
Vacation rentals in Milwaukie
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Top-rated vacation rentals in Milwaukie
Guests agree: these stays 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.

My Cozy Place- For the Budget Traveler-29 day max!
This cozy unit is a converted rec room located on the bottom floor of a two story house that includes a living room, a separate bedroom, a bathroom with shower, and a small kitchenette /laundry room (cold water). The kitchenette includes a microwave, toaster oven, hot plate, coffee pot, utensils, and refrigerator. The unit can be locked with key. STEPS are required for entry. Not recommended for guests with mobility issues. Extra guests are each charged $5 per day. NO smoking/vape inside.

Clean & Cozy "Private" Studio Suite
Private studio suite (500 sq ft). The unit is on the lower half of this 2 level duplex (host lives upstairs), private entry is on the ground level, self check-in, off street parking. There is a kitchenette, private bathroom with a stand-up shower, washer & dryer, queen bed, high speed internet, expanded cable, Netflix/Amazon Prime. Also, there is a lovely private patio for your enjoyment with a fire table. The space is warm and inviting, very safe location, great neighborhood and dog friendly.

The Westmoreland Lighthouse - Private studio in SE
We've dubbed this stunning, newly constructed detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.

Upstairs Rustic 1940s styled Studio Apartment
Great for water loving people! Private unit. Self checkin. Outdoor patio & yard. Wifi. Pet/animal free, allergy safe. Smoke free. Linens washed with Defunkify perfume free soap. Fully stocked kitchenette. .75 Bathroom (sink, toilet, large shower) Stocked w/ toiletries. AC in summer. Complimentary snacks! 1940's vintage furniture. Quiet neighborhood. Semi-industrial parking, as we run a pressure washing biz. Your unit is around the back on the 2nd floor. 1/4 mi to bus route at top of hill.

A sunny separate studio w/skylights
Your own modern large studio on 2nd floor with separate entrance, full kitchen, sunroom, skylights, 14-foot ceiling, balcony, desk, full bathroom, washer/dryer, dishwasher, gas stove, lots of windows. All this in a vibrant neighborhood, short walking distance to multiple coffee shops, restaurants, a single-screen movie theater, the light rail station, an open-late grocery store, a small park with a salmon run. One mile to Reed College, where Steve Jobs took a calligraphy class.

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.

SE Portland Guest Cottage
The guest cottage offers self check-in. It is located in a quiet neighborhood in SE Portland. High ceilings make this studio airy and bright. We think of it as a perfect hotel room without the hotel. The small galley kitchen has everything you need to cook a gourmet meal including filtered water. There is a full bathroom with tub and shower. The cottage stands on its own making it perfect for coming and going as you please. City of Portland Permit #24 013532

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.

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 vacation rentals
Other great vacation rentals in Milwaukie

Secluded Studio

Oak Grove Easy-Centrally located w/King Bed

Cottage in the Country

Spacious Studio near Historic Milwaukie/Sellwood

Charming one bedroom apartment in the forest.

Sunlit Oasis

IndigoBirch: Luxurious Zen Garden Retreat: Hot Tub

River Garden Cottage.
When is the best time to visit Milwaukie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $127 CAD | $127 CAD | $127 CAD | $134 CAD | $140 CAD | $144 CAD | $149 CAD | $148 CAD | $141 CAD | $134 CAD | $131 CAD | $134 CAD |
| 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
How much does it cost to stay in apartment rentals in Milwaukie?
Experience the best of Milwaukie with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Private Suite Rentals in Milwaukie?
Enhance your stay in our Private Suite Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Milwaukie have free parking?
Absolutely! We offer over 50 house rentals with free parking in Milwaukie. Enjoy a tailored experience with all the comforts you desire.
Do private suite rentals in Milwaukie have air conditioning?
Absolutely! We offer over 10 private suite rentals with air conditioning in Milwaukie. Enjoy a tailored experience with all the comforts you desire.
Are there house rentals with a dedicated workspace in Milwaukie?
Yes! Work meets play with ease at over 40 house 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 Historic Milwaukie, over 1,440 vacation rentals in Lake Road, and over 1,440 vacation rentals in Ardenwald.
Are there family-friendly house rentals in Milwaukie?
Milwaukie has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do guesthouse rentals in Milwaukie have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Milwaukie. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Milwaukie?
Four-legged friends are welcome in Milwaukie. Choose from more than 20 house rentals for guests traveling with pets.
Do apartment rentals in Milwaukie have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Milwaukie. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Milwaukie

Total vacation rentals
Explore 120 vacation rentals in Milwaukie

Nightly prices starting at
Milwaukie vacation rentals start at $28 CAD per night before taxes and fees

Verified guest reviews
Over 8,900 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
120 of Milwaukie vacation rentals include wifi 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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