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
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.
18–25 Feb
$159 SGD per night
4.96 out of 5 average rating, 370 reviews
Guest favourite
Home in Milwaukie
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.
10–17 Nov
$163 SGD per night
4.92 out of 5 average rating, 172 reviews
Superhost
Guest house in Milwaukie
Milwaukie Riverfront Guest House
Incredibly majestic river-front guest house. This is the ultimate romantic getaway and peaceful retreat. Large windows and double french doors look out on the Willamette river from the cottage living room and loft sleeping area. It includes a semi-private rocky beach, and a large manicured lawn with fire pit. Kayaks are available for use, and guests are welcome to bring their own too! The guesthouse has its own drive-way, and is completely separate from the main-house grounds for privacy.
22–29 Sep
$191 SGD per night
4.86 out of 5 average rating, 146 reviews

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 suite in Milwaukie
Riverside Cottage Apartment.
15–22 Oct
$142 SGD per night
4.95 out of 5 average rating, 151 reviews
Guest favourite
Guest house in Milwaukie
River Forest Guest House, All new+Riverfront Patio
24–31 Jan
$236 SGD per night
4.99 out of 5 average rating, 302 reviews
Guest favourite
Guest suite in Portland
Sellwood Garden Studio with Private Patio
2–9 Sep
$108 SGD per night
4.95 out of 5 average rating, 259 reviews
Guest favourite
Guest suite in Milwaukie
Trolley Trail Treasure in Oak Grove
1–8 Dec
$126 SGD per night
4.97 out of 5 average rating, 180 reviews
Guest favourite
Guest house in Portland
The Westmoreland Lighthouse - Private studio in SE
22–29 Sep
$119 SGD per night
4.97 out of 5 average rating, 532 reviews
Guest favourite
Guest house in Portland
Woodstock Tiny House
7–14 Aug
$83 SGD per night
4.98 out of 5 average rating, 693 reviews
Superhost
Guest suite in Milwaukie
SE Portland View Basement Apartment
1–8 Aug
$118 SGD per night
4.84 out of 5 average rating, 170 reviews
Guest favourite
Guest suite in Oregon City
Master Suite Overlooking Clackamas River!
28 Jul – 4 Aug
$85 SGD per night
4.95 out of 5 average rating, 427 reviews
Guest favourite
Guest suite in Happy Valley
Happy Valley Hideaway - Newly Remodeled
26 Jan – 2 Feb
$145 SGD per night
4.98 out of 5 average rating, 396 reviews
Guest favourite
Holiday home in Portland
Lovely 1-bed vacation home w/ off street parking.
11–18 Dec
$123 SGD per night
4.87 out of 5 average rating, 124 reviews
Guest favourite
Guest suite in Milwaukie
Cozy Studio near Historic Milwaukie & River Trails
31 Mar – 7 Apr
$98 SGD per night
5.0 out of 5 average rating, 46 reviews
Guest favourite
Guest house in Milwaukie
Spacious Studio near Historic Milwaukie/Sellwood
30 May – 6 Jun
$111 SGD per night
4.92 out of 5 average rating, 84 reviews

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

7.7K reviews

Destinations to explore

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