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Lakeside House Rentals

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    Don't let other travellers get your favourite Lakeside area holiday rental. You're so close to securing your perfect getaway. Book today.
    30 Matching Rentals in the Lakeside AreaView all 52 rentals
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    Lakeside
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    The following rentals are within 10 kilometres of Lakeside.
    Beautifully Renovated 'Pinebrook Cottage' 2BR 1BA1 / 21
    (9)Excellent
    New Buffalo
    2 Bedrooms, 1 Bathroom, Sleeps 6 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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    Lemonade Cottage-Spring Getaway - walk to town, private backyard with hot tub!1 / 31
    (4)Excellent
    New Buffalo
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2017
    What a fantastic cottage! My friend and I used the hot tub, so relaxing! Everything was perfect! Can't wait until next year!
    Reviewed 7 August 2017
    This was our 2nd time staying here. We love it! Everything is kept up well and clean. The hot tub and fit pit are a great add on that we enjoy.
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    About this property
    This thoughtfully decorated, cozy cottage is the perfect setting for a ladies' weekend or small family vacation. It has a updated kitchen and bath, two bedrooms (one queen bed and two twin beds), as well as a sleeper sofa and additional couch. The living room has a large flat screen TV with...
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    New Buffalo, Berrien County 49117
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Shorewinds Beach House on LakeShore1 / 79
    (2)Very good
    Union Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2017
    We had the best time in this quaint, cozy, wonderful cottage! From the nicely landscaped yard that camouflaged the road, to having coffee in the morning on the deck, to the...
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    About this property
    Shorewinds is a delightful beach house on the Lake Shore of Lake Michigan. The property site is unique. It has its own garden gate which leads one down the beach path to the steps of the beach. There are no roads to cross between the home and beach. You are approximately 150 paces to the beach...
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    Union Pier, Berrien County 49129
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    New Buffalo
    4 Bedrooms, 4 Bathrooms, Sleeps 17 Quick View
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    • Terrace
    • Air Conditioning
    • Private Garden
    • Grill
    • Balcony
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Holiday Heaven is a newly rehabbed home in the heart of new buffalo leave and a quiet oasis for you to enjoy with fantastic outdoor space to enjoy the seasons. It has a nice living room, a great room with entertainment centers including WIFI, a game room/den with a gas fireplace and some...
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    New Buffalo, Berrien County 49117
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 17
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    Get Away to Harbor Co, MI - Walk to Dunes1 / 36
    (5)Very good
    Sawyer
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Porch
    • DVD Player
    • Grill
    • Washer
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2017
    This house was just the right size, just the right location, and very clean!. Walking distance to Warren Dunes State Park and a very relaxing area. Highly recommended!
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    About this property
    This charming 4 bedroom house is nestled in the woods behind The Warren Dunes State Park. It features 2 bedrooms upstairs. The Master bedroom/bath has one queen size bed The fourth bedroom has a full-size bed w/ woodsy view. The queen and full bedrooms share 2nd full bath on first floor. First...
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    Sawyer, Berrien County 41925
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Union Pier
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Washer
    • Parking
    • Patio
    • Cable/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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    Union Pier
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Central Heating
    • Hot Tub
    • Internet Access
    • DVD Player
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax with your family and friends during any season, while enjoying an easy walk to many local attractions when you stay at this 5-bedroom, 2-bathroom Union Pier vacation rental home. This ideally located property, just steps from Lake Michigan, boasts 3,000 square feet of well-appointed living...
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    Location Information
    Union Pier, Berrien County 49129
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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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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    Location Information
    New Buffalo, Berrien County 49117
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Gorgeous House on Private Beach with Stunning Lake Views and Outdoor Space1 / 28
    (2)Excellent
    Union Pier
    5 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Waterfront
    • Patio
    • Central Heating
    • DVD Player
    • Washer
    • Balcony
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 May 2017
    This home has it all, beautiful furnishings, views, space and it's own private beach. Our favorite activity is to make group meals, and believe me, everybody can be in the...
    Reviewed 6 May 2017
    Upscale home with a fantastic location in the heart of Union Pier. Best yet...the beach is just down a flight of stairs! This is a great house with a large dining gazebo...
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    About this property
    Built recently with the utmost attention-to-detail by an acclaimed interior designer. The main house has four bedrooms with an open floor plan on the 1st floor including the kitchen, dining room, and living room. The finished basement has additional sleeping space for 2 people (2 twin beds) and a...
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    Location Information
    Union Pier, Berrien County 49129
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 16
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    New Buffalo
    3 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    • Patio
    • Grill
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Housekeeping Included
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently Renovated Vintage Charm with private heated pool - sleeps 10-16 Enjoy New Buffalo in a recently renovated cottage blocks from the town with no detail spared in a home that is the perfect mix of vintage charm and modern luxury. As you enter from the large private fenced yard which...
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    New Buffalo, Berrien County 49117
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 15
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    Three Oaks
    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Terrace
    • Cable/satellite TV
    • Balcony
    • Washer
    • Grill
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The guesthouse offers five tastefully furnished suites, each with a private bath and comfortable queen Beautyrest Luxury-Plush bed sets made with crisp, quality bedding & linens. All rooms have been decorated and furnished with quality furniture & appointments. The Sycamore Guesthouse, a historic...
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    Three Oaks, Berrien County 49128
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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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)
    • Cable/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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    Union Pier
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Parking
    • Cable/satellite TV
    • DVD Player
    Suitability
    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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    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
    Reviewed 19 July 2016
    This little cabin "greatly exceeded" our expectations. Location, Location, LocationEntering the stately gates of Grand Beach was very pleasant, having access to a...
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    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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    Location Information
    New Buffalo, Berrien County 49117
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Harbert
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Internet Access
    • Parking
    • Air Conditioning
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Haven is a peaceful spacious home with 4 bedrooms, 2 baths, 2 fireplaces, 2 decks, front porch, outdoor fire pit, & BBQ . The 11 acres provide for exploring the woods and privacy. The decks are for enjoying outdoor living, this is the perfect place to enjoy Harbor Country lifestyle. Located...
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    Harbert, Berrien County 49128
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Walking Distance to New Buffalo Beach, Marina1 / 21
    (3)Very good
    New Buffalo
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Patio
    • Parking
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 September 2017
    We really enjoyed our stay at Auggie’s. The owner was a pleasure to work with – promptly replied to emails and was very accommodating to our needs. The house is well suited for...
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    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, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/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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    Location Information
    New Buffalo, Berrien County 49117
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Union Pier
    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Patio
    • Internet Access
    • Cable/satellite TV
    • Washer
    • Sauna
    • DVD Player
    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape from the city life to 'Asolare,' the luxurious 4-bedroom, 4-bathroom Union Pier vacation rental house located just 2 blocks from the serene Michigan coastline. This 3,500-square-foot property fits up to 16 lucky guests and has a multitude of different amenities to make for a trip you will...
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    Location Information
    Union Pier, Berrien County 49129
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 16
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    Union Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Wi-Fi
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    • Porch
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    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2014
    The air was fresh, the beach was relaxing and the house was accommodating. The kitchen is fully stocked. Could not ask for more. Easy check in and Check out.
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    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 3 bedrooms and a Family room that can sleep 2 people. The bedrooms have 2 full beds and...
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    Location Information
    Union Pier, Berrien County 49129
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sawyer
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Washer
    • Patio
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make ‘Peacock Place’ your new go-to Sawyer destination! Whether you’re in town for a getaway with the girls or a family reunion, this is an ideal rental for you! This 3-bedroom + Den, 2.5-bath vacation rental house sleeps 12 with flexibility for up to 16 and features a private driveway + parking,...
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    Sawyer, Berrien County 49125
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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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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    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
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 February 2016
    We stayed with a large group of friends, adults and kids, over the weekend. The house was perfect even with a large group due to the two seating areas. The kitchen was well...
    Reviewed 1 January 2016
    We had 19 of us stay here with plenty of room to gather together and yet have space to retreat when necessary. The beach is less than a mile walk and the dunes are even closer...
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    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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    Location Information
    Sawyer, Berrien County 49125
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 24
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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
    • Cable/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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    Location Information
    Union Pier, Berrien County 49129
    Holiday Rental House - 10 Bedrooms, 9 Bathrooms, Sleeps 24
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    New Buffalo
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    • Patio
    • Secure Parking
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Part of the beautiful Ross Chapin designed Merchant Street Cottages in New Buffalo, MI, there’s no need to look any further for your getaway accommodations! We are the newest of the Cottages, completed June 2017 and still have some availability in 2017! Just 2.5 blocks from downtown New Buffalo...
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    Location Information
    New Buffalo, Berrien County 49117
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Three Oaks
    4 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Central Heating
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large family home, great for friends and family get togethers. An easy two blocks from Journeyman Distillery - great spot for wedding parties there! No loud parties or large groups - we are in a quiet, family neighborhood and our neighbors are up early for work. Thanks! The space We have plenty...
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    Location Information
    Three Oaks, Berrien County 49128
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 14
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    Eco-LuxeYear-Round Secluded Lakefront House-Hotub,2 Fireplcs-90 min from Chicago1 / 181
    (17)Excellent
    Union Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 February 2017
    All I have to say is this house is amazing, super clean, meticulously cared for, beautiful design layout with stunning architectural details on the lake! It will take me more...
    Reviewed 14 November 2016
    My husband, toddler and I stayed here for ten days to celebrate our anniversary and daughter's third birthday and we truly enjoyed Sanctuaire. Gorgeous views of the lake and...
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    About this property
    SECLUDED & PRIVATE LAKEFRONT Retreat. Award winning and Located 90 minutes from Chicago in the Heart of the Wine Country in SouthWest Michigan. ALL THE BELLS AND WHISTLES! • 2000 Square Feet * LAKEFRONT with 200 feet of private lakefront footage • New 25K Hot Tub- open year round and...
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    Location Information
    Union Pier, Berrien County 49101
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Three Oaks
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lily's Cottage in Three Oaks, MI is steps away from the from the Journeyman Distillery / Staymaker, Acorn Theater, and the Featherbone Factory along with the boutiques and shops on main street. The farms, wineries, and beaches of Lake Michigan are a short drive. Lily’s Cottage is a...
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    Location Information
    Three Oaks, Berrien County 49128
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Three Oaks
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Washer
    • Air Conditioning
    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the best of Southwestern Michigan by staying at this delightfully quaint Three Oaks vacation rental home! Featuring 2-bedrooms, 1-bathroom, a beautiful fenced-in yard and close location to a variety of area attractions, this cozy house is perfect for your next Michigan getaway. THE...
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    Location Information
    Three Oaks, Berrien County 49644
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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