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Holiday Rentals in Portland

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    Travellers to Portland are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 22 Rentals in Portland
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    Exquisite Historic Suite walk to Downtown1 / 22
    (47)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    ❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ LARGE PATIO1 / 42
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Boutique-Hotel Style Apt. - Certified with City.1 / 20
    (2)Very good
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Liebe Home__Corporate Renters, City Explorers, Outdoor Adventures, Travelers1 / 34
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Porch
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 February 2019
    Nice, clean and quiet. Owner is wonderful and we had a wonderful stay! We will definitely stay again when back in town.
    Reviewed 3 October 2016
    The Liebe Guesthouse was every well provided for habitat. Very clean, lots of towels, very comfortable bed(s), fully stocked kitchen , large screen TV, comfortable living room...
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    About this property
    CHARMING GUESTS SUITE - Spacious Bedroom, Cozy Living Room, Nice Kitchen & Bath. Walking distance to everywhere (Foods, Shops, Pubs, Public Transits, Park, Movies, Library, Post Office). It is West of Historic Lents District, an old established neighborhood, a reviving and thriving multicultural...
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    Portland, Oregon 97266
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    THIS HOUSE IS TRULY SPECIAL! PERFECT CENTRAL LOCATION * VIEW * FULL HSE PRIVACY!1 / 48
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Air Conditioning
    • Washer
    • Balcony
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 November 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 29 March 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
    WE JUST POSTED BRAND NEW, CURRENT PICTURES - BOOK YOUR SPRING AND SUMMER GETAWAYS NOW!! Come to Portland and stay in our immaculate, open and spacious home, located in the best East side neighborhood Portland has to offer. Our guests always have whole house privacy - you never have to worry about...
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    Portland, Oregon 97214
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Piedmont Vacation Rental1 / 141
    (22)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Grill
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 November 2019
    Very nice accommodations..One block to Safeway..Also close to main routes and interstates..Safe quiet neighborhood, great for walking..Gary is a wonderful host. He greeted us...
    Reviewed 26 June 2018
    Everything you have at home is here... and MORE! Gary, the owner, has gone above and beyond to make sure that you are comfortable and have everything you could possibly need or...
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    About this property
    This spacious 1925 Craftsman home is filled with character, including natural hardwoods, a wood-burning fireplace, many windows for natural light, and enchanting antiques. An open floor plan, 27’ living room and large formal dining room provide an ideal setting for gatherings. Upscale bedding and...
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    Portland, Oregon 97211
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 16
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This wonderful guest flat features tile floors, granite counters, stainless steel appliances, ample lighting and seating throughout. Ideally located in East Portland, less than a 10 minute drive to downtown. This gorgeous and newly remodeled guest flat offers the comforts and amenities of home...
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    Portland, Oregon 97202
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Killingsworth Comfort Lovely basement unit in an amazing neighborhood with modern updates and plenty of natural light! This dog-friendly home is everything you need for the perfect Portland experience with a full kitchen and a turntable along with a small collection of records. A comfortable living...
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    Location Information
    Portland, Oregon 97217
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    The Robin's Nest - Modern Condo in the Heart of SE Portland1 / 15
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
    • Balcony
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 February 2019
    The Robin's Nest was exactly as described. We arrived to a clean and modern space with a lovely view, and everything we could have wished for out of our Portland stay. The...
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    About this property
    Welcome to The Robin's Nest! Look no further for your *monthly* home away from home. (condo has a one month minimum stay required) This modern 1-bedroom, 1-bath condo is in the heart of Southeast Portland, and includes one garage parking space for your convenience. The condo faces a quiet...
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    Location Information
    Portland, Oregon 97214
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Northwest District
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Patio
    • Washer
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Soulful Sanctuary This charming home offers plenty of space for a couple or a small family and boasts an excellent location between Northwest Portland’s Nob Hill and Goose Hollow neighborhoods. This is an artfully inspired, quietly welcoming, and pleasantly cozy home that holds onto much of its...
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    Location Information
    Portland, Oregon 97209
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    Northwest District
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Patio
    • Terrace
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Johnson Street Studio This bright and spacious, upper-level studio provides guests with an excellent location in the Nob Hill neighborhood and is close to everything that NW Portland has to offer. The condo’s welcoming entrance leads to a roomy, well-appointed kitchen and an open and inviting...
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    Location Information
    Portland, Oregon 97210
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Northwest District
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovejoy Nook This 800-square foot, lower-level condo boasts plenty of space, an adorable patio, and an excellent location in the turn-of-the-century Alphabet District neighborhood, right in the heart of bustling and artistic Portland. A separate entrance with an oversized lobby leads to the...
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    Portland, Oregon 97210
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Master Suite + extra room/office :: University of Portland/Expo Center1 / 42
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 May 2018
    The room's were spacious and clean, and the natural light coming from the 3 large windows made the experience feel very fresh and pleasant. I checked in through the electronic...
    Reviewed 24 May 2018
    Great location near the University of Portland and a short drive from St. Johns. The Room is cute and comfy, separate access and tons of space. Melissa (the owner) was great to...
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    About this property
    Come and go as you please with the private keypad entrance. My home features 2 rooms: one with a queen bed guests rave about, and the other with a twin size sofabed pullout and quiet, private office space. My space is ideal for parents, students, and visitors of the University of Portland, trade...
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    Location Information
    Portland, Oregon 97203
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 800 sq ft cottage has just been completely renovated by a designer. This 'feels good' cottage has completely separate entry and patio, away from the main house, which sits on a large city lot. The space flows with a sizable open living area, featuring a stainless steel table that seats four, a...
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    Portland, Oregon 97211
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    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
    Modern Treehouse in Historic Spanish Turret House1 / 37
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • Washer
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 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 31 July 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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    Portland, Oregon 97212
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the William B. Waters house, a 1911 gem just 5 minutes from downtown, combining new renovation, modern amenities with the charm and character of vintage Portland. The home is in the cultural center of Portland, just 5 minutes to downtown, 5 minutes to the hot Alberta Arts District, and 5...
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    Portland, Oregon 97212
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We poured our souls (and our retirement) into renovating this building. There are only 4 units in this charming, quiet and friendly building. We are located within walking distance to restaurants, shops, convention center, music venues and public transport. We pride ourselves on exceeding your...
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    Location Information
    Portland, Oregon 97232
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A dreamy, boho apartment decked out with all the essentials and then some to feel right at home in the heart of Portland's restaurant-packed Historic Mississippi District and walking distance to the Alberta Arts District. Mother-daughter duo proprietors Laurie and Chelsea have provided to make...
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    Portland, Oregon 97217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cottage is located on a quiet tree-lined street, yet only 3 blocks from NE 28th Ave.'s 'restaurant row' with lots of cafes, restaurants, movie theater, park and public transportation. It's only a 10 minute drive to downtown or the Pearl District. There is a private patio area, garden and a...
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    Location Information
    Portland, Oregon 97232
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Spacious (650 s.f.) one bedroom lower level apartment with private entrance. Apartment is located in my home, but has total privacy with separate entrance. Carpeted, window in bedroom out to side garden and window in dining area. Kitchenette with everything you'll need for light meal prep....
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    Portland, Oregon 97232
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Perfect location on Portland's Eastside. Private entrance into the studio. Lovely quiet space. Lots of light. Radiant heat floors. A clawfoot tub. Blocks away from wonderful restaurants, shopping, Whole Foods grocery store, and Laurelhurst movie theater. Close to the Portland Airport (15 minute...
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    Location Information
    Portland, Oregon 97232
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Portland Holiday Rentals

    Bisected by the Willamette River just south of its Columbia River confluence, with cloud-shrouded Mount Hood in the far distance, Portland is a public transit-friendly city spanned by scenic river bridges. The MAX Light Rail links Portland International Airport with downtown and an array of suburbs. Locals share a Seattle-style affinity for their bus lines and Vintage Trolley. By travelling around Portland like a local, you save money by reducing automobile expenses. Start by living like a Portland local, forgoing the typical hotel room humdrum for money-saving holiday rental homes, apartments, condos, cottages, guest rooms, or studios.

    Portland Recreation

    The whole family can watch or join the locals along the city’s waterfront trails or in the green parks for a stroll, hike, jog, run, or some skating and biking. The Columbia River teems with salmon, steelhead, and sturgeon fishing opportunities. Where the first airplanes used to land, across the river and east of downtown, the golf money-savings are best at the 6,520-yard Rose City Golf Course opened in 1923. Or go north of downtown for a rambling challenge around Scottish-style mounds on the 6,902-yard Great Blue Course designed by Robert Trent Jones, Jr. If the ski slopes beckon, take the Park & Ride Bus for a weekend or holiday round-trip or drive the 70 miles to Mt. Hood Meadows.

    Downtown & Pearl District

    Dining, shopping, museums, theatres, and galleries are most numerous in downtown Portland and the fashionable Pearl District in the Northwest. Save money with a holiday rental and at the same time experience the city in a different way than hotel denizens. Mingle with the locals while updating your reading materials at Powell’s City of Books. Take the young ones to the Portland Children’s Museum. The whole family will appreciate the Oregon Museum of Science and Industry, the Portland Japanese Garden, and the International Rose Test Gardens. Hone your arts appreciation skills at the recently renovated and expanded Portland Art Museum. Sip coffee and shop for art alongside the locals in the Pearl District. Gabriel Park, several minutes southwest of downtown, is on the same side of the river.

    Crossing the River

    Downtown and the Pearl District are just minutes across the Columbia River bridges to the Lloyd District and Oregon Convention Centre. Crossing the Burnside, Morrison, Hawthorne, or Ross Island Bridges from downtown leads to the Northeast, Southeast, and the antique stores of Moreland and Sellwood. Near the Ross Island Bridge on the Southeast side are Ladd’s Circle and Rose Garden, Reed College, Oak Bottom Wildlife Refuge, and locally-popular Laurelhurst Park. Mount Tabor City Park, on the site of an extinct volcano, is popular with local hikers and bikers.

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