Upper Midwest Vacation Rentals

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(92 Upper Midwest properties found)
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Penabryn Timbers
Hayward, WI
This charming log home has alot of Northwoods personality! It's very private, in deep woods and amongst towering pines, on 5+ acres. It has a peaceful ...
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Lake: Spider Lake
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Deerbed Lodge
Hayward, WI
If you are looking for the perfect lakefront property to entertain family or host a family reunion, this beautiful property is exactly what you are lo ...
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Lake: Round Lake
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Stunning Shore Creek House on Lake Superior
Schroeder, MN
This spectacular Lundie home has been totally restored with impeccable detail creating one of the North Shore's most private and romantic residences.& ...
Weekly Rate: $3,510-$4,230
Lake: Lake Superior
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White Pine Lodge
Hayward, WI
This is a great home for a family vacation!! White Pine Lodge sits on the shore of Little Round Lake, only a 5 minute boat ride to big Round Lake, a g ...
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Lake: Little Round Lake
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Escape on Whitefish
Stone Lake, WI
The Ultimate Escape on Whitefish Lake! Truly a great place to bring your family - great for swimming, fishing, boating & relaxation! Enjoy all the ...
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Lake: Whitefish Lake
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Northwoods Sunrise
Hayward, WI
If you are looking for a vacation home that has that "Warm Up North" feel, this home is what you are looking for. The inside is done almost entirely i ...
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Lake: Round Lake
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Castle Rock on Lake Superior
Lutsen, MN
There's room for everyone in this stunning home on Cascade Beach Road. Features include 3+ bedrooms, 2 baths, loft, Master bedroom suite with 2-sided  ...
Weekly Rate: $1,860-$3,300
Lake: Lake Superior
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Tall Cedars
Cable, WI
Located north of Hayward, Tall Cedars offers privacy along with all the amenities. Imagine breakfast on a private deck overlooking beautiful Garden La ...
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Lake: Lake Namekagon / Garden Lake
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Bluewater Memories
Hayward, WI
Looking for that perfect place to enjoy some much needed rest & relaxation?  You have found it with Bluewater Memories!  This home offer ...
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Lake: Round Lake
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Shade Tree Lodge & Moonlight Cabin
Hayward, WI
It's Here!! The property on Round Lake you have been looking for... 2 homes that are with-in walking distance from each other with the capacity of up  ...
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Lake: Round Lake
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Pointavu - Spectacular Home on Lake Superior
Tofte, MN
Enjoy spectacular views and waterfront from this well-designed home featuring 2 bedrooms,a bedroom loft (5 Queen beds), and 2.5 baths. The large Great ...
Weekly Rate: $1,860-$2,820
Lake: Lake Superior
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Whispering Pines Retreat
Hayward, WI
Beautiful home on one of Hayward's most popular lakes! Whispering Pines Retreat is located 8 miles from downtown Hayward with many golf courses, fabul ...
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Lake: Round Lake
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Superior Retreat
Grand Marais, MN
Come let yourself be "sea-duced" by this peaceful retreat that is isolated yet within walking distance of Grand Marais.  This beautifully appoint ...
Weekly Rate: $1,860-$2,580
Lake: Lake Superior
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Seacliff House with Lakeside Bedroom Gazebo
Lutsen, MN
One of our romantic hideaways, which has been the setting for many honeymoons and anniversaries. The 3 bedroom, 2 bath home features a master bedroom  ...
Weekly Rate: $1,830-$2,550
Lake: Lake Superior
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Peaceful Point
Hayward, WI
This lovely chalet style home offers you the best of both worlds... situated on 2 1/2 wooded acres, you have a peaceful & private setting, yet the ...
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Lake: Little Round Lake
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(92 Upper Midwest properties found)
Page 1 of 7
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