Holiday rentals in Milwaukie

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Top-rated holiday rentals in Milwaukie

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Guest suite in Milwaukie

4.96 out of 5 average rating, 371 reviews

River Forest Lake Apt w/hot tub. HOT find!

*No smoking, No parties, no drugs or pets on premises* total/Max 4 guests; included in this total are infants/children, no more than 2 or3 children under 12, as long as only 4 total guests. FYI: Incline driveway Welcome to our newly remodeled daylight basement apartment. Tucked into the quiet peaceful River Forest neighborhood of Milwaukie on River Forest Lake. Conveniently located to shopping, restaurants, hwy 99, freeways to Portland, Oregon City, historic Sellwood, the Gorge, Mt Hood, etc.

27 Dec – 3 Jan

₹11,340 per night
Guest favourite

Home in Milwaukie

4.92 out of 5 average rating, 173 reviews

Charming Remodeled Home in SE

Unique, charming 1920's home, just minutes from Portland by bike or car, fully remodeled, w/custom handmade furnishings made w/local hardwoods. Our cozy home has a fully loaded gourmet kitchen. Master suite w/king bed and a top of the line Stearns and Foster mattress. 2nd bedroom w/brand new queen nectar mattress. King sleeper sofa w/memory foam mattress. Covered patio, plenty of outdoor seating, natural gas BBQ, and firepit. Fenced yard for pets. Local fav cafe across the street.

16–23 Dec

₹12,895 per night
Guest favourite

Guest house in Portland

4.97 out of 5 average rating, 533 reviews

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, newly constructed detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.

9–16 Oct

₹8,920 per night

Popular amenities for Milwaukie holiday rentals

Stay near Milwaukie's top sights

Milwaukie Riverfront Park8 locals recommend
Mike's Drive-In9 locals recommend
Bob's Red Mill31 locals recommend
Pietro's Pizza Milwaukie8 locals recommend
Wunderland Milwaukie Cinemas18 locals recommend
Shari's Cafe and Pies3 locals recommend

Other great holiday rentals in Milwaukie

Guest favourite

Guest house in Portland

4.97 out of 5 average rating, 379 reviews

Moss Rock Retreat - Near Leach Botanical Garden!

31 Aug – 7 Sep

₹7,217 per night
Guest favourite

Guest suite in Portland

4.95 out of 5 average rating, 259 reviews

Sellwood Garden Studio with Private Patio

28 Jul – 4 Aug

₹7,764 per night
Guest favourite

Guest suite in Oregon City

4.95 out of 5 average rating, 429 reviews

Master Suite Overlooking Clackamas River!

28 Jul – 4 Aug

₹6,157 per night
Guest favourite

Guest house in Portland

4.96 out of 5 average rating, 306 reviews

Woodstock modern apartment

8–15 Jul

₹8,680 per night
Guest favourite

Guest house in Portland

4.95 out of 5 average rating, 341 reviews

SE Portland Guest Cottage

23–30 Apr

₹7,538 per night
Guest favourite

Guest house in Portland

4.98 out of 5 average rating, 222 reviews

Modern Bed & Bath in Historic Sellwood

14–21 Mar

₹8,730 per night
Guest favourite

Guest suite in Happy Valley

4.98 out of 5 average rating, 397 reviews

Happy Valley Hideaway - Newly Remodeled

8–15 Jan

₹11,355 per night
Superhost

Holiday home in Portland

4.87 out of 5 average rating, 125 reviews

Lovely 1-bed vacation home w/ off street parking.

14–21 Feb

₹10,155 per night
Guest favourite

Guest suite in Milwaukie

4.97 out of 5 average rating, 180 reviews

Trolley Trail Treasure in Oak Grove

15–22 Oct

₹9,024 per night
Guest favourite

Guest house in Portland

4.92 out of 5 average rating, 245 reviews

Treetop Cedar Studio

16–23 Aug

₹6,861 per night
Guest favourite

Tiny home in Portland

4.94 out of 5 average rating, 275 reviews

Stumptown Cottage in Eastmoreland

30 Sep – 7 Oct

₹8,201 per night
Guest favourite

Bungalow in Gladstone

4.94 out of 5 average rating, 113 reviews

The Wee Humble Cottage

2–9 Sep

₹9,880 per night

Quick stats about holiday rentals in Milwaukie

Total rentals

120 properties

Wifi availability

120 properties include access to wifi

Rentals with dedicated workspaces

80 properties have a dedicated workspace

Pet-friendly rentals

40 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

7.7T reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Clackamas County
  5. Milwaukie