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Elder Access Holiday Rentals in Lakeside

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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.
    28 Matching Rentals in the Lakeside AreaView all 54 rentals
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    Lakeside
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Classic 5BR Michigan Cottage Minutes To the Beach1 / 22
    (6)Excellent
    Lakeside
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Lakeside
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Lakeside
    4 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    CUSTOM NEW CONSTRUCTION SHINGLE COTTAGE ACROSS THE STREET FROM LAKE MICHIGAN Wishing for a cottage that has all the charm and character of a long standing Michigan cottage,than this stunning new twist on a shingle style cottage is the perfect vacation get away. New construction in 2009 and lightly...
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    Lakeside, Berrien County 49116
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 15
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    The following rentals are within 10 kilometers of Lakeside.
    Charming, Updated Sawyer Dune Cottage--Next to Warren Dunes + Private Beach!1 / 21
    (3)Excellent
    Sawyer
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Air Conditioning
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    • DVD Player
    • Washer
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2017
    Super enjoyed our weekend with 3 kids in this cottage. Attentive owners with updated eclectic decor. Spent most of our time in their screened in porch playing games and enjoying...
    Reviewed 12 July 2017
    My husband and I and our three kids loved this house! It was very clean and had everything we needed, plenty of room, very well stocked and an amazing front porch! The beach was...
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    About this property
    You found it--the perfect location near everything Harbor County has to offer in the beautiful, wooded and private Shorewood Hills beach community. This charming 1940s dune cottage near Sawyer, MI is the best of both worlds, situated next to Warren Dunes State Park but with all the amenities of a...
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    Sawyer, Berrien County 49125
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beautifully Renovated 'Pinebrook Cottage' 2BR 1BA1 / 23
    (10)Excellent
    New Buffalo
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Cable/satellite TV
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    • Wi-Fi
    • Balcony
    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    I recently went on a girls weekend getaway and from the moment we opened the gate it felt perfect! The yard had a relaxing feel and sitting around the fire pit was wonderful...
    Reviewed 25 November 2017
    Super cute and comfy, nice location, accurate pictures, great communication. Wish the weather was better for us so we could enjoy the nice outdoor spaces more.Two minor notes...
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    About this property
    Very private, newly renovated 2 BR 1 BA cottage on 0.5 acre of wooded forest. Beautiful, vacation retreat, 0.4 miles to private Lake Michigan beaches. Large private front yard with serene gardens, comfy chairs, fire pit, bbq grill and outdoor shower. Back yard has 2 decks overlooking the wooded...
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    New Buffalo, Berrien County 49117
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Amish log cabin located by Warren Dunes State Park and Greenbush brewery1 / 6
    (3)Very good
    Sawyer
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 October 2017
    The Red Arrow Cabins are as cute as can be. After an afternoon of winery hopping in Baroda to celebrate a friends birthday, myself and 4 other friends spent the night at the...
    Reviewed 14 September 2017
    My daughter and I stayed in Red Arrow Cabins at the Driftwood cabin in late August. Our cabin had 1 bedroom and loft. The cabin was so cute and cozy and the beds were very...
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    About this property
    This warm inviting cabin features, wood burning stove, heat/ac, covered front porch, fire pit, grill, outdoor picnic table, kitchenette and bathroom with a hot shower. Conveniently located near State Park, restaurants, breweries, wineries, golf courses and shopping. Great place to relax and unwind....
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    Sawyer, Berrien County 49125
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Everything Is New From Beds To Kitchen Cabinets1 / 24
    (3)Excellent
    New Buffalo
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • DVD Player
    • Air Conditioning
    • Washer
    • Internet Access
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 2017
    My girlfriends and I spent 2 nights at Ed and Deb's cottage. It was spotless and cozy. Everything we needed was there. Ed was a very nice, friendly man who gave us plenty of...
    Reviewed 11 August 2017
    This home is VERY clean and has everything you need for a great vacation - fenced in yard, bonfire pit with firewood, grill (which was extremely clean... much cleaner than mine...
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    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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    Three Oaks
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Private Garden
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    • Parking
    Suitability
    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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    Three Oaks, Berrien County 49128
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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 18 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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    Meadowlark Cottage1 / 10
    (1)Excellent
    Union Pier
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Porch
    • Parking
    • Wi-Fi
    • DVD Player
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 September 2017
    We loved the cottage - the layout was perfect. Cozy and spacious all at the same time. We felt at home & loved that we were close to the beach & playground. The owners...
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    About this property
    Meadowlark Cottage is a bright four season cottage in the Gordon Beach section of Union Pier. Just a short walk to the private 2,000 foot Gordon Beach. Remember your beach flag or the friendly guard will ask you to leave! Meadowlark Cottage has a Great Room with kitchen, dining area and lounging...
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    Location Information
    Union Pier, Berrien County 49129
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Three Oaks
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
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    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three Oaks Inn, Palladian Suite: The original Palladian window sets the tone of this comfortable suite that shows off the original woodwork, trim, Douglas Fir floors and glass-tiled fireplace surround. The massive solid-wood panel bed is complimented with a Sealy luxury plush queen mattress set...
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    Three Oaks, Berrien County 49128
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Brand new home - 4 bedrooms, 3.5 baths.  Walk to EVERYTHING in NB!!  Sleeps 12!1 / 29
    (1)Excellent
    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
    Reviewed 2 weeks ago
    We always rent homes when we travel and this has to be one of the best so far. Beautiful home. Well stocked. Can't think of anything they missed. The owners are very easy to...
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    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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    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 5 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 5 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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    Union Pier, Berrien County 49129
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 16
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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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    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
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 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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    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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    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
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    • Cable/satellite TV
    • Balcony
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    • 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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    Eco-LuxeYear-Round Secluded Lakefront House-Hotub,2 Fireplcs-90 min from Chicago1 / 184
    (17)Excellent
    Union Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
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    • 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 13 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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    Union Pier, Berrien County 49101
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Three Oaks
    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Terrace
    • Cable/satellite TV
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    • Private Garden
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    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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    Union Pier
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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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    Union Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Country Cottage is fully furnished located on a 1/4 acre lot with parking available for up to 5 vehicles. Our spacious accommodations will provide you with: 7 Wonderful rooms. 3 Bedrooms - (bed linens provided) 2 Full Baths (Bath towels provided) Fully equipped kitchen with dishwasher,...
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    Union Pier, Berrien County 49129
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Three Oaks
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Grill
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three Oaks Inn, the historic Ashmoor Estate, Three Oaks, MI circa 1904 has been restored and transformed into a fine lodging establishment within the Harbor Country communities of SW Michigan. With up to 5 guest rooms (4 ensuite with private bath) that comfortably sleep up to 14 guests. Charm...
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    Three Oaks, Berrien County 49128
    Private Room - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Union Pier
    10 Bedrooms, 9 Bathrooms, Sleeps 24 Quick View
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    • Washer
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    • Waterfront
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    • Hot Tub
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    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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    Union Pier
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    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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    Location Information
    Union Pier, Berrien County 49129
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Three Oaks
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three Oaks Inn, Fireside Suite. Our most spacious suite with walk-in closet, mosaic glass-tiled hearth and attached private full bath. A cherry-wood sleigh bed is complimented with a Sealy/Beautyrest luxury plush queen mattress set made with quality linens to ensure our guests a comfortable...
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    Three Oaks, Berrien County 49128
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Three Oaks
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Three Oaks Inn: Our Sunset Suite is furnished with a solid cherry-wood panel bed that is complimented with a Sealy luxury plush queen mattress set made with quality sheets and bedding to ensure our guests enjoy a comfortable night’s sleep. An eclectic mix of quality furnishings and original artwork...
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    Three Oaks, Berrien County 49128
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Union Pier
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Central Heating
    • Balcony
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    • Waterfront
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'CASA DE LAGO' A Charming Lake Michigan Mediterranean Vintage Cottage, that has been meticulously rebuilt and restored from the ground up including its foundation by a Member of the National Preservation Society. This cottage has it all and is Packed with Panache and Coastal Charm from its Gourmet...
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    Union Pier, Berrien County 49129
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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