- Arlene Schnitzer Concert Hall
- Pittock Mansion





