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

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.

Whimsical Garden Cottage Near Sellwood
Located two blocks from the Springwater Corridor — a 21-mile paved trail for walkers and bikers — in the quiet neighborhood of Ardenwald, you’ll find The Hummingbird Cottage. This whimsical 1930s garden cottage is less than one mile from the charming streets of Sellwood, home to quaint coffee shops and restaurants, boutique shopping, and the iconic Sellwood Riverfront Park. The cottage features organic cotton sheets and goose down comforters in each room and a renovated spa-like main bathroom.

Spacious Studio near Historic Milwaukie/Sellwood
No cleaning fees! Unique retro inspired LARGE studio Private entrance, driveway parking. One Full sized bed and a comfy twin sized cot (set up upon request). Bright sunny space with skylights and beautiful details. Uncluttered, quiet and clean. Full sized fridge and plenty of kitchen amenities. Large dining room table and sitting space. Located in peaceful neighborhood, close to Historic Downtown Milwaukie, 15 min to downtown Portland, minutes away from SE Portland attractions!

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.

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.

Sellwood Detached Studio Loft
Self contained cozy yet bright studio apt located above our garage in the heart of charming Sellwood! Though no interaction is required, hosts are close-by and available as needed! Steps away from shops, restaurants, coffee, bars, parks, trails, and the river. Within a few miles of both Reed and Lewis and Clark Colleges. You will have all the privacy you need in this detached unit! Sleeps 2-4.

Milwaukie Retreat in the Woods
Your private apartment is located on a wood filled lot with a private outdoor area, shade and even deer on occasion. We are 12 miles from the airport, near freeways with easy access to downtown, and to make your way to the coast or the Columbia Gorge, Mt Hood and the Willamette Valley for wine tasting. We have added extra cleaning procedures to help fight against Covid 19.
Popular amenities for Milwaukie holiday rentals
Other great holiday rentals in Milwaukie

The Redwood House 2.0 Safe Cozy 2BR Pet Friendly

Charming Sellwood Apartment

Central Stay w/Treehouse! Near Downtown & Nature

Secluded Studio

Comfortable spacious home!

Spacious and Private Place with a BIG Yard

Charming, private 2-level guesthouse-Woodstock

Eastmoreland Guesthouse | Quiet, Cozy & Inviting
When is the best time to visit Milwaukie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £67 | £67 | £67 | £71 | £74 | £76 | £79 | £78 | £75 | £71 | £70 | £71 |
| 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 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.
What are the most popular amenities for Guesthouse Rentals in Milwaukie?
Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Milwaukie have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Milwaukie. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Milwaukie have air conditioning?
Absolutely! We offer over 50 house rentals with air conditioning in Milwaukie. Enjoy a tailored experience with all the comforts you desire.
Are there private suite rentals with a dedicated workspace in Milwaukie?
Yes! Work meets play with ease at over 10 private suite 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 1,620 vacation rentals in Island Station, and over 1,440 vacation rentals in Lake Road.
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 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.
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 £15 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
120 of Milwaukie holiday 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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- Columbia River Gorge National Scenic Area
- Moda Center
- Mt. Hood Skibowl
- Laurelhurst Park
- Timberline Lodge
- Silver Falls State Park
- Oregon Zoo
- Providence Park
- Enchanted Forest
- Mt. Hood Meadows
- The Grotto
- Portland Japanese Garden
- Wooden Shoe Tulip Festival
- Beacon Rock State Park
- Hoyt Arboretum
- Wonder Ballroom
- Powell's City of Books
- Tom McCall Waterfront Park
- Wings & Waves Waterpark
- Oaks Amusement Park
- Portland Art Museum
- Arlene Schnitzer Concert Hall
- Evergreen Aviation & Space Museum
- Pittock Mansion




