Home Vacation Rentals By Owner In Bend, OR

Showing 360 Of 1344 Vacation Rentals
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Exceptional(6)

$774.74

/ Nightly
Private Vacation Home

NEW BEND MODERN CHALET 14 MINUTES TO MT. BACHELOR!

Bend, Oregon, United States

This brand-new luxury retreat is in the perfect location! Deschutes River is a 2-minute drive; Mt Bachelor is a 14-minute drive; Sunriver is a 6-minute drive and Bend is a 17-minute drive. Featuring 2 king master suites, 1 queen bedroom, and a bunkhouse with 3 beds this new Modern Chalet has it all Hottub A/C, wood-burning fireplace inside and wood-burning outdoor fireplace, gourmet chef's kitchen, ping pong table, shuffleboard table, and 1-gig Wi-Fi internet, and more!brbrThe spacebrThis brand new home was built and finished in December of 2022 and was specifically designed as a family-friendly vacation rental, great for several families or multiple couples. Upon entering the home, you will walk into the soaring great room with top-end furniture and a wood-burning fireplace. Gather with your group for games, cocktails, or to watch your favorite film or sporting event on the 75 inch TV with Sonos ARC soundbar.brbrThe adjacent gourmet kitchen is a chef's dream come true and includes all the tools needed to prepare meals for large gatherings, including a huge dining table. Take the party outdoors to our covered outdoor family room complete with Weber BBQ, wood-burning-modern fireplace, Create & Barrel outdoor furniture, with a large 8-person hot tub all set in a beautiful private lot.brbrThis one-level home features 2 luxurious king bedroom suites, 1 Queen Bedroom, and one Bunkroom, each boasting all of the same amenities you would expect in a high-end hotel- luxury bed linens and towels, fancy bathrooms, and plenty of closet space. Brand new washer and dryer are on site as well for laundry service.brbrHead to the garage/game room for some ping pong table or shuffleboard.brbrBring your fly rod and hiking boots to explore this fantastic location! Float the river in the Summer! Ski, snowboard, snowshoe, or snowmobile in the winter! We are 14 minutes to Mt. Bachelor and 17 minutes to Bend. The area is spectacular!brbrThe property also has a 40' RV Pad with full hook-ups and a dump-station.brbrThere is a Level 2 EV charging station located in the RV parking pad.brbrMAIN LEVEL DETAILS:br* Owners Suite #1: King Bed / Private Bath / Walk-in Tiled Shower / Vaulted Ceiling / TV / French Door Access to Hot Tubbr* Second Suite #2: King Bed / Private Bath / Walk-in Tiled Shower / Vaulted Ceilingbr* Guest Bedroom #3: Queen Bed / Vaulted Ceilingbr* Bedroom #4: Bunkhouse with 3 Twin Bunks brBath # 3: Tub & Shower Combobr* Family Room: Large sectional couch / 4K Smart HDTV with Bend Broadband Cable and all major streaming servicesbr* Great Room: Fireplace / Panoramic Picture Windows / 12-foot Ceilings/ 4K Smart HDTV with Bend Broadband Cable and all major streaming services / Sonos ARC Soundbarbr* Gourmet Kitchen: Stainless Appliances / Quartz Countertops / Island / Gas Cook-top / Dule-Fuel Thermador Oven / Microwave / Dishwasherbr* Family Room: Large sectional couch / 4K Smart HDTV with Bend Broadband Cable and all major streaming servicesbr*Laundry Room: Washer / Dryer / Laundry Supply’s providedbrbrSPECIAL FEATURES:br* High-Speed Wireless Internetbr* Two 4K Smart Cable TV's br* Air Conditioningbr* 2 Master Suitesbr* 3 Full Baths br* Oversized Woodburning Fireplacebr* Large 8 person Hot Tub br* Shuffleboard, Ping Pong Table br* Large Dining Room Table (Seats 8-10), with Large Adjoining Kitchen Island (Seats 3)br* Beautiful Wood Accentsbr* Large ½ Acer Private Lotbr* Great Location (River Across 4 min away)br* Access to Deschutes River For Floatingbr* Gourmet Kitchen With Islandbr* All Stainless Steel High-End Appliancesbr* Microwavebr* Washer & Dryerbr*Pack-N-Play Available for Guests to Usebr* Gas Weber Bar-B-Q Grillbr* All Plush Linens Providedbr* All Cooking Utensils & Dishes Providedbr* Sorry No Smokingbr* Level 2 EV charging br* 4 Sets of Snowshoes and Sleds for wintertime fun.brbrOther things to notebrThe house has five exterior outward-facing security cameras and a Ring doorbell that are not active while guests are staying on the property.brbrDeschutes County Authority-DCCA Room Tax # 811942
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$692.54

/ Nightly
Cabin

Lake View Home with Access to Exclusive Golf

Bend, Oregon, United States

Nestled amidst the scenic beauty of Caldera Springs, 31 Caldera Cabin is the idyllic sanctuary for exploring Sunriver and beyond. This 1,811 sq. ft. home has 3 bedrooms and 4 bathrooms, making it an enjoyable home for up to 8 guests.brbrInside this luxurious one-story cabin, you will find spacious kitchen, living and dining areas with large windows, hardwood floors, vaulted ceilings and timber beam accents. Additional features of this beautiful home include:brbr• Upscale kitchen boasting granite counter tops, stunning cabinets and brstainless steel appliancesbr• Dining room table with seating for up to six with additional seating at kitchen barbr• Living room featuring comfortable furnishings, TV and large gas fireplace for the perfect blend of cozy and convenientbr• Master suite with king sized bed, tv, private entry to hot tub and elegantly appointed ensuite bathroom with soaking tub and showerbr• Second suite featuring a king sized bed, tv and attached bathroombr• Additional bedroom with twin bunkbeds, a trundle bed, tv and attached bathroombr• Back patio with hot tub, furniture and great views of Trailmere Lakebr• Space for up to four cars to park in the drivewaybrbrWhen booking with Sunriver Resort, you gain access to guest-exclusive amenities, including:br• Access to Sunriver Resort's guest exclusive pool, The Covebr• Access to The Spa at Sunriver Resort Club and Spabr• Intra-resort transportationbr• Seasonal access to Crosswater Golf Club and Caldera Links in addition to the Meadows and Woodlands golf coursesbr• Access to The Grille at Crosswater Clubbr• Discounts on resort owned recreation, including Sunriver Resort's Bike Barnbr• Access to the Quarry Pool and Fitness Center in Caldera Springsbr• Access to the Forest House in Caldera Springs br• Seasonal access to Caldera Springs community tennis and pickleball courtsbr• Seasonal access to Caldera Springs Courtesy Cruiser Bikesbr• Seasonal access to Caldera Springs Marina br• Transportation between Caldera Springs and Sunriver Resort
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Exceptional(1)

$327.55

/ Nightly
Condo

Top Floor, 3Bd,3Ba Condo near Downtown Bend 424

Bend, Oregon, United States

Welcome to River Ridge Condo 424 at Mt Bachelor Village, where breathtaking views of the Deschutes River and lush landscapes await you. Nestled in the heart of Bend, Oregon, this condo offers an unparalleled retreat with its stunning vistas and proximity to nature trails.brbrInteriorbr- Second-story 3 Bedroom, 3 Bath condobr- Open Kitchen, Dining, and Living areabr- Deck with grand panoramic viewsbr- Kitchen equipped with stainless steel appliances, glass top stove, and dishwasherbr- Dining for 4 with a window viewbr- Living area with gas fireplace, Smart TV, and comfortable seatingbrbrBedroomsbr- Main Floor Primary Bedroom: Queen Bed, Deck Access, Flatscreen TV with Cable, Shower/Laundry accessbr- Main Floor Second Bedroom (424B): Queen Bed, private entrance, Flatscreen TV with Cable, Microwave, Coffeemaker, mini fridge, ensuite bathroom with shower/tub combobr- Upstairs Private Primary Suite: King Bed, private balcony, large bathroom with separate shower and garden tub, walk-in closetbrbrAmenitiesbr- Gas fireplace, Smart TVbr- Full-size stacked washer/dryerbr- Pack-N-Play availablebr- Community Pool (seasonal) and Hot Tub (year-round)br- Playground, game room, and Deschutes River Trail accessbrbrLocationbr- Located in Mt Bachelor Village, Bend, Oregonbr- Minutes from the Old Mill District, Downtown Bend, and Box Factorybr- 19 miles from Mt Bachelor, 4 miles to Meadow Day Use Area and Deschutes Picnic Area
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Bath 3

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Sleep 6

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$458.62

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Condo

Hiking Trail & Hot Tub Access: Bend Condo w/ Deck

Bend, Oregon, United States

'Ponderosa Peak by the River' | 2 Miles to Downtown Bend | River Views | BBQ ReadybrbrSip your coffee on the deck overlooking the Deschutes River in the morning and stream your favorite show in the evening. This 3-bedroom, 3-bath vacation rental condo, comprised of 2 units to form 1 spacious unit, is the perfect launching point for summer days filled with hikes at Pilot Butte State Park, rock climbing at Smith Rock State Park, or dining in the Old Mill District.brbr-- THE PROPERTY --brbrLCSL202103034brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 king bedbrbrCOMMUNITY AMENITIESbr- Outdoor seasonal pool, hot tub (year-round)br- Clubhousebr- Riverfront trail access on-sitebrbrOUTDOOR LIVINGbr- Private balcony, river viewsbr- Spacious deckbr- Patio furniture & dining area, gas grillbr- Mountain & forest viewsbrbrINDOOR LIVINGbr- Smart TVs w/ cable, gas fireplacebr- Dining tablebr- Board games & booksbr- Bedroom suite w/ desk & drip coffee makerbrbrKITCHENbr- Fully equipped w/ stainless steel appliancesbr- Knife set, tea kettlebr- Spices, cooking basics, trash bags & paper towelsbrbrGENERALbr- Free WiFibr- Central heating & air conditioning, ceiling fansbr- Linens & towels, complimentary toiletries, hair dryerbr- Washer/dryer, hangersbr- Keyless entrybrbrFAQbr- Jetted tub (unavailable)brbrACCESSIBILITYbr- 2-story condo, exterior staircase to enterbr- Bedroom & bathroom on main levelbrbrPARKINGbr- Assigned carport space (1 vehicle)br- Guest parking spaces (first-come, first-served)br- EV charger availablebrbr-- THE LOCATION --brbr- 2 miles to Hayden Homes Amphitheaterbr- 5 miles to Pilot Butte State Scenic Viewpointbr- 16 miles to Lava Lands Visitor Centerbr- 14 miles to Lava River Cavebr- 20 miles to Redmond Municipal Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story condo requires an exterior staircase to enterbr- The community outdoor pool is available seasonally and will be closed starting September 30thbr- The balcony's jacuzzi is not available for guest usebr- The jets in the en-suite tub do not work
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Bath 3

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Sleep 6

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Exceptional(19)

$194.71

/ Nightly
Condo

Mt Bachelor Village Newly Remodeled Condo

Bend, Oregon, United States

This newly remodeled condo is fully furnished with a gas fireplace, granite counter tops, jetted tub, three flat screen TV's, surround sound and gas barbecue on private deck. Heating and cooling is provided through a ductless heat pump system. The beds are super comfortable! The kitchen is fully equipped and comes complete with refrigerator, microwave, dishwasher and stove top oven. It has everything you need for a relaxed get away with private forested view. Super clean and comfortable.brThe spacebrOne bedroom is downstairs close to the bathroom, living room and kitchen. The second bedroom has a private half bath. This upstairs bedroom has been updated with four full walls (not a loft like many of the condos) making it totally private. The sofa bed has a brand new memory foam deluxe queen mattress. This unit looks out over an open grassy area with many conifer trees making for a relaxed and private setting. A new floor to ceiling window in the living room provides views of the aspen trees. There is a outdoor table and chairs along with a gas barbecue for enjoying the private deck area.brGuest accessbrThe condo is located in a beautiful park like setting. You will have access to many amenities at Mt. Bachelor Village. The Deschutes River Trail runs adjacent to the property with walking trail access. Bend Athletic Club is also adjacent to the resort with walking trail access. WIFI is easily accessible. If you are interested in renting any kind of bike, Life Cycle Rental in Bend provides a very reasonable and excellent service. They will even deliver and pick up the bikes after you use them.brOther things to notebrQuiet hours after 10pm. There are many guests and long term residence at nearby condos. This location is not appropriate for parties.
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Sleep 6

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Exceptional(5)

$272.55

/ Nightly
Apartment

Bluebird Day - Fox Den North in Bend, OR with cozy 1BR and bunk beds!

Bend, Oregon, United States

Welcome to Fox Den North!brbrA Westside eclectic 1 bedroom above the once old historic Skjersaa ski shop, now a cozy Fox & Fern Coffee shop. Fox Den North is located upstairs with a private entrance and right next to our 2 bedroom called Fox Den South. You are welcome to make a reservation for your family to come and stay if you are in need of more room. Both units together have the potential to sleep up to 6 adults and 4 children. brbrThis is a cozy and colorful vintage design including local artwork. A comfy living room and a dining room for 4. Enjoy a fully equipped gourmet kitchen for all of your needs. There are bike hooks inside if you are planning to bring your bike. Just be careful not to damage walls or furniture. Fox Den North has 1 queen bed and two twin bunk beds. Outside there is a coffee nook with 4 bar stools. brbrFox & Fern Coffee shop will be open during business hours, 6:30AM to 3:30PM daily. You might be able to smell the coffee brewing or a dull roar from the coffee shop, so when you are ready in the morning just come on down and join the community. brbrIf you prefer to get out of town and into nature, the Mount Bachelor Ski Resort is an easy 25 minute drive from Bend. This mountain is a blast, with a wide variety of biking trails in the warmer seasons and skiing or snowboarding options in the winter, Mount Bachelor is a highly enjoyable destination.
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Sleep 4

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Exceptional(3)

$319.93

/ Nightly
Apartment

Bluebird Day - Fox Den South, a cozy 2BR retreat in beautiful Bend, OR.

Bend, Oregon, United States

Welcome to Fox Den South!brbrThis special little 2 bedroom is located above our quaint one-of-a kind Fox & Fern Coffee shop. At one time this was the Skjersaa's historical ski shop. What a place to hang out and enjoy your morning coffee before you hit the slopes, a day of hiking or shopping. Fox Den South is up the stairs with a private entrance and right next to our other 1 bedroom called Fox Den North. If you have a small group coming you are welcome to book both at the same time so your friends or family have their separate space. brbrIt features a fully equipped gourmet kitchen with brand new subway tile, open shelving, butcher block counters and a beautiful beamed ceiling. Dining room table is set up for family and friends with a bench & 6 chairs, plus additional chairs if needed. The living room has super cozy and comfy furniture, gas fireplace and a TV for those nights inside. Primary bedroom has a king size bed while the second bedroom has a unique bunk set up with a queen bed on the bottom and two twin beds above. Outside is a small deck with an outside bar and 4 stools. brbrFox & Fern Coffee shop will be open during business hours, 6:30AM to 3:30PM daily. You might be able to smell the coffee brewing or a dull roar from the coffee shop, so when you are ready in the morning just come on down and join the community. brbrCentral Oregon has so many outdoor adventures to offer. A short drive up to one of the best skiing hills ever, Mt Bachelor. Mountain bike trails, hiking, the best concerts, and a float down the Deschutes River, this location is unbeatable!
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Sleep 6

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Exceptional(52)

$356.18

/ Nightly
Private Vacation Home

Urban Roundabout - Hot Tub, A/C, Modern, Walk to Galveston, Newport Ave & Downtown

Bend, Oregon, United States

Welcome to Urban Roundabout, where your Bend getaway becomes an elevated experience. This contemporary 2-bedroom, 2.5-bath retreat is perfect for families or small groups, offering a modern home base with amenities that enhance every moment. Situated near top-notch coffee shops, restaurants, and stores, and with easy access to outdoor adventures at Phil's Trail Complex and Shevlin Park, this rental is all about location and comfort.brbrInteriorbr- Bright, open-concept living space with large windows and vaulted ceilingsbr- Comfortable extended sectional sofa, vibrant throw pillows, and a cozy fireplacebr- Glass-topped coffee table and large flat-screen television for entertainmentbr- Dining area and fully equipped kitchen with stainless-steel appliancesbr- Granite countertops, custom wood cabinetry, and dining table for fourbrbrBedroomsbr- Master Suite: King bed, en suite bath, walk-in closetbr- Second Suite: Queen bed, attached bath with shower and tub combinationbr- Both rooms feature plush mattresses and premium linensbrbrAmenitiesbr- Spacious fenced-in patio accessible from the dining areabr- Outdoor table and chairs for alfresco diningbr- BBQ grill for outdoor cookingbrbrLocationbr- Central urban location with easy access to Bend's attractionsbr- Close to local dining, shopping, and recreational spotsbrbr**Please note, this home is situated on a main traffic roundabout, providing perfect urban convenience. The Newport Avenue Corridor Improvement Project is underway, possibly affecting your stay with nearby construction. Discounts are available for any inconvenience, with project completion expected by May 2023.**br​​​​​​​brBook your stay at Urban Roundabout and make the most of your Bend adventure. Contact Arrived to secure your reservation today!brbrCall us today to reserve this urban oasis for your next Bend getaway! br ** Please note, while this home is on a main roundabout, it is the PERFECT Urban location, giving you easy access to all things Bend**brbrPlease note, if you choose to book with this home, you will be receiving a separate rental agreement that will need to be electronically signed before your stay.
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Sleep 4

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Exceptional(8)

$258.19

/ Nightly
Private Vacation Home

Quiet River - Beautiful Bend Townhouse - EV charger - Deschutes River in the back!

Bend, Oregon, United States

Welcome to a one-of-a-kind retreat nestled in a gated community along the picturesque Deschutes River. Experience tranquility as you observe the natural rhythms of wildlife from your deck, or take a leisurely stroll on the River Trail situated just outside your door. Ideal for those who seek a blend of nature and convenience, with Rivers Edge Golf Course within walking distance and town amenities close by.brbrInteriorbr- Open-concept living room with gas fireplace and flat screen TVbr- Picture windows with stunning river viewsbr- Fully equipped kitchen with tile island seatingbr- Dining area with table for 6 and deck accessbr- Main level powder roombrbrBedroomsbr- Master Suite: King bed, ceiling fan, full bath with tub/shower, walk-in closet, river viewsbr- Bedroom 2: Full-size bed, ceiling fan, ample closet spacebr- Bedroom 3: Twin bunk bed (twin on top, twin on bottom)br- Upstairs hall bathroom shared by Bedrooms 2 & 3br- Lower Level Suite: Queen bed, full en-suite bathroom, stackable washer/dryerbrbrAmenitiesbr- Air conditioningbr- Pet-friendly accommodationsbr- Deck with patio furniture and BBQbr- Lower level apartment with living space and full kitchenbrbrLocationbr- Situated along the Deschutes Riverbr- Walking distance to Rivers Edge Golf Coursebr- Direct access to the River Trail for biking, running, and walkingbrbrThis luxury vacation home is available for a 30-day minimum stay, offering a rare opportunity for an extended getaway in a serene yet accessible location. Sleeps 8 comfortably. EV Charger in the garage.
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Exceptional(49)

$443.18

/ Nightly
Private Vacation Home

Golden Butte - Stunning & Spacious, Captivating Views, A/C, Foosball

Bend, Oregon, United States

Welcome to Golden Butte, a stunning retreat in Bend, Oregon, where breathtaking views and serene sunrises await. Unwind from daily stresses the moment you step inside, and revel in the panoramic vistas of Mt. Bachelor from the upper deck. Whether you're hitting the slopes or exploring trails, this home is your perfect base, complete with a cozy fireplace to gather around after an adventurous day.brbrInteriorbr- Enter through slate flooring into an inviting open planbr- Fully-equipped kitchen with stainless steel appliancesbr- Living room features a gas fireplace, comfortable seating, and a large LCD TVbrbrBedroomsbr- Master Suite (2nd Floor): King bed, expansive walk-in closet, en-suite with dual sinks, glass shower, jetted tub, and water closetbr- Bedroom 2 (2nd Floor): Ideal for kids with two twin bedsbr- Bedroom 3 (3rd Floor): Queen bed, charming 'shabby chic' décor, shared bathroombr- Bedroom 4 (3rd Floor): Queen bed, lovely views, shared bathroombrbrAmenitiesbr- Formal dining for six on elegant slate flooringbr- Media Room: Large wrap-around couch, flat screen TVbr- Foosball table on the third floor for entertainmentbr- Pet-friendly with prior approval and additional feebrbrLocationbr- Nestled in the heart of Bend, Oregonbr- Stunning views of Mt. Bachelor from the homebrbrPlease be aware that booking requires signing a separate rental agreement electronically before your stay.
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Exceptional(117)

$903.45

/ Nightly
Private Vacation Home

Awbrey - Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C

Bend, Oregon, United States

Discover the perfect blend of urban excitement and outdoor adventure at Awbrey House, a stunning award-winning vacation rental just a short stroll from Downtown Bend. Ideal for solo travelers, families, or groups of friends, this 4-bedroom, 2.5-bath home is renowned for its exquisite craftsmanship and world-class features.brbrInterior:br- Spacious living room with fine-leather sofasbr- Stone fireplace for cozy gatheringsbr- Open-concept design with plush carpeting and sleek hardwood floorsbr- Seamless transition between living room, dining area, and kitchenbrbrBedrooms:br- Master suite: King bed, double sinks, tiled open showerbr- Bedroom 2: Queen bedbr- Bedroom 3: Queen bedbr- Bedroom 4: Queen bedbrbrAmenities:br- Gourmet kitchen with slate tile backsplash and granite countertopsbr- High-end stainless steel appliancesbr- 8-person dining table and additional seating at the kitchen islandbr- Multiple flat-screen televisionsbr- High-speed internet accessbr- BBQ grill for outdoor diningbrbrLocation:br- Close proximity to Drake Park and Downtown Bendbr- Enjoy easy access to Bend's famous breweries and scenic trailsbrbrExperience the serene tranquility of Awbrey House, where luxurious extras ensure a comfortable and connected stay. Whether dining, lounging, or exploring, this home offers the ideal setting for your Bend adventures. Secure your stay at Awbrey House and make the most of your time in this vibrant destination.
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