Upper Midwest Vacation Rentals

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(144 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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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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Not-a-Care Lodge
Hayward, WI
Need a place to relax and have not a care in the world? This is the home! This brand new home has been decorated to perfection with all the charm of t ...
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Lake: Grindstone 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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Stillwaters
Hayward, WI
If you are looking for a place where the whole family can come and gather? Look no further! This property sits on over 65 acres with 450' of frontage  ...
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Lake: Little Spider Lake
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Lake Superior Barn for Rent/Sleeps 20!
Maple, WI
Lake Superior Barn: sleeps  20 people in the 6 bedrooms,15 beds, 4 bathrooms. Only 20 min. east of Duluth on the sandy "South Shore" beach.& ...
Weekly Rate: $2,500-$3,500
Lake: Lake Superior
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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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Agrod Schloss
, MN
The name means Garden Castle, and it certainly is both lovely and luxurious. Looking out over 200 feet of Lake Superior shoreline in Tofte, this four  ...
Weekly Rate: $2,400-$3,120
Lake: Lake Superior
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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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Timbuktu
Hayward, WI
This newly-remodeled, 5,000 sq ft home is just what you are looking for!! This beautiful home offers one of the finest sand beaches in the Hayward are ...
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Lake: Tiger Cat Flowage
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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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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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Creekside
Cook, MN
Creekside is a two story log cabin on Elbow Lake.  Located on our 600 foot natural sand beach this beautiful cabin has a full kitchen, two bathrooms, ...
Weekly Rate: $2,000-$2,900
Lake: Elbow Lake
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(144 Upper Midwest properties found)
Page 1 of 10