Milwaukie Vacation Rentals

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Our top choices for Milwaukie vacation rentals

Beautiful Art Filled Home 15 minutes to Downtown

Beautiful Art Filled Home 15 minutes to Downtown
Ardenwald
10.0 out of 10, Exceptional, (73)
"Cute clean house. Very much enjoyed the stay."
United States
John C.
$264 nightly
The price is $268
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beautiful Art Filled Home 15 minutes to Downtown

Cozy apartment in a lovely and quiet neighborhood

Cozy apartment in a lovely and quiet neighborhood
Milwaukie
9.6 out of 10, Exceptional, (101)
"Great place to stay for a trip. Private and has everything you need. "
United States
Eli S.
$159 nightly
The price is $161
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy apartment in a lovely and quiet neighborhood

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Milwaukie
9.6 out of 10, Exceptional, (103)
"The property was lovely. Kitchen is fabulous. Had a lovely stay. Would highly recommend. The host was easy to communicate with and very accommodating. "
United States
Sally
$341 nightly
The price is $346
Jan 11 - Jan 12, 2026
Total with taxes and fees
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Margaux the Vintage Airstream - Portland's Glamping Garden Oasis

Margaux the Vintage Airstream - Portland's Glamping Garden Oasis
2.0 star property
Southeast Portland
9.6 out of 10, Exceptional, (7)
"Amazing host with great communication, a gorgeous and perfectly placed spot, and a fun, cozy place that had everything I needed. The commissary was incredible, and the whole experience was perfect!"
United States
Kierra P.
$127 nightly
The price is $151
Dec 29 - Dec 30
Total with taxes and fees
Margaux the Vintage Airstream - Portland's Glamping Garden Oasis

Larkspur Landing Extended Stay Suites Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro
3.0 star property
Hillsboro
8.2 out of 10, Very Good, (2033)
" Excellent for our weekend stay."
United States
MEREDITH
$82 nightly
The price is $94
Dec 29 - Dec 30
Total with taxes and fees
Larkspur Landing Extended Stay Suites Hillsboro

#StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
2.0 star property
Southeast Portland
10.0 out of 10, Exceptional, (33)
"Beautiful little space, steps away from great food and coffee."
United States
Christine M.
$166 nightly
The price is $196
Dec 30 - Dec 31
Total with taxes and fees
#StayinMyDistrict Sellwood Coco Rose Retreat

Cozy Wine Country Suite

Cozy Wine Country Suite
Sherwood - Tualatin South
9.4 out of 10, Exceptional, (16)
"The room was clean, well appointed,ina great location, and we enjoyed our short stay. Would definitely stay here again when in the area. "
United States
Brayden C.
$105 nightly
The price is $119
Dec 29 - Dec 30
Total with taxes and fees
Cozy Wine Country Suite

#StayInMyDistrict St. Johns Bungalow

#StayInMyDistrict St. Johns Bungalow
2.0 star property
North Portland
10.0 out of 10, Exceptional, (5)
"Great property. Comfortable, clean, and easy communication with the host. I am looking forward to staying here again in the future."
United States
Sarah J.
$251 nightly
The price is $294
Dec 29 - Dec 30
Total with taxes and fees
#StayInMyDistrict St. Johns Bungalow

#StayinMyDistrict Alberta Arts Daylight Studio

#StayinMyDistrict Alberta Arts Daylight Studio
2.0 star property
Northeast Portland
10.0 out of 10, Exceptional, (7)
"I had a wonderful stay "
United States
Sharada B.
$163 nightly
The price is $192
Dec 29 - Dec 30
Total with taxes and fees
#StayinMyDistrict Alberta Arts Daylight Studio

Downtown Camas Apartment

Downtown Camas Apartment
Camas
10.0 out of 10, Exceptional, (8)
"We had a great visit in Camas. Easy access to freeway and still very quiet."
United States
James F.
$170 nightly
The price is $186
Jan 3 - Jan 4, 2026
Total with taxes and fees
Downtown Camas Apartment

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

Private, cozy, airy garden studio suite, for 1 or 2 guests
Northeast Portland
9.8 out of 10, Exceptional, (20)
"Beautiful location, not far from dowtown portland, and was a very relaxing stay."
United States
Kelsey L.
$128 nightly
The price is $152
Jan 5 - Jan 6, 2026
Total with taxes and fees
Private, cozy, airy garden studio suite, for 1 or 2 guests

❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE

❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE
Northeast Portland
9.8 out of 10, Exceptional, (152)
"Great location, comfortable and well stocked!"
United States
Edla P.
$211 nightly
The price is $249
Dec 29 - Dec 30
Total with taxes and fees
❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE

BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT
Northeast Portland
9.6 out of 10, Exceptional, (19)
"Lovely space. Easy to find. Very accessible. Host is an excellent communicator. We loved staying below a home filled with children and loving energy. We especially loved hearing the patter of little feet :-) "
United States
Anne deLain W C.
$267 nightly
The price is $314
Dec 30 - Dec 31
Total with taxes and fees
BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

Private Basement Guest Suite w/Hot Tub

Private Basement Guest Suite w/Hot Tub
2.0 star property
Camas
9.2 out of 10, Wonderful, (9)
"We enjoyed our stay. The location is great, the decor is attractive and the setting is comfortable. "
United States
Sheila O.
$180 nightly
The price is $197
Dec 30 - Dec 31
Total with taxes and fees
Private Basement Guest Suite w/Hot Tub

Vibrant Portland Getaway - Chic Flat

Vibrant Portland Getaway - Chic Flat
2.0 star property
Southeast Portland
10.0 out of 10, Exceptional, (4)
"Great spot right in the heart of SE Portland!"
United States
Scotty S.
$221 nightly
The price is $254
Jan 26 - Jan 27, 2026
Total with taxes and fees
Vibrant Portland Getaway - Chic Flat

#StayInMyDistrict Downtown Loft

#StayInMyDistrict Downtown Loft
Downtown Vancouver
9.6 out of 10, Exceptional, (7)
"Great location highly recommended"
United States
John B.
$170 nightly
The price is $187
Dec 30 - Dec 31
Total with taxes and fees
#StayInMyDistrict Downtown Loft

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, (120)
"Check in was easy - and kitchen had everything necessary to make our stay enjoyable. We especially appreciated the electric kettle!"
United States
Lynne R.
$341 nightly
The price is $374
Jan 3 - Jan 4, 2026
Total with taxes and fees
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views

Private Greenhouse Suite for 1 or 2 Guests

Private Greenhouse Suite for 1 or 2 Guests
Northeast Portland
10.0 out of 10, Exceptional, (17)
"Nice neighborhood, very convenient for us"
United States
Ted B.
$162 nightly
The price is $192
Jan 7 - Jan 8, 2026
Total with taxes and fees
Private Greenhouse Suite for 1 or 2 Guests

Retro Hideaway - Trendy Location - 2BR - Sleeps 4

Retro Hideaway - Trendy Location - 2BR - Sleeps 4
2.0 star property
Northeast Portland
10.0 out of 10, Exceptional, (4)
"Great spot, either walking distance or many great restaurants or just a short drive away. "
United States
Bryan R.
$279 nightly
The price is $320
Jan 5 - Jan 6, 2026
Total with taxes and fees
Retro Hideaway - Trendy Location - 2BR - Sleeps 4

#StayinMyDistrict Sellwood Private Garden Casita

#StayinMyDistrict Sellwood Private Garden Casita
Southeast Portland
9.2 out of 10, Wonderful, (15)
"What a little slice of heaven! Perfect location and comfortable. I’ll be back:)"
United States
Amy C.
$165 nightly
The price is $195
Dec 29 - Dec 30
Total with taxes and fees
#StayinMyDistrict Sellwood Private Garden Casita
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 $94 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.

Frequently asked questions

Can I find vacation rentals in Milwaukie?

Yes, we give you a choice of vacation rentals in Milwaukie near Bike N Hike, 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?

Live the Dream on the Beautiful Willamette River: Visitors like this Milwaukie vacation home rental. It is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Milwaukie?

Choose from 41 Expedia vacation rentals in Milwaukie for a memorable vacation.

What can I see and do in Milwaukie?

Family-friendly attractions include Bike N Hike and North Clackamas Aquatic Park, whereas Willamette River and Elk Rock Island are a couple of great spots to enjoy the outdoors. Milwaukie Farmers Market and Milwaukie Museum 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.