Home Vacation Rentals By Owner In Harbor Springs, MI

Showing 100 Of 432 Vacation Rentals
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Exceptional(46)

$341.35

/ Nightly
Private Vacation Home

Trout Creek Resort/Golf/Beaches/Pools/Hot tub/Sauna/Pet friendly

Harbor Springs, Michigan, United States

*Nubs Nob/Boyne 1.5mile..........*Free shuttle to Nubs Nobbr*Secluded Setting........................*Smart TVs in bedroomsbr*55TV in Liv room.......................*Jacuzzi Master Bathbr*Gas Fireplace.............................. *High Speed Wifibr*1 car garage.................................*Additional Parking onsitebr*Ski Rack Garage......................... *Hiking Trails onsitebr*Beaches-10min drive.................*3 pools indoor/outdoorbrThis condo features 1000 sq ft of remodeled living space. 1st floor although there are 6 steps down to enter condo. Comfortably sleeps 6. Upon entering the condo, the open concept kitchen-dining-living room space is perfect for family gatherings. Stream your favorite movie or show. Choose from the variety of board games or cards. Enjoy an evening in front of the gas fireplace with 2 recliners. Fully stocked kitchen providing coffee supplies as well as spices for cooking. The deck is perfect for outdoor dining or enjoying your favorite coffee while surrounded by nature. The condo offers a large master suite with new en suite with walk in shower and 2 person jacuzzi. brThere is a queen sleeper sofa in the living room for extra guests. brWasher and dryer located inside the condo and detergent supplied.brbrEnjoy all Trout Creek Resort amenities located on resort property. Tennis/pickleball/Playground/fishing. Conference center Indoor/outdoor Pool/Hot tub open 9a-9p. Please note it will be closed for renovation starting 9/2/25 and reopen May 2026. Fitness Center pool/hot tub/sauna open all year round 8a-10p. brbrbrThere is a one car garage with racks for ski storage. 3 extra parking spaces in the lot. There is an overflow parking lot down the street.brbrWe warmly welcome our four legged friends(dogs only) for a nominal fee. Waste bags provided. brbrCome and unwind from city life and call this beautiful condo your home.brWelcome to Harbor Springs Hideaway!br4749 S Pleasantview Rd Harbor Springs MI 49740
Bed 2

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Bath 2

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Sleep 6

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Exceptional(2)

$813.53

/ Nightly
Cottage

Birchgate – Historic Bluffside Cottage with Panoramic Bay Views

Harbor Springs, Michigan, United States

Welcome to Birchgate — A Timeless Harbor Springs RetreatbrbrPerched atop the bluff in the highly sought-after Roaring Brook Association, Birchgate is a charming and historic 5-bedroom cottage offering sweeping panoramic views of Little Traverse Bay. Lovingly passed down through generations, this home is rich in character, warmth, and timeless appeal—inviting guests to experience the magic of Harbor Springs in a truly special setting.brbrDesigned in classic cottage style, Birchgate blends cozy charm with spacious comfort, making it ideal for families and groups. The main floor features three well-appointed bedrooms, two with ensuite bathrooms, offering both privacy and convenience. Upstairs, you’ll find two additional sleeping spaces—one with two twin beds and a large bunk room with six twin beds—perfect for kids, cousins, or group gatherings. These rooms share a full bathroom.brbrAt the heart of the home, a welcoming dining room flows seamlessly into a cozy living area anchored by a gas fireplace—perfect for relaxing after a day by the lake or at the slopes. A large covered porch extends the living space outdoors, where you can enjoy morning coffee, evening breezes, and unforgettable sunset views. Step out to the expansive private yard, ideal for lawn games, family time, or simply soaking in the peaceful surroundings.brbrGuests also enjoy:br- A short walk to private access at Roaring Brook Beachbr- Access to two association tennis courtsbr- A community dock for lakeside enjoymentbr- A gas grill for cookouts with family and friendsbr- In-home laundry for added conveniencebr- A quiet, family-friendly setting within one of Harbor Springs’ most beloved associationsbrbrWhether you're spending your days on the beach, exploring Harbor Springs, or unwinding with loved ones under the stars, Birchgate offers a rare opportunity to experience Northern Michigan the way it was meant to be—relaxed, scenic, and full of tradition.brbrCome make your own memories at Birchgate.
Bed 5

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Bath 3

Bath

Sleep 14

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Exceptional(125)

$366.67

/ Nightly
Chalet

The Reside on Vail features ski in ski out from Nubs Nob private locker room

Harbor Springs, Michigan, United States

Harbor Springs is 'Michigan's Best Little Kept Secret'. Nestled in Hidden Hamlet, at the base of Nubs Nob is a skiers paradise. Only a walking distance away, your own personal locker awaits the arrival of your skis, at the Lodge during your stay with us. Whether you Down Hill, or Cross Country the convince is yours to enjoy. brbrOnce you end your day on the slopes enjoy sitting by a wood burning fireplace, a soothing soak in the Jacuzzi, or a wonderful calm steamy sauna, of cedar. brbrIn the Fall and Summer after a day of golf, biking, boating, or what ever you enjoy, sit on the deck by the chimera, while cooking on the gas grill. If you have children, you can watch them from the deck as they play in the large yard below.brbrEnjoy taking walks whether it be through the leaves, or kicking the fluffy snow.brbrThis Home is very open and spacious, 2400 sqft. for a party or family of 6. The main living area is on the upper level, and includes living, dining, kitchen, 2 bedrooms, and a full bath. Above the fireplace is a large flat screen tv. Off the living area leads to the deck. brThe lower living area includes 1 bedroom, a living area, and a full bathroom, with Jacuzzi, Cedar Sauna, and laundry room. 3 tv's and dvd.brbrHome is equipped with cable, and internet.brbrNo Smoking, No Pets.brbrAll linens provided. Please bring your own Beach towels for swimming. brbrThe Village community of Harbor Springs is quaint. Only 5 minutes away, you can enjoy fine dining, antiques, local artisans, and boutiques in this classy little town. Sail boat regattas are popular here. If you enjoy biking you can ride the path from Harbor Springs, through Petoskey, to Charlavoix. brThe Fall is beautiful, and the 'tunnel of trees', a must. brbrOther equally quaint towns include Good Heart, Cross Village, Petoskey, Boyne City, Charlavoix, and Mackinaw City. All have much to offer, and each town not more than 30 minutes away.brAll towns have local art, and craft shows throughout the summer.brbrBoyne Highlands is a ski and golf resort, and is across the street.brbrCross Village is known for 'The Legs Inn', great Polish cuisine, and Three Pines, an artisan shop. brGood Hart, great little gift shops, and General Store.brbrPetoskey is home to the Odawa Casino. You can enjoy gambling or take in a live entertainment show. Great boutiques, fine dining, parasailing, and MUCH more.brbrBoyne Mountain/City enjoy skiing, large indoor water park, shops, and dining. brbrCharlavoix is mostly a summer place. Great art and craft shows, and the Venetian festival is fun and the boat show of lights is amazing.brbrBay Harbor is known for its Harbor, and Championship Golf Courses. Wonderful fine dining, and boutiques. brbrMackinaw City is the furthest drive. Enjoy the Fort, many fudge shops, boutiques, and restaurants. Take a Ferry Boat if you want to experience going back in time, on Mackinac Island. brbrMost of these quaint towns are on Lake Michigan, where you may find yourself your very own Petoskey Stone.brbrVisit, and make yourself at home. brbr brbr
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(54)

$891.12

/ Nightly
Private Vacation Home

Spacious Pet Friendly Home w/Game & Exercise Room

Harbor Springs, Michigan, United States

Private Up North Retreat on 11 Acres | Game Room + Trails + Close to Ski & GolfbrbrEscape to Northern Michigan and experience the perfect blend of privacy, space, and year-round adventure just 5 miles north of Harbor Springs.brbrSet on 11 secluded acres, this beautifully appointed home offers everything you need for a relaxing getaway or an activity-filled stay — from on-site ORV/ATV trail access to being just minutes from skiing, golf, and beaches.brbrWe are committed to providing a seamless, comfortable, and elevated stay while still giving you the space to fully enjoy your time Up North.br • ✨ Self Check-In: Guests enjoy convenient, contactless check-in with detailed instructions provided prior to arrival.br • Responsive Support: I am available as needed by messaging on your booking platform throughout your stay for any questions, recommendations, or assistance. You can expect prompt and professional communication from myself and my team.br • ️ On-Call Assistance: Should anything arise during your stay, our local team is nearby and ready to assist quickly and efficiently.br • Respect for Privacy: While this is a privately owned home, we respect your space and aim to make your stay feel uninterrupted and relaxing.br • Occasional Property Access: On rare occasions, I or a member of my team may need to access the garage or an exterior trailer on the property. If this is ever necessary, you will always be notified in advance, and we will ensure it does not interfere with your stay.brbrAs this is a privately owned residence, certain areas — including the garage and select closets — are reserved and secured. The remainder of the home offers generous, well-appointed living space for guests, exactly as showcased in the photos.brbr The SpacebrDesigned for comfort and connection, this spacious home is perfect for families, groups, or multiple couples.br • 4 private bedrooms (all upstairs)br • 3.5 bathroomsbr • 2 King beds + 2 Queen bedsbr • 2 Queen pull-out sofas (basement)br • 1 Full pull-out sofa (office) brbrThe home features:br • A large master suite with soaking tub + walk-in showerbr • Kitchen with lots of appliances and fully stocked cooking essentialsbr • Dining room + sunroom for gatheringbr • Office with professional style deskbr • Large-capacity washer & dryerbrbr Entertainment & FunbrThe lower level is packed with entertainment:br • Pool tablebr • Ping pongbr • Foosball & Shuffleboardbr • Arcade gamesbr • Board gamesbr • Popcorn machinebrbrPlus an EXERCISE ROOM and additional family room space — perfect for kids and adults alike.brbr Outdoor ExperiencebrThis is where the property really shines:br • Oversized deck for relaxing and diningbr • Outdoor fire pit for s’mores and late nightsbr • Tetherball + open yard spacebr • ATV/ORV trail access from the propertybrbrEnjoy peaceful mornings with birds singing and frequent sightings of whitetail deer and wild turkeys — true Up North charm.brbr Location HighlightsbrYou’re close to everything Northern Michigan is known for:br • ⛷️ Skiing at Nub’s Nob & The Highlands at Harbor Springs (10 minutes)br • ⛳ Golf courses within 5 minutesbr • Lake Michigan beaches (10 minutes)br • Easy access to Harbor Springs + Petoskeybrbr ‍ Work-Friendly SetupbrNeed to mix business with pleasure br • Private home officebr • Professional desk + monitor hookupbrbr✨ Why Guests Love Itbr✔ Private, quiet setting with acreagebr✔ Close to ski resorts, golf, and beachesbr✔ Tons of on-site entertainmentbr✔ Perfect for families, groups, and year-round staysbrbr Your Up North Escape Starts HerebrWhether you’re here to snowmobile, ski, golf, or simply unwind, this home offers the space, location, and amenities to make your stay unforgettable.brbrbr⚠️ Good to Know Before Bookingbr • Prime Location: Conveniently located just 5 miles north of Harbor Springs, right off the main road with easy access to local favorites, skiing, golf, and beaches.br • No Events: Events, parties, or large gatherings are not permitted - Only guests included in your reservation. br • Pets: Dogs may be allowed with approval. Pet fees apply — please include your pet count at booking or inquiry.br • ❄️ Winter Tip: The home features tile flooring, which can be cold in winter months — we recommend bringing slippers or cozy indoor footwear.br • Owner Storage: Certain areas of the home are locked for personal storage.br • Respect for Your Stay: While this is a privately owned home, your privacy and comfort are always respected. On rare occasions, I or a member of my team may need to access the garage or a trailer on the property. Should this arise, you will always be contacted in advance to ensure minimal disruption to your stay.brbr Fireplace NoticebrThe fireplace is currently not in service due to a structural issue and is not available for use. We appreciate your understanding as we prioritize safety.brbr Booking PolicybrFor reservations made through VRBO / HomeAway, booking and processing fees are non-refundable, in accordance with platform policies.brbr Property Enhancement – Spring 2026brAs part of our continued commitment to enhancing your experience, we will be updating the outdoor patio in Spring 2026.brWhile we make every effort to avoid impacting guest stays:br • Project timing may shift due to weather conditionsbr • Minimal disruptions may occur during certain periodsbrWe appreciate your flexibility as we continue to elevate the property for future guests.
Bed 4

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Bath 3

Bath

Sleep 14

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Exceptional(3)

$769.6

/ Nightly
Chalet

Charming Year-Round Harbor Springs Chalet: Near Nub's Nob, Golf & Lk Michigan

Harbor Springs, Michigan, United States

Welcome to your perfect up North getaway! This spacious 4-bedroom, 5-bed chalet is nestled in a quiet, tree-lined neighborhood just a short walk from Nub's Nob Ski Resort and minutes from downtown Harbor Springs, Lake Michigan, and the iconic Tunnel of Trees. brWhether you're here for skiing, golf, or a summer escape, this chalet offers comfort, charm, and unbeatable access to the best of Northern Michigan.brbrInside, vaulted ceilings, gas fireplace, and warm wood accents create a cozy, open feel. The home features 5 queen beds, a fully equipped kitchen with a Viking gas stove/oven, and a comfortable living area with a Smart TV and high-speed WiFi. Step outside to enjoy the private patio, bonfire pit and peaceful surroundings.brbrThe chalet provides many essential amenities in both the kitchen and bathrooms, including cooking basics, basic cleaning supplies, dishes and silverware, coffee filters, soaps and shampoo, hairdryers, plenty of towels and extra linens, hangers, as well as a full size washer and dryer.brbrAfter a day of adventure, you'll appreciate the two separate entertainment areas, both with HDTV's with AppleTV, Netflix, and Disney+, for the ultimate spaces to kick back and relax.brbrChalet Features:brbr* 4 bedrooms | 5 queen beds | Sleeps up to 10brbr* Vaulted ceilings, loft & open-concept living spacebrbr* Gas Fireplacebrbr* Dining room table with seating for 8, plus 4 additional stools at counterbrbr* Smart TV & WiFibrbr* Fully equipped kitchen brbr* Outdoor patio & bonfire pitbrbr* Washer/Dryerbrbr* Essential bathroom amenities (soap, shampoo, hair dryers)brbrPrime Location:brbr* Walk to Nub's Nob Ski Resortbrbr*Minutes to Boyne Highlands, Harbor Springs, Lake Michigan, Petoskey State Parkbrbr* Near multiple top-tier golf coursesbrbr* Close to the scenic Tunnel of TreesbrbrWhether you're hitting the slopes, teeing off at world class golf courses, or just relaxing under the stars, this chalet is the perfect four-season retreat. Book your stay today and experience Harbor Springs at it's best!
Bed 4

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Bath 2

Bath

Sleep 10

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Exceptional(31)

$343.35

/ Nightly
Private Vacation Home

Woodland Retreat: Near Trails, Golf & Wineries!

Harbor Springs, Michigan, United States

Looking to rest and recharge Come and stay at this peaceful 3-bed, 2-bath vacation rental in a beautiful Up North location! The Harbor Springs haven has all the comforts of home including a spacious interior, full kitchen, and private deck. After a day of sampling wine from local vineyards or admiring the foliage of Tunnel of Trees, play a round of golf at one of the nearby courses before returning home. And if the snow hasn't melted, strap on your ski boots and head to Nubs Nob Ski Resort!brbr-- THE PROPERTY --brbrPrivate Deck | Air Conditioning | 2,500 Sq Ft brbrLife moves a little slower by this quiet Lake Michigan home, perfect for families or friends looking to relax, restore, and free themselves from modern distractions.brbrBedroom 1: Queen Bed | Bedroom 2: Full Bed | Bedroom 3: 2 Twin BedsbrbrSTEP INSIDE: Spacious living area, fireplace, lakehouse decor, formal dining table, desk, sunroom, flat-screen Smart TV, cable, board gamesbrKITCHEN: Fully equipped, gas range stove, dishwasher, marble counters, blender, coffee grinder, drip coffee maker, Crock-Pot, spices, cooking basics, dishware & flatwarebrGENERAL: Free WiFi, linens/towels, complimentary toiletries, washer/dryer, A/C, first aid kit, trash bags, paper towelsbrFAQ: Pet fee (paid pre-trip)brPARKING: Garage (1 vehicle), driveway (3 vehicles)brbr-- THE LOCATION --brbrGET OUTSIDE: Elmer Johnston Nature Preserve (1.5 miles), Tunnel of Trees (5.1 miles), Zorn Park (15.4 miles), Nubs Nob Ski Resort (16.7 miles), Boyne Highlands Resort (18.0 miles), Offield Family Working Forest Reserve (18.2 miles), Petoskey State Park (20.8 miles), Little Traverse Wheelway (27.3 miles)brWINE & DINE: Pond Hill Farm (9.3 miles), Pleasantview Vineyards (17.4 miles), Maple Moon Sugarbush and Winery (25.3 miles), Petoskey Farms Vineyard & Winery (25.5 miles), Crooked Vine Vineyard and Winery (25.7 miles), Mackinaw Trail Winery & Brewery (28.1 miles), Walloon Lake Winery (28.6 miles)brHIT THE LINKS: True North Golf Club (10.3 miles), Harbor Point Golf Club (13.3 miles), Arthur Hills Golf Course (15.5 miles), Boyne Golf (15.6 miles), Hiddern River Golf Club (20.7 miles)brAIRPORT: Cherry Capital Airport (89.5 miles)brbr-- 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- Pet friendly w/ $50 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-in
Bed 3

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Bath 2

Bath

Sleep 6

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$965.95

/ Nightly
Cottage

Park Walk Place - Lovely 4 bd / 2 bth cottage, newly decorated w/ renovations

Harbor Springs, Michigan, United States

Welcome to Park Walk Place in charming Wequetonsing! This lovely cottage rental offers a delightful retreat with its four bedrooms and two baths, ensuring a comfortable stay for you and your loved ones.brbrAs you step into this inviting home, you'll immediately notice the clean and cozy ambiance. The tastefully decorated living area beckons you to unwind and relax after a day of exploring the beautiful surroundings. Sink into the plush sofa, catch up on your favorite shows on the large flat-screen TV, or simply enjoy the company of your companions in this cozy communal space.brbrThe cottage features a fully equipped kitchen, where you can prepare delicious meals using local ingredients from nearby farmers' market. Dine at the large dining table or take your meals outside to the delightful porch, where you can enjoy a meal with friends and family surrounded by the beauty of Wequetonsing.brbrThe four thoughtfully designed bedrooms offer peaceful havens for a restful night's sleep. Each room features comfortable beds, soft linens, and ample storage space for your belongings. Wake up feeling refreshed and ready to embrace another exciting day in Northern Michigan.brbrThe two bathrooms are modern and well-appointed, offering convenience and comfort during your stay. Pamper yourself with a refreshing shower or soak in the tub, indulging in some well-deserved relaxation.brbrOne of the highlights of Park Walk Place is its proximity to nature. Step outside onto the spacious deck and breathe in the fresh air as you take in the serene views of the surrounding park. Sip your morning coffee or unwind with a glass of wine in the evening while enjoying the peaceful ambiance of this tranquil setting.brbrHarbor Springs is a charming town with plenty to explore. Take leisurely walks along tree-lined streets, admire the beautiful architecture, or venture out to the nearby attractions, such as the pristine beaches, hiking trails, and local shops and restaurants. You'll find yourself enchanted by the charm and beauty of this delightful area.brbrWhether you're seeking a relaxing getaway or an adventurous vacation, Park Walk Place offers the perfect base for your Harbor Springs experience. Book your stay now and create unforgettable memories in this wonderful vacation rental.brbrThis unit does not have central air conditioning, there are window units in the upstairs and downstairs bedrooms.
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(162)

$782.0

/ Nightly
Private Vacation Home

Ski-In/Ski-Out Chalet at the Top of The Highlands!

Harbor Springs, Michigan, United States

Tucked into nature at the top of The Highlands of Harbor Springs, a ski and golf resort, and perfect for year-round vacationing in Harbor Springs, yet minutes to Petoskey! This 3,200 square foot privately owned chalet boasts views overlooking the Lois Lane ski run. One of the highest residences at The Highlands, truly ski-in/ski-out, and a perfect place to wake up, strap on your skis, and hit the slopes. Please note that our rental property can comfortably accommodate up to 16 guests.brbrFeaturing five bedrooms and four bathrooms with additional loft space for sleeping. The main level offers an open floor plan with lots of windows, a vaulted great room, and gas fireplace – all which make it easy to take in the views of skiers going by or the beautiful fall colors. Catering to large groups, you’ll find two primary suites with private baths, one with a king and one with a queen, and two more bedrooms, one with two full beds, the other with 2 bunkbeds (twin over full). The fifth bedroom has a queen and there is loft space for extra sleeping arrangements. *The 6 twin cots are available for use, but linens are not provided. The gourmet kitchen includes everything you’ll need to prepare meals and gather with your friends and family. The large wraparound deck features a six-person hot tub, gas grill, and large patio set. The backyard is perfect for yard games and when it’s time to go in for the night your entertainment doesn’t need to stop. A spacious game room can be found in the lower level, complete with a second full size refrigerator, pool table, air hockey table, and flat screen TV. This spacious, well-appointed chalet accommodates large groups well – allowing ample room to gather as well as private space for downtime.brbr*This unit is dog-friendly and a pet fee applies, please inquire within if you plan to bring a dog with you.br*All wheel or 4-wheel drive is recommended to access this rental property during the winter season.brbrYou have full access to the house.brbrTHE HIGHLANDS OF HARBOR SPRINGS INFObrThe Highlands offers renters an abundance of things to do all year round! Zip lining, horseback riding, mountain biking/hiking, and golf are just a few of the things you can do while you`re here. Also, Boyne offers chairlift rides throughout the summer and fall months for your viewing pleasures. When the snow flies, jump on the mountain for skiing, snowboarding, and cross-country skiing. Most of these amenities have fees associated with them directly through the resort. If you have questions related to resort activities, please reach out to our management team!brbrNEARBY DESTINATIONSbrDowntown Harbor Springs: 7.4 milesbrPond Hill Farm: 11 milesbrHarbor Springs Lyric Theatre: 7.1 milesbrPetoskey State Park (Lake Michigan): 8.5 milesbrMackinaw City (to catch a ferry to Mackinac Island): 29.3 milesbrNorthern Lights Recreation: 7 milesbrTeddy Griffin`s Road House Restaurant: 3.4 milesbrPellston Regional Airport: 14.9 milesbrDowntown Petoskey: 12.4 milesbrOdawa Casino: 14.8 milesbrYou are staying at our home. Please treat it with care and respect.brbrA rental agreement is required for all guests.
Bath 4

Bath

Sleep 16

Sleeps

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