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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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Milwaukie vacation rentals

A wooden deck with a table and chairs, a green umbrella, and potted plants.

1. Beautiful Art Filled Home 15 minutes to Downtown

Beautiful Art Filled Home 15 minutes to Downtown
Ardenwald
10.0 out of 10, Exceptional, (84 reviews)
"Close to shops and restaurants."
United States
Greenie D.
The price is ￥30,765
￥51,404 total
includes taxes & fees
Nov 1 - Nov 2
Beautiful Art Filled Home 15 minutes to Downtown
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
9.6 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.
The price is ￥12,874
￥46,140 total
includes taxes & fees
Nov 4 - Nov 5
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)
"Very cute, great office to work in."
United States
anthony o.
The price is ￥19,248
￥53,486 total
includes taxes & fees
Nov 15 - Nov 16
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Exterior detail

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

Peaceful 2-bedroom Duplex in charming Milwaukie awaits you
Ardenwald
The price is ￥21,299
￥52,206 total
includes taxes & fees
Nov 2 - Nov 3
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.

5. 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.
The price is ￥26,032
￥43,718 total
includes taxes & fees
Nov 4 - Nov 5
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.

6. 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.
The price is ￥35,814
￥88,877 total
includes taxes & fees
Nov 2 - Nov 3
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
9.8 out of 10, Exceptional, (21 reviews)
"Great stay at Kayla's Airstream, Margaux. Perfect location and wonderful host. Highly recommend!"
United States
marcus c.
The price is ￥12,495
￥25,191 total
includes taxes & fees
Nov 1 - Nov 2
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, (43 reviews)
"Great location near Sellwood shops & tea, bakery & restaurants."
United States
dan v.
The price is ￥10,269
￥35,672 total
includes taxes & fees
Nov 2 - Nov 3
#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.

9. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.2 out of 10, Wonderful, (46 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
The price is ￥16,273
￥42,354 total
includes taxes & fees
Nov 1 - Nov 2
#StayInMyDistrict Lake Oswego Honey Bee Cottage
A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry.

10. 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.
The price is ￥21,086
￥59,402 total
includes taxes & fees
Nov 18 - Nov 19
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
A modern building with a large glass facade, a prominent neon sign, and outdoor seating area with plants.

11. Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,278 reviews)
"The large rooms and Breakfast"
United States
Ryan
The price is ￥19,446
￥22,558 total
includes taxes & fees
Nov 29 - Nov 30
Inn at Northrup Station
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

12. Large Cozy Home

Large Cozy Home
Southgate
9.8 out of 10, Exceptional, (58 reviews)
"The house was nice and large enough for our crowd of 6."
United States
Heather G.
The price is ￥18,554
￥85,128 total
includes taxes & fees
Nov 5 - Nov 6
Large Cozy Home
A stone facade with a sign for Larkspur Landing Home Suite Hotel, a lantern, and a flower bed.

13. Larkspur Landing Extended Stay Suites Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro
3.0 star property
Hillsboro
8.2 out of 10, Very good, (2,311 reviews)
"Nice comfortable stay"
United States
Dennis
The price is ￥14,255
￥16,180 total
includes taxes & fees
Nov 1 - Nov 2
Larkspur Landing Extended Stay Suites Hillsboro
A bedroom with a bed, a desk, a chair, a television, and a brick fireplace.

14. #StayinMyDistrict Pendelton Place Walk to Mt Tabor

#StayinMyDistrict Pendelton Place Walk to Mt Tabor
Southeast Portland
8.4 out of 10, Very good, (21 reviews)
"Great spot a few blocks away from Foster Powell. "
United States
Jack
The price is ￥10,901
￥36,657 total
includes taxes & fees
Nov 4 - Nov 5
#StayinMyDistrict Pendelton Place Walk to Mt Tabor
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

15. 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
The price is ￥14,219
￥23,542 total
includes taxes & fees
Nov 1 - Nov 2
Granny Flat in leafy SW Portland
A hotel room with two beds, a desk, a TV, and a bathroom visible through an open door.

16. 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
The price is ￥13,116
￥17,224 total
includes taxes & fees
Nov 1 - Nov 2
Premium 2 Queen Bed with Kitchenette
A wooden deck with a glass door leading to a forested area.

17. Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing

Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing
Rosemont Summit
8.4 out of 10, Very good, (26 reviews)
"Nice, clean place in a good neighborhood."
United States
Andrew M.
The price is ￥25,452
￥43,956 total
includes taxes & fees
Nov 1 - Nov 2
Oregon Jade- West Linn 2 rooms, EV charger, fire pit, forest view, deer glazing
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, (26 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
The price is ￥27,020
￥32,891 total
includes taxes & fees
Nov 4 - Nov 5
Riverfront Cottage on the Willamette · Blue Heron Sanctuary near Portland
A cozy room with a sofa, a bed, a wooden floor, a wall-mounted painting, a hanging plant, a lantern, and a fireplace.

19. The Magic House - Walk Everywhere!

The Magic House - Walk Everywhere!
Southeast Portland
9.6 out of 10, Exceptional, (66 reviews)
"The house really is magical with sculptures everywhere. Great location for sights and food. Huge house with plenty of room for everyone"
United States
Kathryn V.
The price is ￥55,062
￥107,148 total
includes taxes & fees
Nov 8 - Nov 9
The Magic House - Walk Everywhere!
A modern kitchen with white cabinetry, a wooden island with bar stools, stainless steel appliances, and pendant lighting.

20. Equipped 3bd/2ba Home with Private Backyard Oasis, Comfort & Convenience Await!

Equipped 3bd/2ba Home with Private Backyard Oasis, Comfort & Convenience Await!
Portland
10.0 out of 10, Exceptional, (25 reviews)
"Nice clean house. Great location!"
United States
Billy W.
Equipped 3bd/2ba Home with Private Backyard Oasis, Comfort & Convenience Await!
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

Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

8/10 Good
"Execelente ubicación!"
Andres 4-night trip
Posted 3 hours ago
Courtyard by Marriott Portland City Center

Find out more about Milwaukie

Search for holiday rentals in Milwaukie on Expedia! You can easily find your home rentals, villas, holiday apartments in Milwaukie using one of the methods below:

  • View our selection of featured holiday rentals in Milwaukie
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Look no further and take a look at our great range of rental properties in Milwaukie!

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.