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Holiday Rentals with Pools in Berrien County

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    Travellers to Berrien County are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    18 Matching Rentals in Berrien CountyView all 88 rentals
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    ‘Asolare’ Union Pier House w/Pool/Game Room/Tennis1 / 28
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    2 FUN 4 Bedroom 2 Bath COTTAGES each Sleep 10 people Beach-Pool-Hot Tub and More1 / 21
    (20)Very good
    8 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    Brand new home - 4 bedrooms, 3.5 baths.  Walk to EVERYTHING in NB!!  Sleeps 12!1 / 29
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • 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
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • Patio
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    May 10, 2019 UPDATE: Due to tax restrictions, our rental calendar is full for 2019, unless we receive a cancellation. Outdoor pool, hot tub, fire table, pergola with HDTV, propane grill, screened-in porch with HDTV, putting green, corn hole games, campfire pit. Sleeps 8-10: queen beds in 3...
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    Niles, Berrien County 49120
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming, fully furnished 4 bedroom 2 bath cottage with plenty of space. This listing is for one of two available cottages known as 'the Beach House at Lakeside, Mi.' and sleeps up to and not exceeding 10 people. There is a heated pool with a deck, table and lounge chairs for summer guests and an...
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    Lakeside, Berrien County 49116
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cross Creek Pool House Relaxation is calling at this Harbert vacation rental! Spend your days poolside with your favorite beverage, or curl up in front of the fireplace with a good book during a night in. With a gas grill, screened in porch, and fully stocked kitchen, you'll have everything you...
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    Harbert, Berrien County 49128
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Grill
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Contemporary house with vaulted ceiling and wide open kitchen, dining, living area. Wonderful outdoor pool with large deck, hammock and gas grill and surrounded by tall trees. Feels very private and quiet. 10 minute walk to Pier Street beach. Three bedroom, two bath. Third bedroom is a huge...
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    Lakeside, Berrien County 49128
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    6 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Cable/satellite TV
    • Grill
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Stone Cottage This New Buffalo vacation home has everything you and your large group need for the perfect Michigan getaway. Gather around the fire pit for s'mores or start a friendly game of hoops on your private basketball court. With a heated private pool, gas grill, and foosball table,...
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    Union Pier, Berrien County 49117
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 15
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Light House This Union Pier home boasts updated amenities and plenty of room for the whole group to stretch out and unwind. With a wood-burning fireplace, fully stocked kitchen, and a shared community pool & clubhouse, there's plenty to keep you occupied and relaxed. What's nearby: Town Line...
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    Location Information
    Union Pier, Berrien County 49129
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pier 9 Getaway Only three blocks from the beach, this Michigan rental condo is perfectly located for your next trip away from it all. Take a dip in the heated community pool, relax in the sand during the afternoon, then return home to grill a delicious meal for the whole group. The outdoor fire pit...
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    Location Information
    Union Pier, Berrien County 49129
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Patio
    • Washer
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Forget-Me-Knot The perfect vacation is waiting for you at this Union Pier vacation rental home. Enjoy all the amenities of the association clubhouse and community pool. With an outdoor shower, fire pit, and gas grill, there's plenty of fun at the home to keep the whole group occupied for a night...
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    Location Information
    Union Pier, Berrien County 49129
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Hot Tub
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your Great Lake adventure awaits at this 6-bedroom, 4-bathroom vacation rental house in Grand Beach that sleeps up to 16 guests - perfect for large groups of friends or multiple families. The recently-updated house sits such a short stroll to Lake Michigan that you can hear the waves crashing...
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    Michiana, Berrien County 49117
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 16
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1 Pond Place In a fantastic Union Pier location, this vacation home boasts modern amenities perfect for the whole group. Cook up your favorite midwest meal in the fully stocked kitchen (or on your gas grill) while keeping your wine cooled in the wine fridge, then enjoy your meal in front of the...
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    Location Information
    Union Pier, Berrien County 49129
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Housekeeping Included
    • Balcony
    • Wi-Fi
    • Grill
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SUMMER RENTALS--FULL WEEKS----FRIDAY TO FRIDAY RENTALS (7 NIGHTS) ARE REQUIRED DURING THE SUMMER RENTAL SEASON (which runs from June 7, 2019 thru August 30, 2019)--though please note there is a 20% discount ( with the discount equates to = $2999 + fees) for the full weeks starting on Fridays May...
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    Location Information
    New Buffalo, Berrien County 49117
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You can’t beat the location of this 5-bedroom, 2.5-bathroom vacation rental house located on historic, brick-lined State Street right in downtown St. Joseph! From here, you’ll be an easy walk from Silver Beach, SJ Library, Krasl Art Museum, restaurants, and more! Admire the art and antiques of this...
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    Saint Joseph, Berrien County 49085
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to this semi-secluded vacation rental on 3 wooded acres outside Union Pier! Featuring a private, heated/seasonal pool, screened porch, an open layout, high ceilings, and modern amenities, you'll have a relaxing and comfortable stay at this 3-bedroom, 2-bath home. Enjoy easy access to...
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    Lakeside, Berrien County 49129
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3-bedroom, 2-bathroom vacation rental house in Stevensville, Michigan is the perfect destination for groups interested in exploring wineries in the area or heading to nearby beaches on Lake Michigan! The home comfortably accommodates 10 guests and offers plenty of space to spread out either...
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    Location Information
    Stevensville, Berrien County 49127
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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