Vacation rentals in Milwaukie

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Top-rated vacation rentals in Milwaukie

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Guest favorite

Home in Milwaukie

4.92 out of 5 average rating, 177 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.

Sep 26 – Oct 3

G$29,836 GYD per night

Guest favorite

Guest suite in Milwaukie

4.79 out of 5 average rating, 282 reviews

Clean & Cozy "Private" Studio Suite

Private studio suite (500 sq ft). The unit is on the lower half of this 2 level duplex (host lives upstairs), private entry is on the ground level, self check-in, off street parking. There is a kitchenette, private bathroom with a stand-up shower, washer & dryer, queen bed, high speed internet, expanded cable, Netflix/Amazon Prime. Also, there is a lovely private patio for your enjoyment with a fire table. The space is warm and inviting, very safe location, great neighborhood and dog friendly.

Jan 29 – Feb 5

G$16,391 GYD per night

Guest favorite

Guest suite in Milwaukie

4.96 out of 5 average rating, 375 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.

Jan 12 – 19

G$28,486 GYD per night

Guest favorite

Home in Milwaukie

4.96 out of 5 average rating, 133 reviews

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.

Feb 15 – 22

G$23,520 GYD per night

Guest favorite

Apartment in Milwaukie

4.94 out of 5 average rating, 259 reviews

Peaceful Oasis in Portland Neighboring Milwaukie

Our names are Danusia and Ron. Welcome to our world. We have done the best with our resources to create a welcoming oasis . Portland is a great place to live and we're glad to invite you. We are offering a light, sunny second story apartment. Portland is known for its eclectic food carts, brew pubs, music venues, theatres,restaurants and its special brand of quirkiness. Upon your arrival,you will not have to travel far, we are 20 minutes from the airport,15 from downtown.

Jan 6 – 13

G$17,357 GYD per night

Guest favorite

Guest suite in Milwaukie

4.98 out of 5 average rating, 258 reviews

Light Filled Garden Studio

Our wonderfully bright garden studio is perfect for a short stay or for visitors looking to explore Portland for an extended visit. It has a full, well-stocked kitchen, ideal for those looking to stay in and cook, but it’s also just a 20 minute drive from downtown, for those looking to explore the wonderful restaurant scene Portland offers. Keyless entry and private entrance through the side yard gate provide renters with complete autonomy during their visit.

Sep 14 – 21

G$22,527 GYD per night

Guest favorite

Guesthouse in Portland

4.95 out of 5 average rating, 343 reviews

SE Portland Guest Cottage

The guest cottage is in a quiet neighborhood in SE Portland. High ceilings make this studio airy and bright. We think of it as a perfect hotel room without the hotel. The small galley kitchen has everything you need to cook a gourmet meal including filtered water. There is a full bathroom with tub and shower. The cottage stands on its own making it perfect for coming and going as you please. City of Portland Permit #24 013532

Jun 6 – 13

G$22,586 GYD per night

Guest favorite

Guest suite in Milwaukie

4.97 out of 5 average rating, 180 reviews

Trolley Trail Treasure in Oak Grove

Our mid-century home (Clean & Sanitized) is in the beautiful quiet tree lined neighborhood of Oak Grove, Oregon. Spacious 1200 sq/ft daylight basement apartment, with 1 bedroom, living-room, full kitchen & big windows, in a quiet and desirable suburb of Portland. Park in our driveway & enter through your own gate at the back of the house. The Trolley Trail bike/hike trail is across the street from our front door.

Jan 16 – 23

G$22,568 GYD per night

Guest favorite

Home in Milwaukie

4.97 out of 5 average rating, 222 reviews

Cozy, Private Studio

This beautifully remodeled studio with private bathroom, entrance and off-street parking is nestled in a quiet, relaxed neighborhood in Milwaukie- a neighborhood south of Portland. Extremely comfortable queen bed will provide you with an excellent nights sleep. Great atmosphere for those traveling for business or vacation. Located 5 minutes from I-205 and a 10-minute drive to downtown Portland.

Jun 19 – 26

G$18,028 GYD per night

Guest favorite

Home in Milwaukie

4.97 out of 5 average rating, 221 reviews

Lovely Art Filled Home 15 min to Downtown

This comfortable and newly remodeled home sits on a quiet residential street in the Ardenwald neighborhood a few blocks from the Portland border in Milwaukie. It's thoughtfully decorated throughout with local original artwork that's been curated by us, also artists! The trendy Sellwood and Woodstock neighborhoods are a little over a mile away filled with locally owned shops, bars, and restaurants.

Aug 15 – 22

G$33,232 GYD per night

Guest favorite

Apartment in Milwaukie

4.99 out of 5 average rating, 153 reviews

Milwaukie Retreat in the Woods

Your private apartment is located on a wood filled lot with a private outdoor area, shade and even deer on occasion. We are 12 miles from the airport, near freeways with easy access to downtown, and to make your way to the coast or the Columbia Gorge, Mt Hood and the Willamette Valley for wine tasting. We have added extra cleaning procedures to help fight against Covid 19.

Oct 11 – 18

G$19,039 GYD per night

Guest favorite

Guesthouse in Oregon City

5.0 out of 5 average rating, 517 reviews

Cottage in the Country

At the end of a long driveway through large evergreen trees sits this 500 sq ft cottage studio at the edge of the woods, ready to provide you with a relaxing country retreat. Enjoy this lovely remodeled guest house with a woodland landscape outside your doors.

Oct 30 – Nov 6

G$21,974 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Milwaukie vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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 vacation rentals in Milwaukie

Guest favorite

Apartment in Portland

4.99 out of 5 average rating, 208 reviews

Lewis and Clark Hide-A-Way Apartment

Jan 9 – 16

G$19,845 GYD per night

Guest favorite

Apartment in Milwaukie

4.84 out of 5 average rating, 135 reviews

Why Not Stay?

Jul 12 – 19

G$14,020 GYD per night

Guest favorite

Guest suite in Milwaukie

4.95 out of 5 average rating, 151 reviews

Riverside Cottage Apartment.

Sep 16 – 23

G$25,608 GYD per night

Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 538 reviews

The Westmoreland Lighthouse - Private studio in SE

Feb 20 – 27

G$22,570 GYD per night

Guest favorite

Guest suite in Milwaukie

4.83 out of 5 average rating, 169 reviews

SE Portland View Basement Apartment

Oct 1 – 8

G$19,983 GYD per night

Guest favorite

Guest suite in Portland

4.95 out of 5 average rating, 259 reviews

Sellwood Garden Studio with Private Patio

Sep 9 – 16

G$19,417 GYD per night

Guest favorite

Cabin in Milwaukie

4.88 out of 5 average rating, 621 reviews

Rustic Creekside Cabin

Jul 31 – Aug 7

G$37,183 GYD per night

Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 384 reviews

Moss Rock Retreat - Near Leach Botanical Garden!

Oct 7 – 14

G$18,077 GYD per night

Show all

Quick stats about vacation rentals in Milwaukie

Total rentals
120 properties
Wifi availability
110 properties include access to wifi
Rentals with dedicated workspaces
70 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
6.7K reviews

Frequently Asked Questions

How much does it cost to stay in apartment rentals in Milwaukie?
Experience the best of Milwaukie with our apartment rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Guesthouse Rentals in Milwaukie?
Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do private suite rentals in Milwaukie have free parking?
Absolutely! We offer over 10 private suite rentals with free parking in Milwaukie. Enjoy a tailored experience with all the comforts you desire.
Do private suite rentals in Milwaukie have air conditioning?
Absolutely! We offer over 10 private suite rentals with air conditioning in Milwaukie. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Milwaukie?
Yes! Work meets play with ease at over 70 vacation rentals in Milwaukie featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Milwaukie?
Make yourself at home in Milwaukie by choosing from our most frequently booked neighborhoods. We have over 1,460 vacation rentals in Lake Road, over 1,460 vacation rentals in Mcloughlin Industrial, and over 1,460 vacation rentals in Ardenwald.
Are there family-friendly vacation rentals in Milwaukie?
Milwaukie has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Milwaukie have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Milwaukie. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Milwaukie?
Four-legged friends are welcome in Milwaukie. Choose from more than 40 vacation rentals for guests traveling with pets.
Do house rentals in Milwaukie have a kitchen?
Absolutely! We offer over 50 house rentals with a kitchen in Milwaukie. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Milwaukie

Top-rated vacation rentals in Milwaukie

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Milwaukie vacation rentals

Stay near Milwaukie's top sights

Other great vacation rentals in Milwaukie

Apartment in Portland

Apartment in Milwaukie

Guest suite in Milwaukie

Guesthouse in Portland

Guest suite in Milwaukie

Guest suite in Portland

Cabin in Milwaukie

Guesthouse in Portland

Quick stats about vacation rentals in Milwaukie

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

How much does it cost to stay in apartment rentals in Milwaukie?

What are the most popular amenities for Guesthouse Rentals in Milwaukie?

Do private suite rentals in Milwaukie have free parking?

Do private suite rentals in Milwaukie have air conditioning?

Are there vacation rentals with a dedicated workspace in Milwaukie?

Where should I stay in Milwaukie?

Are there family-friendly vacation rentals in Milwaukie?

Do apartment rentals in Milwaukie have wifi?

Are there pet-friendly vacation rentals in Milwaukie?

Do house rentals in Milwaukie have a kitchen?

Destinations to explore