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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Dates

November 2026

December 2026

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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

Ardenwald

Greenie D.

AED 1,096 total

includes taxes & fees

29 Nov - 30 Nov

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

Oak Grove

Brittany P.

AED 1,084 total

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with a large island, grey cabinets, and wooden flooring.

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

Milwaukie

Karin S.

AED 1,130 total

includes taxes & fees

29 Nov - 30 Nov

A garage with a grey door, a white door leading to a covered porch, and a small plant in a planter.

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

Ardenwald

AED 1,156 total

includes taxes & fees

11 Dec - 12 Dec

A cozy living room with a stone fireplace, a brown sofa, a wooden coffee table, and a lamp.

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

Oak Grove

Vivian K.

AED 995 total

includes taxes & fees

11 Nov - 12 Nov

A neatly made bed with a patterned bedspread, two pillows, and a headboard with decorative studs. There are two bedside lamps on a nightstand beside the bed.

6. Private /New 2-bedroom apartment near PDX

Ardenwald

A dining table set with white plates, glasses, and silverware, surrounded by beige chairs and a sofa in a neutral-toned room.

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

Oatfield

Dana F.

AED 973 total

includes taxes & fees

23 Nov - 24 Nov

A covered patio area with a table and chairs, surrounded by a hedge and trees.

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

Oatfield

Trent H.

AED 1,983 total

includes taxes & fees

11 Dec - 12 Dec

A porch with a wooden bench, a cushioned chair, and a small table. There is a white railing and greenery in the background.

9. Margaux · 1967 Airstream · Garden Glamping · PDX

Southeast Portland

marcus c.

AED 541 total

includes taxes & fees

7 Dec - 8 Dec

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.

10. #StayinMyDistrict Sellwood Coco Rose Retreat

Southeast Portland

dan v.

AED 782 total

includes taxes & fees

15 Nov - 16 Nov

A two-story house with a red exterior, a wooden staircase, and a garden with various plants.

11. Walkable Sellwood 2BR Apartment

Southeast Portland

Mary Jo K.

A house with a patio area featuring two green chairs and a table, a fire pit, and a bicycle parked outside.

12. #StayInMyDistrict Lake Oswego Honey Bee Cottage

First Addition

Marlene P.

AED 937 total

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry.

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

Southwest Portland

Raymond C.

AED 1,282 total

includes taxes & fees

11 Nov - 12 Nov

A building with multiple balconies, outdoor seating, and a palm tree.

14. Inn at Northrup Station

Northwest Portland

Celia

AED 525 total

includes taxes & fees

30 Nov - 1 Dec

A stone facade with a sign for Larkspur Landing Home Suite Hotel, a lantern, and a flower bed.

15. Larkspur Landing Extended Stay Suites Hillsboro

Hillsboro

Dennis

AED 350 total

includes taxes & fees

23 Nov - 24 Nov

A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

16. Large Cozy Home

Southgate

Breanna D.

AED 1,857 total

includes taxes & fees

12 Nov - 13 Nov

A covered patio with a fire pit, outdoor furniture, and a stone fire pit.

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

McVey-South Shore

Greg D.

AED 4,174 total

includes taxes & fees

27 Nov - 28 Nov

18. #StayInMyDistrict Multnomah Village Modern Retreat

Southwest Portland

Ruth A.

AED 943 total

includes taxes & fees

15 Nov - 16 Nov

A living room with a TV, fireplace, and a sliding glass door leading to a balcony.

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

Rosemont Summit

AED 957 total

includes taxes & fees

11 Nov - 12 Nov

A room with a bed, a green sofa, a mirror, and a door leading to another room.

20. Pomeroy

Northwest Portland

Richard

AED 647 total

includes taxes & fees

16 Nov - 17 Nov

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Find vacation rentals that suit your style

Top Milwaukie Hotel Reviews

A spacious living room with a fireplace, comfortable seating, and large windows with curtains.

Grand Hotel at Bridgeport

Tigard

10/10 Excellent

Melissa

A spacious living area with a pool, wooden ceiling beams, and modern furniture.

Cedartree Hotel Portland Hillsboro

Hillsboro

10/10 Excellent

Misty

A modern hotel with a prominent glass facade, a central courtyard, and a view of the city skyline.

Hyatt Regency Portland at the Oregon Convention Center

Northeast Portland

10/10 Excellent

Mary

An outdoor patio with a sectional sofa, a round table, and chairs.

Hampton Inn & Suites Portland-Pearl District

Pearl District

10/10 Excellent

DANIELLE

An outdoor seating area with a fire pit, wicker furniture, and stone walls.

Home2 Suites by Hilton Portland Hillsboro

Tanasbourne

10/10 Excellent

Henri

A multi-level hotel lobby with a central atrium, seating areas, and a variety of plants.

Embassy Suites by Hilton Portland Airport

Northeast Portland

10/10 Excellent

Charisse

An outdoor seating area with a fire feature, stone accents, and a view of a parking lot.

Holiday Inn Express & Suites Portland Airport - Cascade Stn by IHG

Northeast Portland

10/10 Excellent

cody

A spacious indoor area with multiple seating arrangements, including tables and chairs, and a central bar area.

Hyatt House Portland/Downtown

Downtown Portland

10/10 Excellent

Julie

A hotel with a prominent 'CANDLEWOOD SUITES' sign, a covered entrance, and a stone facade.

Candlewood Suites Vancouver-Camas by IHG

Vancouver

10/10 Excellent

Gregg

A lobby with two orange sofas, a patterned carpet, and a wall with vertical wooden slats and a mountain silhouette decoration.

Best Western Plus Portland Airport Hotel & Suites

Northeast Portland

10/10 Excellent

I stayed here as a solo traveler for 2 nights and had a great experience. The check in and out process was easy and quick. This is a well-lit property located in a quiet and safe area of town, conveniently near the airport. Staff were friendly, helpful, and professional. The room was exactly as pictured. It was big with modern, comfortable furniture, and updated fixtures. The room was very clean and everything was in working order. The bed was comfortable and I slept well. I loved the...

Elizabeth

A rooftop terrace with tables and chairs, large windows offering a view of a cityscape and illuminated structures.

Hotel Eastlund, BW Premier Collection

Northeast Portland

10/10 Excellent

Andrea

A spacious lobby with a stone floor, wooden ceiling, and a central staircase. There are multiple seating areas with leather sofas and a reception desk.

Heathman Lodge

Vancouver Mall

10/10 Excellent

Kim

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.

Milwaukie Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Milwaukie vacation rentals

1. 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

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

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

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

6. Private /New 2-bedroom apartment near PDX

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

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

9. Margaux · 1967 Airstream · Garden Glamping · PDX

10. #StayinMyDistrict Sellwood Coco Rose Retreat

11. Walkable Sellwood 2BR Apartment

12. #StayInMyDistrict Lake Oswego Honey Bee Cottage

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

14. Inn at Northrup Station

15. Larkspur Landing Extended Stay Suites Hillsboro

16. Large Cozy Home

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

18. #StayInMyDistrict Multnomah Village Modern Retreat

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

20. Pomeroy

Find vacation rentals that suit your style

Top Milwaukie Hotel Reviews

Grand Hotel at Bridgeport

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Milwaukie?

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

How many vacation rentals are there in Milwaukie?

What can I see and do in Milwaukie?

What are vacation rentals like in Milwaukie?