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Milwaukie Vacation Rentals

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Browse Select Milwaukie Vacation Homes

Our top choices for Milwaukie vacation homes

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

10.0 out of 10, Exceptional, (313)
"Great place to stay and close to restaurants and shops."
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

Cheerful 4 bedroom house with gym access

"It was really nice for our party of 5 to travel with 3 adult kids and have 4 bedrooms. The windows are brand new. The property is nice and felt safe. There are skylights throughout. It's very bright from the skylights. We were only there for 2 nights so we didn't have the opportunity to check out the gym. It was a good value for the price."
Cheerful 4 bedroom house with gym access

Exquisite Historic Suite Close to Downtown 14-21673

10.0 out of 10, Exceptional, (494)
"Excellent stay, easy check in (you need to take the elevator in the garage). Very clean and quiet. Would stay again!"
The price is CA $186
CA $253 total
includes taxes & fees
Sep 7 - Sep 8
Exquisite Historic Suite Close to Downtown 14-21673

Magnificent Location, *Pet Friendly*, Hot Tub, Upgrades, Epic Steam Shower, BBQ, Walk to Everything

2.0 star property
10.0 out of 10, Exceptional, (12)
"Beautiful home with fancy touches that made it feel special!"
Magnificent Location, *Pet Friendly*, Hot Tub, Upgrades, Epic Steam Shower, BBQ, Walk to Everything

Designer Owned House on Vibrant Williams Avenue near Mississippi

10.0 out of 10, Exceptional, (191)
"Great house and great location!"
The price is CA $246
CA $543 total
includes taxes & fees
Sep 3 - Sep 4
Designer Owned House on Vibrant Williams Avenue near Mississippi

Beautiful & pet friendly! Close to Downtown and Hwy

10.0 out of 10, Exceptional, (62)
"Very lodging since we stayed longer than we anticipated"
Beautiful & pet friendly! Close to Downtown and Hwy

Hillsdale Spacious, comfortable home

9.6 out of 10, Exceptional, (132)
"Excellent location. Enjoyed our stay"
Hillsdale Spacious, comfortable home

Beautiful One Family Home - Near PDX / Waterfront

2.0 star property
9.0 out of 10, Wonderful, (6)
"I usually have a go to rental for my monthly trips up to portland but it was booked for one of the days i would be up so i found this one, which is actually way closer to my sis than the other place! Its a super quiet neighborhood not far from gresham/fairview area. Id definitely do street parking if your in a larger vehicle or arnt confident in backing out of small spaces since they do have a long narrow driveway with minimal parking, still better than only street parking tho like some rentals....
Beautiful One Family Home - Near PDX / Waterfront

Spacious 4-bedroom house in charming Gresham with WiFi, AC, kitchen appliances,

10.0 out of 10, Exceptional, (3)
"This house is huge! Perfect for a whole family to stay in, very clean and homey feeling. We would definitely come back and stay here when we come back into town. "
Spacious 4-bedroom house in charming Gresham with WiFi, AC, kitchen appliances,

Exquisite Single Level Retreat on Half-Acre, All New Decor and Furnishing, Pet Friendly, Open Layout

10.0 out of 10, Exceptional, (13)
"Excellent staff at i-trips nw"
Exquisite Single Level Retreat on Half-Acre, All New Decor and Furnishing, Pet Friendly, Open Layout

Pet friendly apartment with covered patio and fenced-in yard.

10.0 out of 10, Exceptional, (307)
"The bed was very comfortable and we appreciated the use of the washer and dryer. The fold out sleeper sofa was comfortable for our grown adult daughter also. It’s nice that it is pet friendly, although we didn’t have a pet with us."
The price is CA $158
CA $276 total
includes taxes & fees
Sep 7 - Sep 8
Pet friendly apartment with covered patio and fenced-in yard.

Springdale Farm & Views - the Gorge, Downtown, Mt. Hood

10.0 out of 10, Exceptional, (82)
"We had an amazing stay! We loved spending time with the alpacas and goats. The patio was wonderful for morning coffee and star gazing. Giant shower, beautiful scenic property, wonderful hosts! We didn’t want to leave!"
The price is CA $148
CA $261 total
includes taxes & fees
Sep 2 - Sep 3
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood

Luxury Wine Country Estate: Hot Tub, Sauna, Fire Pit, Vineyard & Valley Views

10.0 out of 10, Exceptional, (117)
"The house is fantastic! Lots of room for our group. The view is beautiful!! Well appointed, with everything you need for preparing meals. Close to a lot of wineries, although you may not want to leave the view and amenities (hot tub, sauna, etc.) Would definitely stay again. "
The price is CA $719
CA $1,254 total
includes taxes & fees
Sep 29 - Sep 30
Luxury Wine Country Estate: Hot Tub, Sauna, Fire Pit, Vineyard & Valley Views

Quiet, A.C, Mins Downtown, Alberta Arts N.E PDX.

8.6 out of 10, Excellent, (14)
"Stay was very comfortable for three generations. "
Quiet, A.C, Mins Downtown, Alberta Arts N.E PDX.

La Casa with Luxury Amenities -hot tub and massage chair

9.8 out of 10, Exceptional, (108)
"This is a very nice house with many nice upgrades. The backyard and front yards are nice and the bed was comfy. The hot tub was cloudy the entire week we were there, so we didn’t really use it which was sad. The welcoming snacks and drinks were a very nice touch and very much appreciated."
La Casa with Luxury Amenities -hot tub and massage chair

Large Cozy Home

9.8 out of 10, Exceptional, (34)
"The house was great, very roomy and comfortable, nice kitchen, loved the hot tub."
The price is CA $137
CA $557 total
includes taxes & fees
Sep 2 - Sep 3
Large Cozy Home

Garden House fenced yard with covered patio. Pets okay. Close access to shops.

10.0 out of 10, Exceptional, (24)
"We really enjoyed our stay in Oregon City. The house was in a quiet neighborhood and it was easy to access everything we wanted to do. The house was very clean and spacious. The backyard is wonderful! We would easily stay again! "
The price is CA $297
CA $617 total
includes taxes & fees
Sep 9 - Sep 10
Garden House fenced yard with covered patio. Pets okay. Close access to shops.

New Guest Suite in Portland's Alberta Arts District

9.8 out of 10, Exceptional, (7)
"Enjoyed our time there."
The price is CA $93
CA $296 total
includes taxes & fees
Sep 2 - Sep 3
New Guest Suite in Portland's Alberta Arts District

#StayinMyDistrict Kenton Private Guest House

2.0 star property
10.0 out of 10, Exceptional, (4)
"We enjoyed our one night stay! The rental met allour needs for 4 people. It was a great location that was just minutes from the expo center and racetrack. "
The price is CA $107
CA $319 total
includes taxes & fees
Sep 2 - Sep 3
#StayinMyDistrict Kenton Private Guest House

Alberta Arts Treehouse

10.0 out of 10, Exceptional, (24)
"Great hosts, great neighborhood, good times"
Alberta Arts Treehouse
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Milwaukie Hotel Reviews

Find out more about Milwaukie

Find out more about Milwaukie

Milwaukie Vacation Homes information

Number of reviews
Accommodation
1145 Vacation Homes
Lowest Price
CA $93
Highest Price
CA $719

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