Home Vacation Rentals By Owner In Leland, MI

Showing 20 Of 58 Vacation Rentals
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Exceptional(46)

$425.23

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Guest House

Walk to everything from this 1 Bedroom House

Leland, Michigan, United States

The Beach House is an air conditioned guest house that is about 850 sq ft of living space that sits behind a main house on the property. Conveniently located within walking distance to Van's Beach (about 1.5 blocks away) or to the town of Leland, the Beach House is its own building with its own entrance (see pics). It’s a one bedroom with a new queen bed, washer and dryer, large bathroom and living space along with a sweet little kitchen equipped with a new microwave, new refrigerator, coffee maker and some plates, cups and mugs. brbrNeed more space Check out the Little Red House that is located on the same property. The Red House is about 1,500 sq ft of living space. It’s a two bedroom home with a pull out couch. These properties can be rented together - See property #2973497. If you want BOTH spaces, act quickly - inquire and once payment is made, we will secure the listing for both spaces.brbr It's a short walk to the town of Leland, to the beach, to lunch across the street at Trish's Dishes, dinner at The Cove (our family favorite) or any of the other restaurants in Fishtown, peruse the local book store, fish in the historical Fishtown, grab fresh fish from Carlson's, view beautiful art from one of the many galleries. If you want to cook, feel free to walk to the Merc to pick up some groceries and come back to the Beach House. Be sure to grab a chair and walk to Van's beach for a stunning sunset or stroll along the waters of Lake Michigan. brbrThe place is ideal for a couple with the single bedroom that has a new Queen bed. The backyard is communal and well equipped to grill or relax. It’s a shared space shared with the The Red House property - the two properties are located 10 steps from one another with separate entrances. brbrAre you a history buff Look on the main house and the guest house for the LVFD (Leland Volunteer Fire Department) medals. These medals are known as fire insurance marks used in the 18th and 19th centuries to “mark” the front of homes and buildings to indicate which building were insured and by which insurance company’s firefighters. brbr If you are looking for a clean place to stay that is conveniently located to all that Leland has to offer, this is your place.
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Bath 1

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Sleep 4

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Exceptional(59)

$848.0

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Cottage

Modern Cottage In A Great Leland Location

Leland, Michigan, United States

Since originally building our rental cottage, we have constructed a garage and owner living space behind the original cottage as a duplex. We live in the space behind the cottage and rent the original cottage space. The owner-living space is separated from the rental cottage by exterior doors on all three floors for complete privacy. Our guests have full access to the outdoor covered porch area of the original cottage. The owners have separate outside space in the back of the home. The owner's living space has a separate driveway and entryway.brbrOur rental space is a modern 3-story cottage with a full basement. There is a bedroom with a queen-size bed and attached bathroom on the first floor. The 1st floor bathroom has a tiled shower and two sinks. There are two bedrooms on the second floor, each with queen-size beds. One of the second-floor bedrooms connects to a bathroom which is also accessible from the hallway. The 2nd floor bathroom has a soaking tub with shower. The second floor has an open loft area which contains a queen size sofa bed, sitting area, and work desk. The third floor has an open loft area with two built-in sleeping bunks. The sleeping bunks each have queen-size beds and privacy curtains. The 3rd floor bathroom has a shower stall. brbrThe living room has a 65 Ultra High Definition TV, Blu-ray disc player, and a sound system. The master bedroom also has an HD TV. The home has YouTube TV and Wi-Fi Internet service. brbrThere is a full kitchen with all appliances, food/spice staples, a drip coffee maker, and a Keurig machine. We have a wrap-around covered porch with lounge chairs and a table. We also have a flat yard on the side and front of the home. In the basement, we have a washer and dryer, and ironing board with iron. brbrWe can also provide Level 2 Electric Vehicle (EV) charging on site. We have an 11.5 kW destination charger for 4-6 hour full charging. Compatible with Tesla vehicles and vehicles with J-1772 charge ports. Please inquire about EV charging needs with the property owner before arrival.
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Bath 3

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Sleep 10

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$450.5

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Apartment

Robin's Nest in Leland

Leland, Michigan, United States

Summary:brbrExperience the charm of Leland from this newly renovated 2-bedroom apartment, perfectly situated on Main Street. Enjoy a king bedroom with a toddler bed, a queen bedroom, a full kitchen, and a balcony overlooking the vibrant town. Steps from Fishtown, the harbor, beaches, and top-rated restaurants, this apartment offers the perfect blend of comfort and convenience for your Leland getaway.brbrbrbrThe Space:brbrStep into this spacious apartment through your private entrance and immediately feel relaxed. The apartment features a back patio, ideal for grilling and enjoying the outdoors. The entire space has been completely updated for 2026, offering a fresh and modern ambiance. The living room boasts a brand new smart TV, and each bedroom is also equipped with its own smart TV for your entertainment. Stay comfortable with air conditioning in every room. Step outside to the newly landscaped patio/garden area (coming spring of 2026), complete with a grill and outdoor dining area for your enjoyment. If you are someone who is picky about bedding, you will find the linens luxurious!brbrbrbrGuest Access:brbrYou'll have private access to the apartment through a back entrance with a staircase leading up. Enjoy the privacy of your own space.brbrbrbrThe Neighborhood:brbrNestled in the charming village of Leland, our apartment places you right in the heart of the action. You're just a stone's throw from Leland's unique shops, art galleries, and a variety of dining options. Stroll to the iconic Fishtown, a historic fishing village, in a matter of minutes. Enjoy easy access to the stunning beaches and outdoor adventures Leelanau County is famous for, all within a short drive. Explore local wineries, scenic trails, and experience the best of Northern Michigan from our perfectly positioned apartment.brbrbrbrGetting Around:brbrRobin's Nest is conveniently located within walking distance of Leland's harbor, Fishtown, the Leland Mercantile, and North Beach. For those looking to explore further afield, Northport is a 20-minute drive, Traverse City is a 35-minute drive, Suttons Bay is a 15-minute drive, Glen Arbor is a 25-minute drive, and the Sleeping Bear Dunes National Lakeshore is a 30-minute drive. Free parking is available on the premises.brbrbrbrInteraction with Guests:brbrWe are available if you need anything, as our real estate office is open downstairs during the day. We are happy to help, but otherwise, we will respect your privacy. The best way to reach us is by stopping in the office or you can call our main line. We aim to respond to any requests as quickly as possible.
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Exceptional(13)

$558.83

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Private Vacation Home

Historic home near Leland. Huge porch, fire pit. Pet ok.

Leland, Michigan, United States

Discover the charm and character of this beautiful six-bedroom, three-bathroom retreat located on the shores of North Lake Leelanau in the heart of Leland, Michigan. The Old Swiss Inn comfortably sleeps up to 13 guests and is pet friendly. We offer the perfect blend of vintage charm and modern convenience-ideal for families.brbrInside, you will find a spacious layout with multiple gathering areas, cable, smart TVs, Wi-Fi, and a game room complete with a pool table and second refrigerator.brbrEnjoy your mornings on the large front porch, where you can sip coffee and watch the sunrise over the lake - or wind down in the evening with a glass of wine as the day fades.brbrLake access is just a short walk away, perfect for swimming, kayaking or fishing. The expansive yard features a fire pit, grill and lawn games. A wagon, beach chairs and cooler are provided to make your lake days even easier.brbrFor recreation and adventure, explore the nearby Lake Michigan and Lake Leelanau beaches, pickleball courts, paved biking routes or take a day trip to the breathtaking Sleeping Bear Sand Dunes, in scenic Glen Arbor. Stroll through Fishtown, Leland's historic waterfront district filled with unique shops, galleries and fresh local eats.brbrClose to wineries, golf courses and casinos, The old Swiss Inn is perfectly situated for fun and relaxation in every season.brbrExperience the timeless beauty and welcoming spirit of The Historic Old Swiss Inn - your home away from home in one of Michigan's most beloved lake destinations.brbrTwo dogs are allowed with a fee.brbr-- THE PROPERTY --brbrSleeps 14.brbrBedroom 1: queen bed || Bedroom 2: full bed, twin bed || Bedroom 3: queen bed || Bedroom 4: full bed, twin bed || Bedroom 5: full bed || Bedroom 6: two twinsbrbrOUTDOORS: fire pit, gas grill, outdoor games, covered porch, deck, Lake Leelanau access .3 miles from the house, outdoor dining table and chairsbrbrINDOORS: WIFI, smart TVs, cable, board games, pool tablebrbrKITCHEN: fully equipped, cooking basics, dishware & flatware, microwave, crock pot, electric griddle, toaster, drip coffee maker, Keurig coffee maker, dishwasher, trash bags, paper towelsbrbrGENERAL: washer & dryer, iron & ironing board, towels & linens, toilet paper, bar soap, ceiling fans in all rooms, box fans, no A/CbrbrMISC: living space on two levels, lake access across the road is not available to guestsbrbrPARKING: space for 4 vehiclesbrbr-- POLICIES --brbr- Two dogs allowed with feebrbr- No smokingbrbr- No events, parties, or large gatheringsbrbr- Must be at least 18 years old to bookbrbr- Additional fees and taxes may apply
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Bath 3

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Sleep 13

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Exceptional(13)

$1023.22

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Private Vacation Home

Village of Leland Modern Farmhouse On the Village Green. Best Leelanau Location

Leland, Michigan, United States

The cottage in the MOST ideal location @First and Pearl Streets on the Village Green. This is the heart of the village of Leland, Michigan. This historic Leland home is only a block to shopping, restaurants, golf, fishing, and boating. Walk or bike to (3) Lake Michigan beach accesses and (3) in town Lake Leelanau beach accesses - walk 50 paces to the river! Walk to everything. Fun, central spot to stay with friends or family to truly enjoy this magical place! bring bikes, kayaks, SUP and 'park' them in the original carriage garage.brThis warm and welcoming yet modern cottage offers 4 bedrooms, a sleeping nook or remote work space and 4 baths, huge laundry, a spacious dining room for meals or game night, breakfast nook w farmhouse table, and a charming screened in front porch overlooking The Village Green. There is comfortable sleeping for 7-8 guests. A family room with game table for cards, games, puzzles, crafts or even remote work if you must. Adirondacks under the shady pine tree in the private garden. the kitchen is well equipped for making meals and relaxing. Quality pots and cooking utensils in excellent condition thoughtfully maintained for guests experience. Beautiful glassware, place settings for meals thoughtfully curated for guests. High quality ALL cotton linens and towels carefully selected for guests as well. brbrThe cottage is a Northern Michigan gem thoughtfully restored with it's authentic farmhouse with modern amenities and interiors. The property has been prepared with guest visitors in mind. Curated local art and books etc for guests to enjoy and appreciate the Up North Leelanau Michigan life and culture. brbrTake a day trip from the harbor to the Manitou Islands to feel as if you have truly gotten away from it all. Or take an evening sunset cruise for a trip along the Lake Michigan shore to Good Harbor Bay and back. watch the sunset from the harbor just steps from the front door while eating an ice cream cone or tasting delicious local coffee.brSleeping Bear Dunes National Park within 12 miles, just a few short steps from the house there are endless beach walks and majestic sunsets. brthe Leland Lodge, Riverside, Cove, Leland Country Club, Leland Yacht Club, Leelanau Conservancy, Fishtown shops, main street shops/galleries all within short walking distance. the Old Art Building, Leelanau Historical Museum, and Leland Township Library all within walking distance for art, interesting speakers, fascinating local history (fishing, native art and culture, settlement of the county). Leelanau County now has over 42 wineries with beautiful tasting rooms, views, and truly delicious locally made wine. California wines maybe purchased at the Mercantile - yet owners endorse local vintners. the Verterra tasting room is 35 steps from the house main entrance. brbrThe Pearl Cottage is perfect for a family get away or an adult experience stay in the most central local of Leelanau county and all the beautiful experiences in the area. brKeywords: Authentic Cottage, In Town Location, Walking, biking, hiking, wine tastingbr
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Bath 4

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Sleep 8

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Exceptional(90)

$572.2

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Private Vacation Home

Fishtown Lodge - Cozy Leland Log Cabin Home - Quiet location but close to town

Leland, Michigan, United States

Enjoy the true Leelanau experience in our centrally located custom log home! Located just outside downtown Leland and Fishtown - the harbor, shops, public beaches and many hiking and biking trails of Leland are just around the corner. However the home's property at the end of a wooded cul de sac still feels quiet and secluded. brbrOur log cabin home has 3 bedrooms and 3 full baths, with a bedroom/full bath on each level - making it a perfect place to host up to 3 couples or a multi-generational family. There is a main floor master bedroom, large upstairs loft with a queen bed plus bunks, and fully finished walk out basement with the third bedroom and a family room/TV room. We love to cook and use the vacation home ourselves, so you will find the kitchen well stocked - not your typical rental kitchen. brbrGreat for families and stocked with a Pack 'n Play, baby gates, high chair and games. The TV includes a Roku stick with YouTubeTV and more, plus Sonos wifi speakers on two levels. And we welcome your well behaved pets too! brbrIn the summertime enjoy the large deck, outdoor furniture, fire pit and Weber charcoal grill. In the winter, cozy up under a blanket with the wood stove or take a soak in the master jetted tub. br brLocated in the heart of the Leelanau Peninsula, Fishtown Lodge has easy access to Northport, Sutton's Bay, Traverse City and Glen Arbor. Enjoy the areas many wineries, breweries and restaurants or beaches, hiking and biking trails. brbrYou will love your stay at Fishtown Lodge!brbr
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Bath 3

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Sleep 10

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Exceptional(17)

$624.61

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Private Vacation Home

Close to downtown Leland, Fishtown, Vans Beach. Hot tub.

Leland, Michigan, United States

This 4-bedroom, 3.5-bath home is just outside Leland on N. Main Street. It is within walking distance of beaches, shops, Fishtown, dining, and a grocery store. Hidden amongst mature maple trees, you can hear the rustle of the leaves while having your coffee on the back porch or relaxing in the hot tub—a wonderful way to unwind.brbrThere are two bedrooms with one queen beds and one bedroom with a queen bed and queen sofa bed. On the lower level, there is a bedroom with one set of bunk beds and a full bed, and there is a queen futon in a sitting room on the main level. The galley kitchen is fully equipped. The dining table seats six, with additional seating available outside on the back deck.brbrThis home has central A/C.brbr-- THE PROPERTY --brbrSleeps 10.brbrBedroom 1: queen bed | Bedroom 2: queen bed | Bedroom 3: queen bed, queen sofa bed | Bedroom 4: full bed, bunk beds | Shared Space: queen futonbrbrOUTDOORS: hot tub, porch, charcoal grill, outdoor dining table & chairsbrbrINDOORS: WIFI, DVD player, cable TV, wood-burning fireplacebrbrKITCHEN: fully equipped, cooking basics, dishware & flatware, microwave, toaster, drip coffee maker, gas stove, dishwasher, blender, trash bags, paper towelsbrbrGENERAL: washer & dryer, towels & linens, toilet paper, bar soap, central A/C & heatingbrbrMISC: stairs to main floor, living space on three levels (basement, main floor, second floor)brbrPARKING: space for 3 vehiclesbrbr-- POLICIES --brbr- Two dogs allowed with feebrbr- No smokingbrbr- No events, parties, or large gatheringsbrbr- Must be at least 18 years old to bookbrbr- Additional fees and taxes may apply
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Bath 3

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Sleep 10

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Exceptional(173)

$510.0

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Cottage

In Town Leland Walk to Beach Good for Groups!

Leland, Michigan, United States

The Bluestone Cottage is within walking distance to Lake Michigan beaches and to the town of Leland with great restaurants, cafes, galleries,shopping and Historic Fishtown! The stylish, comfortable house is ideal for wine tasting weekends and vacations for exploring Leelanau County as we are right on the wine trail. Head to Verterra, Chateau Fontaine, Boathouse, Aurora, 45 North and Black Star Farm all within minutes! Great layout for a big group with 5 bedrooms and 3 full bathrooms. brCozy Fireplace in Master Bedroom.brSo grateful to have received so many lovely 5 STAR reviews this year:br“So much space for a gathering of friends and family! We could walk into Leland and shop, wine taste and eat and then walk back to sit and play games or enjoy the setting. We loved it” and “House is great. A fantastic location in Leland. We walked downtown to dinner every night. The beach is on the way, so we stopped for the sunset. The house is very clean and well stocked. Beds are comfortable. We couldn't have asked for anything else. Melissa is super helpful with information about the area in advance and sends prompt emails with everything about check-in and leaving. We would love to stay here again”brbrThere’s so much to do up north! I’ll send our favorite hiking and biking trails, wineries, breweries and best local restaurants. brbrThe Bluestond Cottage is open in the Winter. You’ll love our cozy gas fireplace. brbrWe are near XC ski trails, or you can snowshoe between 45 North and Blustone Wineries. brbrSki at The Homestead or go tubing at Timberlee. Go skating at the ice rink in Suttons Bay or sledding nearby at Bahle Park. So much winter fun!brbrBowling at Northport Pub, movies at the Bay Theater in Suttons Bay, or curl up by the fireplace at Dune Bird. brbrWalk to Lake Michigan and the center of Leland from The Bluestone Cottage in Leland. Guests love the quaint town with Historic Fishtown, cute shops and cafes. The house offers 5 Bedrooms (King, 2 Queens, 4 Twins, plus pull-out) and 3 bathrooms plus an open concept living and dining room which opens to a quiet back deck and shade garden. brbrHike nearby Clay Cliffs for stunning views. Visit 45 North and taste their Award-winning whites and play bocce. Taste Tandem Ciders by the firepit, or enjoy lake views at the Boathouse Vineyard on their heated porch!brbrYou'll love the decor, the bedroom layout (good for multiple families/couples), the back deck for grilling, and the front porch for morning coffee. Amenities include Central A/C, cable tv, wifi, charcoal grill and games for the whole family.brbrWe are right on the wine trail, as described in Travel & Leisure, Leelanau, “best known for cherries, sprawling sand dunes, massive blue lakes, and bucolic scenery may just be America’s next great wine touring region”.brbrWe are open all year round for wine tasting, biking, shopping or golf weekends. brbrCome enjoy early spring in Leelanau County including hiking the Leelanau Conservancy Trails, biking on the TART trails, reading by the fire in the Master bedroom, walking the beach searching for Petoskey stones, and visiting the cider houses and wineries. We are open for hiking, biking and wine tasting weekends.brbrOur gas fireplace in the Primary Bedroom is a cozy place to spend lazy mornings.brbrPlan now for Winter and Spring 2026! Wineries are Open! Hiking is gorgeous; wildflowers are blooming. Fall is the season for cider houses! Ask me about igloos for winter wine and cider tasting. brbrNear trails for hiking, biking (check out the mountain bike trails at 45 North), and wine tasting. Check out the fire pits at Farm Club for microbrew and local eats. Reserve an igloo at Hop Lot and try the BBQ and s'mores for the kids. I’ll send you lists of wineries and cider houses with fireplaces and walking trails. brbrThe Bluestone cottage, with all stylish interiors, has plenty of room for 10-12 people, and the layout works well for multiple families. 5 Bedrooms (King, 2 Queen, 4 Twins, pull-out), 3 Full Baths, open Living/Dining room, front porch and back deck for grilling. Guests love our well-designed interiors and luxury linens!brbrThe Bluestone Cottage is a quick 3 minute walk to the secluded North Beach on Lake Michigan, and just 3 blocks from Fishtown and the heart of Leland. Guests love that they can walk everywhere from the Bluestone Cottage on quiet back streets.brbrWe are centrally located near the towns of Leland, Northport and Suttons Bay, and right on the wine trail. It is an ideal location for exploring Leelanau County; within a short scenic drive to Sleeping Bear Dunes, Suttons Bay, Northport, or Traverse City. You can walk into the town of Leland for coffee, lunch, ice cream and even wine tasting at Verterra, or drinks at Rick's Cafe overlooking the Leland Dam! brbrLooking for Waterfront Check out The White Birch Cottage in Lake Leelanau (VRBO 610555). 5 bedrooms, 2 baths, Sleeps 10. Chef's kitchen, gas fireplace, gorgeous interiors. Dock on Lake Leelanau in the Narrows with canoe and kayak, large lawn, firepit, volleyball net and ping pong table. brbrRecent reviews: 'Very nice accommodations for our group of eight. We loved the location. The kitchen was well-equipped. Everything gave a clean, well-maintained impression. I would highly recommend it to others.' brbrOur amenities include cable, wi-fi, laundry, central A/C, parking for 4 cars, charcoal grill, games, front porch, back deck and screened-in porch.brbrThe house layout is well suited for multiple families: upstairs you will find a King bedroom, a Twins room and Full bathroom with tub and shower. Downstairs features a Queen bedroom with Full bath with shower on one end of the house and on the other side, there is a Queen and a Twins room which share a Full bath with tub and shower. brbrThe Bluestone Cottage is a great location in the fall too. Leelanau County is lively with great restaurants, easy access to Traverse City, stunning Leelanau Conservancy hiking trails, the TART bike trail, superior golf courses, tennis and basketball courts in nearby Suttons Bay and award-winning wine and microbrewery tours -- hard ciders too! brbr'The house is fantastic' Guest, July br'The house was perfect for us' From Chicago, FebruarybrbrEnjoy the cool Michigan evenings on the front porch with garden views, the private back deck with charcoal grill, and a screen porch off one of the Queen bedrooms.brbrLeland is the perfect place to enjoy your free time, whether you love to walk on endless Lake Michigan beaches, boat on Lake Leelanau, shop in the quaint town of Leland, go wine tasting or explore farther and see all of gorgeous Leelanau County.brbr'The white-sand beaches feel as sweeping and sublime as oceanfront' Martha Stewart Living July/August 2013brbrIn prime summer, we are a Sunday to Sunday rental to easily accommodate wedding parties and their families and guests.brbrLove the Suttons Bay restaurant scene Try the Schoolhouse Cottage in Suttons Bay (VRBO 491672). 4 bedrooms, 2 baths, sleeps 8-10. Walk to town, beach, Marina, tennis and basketball courts and we’re within a short distance to bike trails. brbrVisit our local wineries, cider houses and breweries! Check out our unique boutiques, walk on the beach, go for a hike, or kayak on Lake Leelanau. Visit our award-winning gourmet restaurants. I am happy to share my favorites!brbrEnjoy evenings sipping local wines on the front porch admiring the perennial garden or grilling on the private back deck. Take the kids for ice cream at The Harbor House or build a bonfire on Van's beach! brbrThe Leelanau Peninsula has a wide variety of special events throughout the year. The Old Art Building Art Shows, the Suttons Bay Art and Wine events.Coming up North in the Spring or Fall Enjoy our cozy gas fireplace in the Master Bedroom and enjoy the area's many outdoor activities: hiking at Houdek Dunes, mountain biking at 45 North, walking along the Marina paths in Suttons Bay, biking the TART trail to Traverse City (stop at Farm Club for a beer) and taking walks on the beach! Leland and Suttons Bay are bustling and Traverse City is a short drive. Book an ice shanty at Little Traverse Inn or check out Martha’s Leelanau Table cookbook series. brbrIf this house is booked when you want to go on vacation, feel free to check out our nearby rental VRBO#491672. The Schoolhouse Cottage in Suttons Bay, on a quiet street in the Village, has lots of charm. Built as a schoolhouse for the Lutheran church, now it's a gracious home with 4 bedrooms (Sleeps 8-10), 2 bathrooms, large living and dining rooms and updated kitchen. Enjoy evenings on the outdoor patio with grill, or walk to town for an Italian ice or catch a movie at the Bay Theatre. All within a 3 minute walk!brbrWant to be on the water, or looking to bring your boat on vacation Consider the luxurious White Birch Cottage on the Narrows of Lake Leelanau (VRBO 610555). Enjoy a super-comfortable and relaxing vacation in this well-designed waterfront home which sleeps 10-12. Relax on the porch overlooking the picturesque Narrows, lounge on the spacious dock enjoying the view, kayak through the adjacent Leelanau Conservancy property, or walk to town for tastings at Northern Latitudes and The Boathouse Vineyard. brbrI encourage you to “Ask the Owner A Question” or use Instant Booking as I respond to all inquiries and am always happy to answer any questions about the area and offer ideas for hiking trails, wine tours, and restaurants.brbrHeading to Saugatuck/Douglas Visit my newest property: The Rivercroft Cottage (VRBO #1813395). The Rivercroft Cottage which sleeps 10 is within a short walk to downtown Saugatuck. An historic home with ties to Ox-Bow Art School, the Rivercroft Cottage is beautifully furnished, features 5 BR and 3 1/2 Baths (recently renovated), an elegant living room, formal dining room, casual family room with cable tv, a delightful fenced-in backyard with fire pit, and a classic front porch
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Home Most popular vacation rentals in Leland