Home Vacation Rentals By Owner In Harbor Springs, MI

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Cottage

The Castle Cottage - 63 Beach - Weque - Private Lake Access

Harbor Springs, Michigan, United States

Enjoy the sounds and views of Little Traverse Bay from this 1920’s Castle Cottage in the Historic Wequetonsing District most recognized by its castle-like architecture, live trout pond, and exquisite perennial gardens. With the dock and water just steps away, you can carryon the traditions of summer boating, swimming and sailing that have kept this area such a special place. This updated cottage still carries its original charm with original custom woodworking and hardwood floors throughout, This updated cottage has plenty of space for entertaining the whole family, a group of friends coming to the area or for just two of you for a romantic getaway to Harbor Springs.brbrThe Space: brbrParking for the cottage is located along the back (North) side of Pennsylvania Avenue. You enter through the black fence and gate to the back entrance of the cottage into the spacious and fully equipped kitchen with clean white appliances and service for 10 people. There is a nice refrigerator, gas stove, microwave, drip coffee maker, blender, toaster and much more. Off the kitchen, you will find a laundry area and mud room with storage for coolers, luggage bags, etc. brbrOff the other end of the kitchen you will enter the dining room with table space for 10 comfortably. The dining room has a beautiful buffet for bar service and a large natural stone gas fireplace for chilly evenings. Through the dining room to your right is a den with comfortable couch and large smart tv with streaming and cable services. Through to the living room, you will find the lakeside living room with a second natural stone gas fireplace, custom upholstered furniture, cushions and drapes customized to fit the charm and happiness of this summer cottage. brbrUpstairs you will find two primary bedrooms (each with a king) with ensuite bathrooms and walk in showers. Both featuring panoramic views of the Harbor and soft finishes. The third bedroom (queen) upstairs also has a view of the water through the oversized window and an attached bath. The fourth bedroom with two twins has a balcony overlooking Pennsylvania Avenue. This balcony is safe but should not be used without adult supervision. The last bedroom (two twins) is off the back of the house past the fourth bathroom area and private staircase down to the kitchen.brbrOn the lowest level of the cottage which can be accessed on the front of the house, there is a recreation room, storage for kayaks, bikes and other outdoor equipment. brbrThis home does have supplemental air conditioning but does not have central air. There are fans and plenty of windows to enjoy the Lake Michigan breeze.brbrThere is a garage visible at the cottage but is unavailable to renters.brbr*This property has a two week minimum between Memorial Day and Labor Day. No rentals of less that 14 days will be accepted during that time period.brVirtual Tour Url: https://my.matterport.com/show/ m=hebky7eswMn
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$718.8

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Private Vacation Home

Charming Andrea Bluff Cottage, Harbor Springs. 3-bedroom, walk to downtown!

Harbor Springs, Michigan, United States

Perched high on the scenic bluffs of Harbor Springs, Andrea Bluff Cottage captures the perfect balance of charm, comfort, and quiet retreat. Close enough to stroll into town yet tucked away in peaceful seclusion, it's a place where mornings unfold gently and evenings linger long after sunset.brbrStep onto the welcoming front sun porch, where soft morning light fills a cozy sitting area—an irresistible setting for coffee, conversation, or simply savoring the stillness of a new day. Inside, the beautifully refreshed interior showcases warm maple floors, soaring 10-foot ceilings, and timeless craftsman details that create an inviting sense of ease.br​​​​​​​brThe main living space flows into the first bedroom, featuring a queen bed and access to a Jack-and-Jill bath with a tall, tiled walk-in shower. Just beyond, the second queen bedroom offers a restful haven after days spent exploring the shoreline and nearby beaches. Across the living room, the bright and cheerful kitchen shines with Bosch appliances, Corian countertops, abundant natural light, and a generous island perfect for casual meals or lingering conversations while cooking. A separate dining room comfortably seats six for candlelit dinners and memorable gatherings indoors.br​​​​​​​brDownstairs, a serene lower-level retreat provides an additional queen bed, a half bath, and a convenient laundry area—ideal for extended stays.brOne of the cottage's most captivating features awaits just outside the back door. The window-lined rear porch overlooks a private, fenced backyard lush with greenery and calm. This intimate garden sanctuary invites you to grill, unwind, and soak in peaceful evenings after sun-filled days along the water. With inviting patio furniture and the gentle rustle of leaves overhead, it's a dreamy backdrop for long conversations, shared meals, and quiet moments under the open sky.brbrAltogether, this Harbor Springs cottage is more than a place to stay—it's a place to settle in, slow down, and savor life's simple pleasures. With its thoughtful updates, inviting living spaces, and private garden retreat, it offers a rare blend of elegance and ease. Whether you are wandering into town, spending the day by the water, or enjoying a quiet evening beneath the trees, this home wraps every moment in comfort, charm, and the unmistakable magic of a Northern Michigan escape.
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Exceptional(16)

$415.0

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Private Vacation Home

Downtown Duplex with Views of Park, Beach, & Church

Harbor Springs, Michigan, United States

The Park View House is a duplex: an upstairs(VRBO 98509) and a downstairs(VRBO 1342233). Please check both calendars for availability. Upstairs can more comfortably accommodate up to six people because of the loft; downstairs can more comfortably accommodate 4 people. The whole house can be rented to accommodate a larger group. Each unit is 2 bedrooms and two bathrooms, plus loft in upper. All bedrooms and bathrooms are separated by the living area, which offers exceptional privacy for guests. A King bedroom and bathroom suite, built-in Captain's double bed, and twins in the loft are upstairs. Downstairs offers a Queen brass bedroom and bathroom suite, twins bedroom and bathroom suite. The rates quoted are for each unit. Refunds are done if I am able to re-rent. Please call or email if you have questions. Rooms with a view is what The Park View House offers. It is located on Main Street just steps away from the main intersection in town of State and Main. It has three sliding door walls in each unit overlooking Zorn Park, which goes from Main Street to the bay, where there is a public bathing beach. The view from the house and it's expansive deck and upper balconies is of the historic landmark church, Holy Childhood, the park and the bay with public beach. This is a fabulous location! The New York Restaurant and The Pier are just around the corner. The house sits in the center of town, yet has an incredible view and privacy. Just ten minute drive to Boyne Highlands and Petoskey. A half hour drive to Mackinaw City and Charlevoix, and an hour and a half to Traverse City. Enjoy the scenic drive along Lake Michigan to Cross Village. You will not be disappointed with this location! Duplex
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Exceptional(103)

$446.08

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Chalet

Beautiful Harbor Springs Chalet minutes to Nub's, Boyne Hlnds, Golf & Mackinaw

Harbor Springs, Michigan, United States

This 2,000 square foot, beautifully renovated chalet is located in historic Harbor Springs, MI walking distance to Nub's Nob and minutes from Boyne Highlands. Multiple beaches and the downtowns of Harbor Springs and Petoskey are easily accessible. Mackinaw Island ferries are 45 minutes! This property has 4 bedrooms, 3 full baths, a sauna, a game room and wonderful second story deck! The renovation is recent and the unit is super clean! New mattresses were purchased in 2026!brbrFour bedrooms allow 8 to sleep comfortably. A futon allows for up to 2 more. The view is a marvelous vista. A full deck acts as an additional 300 sq ft veranda for morning coffee or night time fires! The vaulted ceiling on the main floor gives a warming sense of comfort. Fully stocked kitchen, great room, dining room and entertainment room will give you a chance to relax while the sauna will help you unwind! Multiple bedrooms and bathrooms allow for privacy. This unit has two common areas for movies, games and more as well as a Mud room for ski, golf and beach equipment! brbrHarbor Springs boast easy access to Mackinac Island ferries; the Midwest's best skiing (at Nub's Nub and Boyne resorts); more than 30 golf courses including Bay Harbor, The Hills and The Heather designed by Robert Trent Jones Sr; world class boating and fishing; and plenty of premium restaurants and bars. You can start a hike from the front door and have access to world class road and mountain biking. You are minutes away from art galleries in downtown Harbor Springs, the historic Gaslight district in Petoskey as well as multiple world class beaches on scenic Lake Michigan!brbrAll told, this makes this 4 season spot will act as your family's Northern MI headquarters!
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Exceptional(146)

$313.58

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Chalet

Northern Enclosure Lodge - Four Season Retreat

Harbor Springs, Michigan, United States

NORTHERN ENCLOSURE LODGE is a four season chalet located only minutes from Boyne Highlands and Nubs Nob ski areas and the quaint villages of Harbor Springs and Petoskey. brbrNorthern Michigan, much admired for its superb skiing, is also known as a fabulous summer destination. Our home is within minutes of the beautiful sandy beach and dunes of Petoskey State Park on Lake Michigan. brbrWe are close to many inland lakes and canals, ideal for swimming and boating; slow meandering streams, perfect for canoeing; and 20 championship golf courses. Many of our guests visit the famous tourist destination of Mackinac Island, located in the nearby Straits of Mackinac ( 40 minute drive )brbrThe chalet is a cozy, three level, rustic lodge. It features a loft with two bedrooms, a first floor master bedroom, and a walk-out lower level with another bedroom. There are two bathrooms, utility area, and a large rec/media room that will accommodate your entire party. The house is located on a quiet side road in a quiet wooded area with other similar homes, about 6 miles from both villages of Petoskey and Harbor Springs.brbrNOTE : GUESTS PROVIDE THEIR OWN LINENS ( sheets, pillow cases and towels) which helps to keep our rates at the best value in the area and assures that each guest's own quality standards are maintained. Blankets and pillows are provided. Please view this entire site herein for bed counts and amenities, such as the stocked kitchen and paper products, which are included!brbrAs listed, A/C IS NOT PROVIDED, the house is well shaded and fans are provided for marginal days.br An ADDITIONAL CLEANING CHARGE of $25 per person beyond 6 is charged . 9 total occupancy.brbrKeywords: Chalet
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Exceptional(21)

$326.36

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Condo

Explore, Relax, Repeat — Cozy Condo Between Petoskey & Harbor Springs

Harbor Springs, Michigan, United States

Welcome to your Northern Michigan getaway! This newly built, second-floor condo is in a prime location between Petoskey and Harbor Springs, right next to Petoskey State Park and beautiful Lake Michigan. With two bedrooms and two full bathrooms, this inviting space blends comfort with convenience, perfect for weekend escapes or longer stays.brbrStep into the open-concept living area, where vaulted ceilings and cozy furnishings invite you to relax. The fully equipped kitchen includes everything you need to cook meals at home, and the raised counter bar makes a perfect spot to sip a glass of wine while dinner comes together. The two bedrooms offer restful retreats just down the hall—one with an en-suite bathroom for added privacy and leisurely mornings. An in-unit laundry area is conveniently located in the hallway, ideal for extended visits.brbrAs you enter, an excellent landing space is designed to drop your gear, perfect for storing skis, boots, bikes, and all your adventure essentials. Whether heading out or coming in, it’s a functional touch that makes outdoor play even easier.brbrPark your car and leave it—the Little Traverse Wheelway is just out front. It gives you scenic, paved access to Harbor Springs, Petoskey, and even Charlevoix for those eager to ride along the lake. During summer, enjoy being within walking distance to local restaurants and grocery stores. Bring your skis, boards, sleds, and skates in winter—Nub’s Nob and Boyne Highlands are just minutes away. You’ll also find Round Lake and trails managed by the Little Traverse Conservancy right down the road.brbrAfter a full day of adventure, come home to a cozy condo —your peaceful retreat awaits.brbr*This condo is located on the second level, which requires the use of stairs for access. This property also allows two dogs, maximum. A non-refundable cleaning fee will be charged per pet. brbrNeed more space brWe manage another unit on the same property! If you rent both units, you can accommodate a group of 8. Inquire for more details.brbrNEARBY DESTINATIONSbrDowntown Harbor Springs: 6.4 milesbrDowntown Petoskey: 3.7 milesbrNub's Nob/The Highlands: 6.1 milesbrMackinaw City (to catch a ferry to Mackinac Island): 32 milesbrPetoskey State Park: In the Backyard - Quick WalkbrbrABOUT USbrVacation Properties of Northern Michigan is a rental management company located in downtown Petoskey. We have been operating for 14 years and we understand the importance of vacation and the anticipation leading up to it. We care about our travelers and take pride in our portfolio of rental properties. We encourage you to look us up online and reach out if you have any questions or concerns about the property. Our goal is to provide you with the best vacation possible with clean/well-kept places, great communication, and fun environments so that you keep coming back. Northern Michigan has our hearts, and we want it to have yours too!
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$326.14

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Condo

Lake. Trails. Ski. Repeat. - Cozy Condo Between Petoskey & Harbor Springs

Harbor Springs, Michigan, United States

Tucked perfectly between the charming towns of Petoskey and Harbor Springs—and just steps from the stunning shores of Lake Michigan and the Petoskey State Park—this brand-new two-bedroom, two-bath condo offers the ideal Up North escape, no matter the season.brFrom the moment you step inside, you'll feel right at home. The spacious open-concept living area features soaring vaulted ceilings and an inviting atmosphere that instantly puts you in vacation mode. Whether curling up by the fireplace or sipping coffee on the balcony, this space is designed for comfort and relaxation.brbrThe fully equipped kitchen with a high counter bar allows guests to stay connected over a glass of wine while meals are being prepped. You'll find all the cookware and essentials you need to enjoy breakfast at sunrise or a cozy dinner after a day outdoors.brbrJust down the hall, both bedrooms offer peaceful places to unwind. The primary bedroom features a private en-suite bathroom for convenience, perfect for enjoying a slow morning coffee or easily winding down. A hallway laundry area makes extended stays a breeze.brThe entryway landing is also perfect for stashing bikes, skis, boots, beach gear, and outdoor essentials.brbrStep outside and hop on the Little Traverse Wheelway—a scenic, paved bike and walking path that connects you to Petoskey, Harbor Springs, and even Charlevoix if you're up for the ride. Whether you want to explore boutiques, dine at local favorites, or take in sunset views along the waterfront, you can do it all within minutes of the condo.brbrEnjoy quick access to swimming, hiking, biking, and sandy beach days in the warmer months at Petoskey State Park, right next door. When winter rolls in, you're only minutes from some of Michigan’s best skiing and snowboarding at Nub’s Nob and Boyne Highlands. Nearby Round Lake and Little Traverse Conservancy trails offer four-season adventure opportunities right down the road.brbrSo whether you're coming to bike, hike, ski, snowshoe, or unwind by the fireplace, this cozy yet modern condo offers the perfect home base for exploring everything Northern Michigan has to offer.brbrbr*This condo is located on the second level, which requires the use of stairs for access. This property also allows two dogs, maximum. A non-refundable cleaning fee will be charged per pet. brbrNeed more space  brWe manage another unit on the same property! If you rent both units, you can accommodate a group of 8. Inquire for more details.brbrNEARBY DESTINATIONSbrPetoskey State Park (Lake Michigan): 0.7 milesbrThe Highlands/Nub's Nob: 5.5 milesbrDowntown Harbor Springs: 5.9 milesbrDowntown Petoskey: 4.3 milesbrNorthern Lights Recreation: 1.5 milesbrMackinaw City (to catch a ferry to Mackinac Island): 32.2 milesbrPellston Regional Airport: 16.6 milesbrbrABOUT USbrVacation Properties of Northern Michigan is a rental management company located in downtown Petoskey. We have been operating for 14 years and we understand the importance of vacation and the anticipation leading up to it. We care about our travelers and take pride in our portfolio of rental properties. We encourage you to look us up online and reach out if you have any questions or concerns about the property. Our goal is to provide you with the best vacation possible with clean/well-kept places, great communication, and fun environments so that you keep coming back. Northern Michigan has our hearts, and we want it to have yours too!
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Exceptional(56)

$448.27

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Private Vacation Home

Relaxing Retreat - Close to Downtown Harbor Springs and Ski Resorts!

Harbor Springs, Michigan, United States

ABOUT THE RENTALbrOverlooking a beautiful valley of trees in the heart of Birchwood Farms sits this spacious Bluffs Edge home. Enter through the front door into the living room with floor to ceiling windows, wood floors, and plenty of space to relax and take in the views. (*Fireplace not included for use in this rental.) The Bluffs Edge home is conducive to enjoying family meals, playing board games, and socializing with friends and family! The lovely, updated kitchen with clean, bright colors is complete with stainless steel appliances, quartz countertops, and the perfect breakfast nook for morning coffee. Continue your day out into the cozy three season porch or onto the deck that spans the entire back of the home. The spacious primary suite on the main level just off from the living room is complete with tongue and groove vaulted ceilings, double vanities, walk-in shower, and an oversized soaking tub. Taking the stairs up and across the mezzanine are two more bedrooms (two twins in one bedroom and one queen in the other) and one full bathroom. There is another suite located above the garage with a queen bed and full bathroom creating a private and quiet space. The lower level is a spacious bonus space which works well for kids to be entertained or for larger groups such as a wedding party to spread out and get ready for their big day.brbrBIRCHWOOD COMMUNITYbrThis home is located in Birchwood Golf and Country Club, just above the shores of Lake Michigan. Bluffs Edge is within walking distance to the clubhouse area. Amenities are available to enjoy with a resort fee paid to Birchwood after booking the property. (**These amenities are an extra charge not included with your booking**) It is a four season retreat with its pristine 27-hole golf course, tennis and pickleball courts, fitness center, and heated swimming pools. If you are more of a winter adventurer, come enjoy the trails for cross country skiing, hiking, and snowshoeing. Harbor Springs and the surrounding resort communities also offer a wide array of exquisite restaurants, but take the opportunity to dine right within the community at the Grill Room or casual bar. Enjoy the advantage of this private club during your stay!brbrNEARBY DESTINATIONSbrDowntown Harbor Springs: 5.2 milesbrThe Highlands/Nub's Nob: 8 milesbrDowntown Petoskey: 18.5 milesbrMackinaw City (to catch a ferry to Mackinac Island): 36 milesbrPellston Regional Airport: 20 milesbrClosest Winery: Pond Hill Farm, 3.3 miles (with plenty more around)brbrbrABOUT USbrVacation Properties of Northern Michigan is a rental management company located in downtown Petoskey. We have been operating for 14 years and we understand the importance of vacation and the anticipation leading up to it. We care about our travelers and take pride in our portfolio of rental properties. We encourage you to look us up online and reach out if you have any questions or concerns about the property. Our goal is to provide you with the best vacation possible with clean/well-kept places, great communication, and fun environments so that you keep coming back. Northern Michigan has our hearts, and we want it to have yours too!brbrOTHER THINGS TO NOTEbrAfter booking on this platform, you must enter into a rental agreement with Vacation Properties of Northern Michigan to confirm your booking fully.brbrAccess codes and other important rental details will be sent via text seven days before your arrival. This number is how you will reach us if you need assistance during your stay. We are a local rental management company, and our texting software provides the quickest way to answer questions on all our booking platforms.
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Exceptional(4)

$361.9

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Condo

Southridge #20 - Slopeside Ski-in/Ski-out at Nub's Nob

Harbor Springs, Michigan, United States

Slopeside 2-Bedroom Condo at Nub's Nob Ski ResortbrbrNestled at the base of Nub's Nob Ski Resort, Southridge 20 is a charming two-bedroom condo near Harbor Springs. With direct ski-in/ski-out access to the Brown and Orange Lifts, you'll have some of Michigan's best skiing right outside your door. Whether you're carving the slopes or unwinding by the fire, Southridge 20 is the ideal retreat to relax and recharge after a day of winter fun.brbrThe condo features a comfortable living room with a gas fireplace, ideal for relaxing with family or friends. The fully equipped kitchen boasts modern appliances, perfect for preparing meals between skiing excursions. brbrThe primary bedroom offers a king bed with an ensuite bathroom and jacuzzi, while the second bedroom has two twin beds with easy access to the second full bathroom. With room for up to four guests comfortably in beds, this condo is perfect for a small family or group of friends. brbrWith its combination of convenience and comfort, this slopeside condo is the perfect home base for your winter getaway. After a day on the hill, you'll enjoy returning to the warmth and relaxation of this cozy retreat. Harbor Springs is just a short 10-minute drive away, offering additional dining, shopping, and sightseeing opportunities. Book your stay today at Southridge 20 and experience the best of Nub's Nob and northern Michigan!
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$283.43

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Chalet

Ski Hills! Nubs Nob! Cute and cozy A-frame. A hidden gem! Great rates.

Harbor Springs, Michigan, United States

*We keep an allergen free house for our cleaning crew and future renters. Therefore, we have a no pet policy.brbrPlan well in advance for our peak Summer and Winter seasons. We book up quickly. Can't beat our location if you're skiing at Nubs Nob. You can walk from our front door to the ski hill within minutes!brbrSummer: Great getaway spot. Local hiking/biking trails. Beaches within minutes drive. Great Harbor Springs and Petoskey local shopping! Quiet wooded neighborhood. Perfect to have morning coffee on the front deck and listen to the birds chirping. brbrWinter: Ski Hill Location! Walk to the Nubs Nob Ski Hill (3 minute walk). Close to Boyne Highlands too (3 minute drive).br brPlease check our updated calendar for availability and rates. brbrGreat Value......can't beat our location. Harbor Springs 7 miles away. Petoskey 10 miles away. Both Skybridge of Michigan at Boyne and Mackinac Island ferry within a 40 minute drive :)brbrChalet has 3 beds:br2 bedrooms (1 Queen bed in each) and a loft that looks over the main floor living area (1 Queen).brbrCentral air conditioning, fully stocked kitchen, roomy outdoor deck. All linens and towels provided.brbrPerfect weekend or weekly getaway location. Close to both Harbor Springs and Petoskey (known for great downtown shopping). Several local beaches (summer) within minutes drive. Bring books/magazines to read. Move in and feel at home for your stay. Super for a romantic getaway or a family ski/summer vacation. Pelston Regional Airport is approximately 20 minute drive/Traverse City Airport about 90 minute drive.brbrPlease see our calendar for availability.brbrKeywords: Ski Chalet/House
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