50 Best Portland Apartments on Holiday Lettings - Condos

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281 Vacation rentals

(2) Excellent 

33

Vacation home in Portland

Oregon / Portland

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Car not necessary
  • Air conditioning
  • Pet friendly
"This is the best maintained property we have ever experienced. You feel like you are home once you walk in the door. The house is immaculate. The 1920’s character of the house has not been compromised; Peter and Karen have done a fantastic job keeping it that way. The …see more

from $399 / night

$2,793 / week

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avg. 1 hour 32 minutes

from $399 / night

32

Portland Vacation home rental

Oregon / Portland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Have the ultimate Oregon experience at this 3-bedroom, 3-bath Portland house, which sleeps 6. Boasting an abundance of modern amenities and delightfully lush outdoor space, this home has the best of both worlds and is just 12-15 minutes from downtown! Boasting 2,800 squ …see more

from $319 / night

$2,233 / week

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avg. 13 minutes

from $319 / night

(3) Excellent 

18

Vacation townhouse in Portland

Oregon / Portland

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Air conditioning
The townhouse is just south of Mt Tabor. It is 5.5 miles from downtown. And 8.9 miles from the Airport. It's a lovely, two story space. A recently remodeled kitchen. Washer and dryer for convenience. Private parking. Excellent WiFi. There is basic cable TV in the livin …see more

from $85 / night

$595 / week

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avg. 1 hour 24 minutes

from $85 / night

(12) Excellent 

Certificate of Excellence

27

Vacation apartment in Portland

Oregon / Portland

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 129 mi
LIght, airy, and yet cozy, this apartment, with separate bedroom, can become your oasis away from home. Whether you need to relax from a day of sightseeing, decompress from a stressful work experience, enjoy a necessary respite from life's challenges, or just kick back …see more

Certificate of Excellence

from $105 / night

$661 / week

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avg. 2 hours 48 minutes

from $105 / night

15

Vacation studio in Portland

Oregon / Portland

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Private ground floor Studio building. Newly built modern and airy unit with high ceilings. New cedar fence w private entrance & private sunny patio area. Large south facing and garden facing windows. Lovely natural lighting & all lighting on dimmers.This is not a basem …see more

from $75 / night

$500 / week

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from $75 / night

(17) Excellent 

32

Portland Vacation cottage rental

Oregon / Portland

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 137 mi
  • Air conditioning
Welcome to the Travelers Retreat, Unwind in a spacious well-appointed 500+ sq. ft. studio in a country setting surrounded by beautiful serene gardens. Your private cottage room is nestled in a neighborhood of up-scale country estates. Enjoy your morning coffee on the p …see more

from $85 / night

$581 - $651 / week

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avg. 3 hours 16 minutes

from $85 / night

15

Vacation home in Portland

Oregon / Portland

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
This 1940's home was originally a one bedroom house that was built up on a hillside in the SW area of Portland. In the 1970's an addition was added on expanding it into a big three bedroom home. It included a big family room with an attached deck that looks high into t …see more

from $120 / night

$840 / week

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from $120 / night

16

Vacation apartment in Portland

Oregon / Portland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Accommodating you with plenty of leisure in a bright, sun-filled 2 bedroom apartment that is roomy enough to relax perfectly at home in. Our chic, modern apartment comes fully furnished with crafted designer pieces, a full kitchen, bathroom necessities, central heat and …see more

from $149 / night

$1,043 / week

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avg. 1 hour 1 minutes

from $149 / night

(1) Excellent 

27

Portland Vacation studio rental

Oregon / Portland

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Pet friendly
We now have 111 - Five Star reviews on one site and over 30 on another. Hopefully, with lower prices available to you on this site we can increase our bookings. Walk down a private pathway to access your own studio apartment. Sleep in a queen size bed appointed with …see more

from $109 / night

$722 / week

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from $109 / night

20

Vacation home in Portland

Oregon / Portland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Step out in style from this Northwest Portland condo in the heart of the upscale Nob Hill neighborhood. It'll set the stage for an incredible Rose City getaway with your group of up to six guests! Walk everywhere from this convenient location, and find one-of-a-kind bo …see more

from $128 / night

$896 / week

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avg. 2 hours 22 minutes

from $128 / night

(7) Excellent 

11

B&b rental in Portland

Oregon / Portland

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 22 mi
  • Car not necessary
  • Air conditioning
Quiet, comfortable room in my home in a lively neighborhood. Portland is a food paradise and I live in one of the hot spots. My quiet neighborhood is between Hawthorne and Division with rapid bus service to downtown, 20 minutes. It's a safe, interesting, vibrant place f …see more

from $70 / night

$425 - $495 / week

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avg. 3 hours 7 minutes

from $70 / night

(15) Very Good 

33

Vacation apartment with shared pool in Portland

Oregon / Portland

1 2 30 nights min

  • 1 bedroom
  • Sleeps 2
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Monthly rental This artist apartment is wonderfully located near downtown(10 mins), quick access to major freeways;near Gabriel Park with gym and pool,restaurants,shopping and OHSU. The neighborhood is quiet and the studio is surrounded by pretty gardens and is a 5 min …see more

from $90 / night

$630 / week

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avg. 3 hours 16 minutes

from $90 / night

43

Vacation home in Portland

Oregon / Portland

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 52 mi
  • Child friendly
  • Car not necessary
Located in the small, hip Montavilla neighborhood, truly provides an authentic 'Portland' experience. Central location, close to PDX and 10 mins to downtown. An adorable 1920's house situated right off E. Burnside. Our unit is both contemporary and spacious with around …see more

from $75 / night

$525 / week

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from $75 / night

(3) Very Good 

39

Vacation home in Portland

Oregon / Portland

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
This one-bedroom, one-bath condo in downtown Portland offers a great location! Bring your dog as well for an additional pet fee. Located in the heart of downtown Portland, in the Park Avenue West building, you'll be near attractions like the waterfront park and Portlan …see more

from $104 / night

$728 / week

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avg. 2 hours 22 minutes

from $104 / night

33

Vacation guest house in Portland

Oregon / Portland

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Available: February 1st Pets: Cats or Small dogs (up to 30 lb) with pet rent and pet deposit; big dogs negotiable No smoking inside the unit; only outside. Peaceful One-of-a-kind One Level Oasis Suite surrounded by nature with a view on Mtn. Hood from the top of Murray …see more

from $125 / night

$875 - $980 / week

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from $125 / night

(2) Excellent 

25

Vacation home in Portland

Oregon / Portland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Situated high above the streets of downtown Portland, this new and ultramodern condo offers a spectacular view, hip sensibilities, and access to a shared fitness room. Surrounded by many of the city's finest shops, tourist destinations, and eateries, this rental is jus …see more

from $142 / night

$994 / week

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avg. 2 hours 22 minutes

from $142 / night

(7) Very Good 

21

Vacation apartment in Portland

Oregon / Portland

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary
In Portland's Historic Alphabet District ArtFulLife is a comfortable, stylish, art-filled pied de terre in the heart of Portland’s historic Alphabet District. With 800 sq ft, it’s big enough to spread out, relax, and enjoy car-free urban living. This unique, quirky bas …see more

from $95 / night

$595 - $750 / week

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avg. 3 hours 32 minutes

from $95 / night

(1) Very Good 

29

Vacation apartment in Portland

Oregon / Portland

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Pet friendly
This apartment has it all! It is located in a historic victorian house, yet entirely brand new with stainless appliances and marble throughout. Less than a block from NW 23rd shops and restaurants. Just three blocks to the Street Car (local mass transit) which allows e …see more

from $125 / night

$650 / week

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from $125 / night

(2) Excellent 

10

Vacation apartment rental

Oregon / Portland

1 3 6 nights min

  • 1 bedroom
  • Sleeps 3
  • 6 nights min
  • Air conditioning
Modern condo in the heart of the Pearl. Walking distance to streetcar, parks, shops, restaurant and the river walk. This loft style unit has hardwood floors, a large living room with open kitchen and balcony. The bedroom has a king size bed, walk-in closet and washer an …see more

from $219 / night

$999 / week

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from $219 / night

(1) Excellent 

34

Home rental in Portland

Oregon / Portland

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary
  • Private garden
The home is located in one of the most desireable neighborhoods in Portland, Ladd's Addition. It is tucked between Division Street and Hawthorne where you will find mass locations of fabulous food and shopping. It is a walking Neighboohod filled with historical bungalow …see more

from $98 / night

$750 / week

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avg. 1 hour 57 minutes

from $98 / night

(2) Excellent 

24

Portland Vacation apartment rental

Oregon / Portland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
We offer 2 bedroom, 2 bathroom luxury apartment homes located in the center of the prestigious Brewery Blocks of the Pearl District. These beautiful units come with floor to ceiling windows with expansive views, giving our guests both loads of moonlight and sunlight. Th …see more

from $135 / night

$945 / week

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avg. 1 hour 1 minutes

from $135 / night

(17) Excellent 

15

Portland Vacation home rental

Oregon / Portland

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
CULLY CARRIAGE HOUSE - NE PORTLAND You are invited to spend time in our newly renovated 1925 Carriage House. Originally part of a fruit farm, this old carriage house has had an eco-responsible remodel using the original framing and refurbished wood. It is now a lovel …see more

from $125 / night

$740 - $950 / week

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avg. 3 hours 33 minutes

from $125 / night

(1) Excellent 

26

Vacation home in Portland

Oregon / Portland

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 145 mi
  • Child friendly
  • Private garden
In the heart of Multnomah Village is this sanctuary in the city. The garden studio is ideal for 1-2 people or a family with small children visiting Portland and want something more than a typical hotel room. Your welcome will be the aromas of daphne and a palette of co …see more

from $120 / night

$700 / week

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from $120 / night

23

Vacation home in Portland

Oregon / Portland

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
Turn of the Century updated Victorian home in prime location of Northwest Portland. It has 3 bedrooms (plus 4th sleeping area) and 2 full bathrooms. The upstairs includes a spacious master bedroom suite, bathroom with new claw foot tub plus tile shower, large closet, wa …see more

from $300 / night

$2,100 - $2,240 / week

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from $300 / night

(22) Excellent 

49

Vacation home rental

Oregon / Portland

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 8 mi
  • Child friendly
  • Air conditioning
This house is wonderfully located near downtown(10 mins) quick access to major freeways; near Gabriel Park with gym and pool,restaurants,shopping and OHSU. For children, the zoo is 10 mins away and 15 mins to OMSI. The neighborhood is quiet and the house is surrounded b …see more

from $199 / night

$1,250 / week

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avg. 3 hours 16 minutes

from $199 / night

(12) Excellent 

15

Vacation cottage in Portland

Oregon / Portland

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Private garden
Comfort, Charm & Convenience on a quiet road that feels like country 12 minutes from downtown Portland, Oregon. Relax into 2 bedrooms, living room w/wood stove, dining room, updated vintage kitchen & designer bath with 3 decks to the garden, hot tub, and bbq. The Space …see more

from $185 / night

$1,165 / week

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from $185 / night

(1) Excellent 

23

Apartment rental in Portland

Oregon / Portland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Reside on the high side of life, We offer luxury apartment homes located in the center of the prestigious Brewery Blocks of the Pearl District. The individual looking to gain more than just an existence in life will find instead a unique adventure lies ahead. Don’t sit …see more

from $149 / night

$1,043 / week

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avg. 1 hour 1 minutes

from $149 / night

(1) Excellent 

33

Vacation home in Portland

Oregon / Portland

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Sleek and modern, this contemporary one-bedroom condo enjoys panoramic views of the City of Roses! This dog-friendly property is the ideal home base for exploring all that Portland has to offer. Perfectly situated in the heart of downtown at SW Yamhill Street and 9th A …see more

from $110 / night

$770 / week

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avg. 2 hours 22 minutes

from $110 / night

18

Portland Vacation apartment rental

Oregon / Portland

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 140 mi
  • Child friendly
  • Car not necessary
New beautiful 2nd floor 1-bedroom cabin has 2 big comfy beds, kitchen, private bath, lots of light, deck overlooking garden, & steps away from Alberta Arts restaurants, local music & art venues, craft brew pubs, 2 hot tub spas, Salt & Straw Ice Cream, New Season's Marke …see more

from $95 / night

$598 - $878 / week

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from $95 / night

15

Home rental in Portland

Oregon / Portland

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Beautiful 2-story, 2400+ sqft home in historic and renowned Grant Park. Nestled quietly among a canopy of tree-lined streets, our family-friendly home is walking distance to 6 grocery stores, beautiful Grant Park, many cafes, restaurants, and bars. King-sized bed in the …see more

from $150 / night

$950 / week

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from $150 / night

23

Vacation home in Portland

Oregon / Portland

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Air conditioning
Feels like you're home. Every amenity welcomes you into this spacious and warm retreat by the river. This Riverfront home is a large two story house ideal for large groups. Sit on the private wrap around deck overlooking 110ft of private river. The main floor has the m …see more

from $295 / night

$2,065 / week

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avg. 1 hour 16 minutes

from $295 / night

(1) Excellent 

23

Guest house rental in Portland

Oregon / Portland

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Nearest beach 145 mi
  • Child friendly
  • Car not necessary
OVERVIEW Walk to Starbucks, Restaurants, Bars, Food Trucks, Shops, Supermarkets, Drugstore, Century Theater, Banks, Post Office, Public Library. Short drive to Downtown Portland and Portland International Airport. It has an easy access to major interstates and high …see more

from $125 / night

$850 - $1,165 / week

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from $125 / night

23

Vacation apartment in Portland

Oregon / Portland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Accommodating you with plenty of leisure in a bright, sun-filled 2 bedroom apartment that is roomy enough to relax perfectly at home in. Our chic, modern apartment comes fully furnished with crafted designer pieces, a full kitchen, bathroom necessities, central heat and …see more

from $149 / night

$998 / week

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Responds fast!
avg. 1 hour 0 minutes

from $149 / night

(34) Excellent 

22

Vacation home in Portland

Oregon / Portland

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
This gorgeous private suite is located in the trees above downtown Portland with all the amenities of a luxury hotel and none of the negatives. The cozy fireplace and large sitting room add to the ambiance and the neighborhood is one of the best in Portland. There is fr …see more

from $135 / night

$770 - $840 / week

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avg. 56 minutes

from $135 / night

(3) Excellent 

11

Vacation home accommodation

Oregon / Portland

3 7 6 nights min

  • 3 bedrooms
  • Sleeps 7
  • 6 nights min
  • Car not necessary
  • Private garden
This beautiful house was restored in 2006; now lead-free, no VOCs, captures rainwater, seismically isolated. Zoned heating on each of the 3 levels makes this comfortable for everyone. The spacious kitchen is well-appointed and the water is filtered for drinking. Minu …see more

from $245 / night

$1,775 - $2,195 / week

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from $245 / night

(2) Very Good 

17

Vacation apartment rental

Oregon / Portland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
It's no wonder Portland is such a popular destination. From the hipster culture to the natural beauty, Rose City has it all. So when you visit, why not stay like a true Portlander? No, you don't need a thigh tattoo and a closet stocked full of hemp clothing. All you nee …see more

from $131 / night

$917 / week

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avg. 2 hours 39 minutes

from $131 / night

(3) Excellent 

41

Home rental in Portland

Oregon / Portland

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 20 mi
  • Child friendly
  • Car not necessary
• 10mins to downtown Portland + airport • Walk Score 80 • Bike Score 98 • Private outdoor patio + garden • 5 Burner Gas BBQ • Super fast wifi • High speed EV Charger • A/C • Linear fireplace • Fully equipped chef’s kitchen • Radiant heated floors • Extremely safe neig …see more

from $150 / night

$1,050 / week

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avg. 1 hour 7 minutes

from $150 / night

(7) Very Good 

16

Vacation apartment in Portland

Oregon / Portland

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary
In Portland's Historic Alphabet District ArtFulLife II is an upper-floor flat in the same charming 1885 home as ArtFulLife and shares its unique art-filled aesthetic. Converted from what were the home’s original parlor rooms, ArtFulLife II is small but features a separ …see more

from $95 / night

$595 - $825 / week

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avg. 3 hours 32 minutes

from $95 / night

(1) Very Good 

9

Portland Vacation home rental

Oregon / Portland

5 15 1 night min

  • 5 bedrooms
  • Sleeps 15
  • 1 night min
  • Child friendly
  • Car not necessary
The Hafner Manse is really quite special. It was built for Pastor Hafner and his family in 1912 and served served as Manse or parsonage for the historic church next door. The Hafner Haus is in the center of downtown Portland. it is the most centrally located single fami …see more

from $650 / night

$1,999 - $3,224 / week

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from $650 / night

(5) Excellent 

14

Vacation apartment rental

Oregon / Portland

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
Our condo is located in NE Portland. We love this neighborhood because it is in a very convenient location in Portland. We are just 5 mins away from Portland International Airport and 10 mins away from Downtown Portland. We are walking distance from shopping centers/st …see more

from $98 / night

$600 / week

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avg. 50 minutes

from $98 / night