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Portland Luxury Vacation Rentals

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    Travellers to Portland are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    33 Matching Rentals in PortlandView all 220 rentals
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    Relax in Luxury Caldera MartiniqueR Therapeutic Spa, Unique in Portland!1 / 46
    (21)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    13 Bedrooms, 13 Bathrooms, Sleeps 26 Quick View
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    The Historic Hafner Haus, 7 bedrooms Downtown Portland1 / 9
    (1)Very good
    Downtown
    5 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    Downtown
    7 Bedrooms, 7 Bathrooms, Sleeps 17 Quick View
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    About this property
    Right in the middle of downtown Portland, with sweeping views of the West Hills and Portland's Eastside, this selection of six upscale condos is perfect for groups of up to 18 - and your dogs! Walking distance from major attractions and event spaces and close to everything downtown has to offer,...
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    Portland, Oregon 97205
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 17
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    The Portland Villa1 / 29
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Porch
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    • Balcony
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 24, 2017
    7 friends stayed here for 4 nights. We really enjoyed the house, great for a group to gather together. Great location we walked to several restaurants in the area. The house...
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    About this property
    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 legal and permitted short term...
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    Portland, Oregon 97211
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This large, beautiful, craftsman-style home is set on a peaceful lot, close to the city, grocery stores and other amenities. Only ten minutes to downtown Portland and a little more than an hour away from both the coast and the mountains, the setting is perfect for either skiing or enjoying the...
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    Location Information
    Portland, Oregon 97225
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Northwest District
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    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, washer/dryer and French doors...
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    Portland, Oregon 97210
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Smoking allowed
    About this property
    Ideally Situated Idyllic Setting, 4 bdrms/4 bath, Portland Riverside House: Look us up online A furnished, classic mid-century design perched on a bluff of the Willamette River with breathtaking views all year of the river and a golf course. The main level has the best views in the house. It...
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    Location Information
    Portland, Oregon 97219
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Skiing: Property Is In A Ski Resort
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Portland offers activities and attractions that you won't find anywhere else, including this vacation rental home in Rock Creek! With an immaculate kitchen and living area, large back porch and sprawling backyard framed by lush green foliage, this 4-bedroom 3-bath house is centrally located and has...
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    Location Information
    Portland, Oregon 97229
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    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. Great for entertaining.
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    Location Information
    Portland, Oregon 97217
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 master bedroom and guestroom...
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    Location Information
    Portland, Oregon 97062
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 14
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Enjoy a quiet, private urban paradise. A two bedroom suite consisting of the second floor of the main 19th century farmhouse. The suite features two large bedrooms, private entrance, sunporch living room and mezzanine library with a gas fireplace. Throughout the entire suite, all the...
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    Location Information
    Portland, Oregon 97206
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Charming 4 bedroom, 2 bathroom house in the heart of Portland! Within 5 miles of downtown, the Pearl District, Alberta Arts district, Mississippi/Williams and so much more. The kitchen is fully equipped and the table will double in size. Everything you need is here! Clean and cozy with all the...
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    Location Information
    Portland, Oregon 97217
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Northwest District
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    About this property
    Conveniently located three bedroom house. Bus accessible walking accessible biking accessible. Hike the trails and Forest Park and relax for coffee and have fun shopping all in the Charming Northwest District. Easy access to freeways to jump on and get around quick. stay in Portland and comfy...
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    Location Information
    Portland, Oregon 97210
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Colorful Casa, Near-In East Side Portland1 / 11
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed August 18, 2015
    Lovely home in a quite neighborhood in the SE area of Portland-Laurelhurst.Home was comfortable and had plenty of room and ammenities. Nice restaurants and coffee in walking...
    Reviewed May 24, 2015
    The space feels very warm and homey, with interesting and vibrant colors. The kitchen is well stocked and easy to work in because everything is labeled. The bedroom that we...
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    About this property
    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. Minutes to downtown and East side...
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    Location Information
    Portland, Oregon 97232
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Downtown
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    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-built Park Avenue West...
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    Portland, Oregon 97205
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Terrace
    • Balcony
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    • Mountain Views
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully renovated and restored 1892 Lair Hill Mansion with spacious decks offering views of the Cascades. Top floor unit features a grand living room, a large master bedroom suite, two decks, a sunspace, and a quirky shower with partial views of Mt. Hood. My house is an original Portland...
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    Location Information
    Portland, Oregon 97239
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Ideal for multiple families or groups of friends, this pair of dog-friendly condos has everything you need to experience the Rose City in style. Enjoy a location surrounded by restaurants, boutiques, and music venues, along with a welcoming interior for relaxing at the end of the day. Nestled on...
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    Location Information
    Portland, Oregon 97214
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Patio
    • Secure Parking
    • Housekeeping Included
    • Private Garden
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    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 1940's bungalow in the highly sought after Woodstock neighborhood of Southeast Portland, is a real charmer. We've celebrated it's roots with true to era hardware, fixtures, custom porcelain tile, and oak flooring throughout. Dedicated fiber-optic wifi, Roku, and an alternate power source for...
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    Location Information
    Portland, Oregon 97206
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Heart of Pearl Luxury Condo1 / 10
    (2)Excellent
    Pearl
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 11, 2017
    Modern loft style condo with an amazing balcony overlooking the park. Lot's of windows. Very clean. Walking distance to shops, restaurants and bars. We enjoyed it a lot and...
    Reviewed September 26, 2016
    We stayed 4 nights. It is a beautiful loft style place, with big windows and a nice balcony. It was very clean and provided everything we needed. Would definitely come back.
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    About this property
    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 and dryer. Modern bathroom with...
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    Location Information
    Portland, Oregon 97209
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Modern Treehouse in Historic Spanish Turret House1 / 37
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
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    Pet friendly
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    Reviewed July 31, 2018
    I couldn't recommend this place strongly enough -- was so happy with my stay here! The place is perfect - from location to decor. Alex is a great host who is friendly...
    Reviewed July 31, 2018
    The apartment was conveniently located to all of downtown Portland and everywhere we wanted to see. The host makes booking and staying as easy and comfortable as possible...
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    About this property
    Enter thru the turret up a spiral staircase to your 2nd floor, 2000 sq/ft flat with 2 bedrooms (each with new queen beds), 1 giant bathroom, a huge living room with fireplace, large formal dining room, breakfast nook, large kitchen, laundry, and large patio + yard with double hammock and Adirondack...
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    Location Information
    Portland, Oregon 97212
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    This house is in the heart of all the action. Located in Southwest Portland, the area is a hotspot filled with restaurants and coffee shops. Enjoy living seconds from downtown Portland, but without the problems of downtown such as finding parking. Distance to tourist attractions and other points of...
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    Location Information
    Portland, Oregon 97239
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Northwest District
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Ideal for big family getaways, this fully restored house has everything you need to make the most of your next Portland vacation, including heated wood floors, a wet bar downstairs, and a great outdoor space with a shaded deck, sunny patio, and fruit garden. What's nearby: This home is right near...
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    Location Information
    Portland, Oregon 97210
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    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 throughout, and heated tile floor in...
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    Location Information
    Portland, Oregon 97211
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Pearl
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Ideal for a memorable getaway, this sleek condo is stylized with art and an original Chihuly chandelier. This spectacular condo has cable TV, an electric fireplace, and a high-end stereo system. Upstairs in the master bedroom, you will find a projection screen that can stream shows on Apple TV....
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    Location Information
    Portland, Oregon 97209
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Lovely SW Victorian House w/ Hot Tub1 / 49
    (22)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 3, 2015
    We were two couples who had two days to tour Portland on our driving exploration of the NW. This lovely home had three comfortable bedrooms- we only needed two- and two full...
    Reviewed July 28, 2015
    We were looking for a house to rent in SW Portland that would accommodate two adult kids and ourselves for a family celebration. This property seemed to be everything we wanted...
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    About this property
    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 by pretty gardens and is a 5...
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    Location Information
    Portland, Oregon 97221
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury Penthouse in the Heart of Portland - 5 Min Walk to Powell's Book - 3B/2B1 / 15
    (1)Excellent
    Pearl
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    This is such an amazing spot!!! Close to everything. So many great touches. Everything you need for a family stay or for a couples retreat. amazing all around!!
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    About this property
    Welcome to your centrally located luxury 3-Bedroom penthouse accommodation, which sits high on the top floor & offers unparalleled views of Portland’s Pearl District. Sophisticatedly furnished and equipped with a Chef's Kitchen, your stay here will be one to remember. Set amid dining and nightlife...
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    Location Information
    Portland, Oregon 97209
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Montavilla Guesthouse, City Explorers, Outdoor Adventures, Travelers.1 / 33
    (5)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 14, 2017
    The house was perfect for everyone! Kim was very kind and helpful to whatever we needed, would definitely y rent again.
    Reviewed February 26, 2016
    Warm hospitality and kind responsiveness from the landlord! If I have a chance definitely will be back!
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    About this property
    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 businesses and countless eateries...
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    Location Information
    Portland, Oregon 97216
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 steel appliances Washer/Dryer...
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    Location Information
    Portland, Oregon 97221
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Pearl
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    Fully furnished apartment, features 2 queen beds, full kitchen with appliances and necessities, separate dining and sitting areas, full bathroom and designed bedroom area, free WiFi, utilities included, TV/DVR, housekeeping available BZCTR, BZCTRSVCS, ELEV, CHILDWELCM, CLEANFEE, FRONTDESK, 24RS,...
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    Location Information
    Portland, Oregon 97209
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    Modern new home with full amenities for the whole family or business associates in town for a meeting. Our home is in the desirable neighborhood of Cathedral Park. Great walking score of 79, close to Cathedral City Park, St. Johns City Park, and 1/2 a mile from the University of Portland. We are...
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    Location Information
    Portland, Oregon 97203
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    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 *Tropical Gardens *TV w/Cable...
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    Location Information
    Portland, Oregon 97215
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Northwest District
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Fully furnished with special details, nicely appointed kitchen & eat in kitchen. Stainless appliances, kitchen is fully equipped for cooking with a focus on entertaining. Gas range & nicely sized pantry. Open loft style floor plan with perfectly sized living & dining. Located on the same block as...
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    Location Information
    Portland, Oregon 97210
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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