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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 49 Guest Houses in Milwaukie with updated reviews, rates, and availability.

Portland International Guesthouse
Exterior

Portland International Guesthouse

2.5 star property
9.4 out of 10, Exceptional, (156)
"My son and I really loved staying at this place and are going back again in a few days when we pass through Portland again. It was super clean. Our room was large. The kitchen / common area worked great for us. The person working was readily available by phone, really helpful, but not in our way at all. It's a beautiful old home in a really lovely urban residential area. We loved walking in the nearby huge park. We highly recommend this place, and it was worth the parking issues that are present...
The price is AED 298
AED 360 total
includes taxes & fees
6 May - 7 May
Portland International Guesthouse
Brand New Guesthouse with Riverfront Patio
Fridge, microwave, oven, stovetop

Brand New Guesthouse with Riverfront Patio

10.0 out of 10, Exceptional, (141)
"For some reason I thought the listing showed being very close to Lake Oswego. It is not!! If you aren’t familiar, you would not realize that there aren’t any bridges to get you to that area anywhere nearby. Signed us up for a 30 minute commute. The place is cute though and served our purposes otherwise. "
The price is AED 661
AED 1,137 total
includes taxes & fees
17 Apr - 18 Apr
Brand New Guesthouse with Riverfront Patio
Evermore Guesthouse
Property entrance

Evermore Guesthouse

3.5 star property
9.6 out of 10, Exceptional, (198)
"Easy check-in, super quiet and clean, character building in a convenient location."
The price is AED 577
AED 684 total
includes taxes & fees
20 Apr - 21 Apr
Evermore Guesthouse
HotTub, Fast WiFi, cozy & convenient - Casita Morado
Terrace/patio

HotTub, Fast WiFi, cozy & convenient - Casita Morado

10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at Casita Morado! Conveniently close to the Red/Blue MAX lines and several eateries. The space was tidy with cute little details (and more purple, of course!). The bedsheets and bath towels were a bit scratchy/starchy and the mattress slightly firm, but these were the only things that we thought could be improved. Regardless, we’ll definitely keep the Casita in mind for any future Portland trips!"
HotTub, Fast WiFi, cozy & convenient - Casita Morado
Dragonfly House-One Bedroom Craftsman in Trendy Kenton
Fridge, microwave, oven, stovetop

Dragonfly House-One Bedroom Craftsman in Trendy Kenton

10.0 out of 10, Exceptional, (47)
"This is my go to hidden gem in a quiet neighborhood not far from most of the places i visit while im in portland, very comfortable and easy, and the hosts are always very pleasant to talk with."
Dragonfly House-One Bedroom Craftsman in Trendy Kenton
The Multnomah Guest House
Property grounds

The Multnomah Guest House

9.8 out of 10, Exceptional, (185)
"Was a good stay, nice place with all you'll need.Hosts were great and very helpful! "
The Multnomah Guest House
Spacious, peaceful tiny house retreat, half a block to Alberta, AC
Full-size fridge, microwave, oven, stovetop

Spacious, peaceful tiny house retreat, half a block to Alberta, AC

10.0 out of 10, Exceptional, (111)
"We spent 5 unforgettable days in the fabulous Ye Ole Tiny House in the heart of the Alberta Arts District. The space was cozy, creative, quiet and perfectly located-but what truly made it special were the incredible hosts, Roger and Martha Warm, thoughtful, and full of great local tips, they made us feel instantly at home. Between the vibrant art, delicious food, and that magical little house, we're already planning our return."
Spacious, peaceful tiny house retreat, half a block to Alberta, AC
Lovely Studio/Guesthouse in Lake Oswego
Iron/ironing board, travel crib, free WiFi, bed sheets

Lovely Studio/Guesthouse in Lake Oswego

9.8 out of 10, Exceptional, (80)
"Loved the property, looking to stay again"
Lovely Studio/Guesthouse in Lake Oswego
Alberta Nest: Home Base for Adventure in the City
Fridge, microwave, oven, stovetop

Alberta Nest: Home Base for Adventure in the City

10.0 out of 10, Exceptional, (19)
"Everything was as great- the check-in, the location, the communication. There were amenities and supplies even beyond what was advertised: coffees, teas, down pillows, puzzles and games, even umbrellas! I was visiting family in the area, and will definitely come back here."
The price is AED 514
AED 909 total
includes taxes & fees
24 Apr - 25 Apr
Alberta Nest: Home Base for Adventure in the City
Magic Barn, Walk Score 93!
Property grounds

Magic Barn, Walk Score 93!

9.4 out of 10, Exceptional, (50)
"It felt like I was in a rural cabin right in the city! This was perfect for a couple nights and so cozy. Pretty quiet for being on a main road, it was well equipped and walking distance from lots of good things. Would stay here again! Thanks for having me!"
The price is AED 397
AED 688 total
includes taxes & fees
27 Apr - 28 Apr
Magic Barn, Walk Score 93!
Private 2-bedroom cottage in the heart of the wine country
Property grounds

Private 2-bedroom cottage in the heart of the wine country

9.8 out of 10, Exceptional, (20)
"This is a great property. As advertised. House has everything you need and the hosts were friendly and easy to work with. Even though it’s a shared property, we felt comfortable to walk the grounds and use the pool with plenty of privacy. The location is amazingly serene and close enough to town. Beds were comfortable! This area is rough for WiFi and cell service. Check in/out process was simple. The house was ready for us with the ac turned on."
Private 2-bedroom cottage in the heart of the wine country
Upscale quiet 2BR suite near downtown -- Pool table -- NW Portland
Property grounds

Upscale quiet 2BR suite near downtown -- Pool table -- NW Portland

9.8 out of 10, Exceptional, (85)
"We enjoyed our stay at this apartment in Portland. It is in a great location with ample space for two couples or a family of four. It is so quiet at night. Everything is comfortable. It was central to several activities. We ate at Pepino's in the city, we went wine tasting at Patricia Green Cellars in Newberg, we ate at Red Hills Market in Dundee (really good), went to Helvetia Farm, we ate at La Provence. There are several walking trails around. Great place! Thank you, Lisa"
Upscale quiet 2BR suite near downtown -- Pool table -- NW Portland
Boring Bungalow --MT Retreat--Honeymoon Suite
Exterior

Boring Bungalow --MT Retreat--Honeymoon Suite

9.6 out of 10, Exceptional, (17)
"Super clean, comfortable and easily accessible.Lynn was very good at communicating with me."
The price is AED 406
AED 702 total
includes taxes & fees
17 May - 18 May
Boring Bungalow --MT Retreat--Honeymoon Suite
Light and bright family-friendly cottage
Fridge, microwave, oven, stovetop

Light and bright family-friendly cottage

9.4 out of 10, Exceptional, (12)
"Perfect place for us to stay while visiting family. "
Light and bright family-friendly cottage
Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland
TV

Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland

9.4 out of 10, Exceptional, (3)
"Very clean and in a quiet location, restaurants within easy walking distance."
The price is AED 180
AED 926 total
includes taxes & fees
17 Apr - 18 Apr
Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland
Cozy 2-bedroom cottage in Washougal with AC
Property grounds

Cozy 2-bedroom cottage in Washougal with AC

2.0 star property
8.6 out of 10, Excellent, (8)
"I unfortunately had to cancel last-minute due to a death. Scott was very understanding and went above and beyond in his communication and thoughtfulness. I really appreciated this."
The price is AED 551
AED 678 total
includes taxes & fees
23 Apr - 24 Apr
Cozy 2-bedroom cottage in Washougal with AC
Two Rivers Tiny Red Gem
Property grounds

Two Rivers Tiny Red Gem

9.6 out of 10, Exceptional, (116)
"Fab location. Very nice place. "
The price is AED 422
AED 850 total
includes taxes & fees
21 Apr - 22 Apr
Two Rivers Tiny Red Gem
{Lake Front Fun} The Little Cottage on West Bay of Lake Oswego
Exterior

{Lake Front Fun} The Little Cottage on West Bay of Lake Oswego

10.0 out of 10, Exceptional, (2)
"We had a great time. The location was perfect. It was a wonderful place to stay and so peaceful. Very clean, great kitchen, comfortable and peaceful surroundings."
{Lake Front Fun} The Little Cottage on West Bay of Lake Oswego
Modern Guest House Near Downtown!
Fridge, microwave, oven, stovetop

Modern Guest House Near Downtown!

10.0 out of 10, Exceptional, (3)
"Cute set up. The wife loved it. Good little homely touch"
The price is AED 154
AED 979 total
includes taxes & fees
23 Apr - 24 Apr
Modern Guest House Near Downtown!
Moss Rock Retreat - Near Leach Botanical Garden!
Fridge, oven, stovetop, coffee/tea maker

Moss Rock Retreat - Near Leach Botanical Garden!

10.0 out of 10, Exceptional, (6)
"The property was advertised. It was private and cozy. I felt safe staying here with my daughter. I will book again next time we are in Portland."
Moss Rock Retreat - Near Leach Botanical Garden!
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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Other property types in Milwaukie

Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
Interior

Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown

9.8 out of 10, Exceptional, (42)
"The view is beautiful! It's so relaxing to wake up and have a cup of coffee while taking in the river! The neighborhood was pretty and quiet. The dogs enjoyed morning and evening walks with lots to sniff!Our multigenerational family had a great visit and explored Portland and the area and got to come home to a comfy beautiful house!At night, the mattresses were super comfortable and everyone ages 11 to 72 had only good things to say about their sleep!"
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
Cozy apartment in a lovely and quiet neighborhood
Property grounds

Cozy apartment in a lovely and quiet neighborhood

9.6 out of 10, Exceptional, (77)
"Love the privacy of the driveway. The house was very clean and comfortable. "
The price is AED 264
AED 585 total
includes taxes & fees
17 Apr - 18 Apr
Cozy apartment in a lovely and quiet neighborhood
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Property grounds

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

9.6 out of 10, Exceptional, (79)
"Great location in a quiet neighborhood. The property was very clean and spacious."
The price is AED 474
AED 1,268 total
includes taxes & fees
4 May - 5 May
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
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.