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The best vacation homes in Milwaukie

Check out our selection of great vacation homes in Milwaukie

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Stay Portland Collection - Perfect Portland Farmhouse Loft - Breweries & Bars, hotel in Portland

Stay Portland Collection - Perfect Portland Farmhouse Loft - Breweries & Bars offers accommodations in Portland, 1.7 miles from Governor Tom McCall Waterfront Park and 2 miles from South Waterfront...

This was hands down the coziest and most charming place I’ve ever stayed in the Portland area—and I’ve been to Portland more times than I can count! The location was super convenient, surrounded by great shopping and dining options. The kitchen was fantastic, parking was a breeze, and the host was truly exceptional with excellent communication. I’ll definitely be staying here again—without a doubt!
Scored 9.8
9.8
Rated exceptional
Exceptional
5 reviews
Price from
$124.82
1 night, 2 adults
Stay Portland Collection - Adorable Bright 1 Bed Near OHSU, hotel in Portland

Stay Portland Collection - Adorable Bright 1 Bed Near OHSU offers accommodations in Portland, 1.8 miles from Governor Tom McCall Waterfront Park and 1.9 miles from Portland State University.

Ants in kitchen sink, one bath towel had brown spots on it, and need pot holders. Other than that it was comfortable and clean. Parking was hard find.
Scored 9.9
9.9
Rated exceptional
Exceptional
8 reviews
Price from
$72.66
1 night, 2 adults
Stay Portland Collection - Bright Brooklyn Studio, hotel in Portland

Stay Portland Collection - Bright Brooklyn Studio offers accommodations in Portland, 2.8 miles from Governor Tom McCall Waterfront Park and 3.1 miles from South Waterfront City Park.

We had a very comfortable stay. We loved that the kitchen is stocked with houseware items so we had forks and glasses to use when we ate takeout. The bed was very comfortable, and liked that there was a luggage rack, and a place to hang our clothes. We had an event we attended in Milwaukie and it was great to take a Lyft to and from it.
Scored 9.6
9.6
Rated exceptional
Exceptional
7 reviews
Price from
$60.55
1 night, 2 adults
Stay Portland Collection - Moab Vibes in PDX- Walk to Local Coffee & Food, hotel in Portland

Stay Portland Collection - Moab Vibes in PDX- Walk to Local Coffee & Food offers accommodations in Portland, 2.1 miles from Governor Tom McCall Waterfront Park and 2.5 miles from South Waterfront City...

Good communication cute place quiet neighborhood would stay
Scored 9.0
9.0
Rated wonderful
Wonderful
11 reviews
Price from
$111.78
1 night, 2 adults
Santa Monica Vibes in PDX - Food Carts & Roasters, hotel in Portland

Santa Monica Vibes in PDX - Food Carts & Roasters is located in Portland, just 1.7 miles from Governor Tom McCall Waterfront Park and 2.1 miles from South Waterfront City Park.

It's a great part of Portland, with a wonderful surrounding area. Easy access from a property company that handles tons of short-term rentals and has the process down-pat. Good lighting and lots of windows.
Scored 9.0
9.0
Rated wonderful
Wonderful
6 reviews
Price from
$95.95
1 night, 2 adults
Bright Studio Apartment - Food Carts & Local Shops, hotel in Portland

Bright Studio Apartment - Food Carts & Local Shops is located in Portland, just 2.1 miles from South Waterfront City Park and 2.1 miles from Portland Art Museum.

Great neighborhood. Quiet at night. 24 hour 7/11 across the street. Lots of nice bars and restaurants within walking distance. It felt safe. Parking is difficult when the businesses on the main street are busy in the early evening. I had to park in a 2 hour space, and then move my car later in the evening.
Scored 9.6
9.6
Rated exceptional
Exceptional
7 reviews
Price from
$68
1 night, 2 adults
Take Me to Church, hotel in Gladstone

Take Me to Church offers accommodations in Gladstone, 10 miles from Oregon Museum of Science and Industry and 11 miles from Governor Tom McCall Waterfront Park.

It was very clean and comfortable with all of the necessary amenities.
Scored 9.3
9.3
Rated wonderful
Wonderful
8 reviews
Price from
$314.10
1 night, 2 adults
The Hawthorne Hideaway, hotel in Portland

The Hawthorne Hideaway is located in Portland, just 3.3 miles from Governor Tom McCall Waterfront Park and 3.5 miles from Lan Su Chinese Garden.

The size of the place and location were perfect.
Scored 9.5
9.5
Rated exceptional
Exceptional
8 reviews
Price from
$111
1 night, 2 adults
Southeast Portland Comfy & Eclectic Craftsman Home, hotel in Portland

Southeast Portland Comfy & Eclectic Craftsman Home is located in Portland, just 2.7 miles from Governor Tom McCall Waterfront Park and 2.9 miles from Portland Art Museum.

Stuart's home is exceptional. The thoughtful details were too many to count, which made it feel like we were in the comfort of our own home. To name a few: complementary local products such as coffee, honey, beer, cranberries, tea, and other condiments, Dr. Bronners liquid soap, quality appliances and kitchenware, etc. Our almost 4-year old and 13-year old found all of the artifacts around the house fascinating, and they loved the kids sleeping area. We enjoyed listening to records on the turntable and the old Kimball piano and congas were fun to play. The location is perfect, with easy access to the restaurants and shops of SE Portland while also being on a safe and quiet street. We'll definitely be back on our next trip to Portland.
Scored 9.6
9.6
Rated exceptional
Exceptional
8 reviews
Price from
$220
1 night, 2 adults
Sunny Studio Apartment - Food Carts, Coffee & Bars, hotel in Portland

Sunny Studio Apartment - Food Carts, Coffee & Bars offers accommodations in Portland, 1.7 miles from Governor Tom McCall Waterfront Park and 2.1 miles from South Waterfront City Park.

Location is good, parking was close, there is a security gate for the building, studio was clean, washer and dryer in the studio, restaurants close by, felt safe to walk dog in neighborhood, air conditioning worked (it was 98 degrees outside), pet friendly
Scored 8.0
8.0
Rated very good
Very Good
5 reviews
Price from
$60.55
1 night, 2 adults
All vacation homes in Milwaukie
Looking for a vacation home?
Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

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Enjoy breakfast in Milwaukie!

  • Charming Portland Home, Walk to Light Rail!
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 5 reviews

    Charming Portland Home, Walk to Light Rail! is located in Milwaukie, just 6.3 miles from Oregon Museum of Science and Industry and 7 miles from Governor Tom McCall Waterfront Park.

    Perfecta ubicación, muy bien amoblado y con todo lo necesario

  • Milwaukie Home with Outdoor Dining Space

    Milwaukie Home with Outdoor Dining Space offers accommodations in Milwaukie, 10 miles from Oregon Museum of Science and Industry and 10 miles from Governor Tom McCall Waterfront Park.

  • Cozy Milwaukie Cottage, 7 Mi to Downtown Portland

    Cozy Milwaukie Cottage, 7 Mi to Downtown Portland is located in Milwaukie, just 6.8 miles from Governor Tom McCall Waterfront Park and 7.2 miles from South Waterfront City Park.

  • Riverside at the Riverhouse
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Riverside at the Riverhouse is located in Milwaukie, just 8.9 miles from Governor Tom McCall Waterfront Park and 9.3 miles from South Waterfront City Park.

  • Milwaukie Riverfront Guest House
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 3 reviews

    Offering a garden, Milwaukie Riverfront Guest House provides accommodations in Milwaukie. This beachfront property offers access to a balcony, free private parking, and free Wifi.

  • Milwaukie Home with Covered Porch Dogs Welcome!

    Milwaukie Home with Covered Porch Dogs Welcome! is located in Milwaukie, just 8.1 miles from Oregon Museum of Science and Industry and 8.7 miles from Governor Tom McCall Waterfront Park.

  • Dog-Friendly Milwaukie Home 9 Mi to Dtwn Portland

    Dog-Friendly Milwaukie Home 9 Mi to Dtwn Portland is located in Milwaukie, just 8.1 miles from Oregon Museum of Science and Industry and 8.7 miles from Governor Tom McCall Waterfront Park.

  • Oak Grove Getaway
    Scored 5.0
    5.0
    Rated okay
    Fair
     · 1 review

    Oak Grove Getaway is located in Milwaukie, just 7.7 miles from Oregon Museum of Science and Industry and 8.3 miles from Governor Tom McCall Waterfront Park.

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