
Holiday houses in Milwaukie
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Top-rated holiday rentals in Milwaukie
Guests agree: these stays are highly rated for location, cleanliness and more.

Charming one bedroom apartment in the forest.
This unique apartment above a garage/shop , detached from the main house. Tucked away into a urban forest. I call it Our Robin's Nest because you look out on to branches of large fir trees. It is very private , yet Starbucks is right next door. Private entry and off street parking. This space has everything you need full kitchen, washer&dryer, queen size bed and fold out couch , plus a Play and Pack for the Littles. Walkable neighborhood , parks market and restaurants within walking distance.

River Forest Lake Apt w/hot tub. HOT find!
*No smoking, no parties, no drugs or pets on premises* total/Max 4 guests; included in this total are infants/children, no more than 2 or3 children under 12, as long as only 4 total guests. FYI: Incline driveway Welcome to our newly remodeled daylight basement apartment. Tucked into the quiet peaceful River Forest neighborhood of Milwaukie on River Forest Lake. Conveniently located to shopping, restaurants, hwy 99, freeways to Portland, Oregon City, historic Sellwood, the Gorge, Mt Hood, etc.

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.

The River House - Waterfront Retreat w/Fireplace
Experience the serenity of riverside living in our private, enchanting retreat nestled on the tranquil banks of the Clackamas River. This guest suite offers 1500 square feet of living space, boasting a private entrance and a spacious deck that grants breathtaking views of both the serene pond and the majestic river. Step inside to discover a haven of comfort and elegance. The gourmet kitchen features SS appliances, sleek granite countertops, and is fully stocked for your culinary needs.

Room In Between
Private and secure entrance to this modern and 5-Star space! Comfortable Queen Murphy bed that converts to a sofa. Fast Wifi and Smart TV w/access to Netflix & Prime Video. Fenced yard with security gate entrance, off of private paved driveway, to lead you to your own private patio & room entrance. Self check-in is at 2pm or later. Check out is 11am. No pets. Smoking allowed on the outside patio only. Flat entrance pathway is well lit from your parking space to your room & patio.

Peaceful Oasis in Portland Neighboring Milwaukie
Our names are Danusia and Ron. Welcome to our world. We have done the best with our resources to create a welcoming oasis . Portland is a great place to live and we're glad to invite you. We are offering a light, sunny second story apartment. Portland is known for its eclectic food carts, brew pubs, music venues, theatres,restaurants and its special brand of quirkiness. Upon your arrival,you will not have to travel far, we are 20 minutes from the airport,15 from downtown.

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!

Light Filled Garden Studio
Our wonderfully bright garden studio is perfect for a short stay or for visitors looking to explore Portland for an extended visit. It has a full, well-stocked kitchen, ideal for those looking to stay in and cook, but it’s also just a 20 minute drive from downtown, for those looking to explore the wonderful restaurant scene Portland offers. Keyless entry and private entrance through the side yard gate provide renters with complete autonomy during their visit.

Rustic Creekside Cabin
This tranquil hideaway feels like you're in the middle of the forest, but is just minutes from Portland. Relax next to the burbling creek surrounded by towering cedar trees. The MAX Orange line and downtown Milwaukie are only five minutes away. Built in 1928, the cabin has one bedroom and bathroom, living room, full kitchen and central heat. The bedroom has one queen bed and an en suite bathroom. There is a pull-out queen futon in the living room.

River Forest Guest House, River and Dock access
Tasteful and brand new guest house, beautiful neighborhood on the river. Guests have private deck facing yard and separate outdoor sitting area on the Willamette river (behind main house). Watch the birds, boats and riverboat cruise from the patio with fire pit. 2 miles from lightrail station, restaurants and shopping nearby and 15 mins. to downtown Portland. All are welcome! We are on the east side of the river, Milwaukie area.

Cozy, Private Studio
This beautifully remodeled studio with private bathroom, entrance and off-street parking is nestled in a quiet, relaxed neighborhood in Milwaukie- a neighborhood south of Portland. Extremely comfortable queen bed will provide you with an excellent nights sleep. Great atmosphere for those traveling for business or vacation. Located 5 minutes from I-205 and a 10-minute drive to downtown Portland.

Lovely Art Filled Home 15 min to Downtown
This comfortable and newly remodeled home sits on a quiet residential street in the Ardenwald neighborhood a few blocks from the Portland border in Milwaukie. It's thoughtfully decorated throughout with local original artwork that's been curated by us, also artists! The trendy Sellwood and Woodstock neighborhoods are a little over a mile away filled with locally owned shops, bars, and restaurants.
Popular amenities for Milwaukie holiday rentals
Other great holiday rentals in Milwaukie

The Redwood House 2.0 Safe Cozy 2BR Pet Friendly

Daylight Bungalow- close to Portland

Central Stay w/Treehouse! Near Downtown & Nature

Spacious and Private Place with a BIG Yard

1 Bedroom detached ADU

Arbor Suite Apt - Washer/Dryer, Desk, Free Parking

Cottage in the Country

Golden Era Reimagined
When is the best time to visit Milwaukie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $127 AUD | $127 AUD | $127 AUD | $134 AUD | $140 AUD | $144 AUD | $150 AUD | $149 AUD | $141 AUD | $147 AUD | $149 AUD | $153 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Milwaukie?
Milwaukie has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Milwaukie?
Experience the best of Milwaukie with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Milwaukie?
Four-legged friends are welcome in Milwaukie. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Milwaukie?
Yes! Work meets play with ease at over 80 vacation rentals in Milwaukie featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Milwaukie?
Make yourself at home in Milwaukie by choosing from our most frequently booked neighborhoods. We have over 1,440 vacation rentals in Lake Road, over 1,620 vacation rentals in Island Station, and over 1,440 vacation rentals in Historic Milwaukie.
Do apartment rentals in Milwaukie have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Milwaukie. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Milwaukie have a kitchen?
Absolutely! We offer over 60 house rentals with a kitchen in Milwaukie. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Milwaukie have wifi?
Absolutely! We offer over 60 house rentals with wifi in Milwaukie. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Milwaukie have free parking?
Absolutely! We offer over 60 house rentals with free parking in Milwaukie. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Milwaukie?
Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with a kitchen, over 60 homes with wifi, over 60 homes with free parking, over 50 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Milwaukie

Total holiday rentals
Explore 120 holiday rentals in Milwaukie

Nightly prices starting at
Milwaukie holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 8,960 verified reviews to help you choose

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

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
120 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!
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- House rentals Milwaukie
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- Pet-friendly rentals Milwaukie
- Family-friendly rentals Milwaukie
- Rentals with a washing machine and dryer Milwaukie
- Rentals with a patio Milwaukie
- Rentals with a fireplace Milwaukie
- Rentals with outdoor seating Milwaukie
- Moda Center
- Columbia River Gorge National Scenic Area
- Mt. Hood Skibowl
- Silver Falls State Park
- Timberline Lodge
- Laurelhurst Park
- Oregon Zoo
- Mt. Hood Meadows
- Providence Park
- Enchanted Forest
- Portland Japanese Garden
- The Grotto
- Beacon Rock State Park
- Wonder Ballroom
- Powell's City of Books
- Wings & Waves Waterpark
- Hoyt Arboretum
- Oaks Amusement Park
- Tom McCall Waterfront Park
- Portland Art Museum
- Arlene Schnitzer Concert Hall
- Pittock Mansion
- Evergreen Aviation & Space Museum
- Council Crest Park




