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Portland Luxury Vacation Rentals

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    Travellers to Portland are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    33 Matching Rentals in PortlandView all 223 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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    5 Bedrooms, 4 Bathrooms, Sleeps 14 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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    • Secure Parking
    • Wi-Fi
    • Central Heating
    • Balcony
    • Terrace
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 16, 2016
    We rented both the downstairs and the main house units for a family wedding in Portland. There really is nothing else like the Hafner Manse. Sharon was a delight to work with...
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    About this property
    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 family residence in Portland. The...
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    Location Information
    Portland, Oregon 97201
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 15
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    Downtown
    7 Bedrooms, 7 Bathrooms, Sleeps 17 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Pearl
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Central Heating
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    Pet friendly
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    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<Other Things to Know></Other Things to Know> BZCTR, BZCTRSVCS,...
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    Portland, Oregon 97209
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    The Portland Villa1 / 29
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Porch
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Patio
    • Wi-Fi
    • Washer
    • 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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    IMMACULATE CRAFSTMAN * IDEAL LOCATION * BACKYARD PARADISE * AMENITIES!1 / 33
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Air Conditioning
    • Washer
    • Balcony
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    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 27, 2017
    The house is beautifully furnished and comfortable. The decks, garden and hot tub are also impressive and above all the kitchen is more than amply equipped and stocked. The...
    Reviewed March 29, 2017
    We were looking for a house for a weekend getaway with friends in the Portland area. This house was perfect and the owners were very responsive and accommodating. It was nice to...
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    About this property
    'This is the best maintained property we have ever experienced. You feel like you are home once you walk in the door. The house is immaculate. The 1920’s character of the house has not been compromised; Peter and Karen have done a fantastic job keeping it that way. The location could not be better'...
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    Location Information
    Portland, Oregon 97214
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Patio
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    • Central Heating
    • Private Garden
    • DVD Player
    Suitability
    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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    Portland, Oregon 97225
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Hot Tub
    • Grill
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 square feet of beautifully...
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    Location Information
    Portland, Oregon 97267
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Northwest District
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    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
    • Cable/satellite TV
    • Grill
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    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    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
    • Patio
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    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Wi-Fi
    • Balcony
    Suitability
    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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    4 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Patio
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    • Washer
    • Waterfront
    • Internet Access
    • DVD Player
    Suitability
    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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    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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    • Grill
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    Pet friendly
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    Smoking allowed
    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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    Colorful Casa, Near-In East Side Portland1 / 11
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    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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    Portland, Oregon 97232
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Terrace
    • Balcony
    • Wi-Fi
    • Patio
    • Mountain Views
    • Parking
    Suitability
    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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    Downtown
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Air Conditioning
    • Internet Access
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Planning an unforgettable group getaway to the heart of downtown Portland? At these two Park Avenue West condos, you'll enjoy sweeping views of the Rose City, dog-friendly accommodations, and a spectacular location within walking distance of restaurants, museums, farmers markets, and more. This...
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    Location Information
    Portland, Oregon 97205
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Downtown
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Portland, Oregon 97205
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Stunning Portland Flat - Prime SE Loctn - ZenPatio1 / 17
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
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    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 7, 2013
    I wish the owner would have told us ahead of time that this vacation rental was near a train yard/warehouses and a power substation. That would have impacted whether or not we...
    Reviewed November 3, 2012
    The location of Cora Flats could not have been better! We were just blocks from the best restaurants, cafes, bakeries & brewpubs in Southeast Portland. It was also very...
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    About this property
    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 with sink. Open loft style...
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    Portland, Oregon 97202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Ideal for multiple families or groups of friends, this pair of 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 East Burnside...
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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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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    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
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Give your next visit to Portland a flair of sophistication when you stay in this stylish condo. Lined with floor-to-ceiling windows and elegant decor, this fourth-floor rental lets you enjoy stunning views of the Fremont Bridge and all the luxuries of downtown living. Located on the corner of a...
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    Location Information
    Portland, Oregon 97210
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Eastside condo w/ fireplace, full kitchen, & great location near music/dining!1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 9, 2018
    We booked through HomeAway. The price was reasonable and the booking was easy. Our hosts have done an immaculate job with comforts and conveniences such as a recliner, padded...
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    About this property
    Close to plenty of attractions such as breweries, music venues, and popular restaurants, this comfortable Portland condo offers a contemporary Asian design motif, along with a gas fireplace, a private washer/dryer, and a great location in the heart of the city's east side. Conveniently located on...
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    Location Information
    Portland, Oregon 97214
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    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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    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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    • DVD Player
    • 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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
    • Balcony
    • Cable/satellite TV
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    • Terrace
    • Air Conditioning
    Suitability
    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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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • DVD Player
    • Cable/satellite TV
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    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 28, 2017
    We really enjoyed the house. It was clean and it was great coming back from hiking and enjoying the hot tub. The views are awesome. The only complaint was that the house wasn't...
    Reviewed June 9, 2017
    Home was gorgeous and well-kept with a great view. Stocked with everything we needed, plus it was an easy drive to downtown Portland. One thing to be aware of for anyone with...
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    About this property
    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. Hood and a private hot tub...
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    Location Information
    Portland, Oregon 97215
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Farmhouse Cottage in the Garden (South West PDX)1 / 30
    (12)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Grill
    • Balcony
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 2, 2017
    If we could rate Farmhouse Cottage higher than 5/5, we would! It has a beautiful character and feel to the cottage, and the garden setting is superb. The beds were quirky, but...
    Reviewed August 3, 2017
    My family enjoyed 4 nights at this lovely cottage, it is under the main house but feels completely private and surrounded by a nice garden and abundant trees. It was pretty...
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    About this property
    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 Here's a unique place to...
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    Location Information
    Portland, Oregon 97219
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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