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Bend Cheap Vacation Rental Deals

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    Travellers to Bend are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    33 Matching Rentals in BendView all 132 rentals
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    This 1BR/2BA Wall Street Condo accommodates up to four guests. Enjoy home-cooked meals from the full kitchen with sleek appliances and center island seating, or fire up the grill for an al fresco barbecue on either of the two private patios. Situated next to beautiful Pioneer Park, the condo...
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    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Pet friendly
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    About this property
    Contemporary design complements the open-concept layout of this 1BR/2BA condo beside Pioneer Park. Whether you're in town to ski Mount Bachelor, kayak the Deschutes River, or just experience Bend’s natural beauty, this all-season condo for up to four guests is sure to please. The living room...
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    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    This newly remodeled 1 bedroom/1 bath is ideally located close to St. Charles hospital, shops and restaurants. Perfect for long term stays. Professionally decorated, fully furnished and completely stocked. Complex has beautifully maintained green spaces, dog friendly stations, picnic areas and...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    This newly remodeled 1 bedroom/1 bath is ideally located close to St. Charles hospital, shops and restaurants. Perfect for long term stays. Professionally decorated, fully furnished and completely stocked. Complex has beautifully maintained green spaces, dog friendly stations, picnic areas and...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    This newly remodeled 1 bedroom/1 bath is ideally located close to St. Charles hospital, shops and restaurants. Perfect for long term stays. Professionally decorated, fully furnished and completely stocked. Complex has beautifully maintained green spaces, dog friendly stations, picnic areas and...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    A newly remodeled 1 bedroom, 1 bath apartment, ideally located on the East side of Bend. It is near St Charles hospital and the surrounding medical district. You will also find Costco, Safeway and Whole foods conveniently located just a few blocks away. Many of Bend's great restaurants are also...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    About this property
    This newly remodeled 1 bedroom/1 bath is ideally located close to St. Charles hospital, shops and restaurants. Perfect for long term stays. Professionally decorated, fully furnished and completely stocked. Complex has beautifully maintained green spaces, dog friendly stations, picnic areas and...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    About this property
    This newly remodeled 1 bedroom/1 bath is ideally located close to St. Charles hospital, shops and restaurants. Perfect for long term stays. Professionally decorated, fully furnished and completely stocked. Complex has beautifully maintained green spaces, dog friendly stations, picnic areas and...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    This newly remodeled 1 bedroom/1 bath is ideally located close to St. Charles hospital, shops and restaurants. Perfect for long term stays. Professionally decorated, fully furnished and completely stocked. Complex has beautifully maintained green spaces, dog friendly stations, picnic areas and...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Cute 1 bedroom unit on the NE side of town. Nice hardwood floors. Fenced yard in rear for a well behaved pet. Patio area with outdoor seating. Kitchen has sink and good counter space. Stainless fridge and micro. Perfect place for someone seeking housing instead of paying for a motel room. Heating,...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Pet friendly
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    About this property
    This newly remodeled 1 bedroom/1 bath is ideally located close to St. Charles hospital, shops and restaurants. Perfect for long term stays. Professionally decorated, fully furnished and completely stocked. Complex has beautifully maintained green spaces, dog friendly stations, picnic areas and...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    About this property
    Townhouse Upstairs Studio on the East Side of Bend. Near the medical area, Costco, Safeway, Whole Foods, shopping, brewery and restaurants. Additional amenities: , Full Kitchen, Maintenance Included, Single car garage, Trash Service included, Washer and dryer, Wi-fi internet
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Pet friendly
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    About this property
    This newly remodeled 1 bedroom/1 bath is ideally located close to St. Charles hospital, shops and restaurants. Perfect for long term stays. Professionally decorated, fully furnished and completely stocked. Complex has beautifully maintained green spaces, dog friendly stations, picnic areas and...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
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    • Grill
    • Balcony
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    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern and cozy, this one-bedroom, two-bath condo with sleeper sofa offers plenty of space for four guests. Spend quality time in the open-concept kitchen and living area, and get outdoors on two private balconies. Your home away from home is adjacent to beautiful Pioneer Park, where scenic...
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    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    A newly remodeled 2 bedroom, 1 bath apartment, ideally located on the East side of Bend. It is near St Charles hospital and the surrounding medical district. You will also find Costco, Safeway and Whole foods conveniently located just a few blocks away. Many of Bend's great restaurants are also...
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    Bend, Central Oregon 97701
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    About this property
    This newly remodeled 2 bedroom/1 bath is ideally located close to St. Charles hospital, shops and restaurants. Perfect for long term stays. Professionally decorated, fully furnished and completely stocked. Complex has beautifully maintained green spaces, dog friendly stations, picnic areas and...
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    Bend, Central Oregon 97701
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    A newly remodeled 2 bedroom, 1 bath apartment, ideally located on the East side of Bend. It is near St Charles hospital and the surrounding medical district. You will also find Costco, Safeway and Whole foods conveniently located just a few blocks away. Many of Bend's great restaurants are also...
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    Bend, Central Oregon 97701
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Pet friendly
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    Smoking allowed
    About this property
    A newly remodeled 2 bedroom/1 bath apartment, ideally located on the East side of Bend. It is near St Charles hospital and the surrounding medical district. You will also find Costco, Safeway and Whole foods conveniently located just a few blocks away. Many of Bend's great restaurants are also...
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    Bend, Central Oregon 97701
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    • Hot Tub
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW This 2BR condo offers a peaceful getaway with easy access to year-round activities. The welcoming first-floor unit features hardwood floors, new furnishings, and a private patio. On-site amenities include a seasonal heated pool and hot tub. Located less than one mile from...
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    Bend, Central Oregon 97707
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wake up to majestic views of Central Oregon's Three Sisters at this two-bedroom Bend escape, a beautifully crafted ranch home with a partially shaded deck, a stunning piece of property, and wonderful access to outdoor adventures in summer and winter alike. This welcoming home sits on an open piece...
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    Bend, Central Oregon 97701
    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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    Pet friendly
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    Smoking allowed
    About this property
    Perfect west side retreat for two. 1 bedroom with queen bed/ 1 bath, fully stocked kitchen, washer and dryer, one car garage, deck with BBQ. Available for monthly rentals. All utilities, WiFi , cable, trash service and maintenance included. Additional amenities: , Air Conditioning/Window Unit...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Central Oregon getaway of your dreams starts with this conveniently located Bend vacation rental! Modern and comfortable, with a private washer/dryer, a lovely deck, and updates throughout, this two-bedroom townhouse is an excellent home base for everything from an adrenaline-fueled outdoor...
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    Bend, Central Oregon 97703
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pet friendly
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    Smoking allowed
    About this property
    Enjoy a laid-back vacation in an idyllic countryside location at this 1BR/2BA condo in Bend. With a spot next to beautiful Pioneer Park on the banks of the Deschutes River, you can take scenic riverside strolls whenever the mood strikes. The condo is also within walking distance of downtown...
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    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Convenient Mt. Bachelor condo w/ shared hot tub & swimming pool1 / 25
    (8)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2015
    Great location and also great to be near the pool, office and tennis courts and playground. We had a total of 4 people and only 3 could fit comfortably in the living room. The...
    Reviewed 28 March 2015
    As I write this review there is a noise like an audible EMP coming through the walls, which is the only time we've been bothered by neighbors, There it stopped. lovely place...
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    About this property
    Plan a snowy holiday in this one-bedroom home with a loft and luxury resort attractions at Mt. Bachelor Village. The inviting space is perfect for six guests (four adults) wishing to explore Oregon by river or mountain top! This condo is surrounded by nature. The Deschutes River Trail is outside...
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    Bend, Central Oregon 97702
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    PROPERTY OVERVIEW Tucked away in the scenic pines of Bend, this 3BR/2BA contemporary cabin is the perfect home base for skiers, fishermen, and nature lovers. Located just seven miles south of Sunriver, the property runs parallel to breathtaking public parks. When you return home from a day of...
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    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    PROPERTY OVERVIEW Tucked away in the scenic pines of Bend, this updated 2BR duplex cabin is the perfect home base for skiers, fishermen, and nature lovers. Located just 7 miles south of Sunriver, the property abuts a breathtaking public forest. Return home after a day of exploring and enjoy a...
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    Bend, Central Oregon 97707
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Charming carriage house studio. Live comfortably in this second story studio apartment. Full kitchen and private laundry. Let this professionally decorated studio be your retreat from the day. This unit has a private entrance and access to half a double car garage. Quiet neighborhood near St...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Central Oregon Haven- Pet friendly, quiet, cozy and spacious living1 / 14
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This little house in on the SW side of Bend, has easy access to downtown, hiking, biking, and sking, shopping, and Bend's fine restaurants. The home is fully stocked, has a...
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    About this property
    This cute one bedroom is a fully contained but private apartment, adjacent to my home in a quiet safe neighborhood in SE Bend. It is easily accessible to Highway 97 and the Parkway, minutes to stores, pubs and 12-15 minutes drive to the Old Mill and downtown Bend. 45 Minutes to Mt Bachelor...
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    Bend, Central Oregon 97702
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    • Private Garden
    • Cable/satellite TV
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    • Mountain Views
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    • Skiing: Property Is In A Ski Resort
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is 'The Shed' at the Barnyard. The Shed is where Vintage meets farm life. We have cows,hen chickens, pigs and 2 goats. It is a true farm experience. You can tour the farm or just enjoy The Shed. We are 10 minutes east of Worthy Brewing, 15 minutes from downtown Bend and the Old Mill district...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Smoking allowed
    About this property
    Note: We are new to Tripadvisor so we don't have any reviews yet. However, on one of the other big booking sites we are Superhosts and have hundreds of 5 star reviews. Here's a couple of examples: Megan - March 2017 We stayed here for our 5th anniversary and it was perfect! the cottage was really...
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    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bathroom, Sleeps 3
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