Milwaukie holiday homes

We found 1,355 holiday rentals — enter your dates for availability
Discover a selection of 49 homes, 11 apartments and other holiday rentals in Milwaukie that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, which might include cable TV and a washer and dryer. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Milwaukie

Showing deals for:20 Nov - 27 Nov

Approach to guesthouse
Living area
nice details, fun lighting.
clean and fully stocked professional kitchen
Exceptional
(47 reviews)

Cottage in Historic Irvington neighborhood near Convention Center and shops!

Portland

7% off
NZ$1,966
for 7 nights, 1 room
NZ$281 per night
includes taxes & fees
Cottage in Historic Irvington neighborhood near Convention Center and shops!
Dining room and adjoining living room w/ 3 ceiling fans - on the second level
Foyer and stairs leading up to the second level.
Walk score: 97 Step out our front door and experience NE PDXs best neighborhood!
Our Kitchen on the second level.
Double oven is handy for delicious meals!
Exceptional
(180 reviews)

THE PORTLAND VILLA - In the heart of NE Portland, Alberta Arts District

Portland

6% off
NZ$9,361
for 7 nights, 1 villa
NZ$1,337 per night
includes taxes & fees
THE PORTLAND VILLA - In the heart of NE Portland, Alberta Arts District
Private kitchen
Interior
Living area
Living area
Exceptional
(140 reviews)

Zen Cottage in Close In NE Alberta Arts Area, Sleeps 2 Private and Sanitized!!

Portland

8% off
NZ$2,588
for 7 nights, 1 cottage
NZ$370 per night
includes taxes & fees
Zen Cottage in Close In NE Alberta Arts Area, Sleeps 2 Private and Sanitized!!
Property grounds
Terrace/patio
Interior
Property grounds
Wonderful
(63 reviews)

Stafford River House

West Linn

8% off
NZ$4,298
for 7 nights, 1 home
NZ$614 per night
includes taxes & fees
Stafford River House
Room
Terrace/patio
Guest Front Entrance and Parking. Outlet provided for level-1 EV charger.
Private kitchen
Exceptional
(7 reviews)

Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna

Milwaukie

8% off
NZ$1,129
for 7 nights, 1 apartment
NZ$161 per night
includes taxes & fees
Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna
Living room
Property grounds
Property grounds
Living area
Exceptional
(337 reviews)

A garden view hideaway in the Irvington neighborhood

Portland

7% off
NZ$1,904
for 7 nights, 1 apartment
NZ$272 per night
includes taxes & fees
A garden view hideaway in the Irvington neighborhood
Stairways to path to enter house/ Six steps, inclined path and another two step
Our home on a snowy day in winter
Living Room from entry way looking to French doors to deck.
Garden room private deck looking to Council Crest.  Deck seats two.
Exceptional
(175 reviews)

Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd

Portland

7% off
NZ$2,861
for 7 nights, 1 home
NZ$409 per night
includes taxes & fees
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
Property grounds
Outdoor dining
Accent lights under the kitchen shelves.
Living area
Exceptional
(45 reviews)

Tranquil Forest Escape-Extended Stays Welcome

Oregon City

8% off
NZ$1,813
for 7 nights, 1 home
NZ$259 per night
includes taxes & fees
Tranquil Forest Escape-Extended Stays Welcome
Living area
Dining
Exterior detail
Interior
Exceptional
(12 reviews)

Charming 1-bedroom apt; cleaned with non-toxic, plant based cleaning products

Milwaukie

9% off
NZ$1,830
for 7 nights, 1 apartment
NZ$261 per night
includes taxes & fees
Charming 1-bedroom apt; cleaned with non-toxic, plant based cleaning products
Room
Exterior
Property grounds
Interior
Exceptional
(64 reviews)

Inviting Designer Cottage

Portland

5% off
NZ$3,519
for 7 nights, 1 home
NZ$503 per night
includes taxes & fees
Inviting Designer Cottage
Exterior
Dining
Property grounds
Room
Exceptional
(122 reviews)

Portland Sanctuary

Portland

7% off
NZ$2,519
for 7 nights, 1 apartment
NZ$360 per night
includes taxes & fees
Portland Sanctuary
Exterior detail
Dining
Interior
Terrace/patio
Exceptional
(65 reviews)

Cozy Private Cottage Near Downtown Portland

Portland

8% off
NZ$2,377
for 7 nights, 1 home
NZ$340 per night
includes taxes & fees
Cozy Private Cottage Near Downtown Portland
Interior
Outdoor dining
Exterior
Living area
Exceptional
(5 reviews)

1BR Apartment w/ Hot tub, walk to shops & food!

West Linn

7% off
NZ$3,210
for 7 nights, 1 apartment
NZ$459 per night
includes taxes & fees
1BR Apartment w/ Hot tub, walk to shops & food!
Outdoor dining
Front of main house
Dining
Private kitchen
Exceptional
(102 reviews)

Welcome to our Luxury Memory Lane Hideaway

Portland

8% off
NZ$1,833
for 7 nights, 1 apartment
NZ$262 per night
includes taxes & fees
Welcome to our Luxury Memory Lane Hideaway
Terrace/patio
Exterior detail
Living area
Dining
Exceptional
(7 reviews)

Cozy caravan in Mississippi area of Portland with WiFi, AC

Portland

9% off
NZ$1,535
for 7 nights, 1 home
NZ$219 per night
includes taxes & fees
Cozy caravan in Mississippi area of Portland with WiFi, AC
Exterior detail
Terrace/patio
Living area
Exterior
Exceptional
(92 reviews)

Colorful Roseway Bungalow - a classic Portland charmer in a sweet neighborhood

Portland

7% off
NZ$2,931
for 7 nights, 1 home
NZ$419 per night
includes taxes & fees
Colorful Roseway Bungalow - a classic Portland charmer in a sweet neighborhood
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Explore the lakeside setting in Milwaukie

The lake and other outdoor surroundings create an inviting atmosphere in Milwaukie. This city's sporting events, shopping and cafes draw many visitors. Oregon Zoo and Moda Center are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Milwaukie

Do you want to find things to do during your stay? Venture out of your cosy holiday rental and experience everything that makes Milwaukie a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Oregon Zoo (5.6 mi / 9.1 km)
  • Eastmoreland Golf Course (1.9 mi / 3.1 km)
  • Oaks Amusement Park (2.1 mi / 3.4 km)
  • North Clackamas Aquatic Park (2.9 mi / 4.7 km)
  • Southeast Wine Collective (4.1 mi / 6.6 km)
  • Oswego Hills Vineyard and Winery (4.4 mi / 7.1 km)

Exploring the natural landscape of Milwaukie

Whether you're looking for adventure or just want to spend some time taking in the scenery, Milwaukie is a great place to get out in nature. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Westmoreland Park (1.4 mi / 2.3 km)
  • Sellwood Riverfront Park (1.9 mi / 3.1 km)
  • Crystal Springs Rhododendron Garden (2.3 mi / 3.6 km)
  • Mt Scott Park (3.5 mi / 5.6 km)
  • Willamette River (4 mi / 6.4 km)
  • Lents Park (4.4 mi / 7 km)

Transport to and around Milwaukie

The nearest airport is in Portland International Airport (PDX), located 10.1 mi (16.3 km) from the city centre.

Frequently asked questions

What is the best area to stay in Milwaukie when booking a holiday home?
One of the more desired areas to book a holiday property in Milwaukie is Oatfield. Discover your dream stay with Bookabach and explore this area as a local.
What is the most popular type of holiday home accommodation in Milwaukie?
The most popular types of holiday homes in Milwaukie are houses. After something a little different? Bookabach has numerous options to match our guests' needs, so you'll see holiday properties in all shapes and sizes, and for all budgets. The ideal fit is ready and waiting for you — snap up yours today.
How much does it cost to rent a holiday home in Milwaukie?
A range of factors influence the price of a holiday home in Milwaukie, such as the length of stay, type of property and season. However, all Bookabach homes have one thing in common — unbeatable value. Just enter your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Milwaukie?
Prices for beach houses in Milwaukie may vary depending on the size and type of the property and when you plan to travel. Simply enter your travel dates into Bookabach and the number of guests to view your holiday home options and prices. From there you can use the filters to narrow your search by ratings, amenities and more.
Are there pet-friendly holiday homes in Milwaukie?
Pack a tug toy and treats for your beloved pooch because Milwaukie has 30 stays that throw out the welcome mat to pets. Let your furriest pal join in with the family fun at one of our pet-friendly holiday homes on Bookabach. Simply enter your destination and dates, then check the "Pets allowed" filter box.
What are popular home amenities in Milwaukie?
A nearby waterfront, a barbecue grill and a garden top the list of most popular home amenities in Milwaukie. Whether you're taking to the road by yourself, with a partner or a group of dear friends, Bookabach can help you find a holiday home that suits your style with all the conveniences you're looking for.
Are there large group holiday homes in Milwaukie?
With two holiday homes that can host 10 guests or more in Milwaukie, you won't have to leave anyone off your invite list. From family holidays to special events like birthday parties and weddings, Bookabach can help you find a large group home that fits the occasion.
Are there holiday homes in Milwaukie that welcome kids?
With 30 family-friendly holiday homes to choose from in Milwaukie, now is a superb time to introduce your children to the thrills of travel. Simply click on our "Properties good for families" filter to browse stays that come with amenities perfect for families on the move, such as dining rooms, swimming pools, bunk beds and entertainment units.
What are the top attractions for families in Milwaukie?
Keeping the kids happy during your stay in Milwaukie is a snap with these top family-friendly attractions:
  • Oregon Zoo
  • Oregon Museum of Science and Industry
  • Oaks Amusement Park
Are there one-bedroom holiday homes in Milwaukie?
You can pick from eight one-bedroom homes in Milwaukie. Whether you're looking for a townhouse or a condo, our one-bedroom homes are ideal if you don't need a huge amount of space. One of the main perks of having your own digs? You won't ever need to share your holiday with strangers.
Can I find two-bedroom holiday homes in Milwaukie?
Gather your besties and enjoy total privacy and comfort in one of the seven two-bedroom holiday homes Milwaukie has to offer.
Are there holiday homes with WiFi in Milwaukie?
Milwaukie has 12 holiday homes with WiFi, so you'll be able to stay connected when you're away. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movie blockbusters to writing and sending emails, these Bookabach homes make it a cinch to get online.
How can I find holiday homes with air conditioning in Milwaukie?
Pick your travel dates and then make use of the filters to look for holiday homes with air conditioning in Milwaukie on Bookabach. With 25 air-conditioned properties to choose from here, you can look forward to a cool and comfy stay.
How old do you have to be to rent a holiday home in Milwaukie?
It's advisable to check with the Milwaukie holiday home you're looking at on Bookabach as age restrictions vary. However, it's typically 16, 18 or 21.
How long can I rent a holiday home in Milwaukie for?
The amount of time you can stay in a Milwaukie holiday home for is up to each property. Simply enter your dates of travel to browse available options offering extended stays. They feature all the things you need to make your extended holiday more comfortable such as kitchens and air conditioning. Some Bookabach holiday homes may also offer discounted weekly or monthly prices, so you can stick around for longer for less.