50 Best Portland Apartments on Holiday Lettings - Condos

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149 Vacation rentals

(1) Excellent 

29

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
“One of the best stays we've ever had!!” - review posted 6/2/17 (other rental website) “Thank you for providing your very well kept, recently remodeled, comfortable house for our stay. It was perfect for two couples. Our hosts were great and responded to our texted qu …see more

from $295 / night

$2065 / week

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avg. 1 hour 22 minutes

from $295 / 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

$1999 - $3224 / week

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from $650 / 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 - $545 / week

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Responds fast!
avg. 3 hours 3 minutes

from $69 / night

31

Vacation apartment rental

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 $130 / night

$910 / week

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Responds fast!
avg. 2 hours 37 minutes

from $130 / 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 $130 / night

$910 / week

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avg. 2 hours 37 minutes

from $130 / 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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avg. 1 hour 59 minutes

from $100 / 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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avg. 29 minutes

from $165 / 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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Responds fast!
avg. 1 hour 4 minutes

from $130 / 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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Responds fast!
avg. 2 hours 43 minutes

from $295 / 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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avg. 3 hours 8 minutes

from $180 / 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

(1) Excellent 

22

Vacation cottage rental

Oregon / Portland

1 4 30 nights min

  • 1 bedroom
  • Sleeps 4
  • 30 nights min
  • Child friendly
  • Air conditioning
This comfy 1 bedroom, 1 bath apartment/cottage is attached to our home, but has a separate entrance and patio. It sleeps three comfortably and features wood floor throughout, central heating, A/C, and a brand new fully equipped kitchen for cooking. Fully furnished with …see more

from $100 / night

$500 / week

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avg. 1 hour 54 minutes

from $100 / 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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avg. 1 hour 15 minutes

from $119 / night

(27) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from $135 / night

$771 - $840 / week

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Responds fast!
avg. 1 hour 16 minutes

from $135 / night

(2) 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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Responds fast!
avg. 2 hours 36 minutes

from $175 / night

35

Portland Vacation home rental

Oregon / Portland

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 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 $200 / night

$1400 / week

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Responds fast!
avg. 2 hours 59 minutes

from $200 / 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 $95 / night

$651 / week

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Responds fast!
avg. 3 hours 1 minutes

from $95 / night

5

Private room rental in Portland

Oregon / Portland

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
Clean bright king bed near airport and Rocky Butte Natural Area - Experienced host. Thanks for checking out my place. I have a private king-size bed and bedroom for you, located in my townhouse in our quiet neighborhood. The townhouse has a private entrance and priv …see more

from $50 / night

$300 / week

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Responds fast!
avg. 3 hours 21 minutes

from $50 / 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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Responds fast!
avg. 29 minutes

from $210 / 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) 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 - $1650 / week

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from $175 / night

(21) 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

$1250 / week

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Responds fast!
avg. 2 hours 19 minutes

from $199 / 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

(1) Excellent 

12

Vacation home in Portland

Oregon / Portland

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
It is a 1906 charming house with 3 floors. Recently remodeled with a modern kitchen and baths. Located in the best neighborhood in Portland-near shopping, Sellwood Park, and a bike path to take you downtown. There is a pool in the park. It is our family home and we rent …see more

from $350 / night

$2450 / week

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Responds fast!
avg. 2 hours 52 minutes

from $350 / 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

$1776 - $2195 / week

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from $245 / 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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avg. 2 hours 49 minutes

from $219 / 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

$426 - $495 / week

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from $65 / 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

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

$2100 - $2240 / week

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from $300 / 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

$851 - $1130 / week

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Responds fast!
avg. 3 hours 34 minutes

from $125 / 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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Responds fast!
avg. 3 hours 2 minutes

from $125 / night

(17) 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 $130 / night

$910 / week

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Responds fast!
avg. 2 hours 55 minutes

from $130 / 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

(1) Excellent 

13

Vacation townhouse in Portland

Oregon / Portland

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
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 $75 / night

$525 / week

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avg. 1 hour 59 minutes

from $75 / night

21

Portland Vacation home rental

Oregon / Portland

5 17 Min stay varies

  • 5 bedrooms
  • Sleeps 17
  • Min stay varies
  • Child friendly
  • Ask about pets
The 1908 House surrounds you with historic charm and all the comforts of home. 3000 sq. ft. of restored “classic Craftsman style ” with high ceilings, built-ins, leaded windows, period fixtures and furniture and two glassed in porches. All this history combined with all …see more

from $300 / night

$2100 / week

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from $300 / 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

6

Vacation apartment in Portland

Oregon / Portland

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
Garden oasis, beautiful relaxing, elegantly decorated private loft in my updated rare, 1908 "Plantation Cottage". Private bath/laundry, Kitchenette (fridge,microwave,hotplate, toaster oven,sink). In the heart of desirable Montavilla, with dining options & entertainment …see more

from $75 / night

$525 - $665 / week

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from $75 / night

(1) Very Good 

11

Apartment rental in Portland

Oregon / Portland

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Air conditioning
Located in the Eliot neighborhood, this classic Queen Ann Victorian duplex has been updated with a modern interior. Just a 2 block walk to coffee shops, restaurants & music venue. The house has bamboo floors, granite kitchen counter-tops, 9-foot ceilings, interior ten-l …see more

from $140 / night

$854 / week

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avg. 3 hours 7 minutes

from $140 / night

(1) Excellent 

20

Vacation home in Portland

Oregon / Portland

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden
TINY CONCORDIA GEM The Concordia Gem is a modern take on the classic mother-in-law unit, which will provide you with a luxe, personal & economical alternative to staying in a hotel/motel in the city. It is nestled on a quiet tree lined residential street. We offer a new …see more

from $95 / night

$665 / week

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Responds fast!
avg. 1 hour 49 minutes

from $95 / night

1