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

Milwaukie Vacation Rentals

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Our top choices for Milwaukie vacation rentals

1. Beautiful Art Filled Home 15 minutes to Downtown

Beautiful Art Filled Home 15 minutes to Downtown
Ardenwald
10.0 out of 10, Exceptional, (85 reviews)
"Close to shops and restaurants."
United States
Greenie D.
$294 nightly
The price is $298
Nov 29 - Nov 30
Total with taxes and fees
Beautiful Art Filled Home 15 minutes to Downtown

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
9.6 out of 10, Exceptional, (7 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.
$266 nightly
The price is $287
Nov 10 - Nov 11
Total with taxes and fees
Bamboo Haven: Tranquil Studio Nestled Off-Street with Chic Zen-Inspired Decor, 7 Miles to Portland

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, (130 reviews)
"Great location quiet neighborhood clean home with a nice yard and surroundings. Note that is it a shared property with main home but in separate quarters which was no issue to us as it was a very enjoyable stay."
United States
Karin S.
$303 nightly
The price is $308
Nov 29 - Nov 30
Total with taxes and fees
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

4. Peaceful 2-bedroom Duplex in charming Milwaukie awaits you

Peaceful 2-bedroom Duplex in charming Milwaukie awaits you
Ardenwald
$301 nightly
The price is $306
Nov 13 - Nov 14
Total with taxes and fees
Peaceful 2-bedroom Duplex in charming Milwaukie awaits you

5. Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.

Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.
Oak Grove
9.0 out of 10, Wonderful, (20 reviews)
"This was a very comfortable stay, Some quirky features, which give it character. Nice neighbors and neighborhood. We enjoyed our stay very much! Nothing over extravagant, just basic furniture."
United States
Vivian K.
$256 nightly
The price is $260
Nov 10 - Nov 11
Total with taxes and fees
Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.

6. Private /New 2-bedroom apartment near PDX

Private /New 2-bedroom apartment near PDX
Ardenwald
$194 nightly
The price is $197
Dec 1 - Dec 2
Total with taxes and fees
Private /New 2-bedroom apartment near PDX

7. Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
Oatfield
9.8 out of 10, Exceptional, (19 reviews)
"The house was clean and really cute. The set up was great for our stay and host was super helpful. Really enjoyed our stay!"
United States
Dana F.
$252 nightly
The price is $256
Nov 23 - Nov 24
Total with taxes and fees
Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

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

Spacious Home• Gazebo• BBQ• Full Kitchen• 3BR
Oatfield
9.0 out of 10, Wonderful, (2 reviews)
"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.
$515 nightly
The price is $523
Nov 10 - Nov 11
Total with taxes and fees
Spacious Home• Gazebo• BBQ• Full Kitchen• 3BR

9. Margaux · 1967 Airstream · Garden Glamping · PDX

Margaux · 1967 Airstream · Garden Glamping · PDX
Southeast Portland
9.8 out of 10, Exceptional, (21 reviews)
"Great stay at Kayla's Airstream, Margaux. Perfect location and wonderful host. Highly recommend!"
United States
marcus c.
$121 nightly
The price is $144
Dec 8 - Dec 9
Total with taxes and fees
Margaux · 1967 Airstream · Garden Glamping · PDX

10. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (43 reviews)
"Great location near Sellwood shops & tea, bakery & restaurants."
United States
dan v.
$179 nightly
The price is $211
Nov 10 - Nov 11
Total with taxes and fees
#StayinMyDistrict Sellwood Coco Rose Retreat

11. Walkable Sellwood 2BR Apartment

Walkable Sellwood 2BR Apartment
Southeast Portland
10.0 out of 10, Exceptional, (111 reviews)
"This VRBO apartment is so comfortable and well designed that we hope to stay again on our next visit. It is wonderfully located and charming."
United States
Jane F.
Walkable Sellwood 2BR Apartment

12. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.2 out of 10, Wonderful, (47 reviews)
"Very nice stay. I would just recommend a making the address numbers more visible."
United States
Marlene P.
$246 nightly
The price is $264
Nov 15 - Nov 16
Total with taxes and fees
#StayInMyDistrict Lake Oswego Honey Bee Cottage

13. 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, (136 reviews)
"The place was very comfortable. Highly recommended."
United States
Raymond C.
$313 nightly
The price is $341
Nov 10 - Nov 11
Total with taxes and fees
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views

14. Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,286 reviews)
"Really enjoyed our stay. The ambiance is very Portland! The staff was so helpful too."
United States
Celia
$145 nightly
The price is $168
Nov 30 - Dec 1
Total with taxes and fees
Inn at Northrup Station

15. Larkspur Landing Extended Stay Suites Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro
3.0 star property
Hillsboro
8.2 out of 10, Very good, (2,326 reviews)
"Nice comfortable stay"
United States
Dennis
$73 nightly
The price is $83
Nov 15 - Nov 16
Total with taxes and fees
Larkspur Landing Extended Stay Suites Hillsboro

16. Large Cozy Home

Large Cozy Home
Southgate
9.8 out of 10, Exceptional, (58 reviews)
"Very nice place, comfortable beds, and very clean! We enjoyed our stay very much!"
United States
Breanna D.
$484 nightly
The price is $491
Nov 12 - Nov 13
Total with taxes and fees
Large Cozy Home

17. Stylish Lake Oswego Retreat - All new high end furnishings and amazing patio

Stylish Lake Oswego Retreat - All new high end furnishings and amazing patio
McVey-South Shore
10.0 out of 10, Exceptional, (49 reviews)
"Once again a great stay here. Wonderful home in a great location "
United States
Greg D.
$1,029 nightly
The price is $1,106
Nov 27 - Nov 28
Total with taxes and fees
Stylish Lake Oswego Retreat - All new high end furnishings and amazing patio

18. #StayInMyDistrict Multnomah Village Modern Retreat

#StayInMyDistrict Multnomah Village Modern Retreat
Southwest Portland
9.2 out of 10, Wonderful, (29 reviews)
"Clean and spacious"
United States
Ruth A.
$216 nightly
The price is $255
Nov 10 - Nov 11
Total with taxes and fees
#StayInMyDistrict Multnomah Village Modern Retreat

19. Oregon Jade Lodging- Spacious 2 Bedrooms, Ev Charger, Quite By Stream

Oregon Jade Lodging- Spacious 2 Bedrooms, Ev Charger, Quite By Stream
2.0 star property
Rosemont Summit
10.0 out of 10, Exceptional, (1 review)
$237 nightly
The price is $261
Nov 12 - Nov 13
Total with taxes and fees
Oregon Jade Lodging- Spacious 2 Bedrooms, Ev Charger, Quite By Stream

20. Pomeroy

Pomeroy
2.0 star property
Northwest Portland
10.0 out of 10, Exceptional, (2 reviews)
"The location of this VRBO was wonderful. Lots of great food options and shopping within easy, safe walking distance. There’s a grocery store 2 blocks away. For those who want to use public transport, the #15 stops at the corner."
United States
Richard
$150 nightly
The price is $174
Nov 10 - Nov 11
Total with taxes and fees
Pomeroy
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

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 $83 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 Pacific Northwest Luxury with 270° River Views, Hot Tub, Billiards, Shuffleboard, Karaoke, BBQ and Private Oasis on the Beautiful Willamette River.

How many vacation rentals are there in Milwaukie?

Choose from 47 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. Milwaukie Museum and Milwaukie Farmers Market are other places to visit while you're in town.

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.