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Pet Friendly 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.
    16 Matching Rentals in the Lakeside AreaView all 53 rentals
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    2 FUN 4 Bedroom 2 Bath COTTAGES each Sleep 10 people Beach-Pool-Hot Tub and More1 / 21
    (21)Very good
    Lakeside
    8 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    Lakeside
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    The following rentals are within 10 kilometres of Lakeside.
    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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    TreeTops at Grand Beach. 5* rated. Block to Lake MI. Golf Cart (in season)1 / 33
    (3)Excellent
    New Buffalo
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Washer
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 October 2018
    I stayed at Tree Tops early in the fall with five of my adult children, two of their wives, and our little dogs. We spent three lovely days and three cozy nights sitting...
    Reviewed 30 June 2017
    We spent a long weekend at the house for Memorial day and were so grateful to have chosen this location! It's a quick walk away from the beach (even though the weather did not...
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    About this property
    Booking Summer ‘19. Five weeks taken to date. Weekly bookings only in the Summer (Saturday to Saturday). Very private home on a sand dune set away from neighbors. Aptly decorated for your beach vacation. Block to Lake Michigan. Golf cart included (in season). As we run on multiple sites please...
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    Location Information
    49117, New Buffalo, Berrien County
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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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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    49129, Union Pier, Berrien County
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    New Buffalo
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • 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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    49117, New Buffalo, Berrien County
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    ‘Asolare’ Union Pier House w/Pool/Game Room/Tennis1 / 28
    (1)Excellent
    Union Pier
    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Private Indoor Pool
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    • Sauna
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2018
    We thoroughly enjoyed this home with 7 adults, one toddler and one dog. The beds are comfortable, the kitchen is very well furnished and the grill is great. There are lots of...
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    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
    49129, Union Pier, Berrien County
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 16
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    Union Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Washer
    • Parking
    • Private Garden
    • Cable/satellite TV
    • Grill
    Suitability
    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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    Location Information
    49129, Union Pier, Berrien County
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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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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    49128, Harbert, Berrien County
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Walking Distance to New Buffalo Beach, Marina1 / 21
    (4)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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    Location Information
    49117, New Buffalo, Berrien County
    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 / 188
    (17)Excellent
    Union Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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 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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    Location Information
    49101, Union Pier, Berrien County
    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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    Amenities & Details
    • Washer
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Wi-Fi
    • 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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    Location Information
    49128, Three Oaks, Berrien County
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Sawyer
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the best of Sawyer while staying at this 1-bath vacation rental studio cabin that sleeps 2 adults and up to 3 children with a small additional fee over 4. You'll have a private fenced-in outdoor space, a driveway with separate parking and if you're traveling with a larger group there is...
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    Location Information
    49125, Sawyer, Berrien County
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Union Pier
    4 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Wi-Fi
    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 up to 14, a spacious backyard area with a hot tub, and an unrivaled location....
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    Location Information
    49129, Union Pier, Berrien County
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 14
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    Sawyer
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    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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    Location Information
    49125, Sawyer, Berrien County
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Sawyer
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Boasting 3 miles of Lake Michigan Shoreline, 6 miles of hiking trails and spectacular views all around, Warren Dunes State Park is the perfect year-round playground. Bring your family and 4-legged friends along for a memorable stay 1 mile from the park at this 3-bedroom, 1.5-bath Sawyer house for...
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    Location Information
    49125, Sawyer, Berrien County
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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