50 Best Portland Apartments on Holiday Lettings - Condos

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154 Vacation rentals

(1) Excellent 

27

Vacation home in Portland

Oregon / Portland

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Car not necessary
  • Air conditioning
  • Pet friendly
Our home is absolutely the perfect location for your Portland vacation! We are brand new to TripAdvisor - below are 3 reviews we received through another vacation rental site and in the last 6 months. “Amazing place central to so much in Portland. Amenities are outsta …see more

from $295 / night

$2065 / week

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from $295 / night

(4) 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 $100 / night

$700 / week

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from $100 / night

29

Portland Vacation villa rental

Oregon / Portland

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 140 mi
  • Child friendly
  • Car not necessary
In the heart of Portland's Alberta Arts! 2700 sqft home and another 1000 on a private rooftop deck.Endless options for dining and entertainment within walking distance. Inspired by an old Italian firehouses, this home is full of character and charm. We are a fully lega …see more

from $400 / night

$2800 - $4000 / week

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from $400 / night

28

Vacation apartment in Portland

Oregon / Portland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
AMAZING PORTLAND DOWNTOWN LOCATION!!!! WE HAVE SEVERAL PROPERTIES IN THIS BUILDING AND IN PORTLAND! Call 24/7 or visit the Stay Alfred website to book or to learn more about all of our Portland Vacation Rentals! Welcome to Block 17! Inside this quiet, modern, and comfor …see more

from $127 / night

$889 / week

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from $127 / night

(5) Very Good 

Certificate of Excellence

26

Vacation apartment rental

Oregon / Portland

1 4 30 nights min

  • 1 bedroom
  • Sleeps 4
  • 30 nights min
  • Ask about children
  • Car not necessary
This condo is the definition of affordable luxury. Everything Portland Has to offer is right at your fingertips. The condo is extremely close to hundreds of restaurants, bars, food carts, cafes, and more. Street car runs right by the building. With a walk score of 98, a …see more

Certificate of Excellence

from $129 / night

$903 / week

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from $129 / night

(4) Excellent 

34

Vacation home in Portland

Oregon / Portland

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 143 mi
  • Child friendly
  • Car not necessary
OVERVIEW: This cute 4 bedroom, 2 bath home is in Montavilla District, Mt. Tabor Villa. It is only 3 blocks from Montavilla Stark Street Commercial District, a new hotspot in town. Montavilla is a multicultural and thriving residential community with many small business …see more

from $195 / night

$995 - $2025 / week

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from $195 / night

9

Portland Vacation home rental

Oregon / Portland

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
Fully Furnished Home. Location, location, location. Newly remodeled 2+BR 1 Bath home (3rd room is in the basement and can be used as an office or a bedroom with foldout couch), only1 block from all that the Alberta Arts District has to offer. 1 Block from the Radio Ro …see more

from $119 / night

$750 - $995 / week

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from $119 / night

(25) Very Good 

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 / week

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from $135 / night

31

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-bathroom 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 minutes from downtown! Featuring an imm …see more

from $319 / night

$2233 - $3073 / week

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from $319 / 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

$2065 / week

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from $295 / night

(1) Excellent 

20

Portland Vacation home rental

Oregon / Portland

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
The Urban Barn is a brand new two bedroom gem in one of Portland's most exciting areas where you'll mix with quirky neighbors, track down nearby food finds and experience SE Portland's cultural richness. Designed by one of Portland's most talented architects in energy …see more

from $210 / night

$1470 / week

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from $210 / night

(10) 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 $175 / night

$1050 / week

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from $175 / night

(4) Very Good 

27

Portland Vacation home rental

Oregon / Portland

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 40 mi
  • Child friendly
The cottage is located in North West Portland, Oregon. It is only about 15 minutes away from the trendy Northwest and Pearl District which offers the best dining, shopping and night life Portland has to offer. Amenities such as a grocery store, post office (inside gro …see more

from $175 / night

$1200 - $1375 / week

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from $175 / night

(15) Very Good 

28

Vacation apartment in Portland

Oregon / Portland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
AMAZING PORTLAND DOWNTOWN LOCATION!!!! WE HAVE SEVERAL PROPERTIES IN THIS BUILDING AND IN PORTLAND! Call 24/7 or visit the Stay Alfred website to book or to learn more about all of our Portland Vacation Rentals! Welcome to Block 17! Inside this quiet, modern, and comfor …see more

from $127 / night

$889 / week

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from $127 / night

18

Portland Vacation apartment rental

Oregon / Portland

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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 $85 / night

$598 - $973 / week

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from $85 / night

(14) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from $125 / night

$718 - $928 / week

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from $125 / night

(12) Very Good 

Certificate of Excellence

20

Vacation b&b in Portland

Oregon / Portland

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 100 mi
  • Car not necessary
  • Air conditioning
This Guest Suite is located in a private home in a very safe neighborhood and is 2 blocks from Springwater Trail and Sellwood Waterfront Park. Close to shopping, restaurants, Reed College, Lewis & Clark, OHSU and more. This is a GREAT walking neighborhood for you, espec …see more

Certificate of Excellence

from $69 / night

$475 - $670 / week

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from $69 / night

10

Vacation home in Portland

Oregon / Portland

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden
The entire house is included with rental. My home is close to I-5, the MAX yellow line for fast transportation to downtown, walking distance to New Seasons Market. It is a newly refurbished ranch home with hardwood floors, plenty of light, quiet neighborhood, separate …see more

from $110 / night

$770 / week

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from $110 / night

(1) Very Good 

12

Apartment accommodation in Portland

Oregon / Portland

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
This spacious two-bedroom apartment is in our 4-plex in Southwest Portland, conveniently located just six minutes from Portland State University (PSU) and Oregon Health & Sciences University (OHSU). A block away is a bus stop with frequent buses to downtown, the MAX lig …see more

from $125 / night

$850 - $1130 / week

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from $125 / night

27

Condo rental in Portland

Oregon / Portland

1 4 30 nights min

  • 1 bedroom
  • Sleeps 4
  • 30 nights min
  • Ask about children
  • Car not necessary
  • Air conditioning
This modern one bedroom plus den is a 1033 sq. ft. corner unit on the 7th floor, west facing, next to the marina and waterfront downtown. Dark walnut hardwood floors throughout. The living room is surrounded with windows to the south, west, and north giving a spectacul …see more

from $130 / night

$910 / week

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from $130 / 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

(1) Excellent 

16

Vacation apartment in Portland

Oregon / Portland

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 121 mi
  • Air conditioning
We offer an airy ground floor apartment, in the home where we live. Walk down the rock stair path through the gardens to your private entrance. The oversized windows bring the outdoors inside. We live in a uniquely sited place that will soothe your spirit. Come to writ …see more

from $175 / night

$1000 / week

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from $175 / night

(19) Very Good 

30

Vacation home in Portland

Oregon / Portland

4 13 2 nights min

  • 4 bedrooms
  • Sleeps 13
  • 2 nights min
  • Nearest beach 132 mi
  • Child friendly
  • Car not necessary
Perfect for large groups and wedding parties, this home has place settings for 50 and dining seating for 17, central A/C (not common in Portland!), plenty of parking on two streets as well as two off-street parking spaces and you can walk 1/2 block to Starbucks and one …see more

from $565 / night

$3955 / week

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from $565 / night

(15) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $96 / night

$651 / week

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from $96 / night

(1) Excellent 

7

Vacation home in Portland

Oregon / Portland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 97 mi
  • Child friendly
  • Car not necessary
There is a finished basement self contained where I stay. You will have the upper portion of the house to yourself. 1911 bungalo just blocks from Mississippi ave, where you can enjoy music, antiques, coffee and tea shops. The home is minutes from pearl district, downto …see more

from $180 / night

$1200 - $1250 / week

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from $180 / night

(1) Good 

24

Vacation home in Portland

Oregon / Portland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Experience a fantastic Pacific Northwest getaway with this quaint 3-bedroom, 1-bathroom Portland house! The property sleeps 6, has excellent features and a convenient location to make this Oregon vacation the best you’ve ever had! Nestled in the quiet, scenic neighborh …see more

from $175 / night

$1050 - $1651 / week

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from $175 / night

35

Portland Vacation home rental

Oregon / Portland

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Ask about children
  • Air conditioning
Alberta Guest Cottage is located just a few houses down from Alberta Street, but far enough away to have a nice quiet secluded feel. This stylish cottage was designed to be comfortable and modern, with lots of natural light and airflow. Bamboo floors are found throughou …see more

from $150 / night

$1000 - $1280 / week

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from $150 / night

12

Vacation apartment in Portland

Oregon / Portland

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
This spacious two-bedroom apartment is in our 4-plex in Southwest Portland, conveniently located just six minutes from Portland State University (PSU) and Oregon Health & Sciences University (OHSU). A block away is a bus stop with frequent buses to downtown, the MAX …see more

from $125 / night

$850 - $1130 / week

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from $125 / night

12

Vacation apartment in Portland

Oregon / Portland

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
Spacious and cool basement apartment in the hot and happening mississippi neighborhood. Private entry, full kitchen, internet access, and street parking. Centrally located so you can easily get to any location/event that Portland has to offer. Walking distance to lot …see more

from $75 / night

$500 / week

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from $75 / night

(4) Very Good 

17

Vacation home in Portland

Oregon / Portland

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
2 Bedrooms, 2 Baths, Furnished Basmt w/bed (Sleeps 6-7) Stunning 2 bedroom 2 bath vacation / corporate /executive home. Fully furnished with the finest details. Stainless appliances, kitchen is fully equipped for cooking / entertaining, gas range, & separate bar area …see more

from $169 / night

$1183 / week

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from $169 / 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 - $1400 / week

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from $219 / night

(63) Very Good 

33

Portland Vacation apartment rental

Oregon / Portland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Located in the heart of downtown Portland on the South Park blocks, this brand new building opened to great acclaim in the spring of 2009. Ladd Towers is LEED Gold certified, and every vacation home boasts condominium-quality finishes such as granite counter tops, stain …see more

from $127 / night

$889 / week

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from $127 / night

9

Vacation apartment in Portland

Oregon / Portland

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 128 mi
  • Car not necessary
  • Air conditioning
Spacious (650 s.f.) one bedroom lower level apartment with private entrance. Apartment is located in my home, but has total privacy with separate entrance. Carpeted, window in bedroom out to side garden and window in dining area. Kitchenette with everything you'll ne …see more

from $80 / night

$540 / week

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from $80 / night

(1) Very Good 

8

Vacation home in Portland

Oregon / Portland

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
This private retreat is newly remodeled. The brand new shower, finished concrete floors, brick accents and new windows make it ideal for the true PDX experience. Walk to coffee, bakeries, shops, bars and some of the best restaurants in PDX This newly refinished 2 bed …see more

from $50 / night

$350 - $770 / week

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from $50 / night

(80) Very Good 

13

Portland Vacation apartment rental

Oregon / Portland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
Standing tall and proud as a newer addition to Portland's skyline, this stunning skyscraper boasts luxurious apartment living, artistic edge, and impressive green technology innovation. With a walk score of 100 and a location that overlooks countless cultural attraction …see more

from $127 / night

$889 / week

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from $127 / night

(12) Excellent 

15

Vacation cottage in Portland

Oregon / Portland

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Featured in Sunset Magazine's 2014 'Small Space, Big Dreams' contest for best Small House, this private midcentury cottage, built in 2013, is located in Ladd's Addition, two blocks from Portland's hottest restaurant row - Division Street. Portland Monthly hig …see more

from $165 / night

$1155 / week

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from $165 / night

29

Vacation apartment in Portland

Oregon / Portland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
AMAZING PORTLAND DOWNTOWN LOCATION!!!! WE HAVE SEVERAL PROPERTIES IN THIS BUILDING AND IN PORTLAND! Call 24/7 or visit the Stay Alfred website to book or to learn more about all of our Portland Vacation Rentals! Welcome to Block 17! Inside this quiet, modern, and comfor …see more

from $127 / night

$889 / week

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from $127 / 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 $65 / night

$425 - $495 / week

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from $65 / night

(41) Very Good 

30

Apartment rental in Portland

Oregon / Portland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
Located between the Pearl District and Old Town Chinatown, the Louisa is truly in the center of downtown Portland's points of interest! Have you heard of Powell's Bookstore? This popular Portland attraction is only a block away. A multitude of intriguing restaurants, co …see more

from $129 / night

$903 / week

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from $129 / night

(1) Good 

12

Vacation apartment in Portland

Oregon / Portland

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
This spacious two-bedroom apartment is in our 4-plex in Southwest Portland, conveniently located just six minutes from Portland State University (PSU) and Oregon Health & Sciences University (OHSU). A block away is a bus stop with frequent buses to downtown, the MAX lig …see more

from $125 / night

$850 - $1130 / week

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from $125 / night

1