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Lakeside Vacation Rentals

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    Don't let other travellers get your favourite Lakeside area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 46 Rentals in Lakeside
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    The following rentals are within 10 kilometres of Lakeside.
    Get Away to Harbor Co, MI - Walk to Dunes1 / 35
    (4)Very good
    Sawyer
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Sawyer
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    TreeTops at Grand Beach. 5* rated. Block to Lake MI. Private Beach. Golf Cart1 / 32
    (2)Excellent
    New Buffalo
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    A very comfortable beach cottage, near the beach1 / 5
    (1)Excellent
    New Buffalo
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • DVD Player
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just 1/2 block from private beaches, 15 minutes to 'FOUR WINDS CASINO 'and 'BLUE CHIP CASINO',. 2 MILES from town of NEW BUFFALO,MI. and all it has to offer. golf and tennis in immediate area of GRAND BEACH, MI. Amtrac train stops in New Buffalo for your day trip to Chicago, and all it has to...
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    New Buffalo, Berrien County 49117
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    New Buffalo
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Grill
    • Washer
    • Private Garden
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Barton Street Bungalow! Our home is located in the heart of New Buffalo, Michigan, where you can experience the relaxing charm of this quintessential Michigan beach town while you enjoy deluxe, resort quality accommodations in this beautifully furnished, classic arts and crafts home...
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    New Buffalo, Berrien County 49117
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Union Pier
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Parking
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Complete renovation inside and out of a split level 4 bed (3 king size and 1 bedroom w 2 twins) 2 bath with fireplace on very private 23 acres. Renovation was just completed Mid century modern and industrial decor. Hardwood floors through out downstairs, new carpet upstairs, Huge fire pit, screened...
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    Union Pier, Berrien County 49129
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Everything Is New From Beds To Kitchen Cabinets1 / 24
    (1)Excellent
    New Buffalo
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Satellite TV
    • Ocean Views
    • DVD Player
    • Air Conditioning
    • Washer
    • Internet Access
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fresh 2 Bedroom Home That Sleeps 6 With Hide-a-bed. Located central to everything 1/4 mile from Lake Michigan, 5 minutes from Four Winds Casino, Blue Chip Casino and two golf courses and the Lighthouse place outlet mall. Rental supplied with 2 passenger golf cart but you can upgrade to 4...
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    New Buffalo, Berrien County 49117
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    New Buffalo
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Balcony
    • Terrace
    • Central Heating
    • Grill
    • Patio
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home is "out in the country" yet close to all Harbor Country has to offer. Located just 1.5 miles from the Four Winds Casino. Enjoy the pool, hot tub, game room, or just relax on the huge front porch looking over the countryside. Perfect for groups up to 14 people. Kitchen is fully equipped. There...
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    New Buffalo, Berrien County 49117
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    New Buffalo
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Satellite TV
    • Patio
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is close to Lake Michigan Beach, Restaurants, Grocery, Shopping, Ice cream. Amtrak, Public Library, Spa, family-friendly activities. You’ll love my place because of the Front Porch, the light, the comfy beds, high ceilings, the coziness, the kitchen, award winning design, kids loft, rear...
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    New Buffalo, Berrien County 49117
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Union Pier
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Parking
    • Air Conditioning
    • Internet Access
    • Porch
    • Grill
    • DVD Player
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely home, perfect for a family vacation!!! It is NEWLY REDONE!!! NEW FURNITURE!!!! NEW BEDS !! NEW WALLS, NEW BATHROOM, NEW FLOORS IN MAIN AREA. VERY CLEAN!!! NEW HOUSE KEEPER. Decorated comfortably and has 2 bedrooms and a Florida room that can sleep 2 people. The bedrooms have 2 full beds....
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    Union Pier, Berrien County 49129
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Union Pier
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Satellite TV
    • Washer
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    • Balcony
    • Patio
    • Terrace
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and Relax! Peaceful two bedroom cottage, three lovely blocks to private beach on Lake Michigan. Taking a morning walk or enjoy the breathtaking Michigan sunsets Two bedrooms with Stearns and Foster beds. One bedroom, full bed, second bedroom two twins. Screened in porch, side drive, Weber...
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    Union Pier, Berrien County 49129
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    New Buffalo
    6 Bedrooms, 4 Bathrooms, Sleeps 17 Quick View
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    • Grill
    • Terrace
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Harbor Country! This sprawling six bedroom, four bathroom home is just a short walk to the Sunset Shores private association beach and only two blocks away from the waterside fine dining of the Bentwood Restaurant. From our home you'll enjoy the picturesque six-block, harbor-side walk to...
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    New Buffalo, Berrien County 49117
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 17
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    Union Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A BLUE MOON is a piece of heaven, in Michigan's popular HARBOR COUNTRY...approximately 2 hours drive from Chicago O'Hare Airport. The house is 350 paces from our driveway, to the entrance of beautiful, sandy LAKE MICHIGAN. Going the other direction, from our driveway, within 2 blocks is downtown...
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    Union Pier, Berrien County 49129
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Walking Distance to New Buffalo Beach, Marina1 / 21
    (2)Very good
    New Buffalo
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Terrace
    • Patio
    • Satellite TV
    • Washer
    • Balcony
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cape Cod Surf House has beautiful cathedral ceilings with plenty of sky lights. Upstairs Master bedroom has full size bed, breakfast table, and large window overlooking private woods. Also upstairs is a open loft area with another bedroom with a full size bed and many popular novels. Perfect to...
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    New Buffalo, Berrien County 49117
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    New Buffalo
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Grill
    • DVD Player
    • Balcony
    • Housekeeping Included
    • Central Heating
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our beautiful new home! Lots of love went into building and designing our 2nd home. We love to host large gatherings of family and friends and this home does not disappoint. A top Chicago designer was involved every step of the way from layout to furnishings ~ it will feel like you...
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    New Buffalo, Berrien County 49117
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Union Pier
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Air Conditioning
    • Washer
    • Parking
    • Patio
    • Satellite TV
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Explore the pristine beaches and beautiful countryside of Union Pier from this 4-bedroom, 2-bathroom vacation rental house. Boasting over 1,000 square feet of living space, this home offers sleeping accommodations for 10, a spacious backyard area with a hot tub, and an unrivaled location. Within...
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    Union Pier, Berrien County 49129
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Secluded Lakefront SFH- HoTub, boats, firepit/places,wooded-90 min from Chicago!1 / 164
    (17)Excellent
    Union Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Wi-Fi
    • Patio
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SECLUDED, SAFE & PRIVATE Lakefront Retreat. Located 90 minutes from Chicago in the Heart of the Wine Country in SouthWest Michigan. ALL THE BELLS AND WHISTLES! • 2000 Square Feet • Hot Tub • Gorgeous Lake Views Throughout • Entry Level Den with Wood Fireplace and 40'' Flat-screen TV with 900...
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    Union Pier, Berrien County 49101
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Large Lake Michigan Home at Warren Dunes sleeps 241 / 48
    (13)Excellent
    Sawyer
    7 Bedrooms, 5 Bathrooms, Sleeps 24 Quick View
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    • Porch
    • Washer
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our vacation home known as Dunehaven is a year-round retreat amidst towering pines just steps from the world's largest freshwater dunes located in Warren Dunes State Park, Sawyer, Michigan. Walk out the backyard right into the park and an adventure awaits! This spacious home with over 5,400...
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    Sawyer, Berrien County 49125
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 24
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    Union Pier
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Housekeeping Included
    • Air Conditioning
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated cottage. A beautiful 2 bedroom 1 bath cottage 2 blocks from beach. Perfect for a family vacation!!! It is decorated comfortably and has 2 bedrooms and can sleep 4 people. The bedrooms have queen beds. Best of all, this home is located less than 1 mile from the beach. It is also...
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    Union Pier, Berrien County 49129
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Three Oaks
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Washer
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3 Bedroom 2 bath Sleep 06 $110.00 per day , $ 700.00 -800.00 x week Freshly remodeled and decorated 3 bedrooms apartment ,in the heart of San Isidro , across the street from the Spanish Embassy , very close to El Olivar and Centro Comercial Camino Real ,perfect location to stay , many gourmet...
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    Three Oaks, Berrien County 11
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Union Pier
    10 Bedrooms, 9 Bathrooms, Sleeps 24 Quick View
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    • Washer
    • Patio
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please see our goldberrywoods site for more details. Prime Summer dates available! We currently have the Labor Day weekend available for groups (sleeps 16-24 people). Add 1 or 2 cottages to accommodate 10-20 more! Come and stay in the heart of Harbor Country on 28 secluded acres of woods with...
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    Union Pier, Berrien County 49129
    Holiday Rental House - 10 Bedrooms, 9 Bathrooms, Sleeps 24
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    Blue Sky Cottage@ Union Pier, Michigan1 / 27
    (9)Excellent
    Union Pier
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Housekeeping Included
    • Grill
    • DVD Player
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    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Sky Cottage@Union Pier is located in a beautiful wooded setting and less than a block from magnificent Lake Michigan. This lovely fully equipped 2 bedroom vintage cottage has been totally renovated with hardwood floors throughout. There is a living room kitchen great room with a free-standing...
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    Union Pier, Berrien County 49129 9333
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Union Pier
    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Satellite TV
    • Sauna
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Asolare! This gracious home was built in 1991 with nearly 3,500 square feet of living space and was recently renovated. With an indoor pool, private tennis court and private beach rights you and your guests can ease into the luxury of your own private playground. Every detail has been...
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    Union Pier, Berrien County 49129
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 16
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    Aqua Meadowlark 6/22-25 $2861 POOL SCRND PORCH FIRE PIT 53 ACRES PETS 6600 sf1 / 41
    (7)Very good
    New Buffalo
    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Internet Access
    • DVD Player
    • Grill
    • Air Conditioning
    • Porch
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    JUNE DATES- $725/NT - 3 NT MINIMUM ********* $4995/WK************** 7/21-7/28 7/28-8/4 5 MINUTES CAR RIDE TO NEW BUFFALO PUBLIC BEACH, HEATED POOL (POOL OPEN MAY-SEPT), GENERATOR, FIREPLACE, FIRE PIT, SCREENED PORCH, POOL TABLE, 6600 SQ FT BEAUTIFUL HOME WITH LOTS OF AMENITIES! NOW BOOKING!...
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    New Buffalo, Berrien County 49117
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 15
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    Sweethaven Resort in the heart of Harbor Country1 / 16
    (4)Excellent
    Union Pier
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Satellite TV
    • Internet Access
    • Grill
    • Patio
    • Hot Tub
    • Air Conditioning
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sweethaven Resort, in the heart of Southwest Michigan's Harbor Country, gives guests a truly sweet getaway with all the modern conveniences of home - minus the work. It's a place where memorable moments are made. Chuck and Liz Garasic have owned the Lake Michigan resort for more than 20 years and...
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    Union Pier, Berrien County 49129
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Harbert
    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Air Conditioning
    • Patio
    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Harbert steps away from Lake Michigan, relax in the elegance and comfort of one of the most warm and wonderful Lake Michigan Beach Barn! Plenty of room in this 5 bedroom, 4.5 bath home for friends & family. Basketball Court, Laundry room, gas grill, books, video games, and TV/DVD...
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    Harbert, Berrien County 49115
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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