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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Milwaukie vacation rentals

A modern living room with a fireplace, a potted plant, a patterned rug, and a tall floor lamp.

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.
$188 nightly
The price is $191
Oct 26 - Oct 27
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
9.4 out of 10, Exceptional, (6 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.
$272 nightly
The price is $292
Oct 21 - Oct 22
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, (130 reviews)
"A great place to stay in the Portland,OR area!"
United States
Mary R.
$334 nightly
The price is $339
Nov 15 - Nov 16
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.
$321 nightly
The price is $326
Oct 21 - Oct 22
Total with taxes and fees
Beautiful Art Filled Home 15 minutes to Downtown
A single-story building with a garage, a car parked in front, and a well-maintained lawn.

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

Peaceful 2-bedroom Duplex in charming Milwaukie awaits you
Ardenwald
$326 nightly
The price is $331
Oct 24 - Oct 25
Total with taxes and fees
Peaceful 2-bedroom Duplex in charming Milwaukie awaits you
A dining table set with white plates, glasses, and silverware, surrounded by beige chairs and a sofa in a neutral-toned room.

6. 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.
$271 nightly
The price is $275
Oct 21 - Oct 22
Total with taxes and fees
Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
A covered patio area with a table and chairs, surrounded by a hedge and trees.

7. 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.
$555 nightly
The price is $563
Oct 21 - Oct 22
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.

8. 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.
$134 nightly
The price is $160
Oct 21 - Oct 22
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.

9. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (43 reviews)
"Very clean, well equipted , great location, comfortable bed, great spot for coffee outside"
United States
Sorek Y.
$195 nightly
The price is $230
Oct 21 - Oct 22
Total with taxes and fees
#StayinMyDistrict Sellwood Coco Rose Retreat
A house with a patio area featuring two green chairs and a table, a fire pit, and a bicycle parked outside.

10. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.4 out of 10, Exceptional, (45 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
$300 nightly
The price is $322
Nov 1 - Nov 2
Total with taxes and fees
#StayInMyDistrict Lake Oswego Honey Bee Cottage
A two-story house with a red exterior, a wooden staircase, and a garden with various plants.

11. Walkable Sellwood 2BR Apartment

Walkable Sellwood 2BR Apartment
Southeast Portland
10.0 out of 10, Exceptional, (110 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.
$294 nightly
The price is $323
Nov 9 - Nov 10
Total with taxes and fees
Walkable Sellwood 2BR Apartment
A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry.

12. 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, (135 reviews)
"The place was very comfortable. Highly recommended."
United States
Raymond C.
$334 nightly
The price is $365
Nov 4 - Nov 5
Total with taxes and fees
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

13. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.6 out of 10, Exceptional, (31 reviews)
"Literally enjoyed the place, the host were extremely good at communicating and very understanding. Definitely a 9.5/10"
United States
Daquarious
$120 nightly
The price is $143
Oct 21 - Oct 22
Total with taxes and fees
Granny Flat in leafy SW Portland
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

14. Large Cozy Home

Large Cozy Home
Southgate
9.8 out of 10, Exceptional, (57 reviews)
"Wonderful experience, will stay there again if I am ever in Portland! The hot tub was such a bonus!"
United States
Amanda M.
$528 nightly
The price is $536
Oct 21 - Oct 22
Total with taxes and fees
Large Cozy Home
A hotel room with two beds, a desk, a TV, and a bathroom visible through an open door.

15. Premium 2 Queen Bed with Kitchenette

Premium 2 Queen Bed with Kitchenette
Portland OR
10.0 out of 10, Exceptional, (51 reviews)
"Nice little budget friendly motel. Loved having snacks available from the vending machine on site while relaxing in our room."
United States
Anonymous traveler
$105 nightly
The price is $118
Oct 21 - Oct 22
Total with taxes and fees
Premium 2 Queen Bed with Kitchenette
A modern building with a large glass facade, a prominent neon sign, and outdoor seating area with plants.

16. Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,274 reviews)
"The large rooms and Breakfast"
United States
Ryan
$140 nightly
The price is $162
Nov 18 - Nov 19
Total with taxes and fees
Inn at Northrup Station
A modern house with a covered patio, a stone fireplace, and a sign reading "Marv's Place".

17. Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside

Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
West Linn
10.0 out of 10, Exceptional, (36 reviews)
"Lovely design, magnificent setting, plenty of coffee. Wonderful!"
United States
Jay L. F.
$358 nightly
The price is $385
Oct 21 - Oct 22
Total with taxes and fees
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
A backyard with a wooden deck, a stone fountain, and a view of a lake.

18. Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland

Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland
Bolton
10.0 out of 10, Exceptional, (25 reviews)
"Just loved the music vibe. Well appointed it’s all those little things I always seem to forget. Loved watching the eagles too"
United States
Robert
$206 nightly
The price is $220
Oct 25 - Oct 26
Total with taxes and fees
Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland
A house with a brick facade, a chimney, and a front yard with various plants and a tree.

19. Exquisite Historic Suite Close to Downtown 14-21673

Exquisite Historic Suite Close to Downtown 14-21673
Southwest Portland
10.0 out of 10, Exceptional, (559 reviews)
"Place was great!"
United States
Justin T.
$120 nightly
The price is $143
Nov 1 - Nov 2
Total with taxes and fees
Exquisite Historic Suite Close to Downtown 14-21673
A modern kitchen with black cabinets, a stainless steel refrigerator, and a built-in oven.

20. #StayinMyDistrict Buckman Open Loft-Style Townhome

#StayinMyDistrict Buckman Open Loft-Style Townhome
Southeast Portland
9.8 out of 10, Exceptional, (37 reviews)
"A wonderful spot to stay!"
United States
Edward C.
$277 nightly
The price is $325
Oct 21 - Oct 22
Total with taxes and fees
#StayinMyDistrict Buckman Open Loft-Style Townhome
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

Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

10/10 Excellent
"Staff was so helpful, accomodating and friendly"
Lauren 2-night trip
Posted 1 hour ago
Hyatt House Portland/Downtown

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 $96 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.