House vacation rentals in Milwaukie

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Top-rated house rentals in Milwaukie

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

Guest favorite
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.
Feb 21 – 28
$120 per night
4.92 out of 5 average rating, 171 reviews
Guest favorite
Home in Milwaukie
Crossroads Country Cottage
Conveniently located at the crossroads of HWY 224 and SE Lake Road, our home, cottage and garden are the last remnants of a time gone by and what was once a large family farm. When you walk through the private gate leading to the cottage, you might feel you have stepped through a portal into another time. Everything about the cottage is secluded, peaceful and private. We are pleased to have many return visitors. The garden features a waterfall, chairs and table, BBQ and fresh herbs.
Jun 27 – Jul 4
$98 per night
4.96 out of 5 average rating, 129 reviews
Guest favorite
Home in Clackamas
Entire Pet Friendly Clackamas Bungalow
Your family will be close to everything when you stay at this centrally-located, pet friendly home. Under 10mins away from Clackamas, Oregon City, West Linn, Happy Valley, Milwaukie, Gladstone. The 205 freeway ramp is around the corner for easy access to downtown PDX. All pets welcome as animals are my passion. House is a 5min drive from VCA animal hospital. This space is meant to feel like your home away from home, so relax and enjoy.**please read full listing about the space.
Apr 2 – 9
$102 per night
4.98 out of 5 average rating, 101 reviews

Popular amenities for Milwaukie house rentals

House rentals with a pool

Guest favorite
Home in Newberg
Luxury Wine Country Estate
Jul 3 – 10
$982 per night
4.96 out of 5 average rating, 206 reviews
Guest favorite
Home in Wilsonville
Home in Wilsonville
Nov 8 – 15
$221 per night
4.94 out of 5 average rating, 49 reviews
Guest favorite
Home in Vancouver
The Starburst Inn
Jan 9 – 16
$523 per night
4.94 out of 5 average rating, 68 reviews
Guest favorite
Home in Dundee
Private Retreat in Wine Country with Pool+Hot Tub!
Oct 21 – 28
$739 per night
5.0 out of 5 average rating, 45 reviews
Guest favorite
Home in West Linn
Scandinavian Modern Farm House in Wine Country
Sep 29 – Oct 6
$950 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Home in Portland
Rose City Hideaway
Oct 17 – 24
$132 per night
4.92 out of 5 average rating, 51 reviews
Guest favorite
Home in Portland
Frankie's Place; vintage luxe Craftsman charm!
May 14 – 21
$275 per night
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Vancouver
Spacious Modern Condo by Columbia Waterfront
Nov 11 – 18
$132 per night
4.83 out of 5 average rating, 30 reviews
Guest favorite
Home in Portland
Private home with pool+hot tub+fireplaces
Oct 19 – 26
$507 per night
4.88 out of 5 average rating, 8 reviews
Guest favorite
Home in Aurora
Country Oasis with Swimming Pool
Aug 20 – 27
$760 per night
4.97 out of 5 average rating, 70 reviews
Guest favorite
Home in Vancouver
Family-friendly 4 bedroom home with hot tub.
Apr 5 – 12
$250 per night
5.0 out of 5 average rating, 36 reviews
Guest favorite
Home in Portland
On a park w/ pool and pickleball, 5 mi to downtown
Oct 5 – 12
$490 per night
5.0 out of 5 average rating, 13 reviews

Weekly house rentals

Guest favorite
Home in Portland
Charming South Tabor Apartment!
Sep 3 – 10
$68 per night
4.91 out of 5 average rating, 177 reviews
Superhost
Home in Clackamas
Brand new Miranda's Lodge- cozy place with hot tub
May 12 – 19
$194 per night
4.85 out of 5 average rating, 129 reviews
Superhost
Home in Portland
The Teal Door Bungalow Close-in SE Portland
Dec 17 – 24
$109 per night
4.79 out of 5 average rating, 274 reviews
Guest favorite
Home in Portland
Portland Southwest Suite Stay
Aug 22 – 29
$63 per night
4.96 out of 5 average rating, 333 reviews
Superhost
Home in Portland
Private home with sauna and large yard
Aug 19 – 26
$128 per night
4.85 out of 5 average rating, 106 reviews
Superhost
Home in Milwaukie
Springwater Retreat: Relax in quiet comfort
Jul 4 – 11
$203 per night
4.81 out of 5 average rating, 120 reviews
Guest favorite
Home in Milwaukie
One story home with king bed & new AC unit!
Feb 6 – 13
$225 per night
4.94 out of 5 average rating, 114 reviews
Guest favorite
Home in Portland
The Flying Whale-MountTabor.
Nov 16 – 23
$148 per night
4.98 out of 5 average rating, 346 reviews
Guest favorite
Home in Portland
Studio Apartment PandaCrystalCave
Apr 28 – May 5
$73 per night
4.92 out of 5 average rating, 556 reviews
Guest favorite
Home in Portland
Cozy and Walkable 1 bedroom daylight basement
Apr 24 – May 1
$68 per night
4.95 out of 5 average rating, 127 reviews
Guest favorite
Home in PORTLAND
Hidden Garden Cottage
Sep 7 – 14
$131 per night
4.99 out of 5 average rating, 174 reviews
Guest favorite
Home in Portland
Tabor Retreat
Apr 9 – 16
$87 per night
4.9 out of 5 average rating, 214 reviews

Private house rentals

Guest favorite
Home in Portland
Spacious Forest Retreat w/ Hot Tub & Views
Jun 20 – 27
$161 per night
4.93 out of 5 average rating, 120 reviews
Guest favorite
Home in Portland
#SavorTabor
Nov 21 – 28
$161 per night
4.97 out of 5 average rating, 387 reviews
Guest favorite
Home in Portland
Milan House - Portland - Travel with style
Apr 29 – May 6
$147 per night
4.97 out of 5 average rating, 353 reviews
Guest favorite
Home in Portland
1 BD Quiet & Light Filled Home / Truly Private
Mar 20 – 27
$113 per night
4.99 out of 5 average rating, 220 reviews
Guest favorite
Home in Portland
Roseway Getaway - New Modern Private Home
Apr 13 – 20
$103 per night
4.98 out of 5 average rating, 217 reviews
Guest favorite
Home in Happy Valley
1000+ sq private 2b1.5b unit in gated area
May 10 – 17
$101 per night
4.95 out of 5 average rating, 87 reviews
Guest favorite
Home in Milwaukie
Adorable Cottage Studio
Jun 24 – Jul 1
$94 per night
4.95 out of 5 average rating, 44 reviews
Guest favorite
Home in Oregon City
Cozy remodeled Bungalow In Oregon City!
Aug 13 – 20
$89 per night
4.81 out of 5 average rating, 70 reviews
Guest favorite
Home in Milwaukie
Riverside Living!
Oct 7 – 14
$375 per night
4.96 out of 5 average rating, 72 reviews
Superhost
Home in Milwaukie
NEW! Portland Portrait Elegance &Luxurious Comfort
Mar 7 – 14
$195 per night
4.9 out of 5 average rating, 67 reviews
Guest favorite
Home in Oregon City
Cozy Newly Remodeled House near Downtown OC
Apr 6 – 13
$81 per night
4.96 out of 5 average rating, 77 reviews
Superhost
Home in Milwaukie
Hillside House - 5bdrm-Hot Tub, Sauna, Game Room!
Apr 3 – 10
$322 per night
4.97 out of 5 average rating, 33 reviews

Quick stats about house rentals in Milwaukie

Total rentals

60 properties

Wifi availability

60 properties include access to wifi

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

3K reviews

Destinations to explore

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