A calm lake with reflections of houses and trees, surrounded by a forested area and a cloudy sky.

Milwaukie Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Milwaukie vacation rentals

A dining area with a wooden table and black chairs, a grey sofa, and a decorative clock on the wall.

1. Cozy apartment in a lovely and quiet neighborhood

Cozy apartment in a lovely and quiet neighborhood
Milwaukie
9.6 out of 10, Exceptional, (117 reviews)
"Very nice accommodation and will try again next time we visit the area."
United States
William O.
$185 nightly
The price is $188
Sep 28 - Sep 29
Total with taxes and fees
Cozy apartment in a lovely and quiet neighborhood
A room with a bed, a chair, a small table, a shelf with decorative items, and a lamp.

2. Bamboo Haven: Tranquil Studio Nestled Off-Street with Chic Zen-Inspired Decor, 7 Miles to Portland

Bamboo Haven: Tranquil Studio Nestled Off-Street with Chic Zen-Inspired Decor, 7 Miles to Portland
Oak Grove
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I really enjoyed our stay here. It was very cute and clean. The VRBO building is very close to the main house on the property, but we had no issues with that."
United States
Brittany P.
$276 nightly
The price is $297
Sep 9 - Sep 10
Total with taxes and fees
Bamboo Haven: Tranquil Studio Nestled Off-Street with Chic Zen-Inspired Decor, 7 Miles to Portland
A modern kitchen with a large island, grey cabinets, and wooden flooring.

3. Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Milwaukie
9.4 out of 10, Exceptional, (126 reviews)
"A great place to stay in the Portland,OR area!"
United States
Mary R.
$327 nightly
The price is $332
Oct 5 - Oct 6
Total with taxes and fees
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
A wooden deck with a table and chairs, a green umbrella, and potted plants.

4. Beautiful Art Filled Home 15 minutes to Downtown

Beautiful Art Filled Home 15 minutes to Downtown
Ardenwald
10.0 out of 10, Exceptional, (83 reviews)
"Close to shops and restaurants."
United States
Greenie D.
$307 nightly
The price is $312
Sep 20 - Sep 21
Total with taxes and fees
Beautiful Art Filled Home 15 minutes to Downtown
A house with a deck, a covered patio, and a fenced backyard.

5. Serenity Nook

Serenity Nook
Ardenwald
$370 nightly
The price is $370
Sep 6 - Sep 7
Total with taxes and fees
Serenity Nook
A covered patio area with a table and chairs, surrounded by a hedge and trees.

6. Spacious Home• Gazebo• BBQ• Full Kitchen• 3BR

Spacious Home• Gazebo• BBQ• Full Kitchen• 3BR
Oatfield
10.0 out of 10, Exceptional, (1 review)
"Great for myself, partner, kid and grandparents. We had plenty of space to spend time together. Having two full bathrooms was a plus! The backyard is also comfortable and a nice addition."
United States
Trent H.
$555 nightly
The price is $563
Sep 13 - Sep 14
Total with taxes and fees
Spacious Home• Gazebo• BBQ• Full Kitchen• 3BR
A porch with a wooden bench, a cushioned chair, and a small table. There is a white railing and greenery in the background.

7. Margaux · 1967 Airstream · Garden Glamping · PDX

Margaux · 1967 Airstream · Garden Glamping · PDX
Southeast Portland
9.6 out of 10, Exceptional, (19 reviews)
"Was such a cute little getaway for my and my boyfriend was very clean and the aesthetic was very pretty. The owner was very nice and very helpful was a perfect stay ☺️"
United States
Jerikah
$130 nightly
The price is $154
Sep 9 - Sep 10
Total with taxes and fees
Margaux · 1967 Airstream · Garden Glamping · PDX
A living room with a brown leather sofa, a striped armchair, a white coffee table, a flat-screen TV mounted on the wall, and a window with an umbrella outside.

8. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (42 reviews)
"Perfect location in the heart of Sellwood."
United States
Karen V.
$245 nightly
The price is $287
Oct 4 - Oct 5
Total with taxes and fees
#StayinMyDistrict Sellwood Coco Rose Retreat
A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry.

9. Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views

Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
Southwest Portland
10.0 out of 10, Exceptional, (132 reviews)
"Great location, walk to Market and local restaurant. Clean modern gated parking would recommend."
United States
David N.
$371 nightly
The price is $405
Sep 7 - Sep 8
Total with taxes and fees
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

10. Large Cozy Home

Large Cozy Home
Southgate
9.6 out of 10, Exceptional, (55 reviews)
"Wonderful experience, will stay there again if I am ever in Portland! The hot tub was such a bonus!"
United States
Amanda M.
$443 nightly
The price is $450
Sep 15 - Sep 16
Total with taxes and fees
Large Cozy Home
A house with a patio area featuring two green chairs and a table, a fire pit, and a bicycle parked outside.

11. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.6 out of 10, Exceptional, (42 reviews)
"Located in a quiet, enjoyable neighborhood of Lake Oswego. Walking to shops and restaurants, or hiking in Tryon Creek is easily accessible. Property was clean and necessary items provided. I very much enjoyed my stay."
United States
Carrie
$330 nightly
The price is $353
Oct 4 - Oct 5
Total with taxes and fees
#StayInMyDistrict Lake Oswego Honey Bee Cottage
A hallway with a wooden door, a mirror, a white sink, and a wooden cabinet.

12. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Portland OR
10.0 out of 10, Exceptional, (59 reviews)
"Great value for what we paid! Spacious room with all we needed for a quick stay, including nice amenities like free toiletries."
United States
Anonymous traveler
$87 nightly
The price is $96
Sep 8 - Sep 9
Total with taxes and fees
2 Queen Beds Non-Smoking
A spacious kitchen with a large island, sliding glass doors leading to a balcony, and a view of greenery outside.

13. Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park

Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park
Mount Park
9.8 out of 10, Exceptional, (17 reviews)
"Great location. "
United States
Carrie S.
$245 nightly
The price is $263
Sep 19 - Sep 20
Total with taxes and fees
Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

14. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.4 out of 10, Exceptional, (29 reviews)
"Literally enjoyed the place, the host were extremely good at communicating and very understanding. Definitely a 9.5/10"
United States
Daquarious
$115 nightly
The price is $137
Sep 8 - Sep 9
Total with taxes and fees
Granny Flat in leafy SW Portland
A house with a brick facade, a chimney, and a front yard with various plants and a tree.

15. Exquisite Historic Suite Close to Downtown 14-21673

Exquisite Historic Suite Close to Downtown 14-21673
Southwest Portland
10.0 out of 10, Exceptional, (547 reviews)
"A wonderful stay in Portland. A beautiful place, very clean and comfortable and a friendly and welcoming host. Would 100% recommend."
United Kingdom
Celine
$130 nightly
The price is $155
Oct 5 - Oct 6
Total with taxes and fees
Exquisite Historic Suite Close to Downtown 14-21673
An outdoor seating area with wooden tables and benches, a building with a large window and a sign indicating a new location coming this summer.

16. ★ CLEAN ★ NEAR DOWNTOWN + PRIVATE PATIO ★ WALKABLE

★ CLEAN ★ NEAR DOWNTOWN + PRIVATE PATIO ★ WALKABLE
Northeast Portland
9.8 out of 10, Exceptional, (166 reviews)
"Great location, quiet neighborhood. Really enjoyed our stay."
United States
Brenda L.
$254 nightly
The price is $299
Sep 8 - Sep 9
Total with taxes and fees
★ CLEAN ★ NEAR DOWNTOWN + PRIVATE PATIO ★ WALKABLE
A two-story house with a covered porch and a garden.

17. Pet friendly apartment with covered patio and fenced-in yard.

Pet friendly apartment with covered patio and fenced-in yard.
Southeast Portland
9.8 out of 10, Exceptional, (347 reviews)
"Great stay"
United States
Jack M.
$156 nightly
The price is $185
Sep 14 - Sep 15
Total with taxes and fees
Pet friendly apartment with covered patio and fenced-in yard.
A modern living room with a dining area, large windows, and a fireplace.

18. ❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO

❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO
Northeast Portland
10.0 out of 10, Exceptional, (58 reviews)
"Close to Starbucks "
United States
J J.
$377 nightly
The price is $441
Sep 29 - Sep 30
Total with taxes and fees
❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO
A house with a front porch, a wooden staircase, and a pergola.

19. Private, cozy, airy garden studio suite, for 1 or 2 guests

Private, cozy, airy garden studio suite, for 1 or 2 guests
Northeast Portland
10.0 out of 10, Exceptional, (32 reviews)
"What a beautiful little stay this was! So cozy and tidy. It was a lovely home and the area was a good place to be."
United States
Diana
$140 nightly
The price is $166
Sep 12 - Sep 13
Total with taxes and fees
Private, cozy, airy garden studio suite, for 1 or 2 guests
A two-story house with a front porch, a driveway, and a well-maintained lawn.

20. Artistic Craftsman Style Home Downstairs Apartment

Artistic Craftsman Style Home Downstairs Apartment
Southeast Portland
10.0 out of 10, Exceptional, (77 reviews)
"Great location. Close to restaurants and downtown."
United States
Andrew W.
$328 nightly
The price is $385
Sep 22 - Sep 23
Total with taxes and fees
Artistic Craftsman Style Home Downstairs Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Milwaukie Hotel Reviews

Country Inn & Suites by Radisson, Portland International Airport, OR

Country Inn & Suites by Radisson, Portland International Airport, OR

10/10 Excellent
"Staff is friendly, helpful and overall excellent. Rooms are comfortable and clean."
Holly 1-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Portland International Airport, OR

Find out more about Milwaukie

Everything you need to know about Milwaukie vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Milwaukie vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Milwaukie vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Milwaukie vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Milwaukie. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Milwaukie in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $93 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Milwaukie rentals

At Expedia, we put the best Milwaukie vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Milwaukie rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Milwaukie vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Milwaukie. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Milwaukie?

Yes, we give you a choice of vacation rentals in Milwaukie near North Clackamas Aquatic Park, or you can go with a more remote option if you're looking for extra privacy while you relax. Discover why Milwaukie is known for its shops. Make sure you have time to check out the sporting events and lake views during your trip.

What are some of the best vacation rentals that Milwaukie has to offer?

Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown: This highly rated vacation home rental in Milwaukie is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind. Some other top choices in Milwaukie are Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard and Private Oasis on the Beautiful Willamette River.

How many vacation rentals are there in Milwaukie?

Choose from 48 Expedia vacation rentals in Milwaukie for a memorable vacation.

What can I see and do in Milwaukie?

Family-friendly attractions include North Clackamas Aquatic Park and Bike N Hike, whereas Willamette River and Elk Rock Island are a couple of great spots to enjoy the outdoors. While in the area, you can also visit popular places like Oregon Zoo and Moda Center.

What are vacation rentals like in Milwaukie?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Milwaukie. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family getaway.