50 Best Portland Apartments on Holiday Lettings - Condos

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293 Vacation rentals

(2) Excellent 

31

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
“Wow, just wow! The home was absolutely beautiful and such a pleasure to stay in. The beds were very comfortable and the outdoor space is excellent, with a hot tub and everything! Would absolutely 100% recommend to anyone and everyone. Cannot recommend enough.” - review …see more

from $295 / night

$2,065 / week

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avg. 1 hour 40 minutes

from $295 / night

13

Vacation home in Portland

Oregon / Portland

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Excellent Vermont Hills location. Next to Gabriel Park Beautiful, quiet, FURNISHED 2 bedroom, 2 bath home Top notch kitchen with quartz eating counter Cozy family room off kitchen Gas fireplace w/remote Gas heat, Gas cooking Central A/C High-speed WiFi. Stainless ste …see more

from $149 / night

$938 / week

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from $149 / night

(17) 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 $85 / night

$581 - $651 / week

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avg. 3 hours 16 minutes

from $85 / night

(11) 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

31

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. Featuring a shared game room with Ping-Pong and pool tables, a shared fitness gym, and a third-floor greenspace with a gas firepit, it'll set the stage for an incredi …see more

from $140 / night

$980 / week

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avg. 35 minutes

from $140 / 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

(3) 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

$1,000 / week

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avg. 3 hours 30 minutes

from $175 / 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 $95 / night

$750 - $1,165 / week

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from $95 / night

(17) Excellent 

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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avg. 3 hours 47 minutes

from $125 / 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 5 minutes

from $90 / 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 $95 / night

$665 / week

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avg. 1 hour 29 minutes

from $95 / 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. 41 minutes

from $98 / night

33

Vacation home in Portland

Oregon / Portland

4 16 Min stay varies

  • 4 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly
  • Air conditioning
Plan a group getaway in the heart of Northwest Portland and stay at this luxury condo building near all the best shops and restaurants. With four private condos featuring modern decor and amenities, you'll have everything you need within walking distance - including gre …see more

from $253 / night

$1,771 / week

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avg. 32 minutes

from $253 / night

(1) Excellent 

33

Vacation home in Portland

Oregon / Portland

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • 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 $99 / night

$693 / week

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avg. 35 minutes

from $99 / night

(3) Excellent 

49

Vacation home rental

Oregon / Portland

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
The Rose City never looked so pretty! Take it all in when you stay in this gorgeous vacation rental in southeast Portland’s Mt. Tabor neighborhood. Walking distance from Montavilla, Belmont, Division, and much more, this peaceful escape with some of the best views of Mt …see more

from $189 / night

$1,323 / week

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avg. 32 minutes

from $189 / night

29

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 - $3,143 / week

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avg. 30 minutes

from $319 / 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 $115 / night

$800 - $1,010 / week

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from $115 / 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 $175 / night

$1,050 / week

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from $175 / 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

(2) Excellent 

25

Vacation home in Portland

Oregon / Portland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • 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 $145 / night

$1,015 / week

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Responds fast!
avg. 40 minutes

from $145 / night

8

Vacation home in Portland

Oregon / Portland

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Our private apartment is centrally located in inner S.E. Convenient for day trips to the mountains and hiking, beautiful Multnomah falls, the Columbia gorge, and the beach. It is close to family activities, nightlife, and public transportation. Only 10 minutes to the …see more

from $95 / night

$665 / week

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from $95 / night

25

Vacation guest house in Portland

Oregon / Portland

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Air conditioning
This private, comfortable, inner NE Portland guest house is close to many restaurants, pubs, galleries, coffee shops, independent stores, parks, New Seasons grocery store (.3) and a 10 minute walk to the the much loved Alberta Arts District. Perfect for couples on a ge …see more

from $95 / night

$665 / week

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Responds fast!
avg. 3 hours 28 minutes

from $95 / night

(5) Excellent 

18

Vacation apartment in Portland

Oregon / Portland

1 2 30 nights min

  • 1 bedroom
  • Sleeps 2
  • 30 nights min
  • Car not necessary
  • Air conditioning
  • Pet friendly
NEVER BORED IN PORTLAND: This location takes advantage of everything the city has to offer - from Powells Books, harbor & waterfront activities, concerts in the park and Portland music festivals. Walk to them all, or hop on the Portland Street Car ( 1/2 block away) a …see more

from $145 / night

$1,015 / week

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avg. 2 hours 38 minutes

from $145 / night

29

Portland Vacation villa rental

Oregon / Portland

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
Welcome to The VILLA on Mt Tabor! Your ENTIRE SPACE is 100% PRIVATE! . . . Bathroom too! ----> 24 hour Check-In with a Key Lockbox! ----> Late night Check-In, Great! ----> Same Day Check-In, no problem! *Wi-Fi is STREAMING FAST! *Private Entrance *Parking * …see more

from $189 / night

$1,323 / week

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avg. 1 hour 32 minutes

from $189 / night

(13) 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 $79 / night

$499 - $569 / week

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avg. 2 hours 26 minutes

from $79 / night

(4) Excellent 

50

Vacation apartment in Portland

Oregon / Portland

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Child friendly
  • Air conditioning
Monthly Rental This sunny garden 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 …see more

from $110 / night

$699 - $1,049 / week

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avg. 3 hours 5 minutes

from $110 / night

(8) Excellent 

16

Vacation home in Portland

Oregon / Portland

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 114 mi
  • Ask about children
  • Car not necessary
A BRAND NEW CHAISE SLEEPER SOFA WITH QUEEN MEMORY FOAM Mattress has arrived so up to two couples can share in this elegance. Before entering the front door, notice the porch swing and porch glider sofa, here is a perfect place to allow the morning sunshine to gently nu …see more

from $149 / night

$1,043 / week

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avg. 2 hours 26 minutes

from $149 / night

(2) Excellent 

13

Vacation home in Portland

Oregon / Portland

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
• Sunny, freshly remodeled townhouse across from beautiful park. • Keyless, private entry with parking spot just off the kitchen. • Enjoy your own cozy apartment with working fireplace and hardwood floors. • One Block from the MAX train. • Shops and restaurants in walki …see more

from $100 / night

$700 / week

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avg. 2 hours 48 minutes

from $100 / night

4

Portland Vacation home rental

Oregon / Portland

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Peaceful and spacious home on quiet street. Close to N Mississippi, N Williams and 5 minutes to Downtown. A true local Portland neighborhood experience. MAX/Bus very convenient. Excellent restaurants and nightlife nearby. Hottub, spacious kitchen, formal dining. Gr …see more

from $390 / night

$2,300 - $2,999 / week

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avg. 3 hours 29 minutes

from $390 / night

(3) Very Good 

39

Vacation home in Portland

Oregon / Portland

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • 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 $99 / night

$693 / week

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Responds fast!
avg. 35 minutes

from $99 / 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
  • Pet friendly
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. 33 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

$650 / week

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from $109 / 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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from $100 / 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 $229 / night

$1,603 / week

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from $229 / night

19

Vacation apartment in Portland

Oregon / Portland

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 80 mi
  • Child friendly
  • Air conditioning
Come nestle up to the cozy fireplace at Nimmer Nest. We are located in Reedwood, the Unique Mid Century Modern neighborhood in the heart of Southeast Portland. Reedwood is a quiet neighborhood with wide streets, oversized lots and architect- designed mid century homes. …see more

from $110 / night

$730 / week

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avg. 39 minutes

from $110 / 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

47

Vacation home rental

Oregon / Portland

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Portland is famous for its beer and this two-story Brewmaster’s Cottage is right on theme. The super quiet and private location is midway between the University of Portland and “downtown” St Johns, Portland’s newest up-and- coming neighborhood. The owners have dedicat …see more

from $58 / night

$406 / week

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avg. 35 minutes

from $58 / 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 5 minutes

from $199 / night

(4) Excellent 

33

Vacation home in Portland

Oregon / Portland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 20 mi
  • Child friendly
  • Car not necessary
• Featured on the Hostfully Travel Blog! • 10min from downtown Portland + airport • 5-7mins from Portland's best eateries, coffee, bars & breweries! • 10min walk to one of Portland's best parks • Walk Score 80 (‘Very Walkable’) • Public Transit within 1 block • Feature …see more

from $99 / night

$693 / week

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Responds fast!
avg. 1 hour 34 minutes

from $99 / night

33

Vacation home in Portland

Oregon / Portland

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
In this downtown Portland paradise, you don’t have to settle for less - indulge in a luxury getaway in the heart of the city and see what it’s like to live like a local. This listing includes two spacious and well-appointed condos right next to each other in the newly-b …see more

from $221 / night

$1,547 / week

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avg. 47 minutes

from $221 / night