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Sheboygan County long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Featured long stay living spaces - Sheboygan County
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:2 Feb - 2 Mar
Image gallery for Cozy Treehouse on the Lake
9.89.8 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Cozy Treehouse on the Lake
Campbellsport, WI
19% off
Price is NZ$7,502
NZ$7,502
for 28 nights, 1 cabin
NZ$268 per night
includes taxes & fees
Image gallery for Hidden Haven - Luxury Cottage w/ Hot Tub & Scenic Views
1010 out of 10, Exceptional, (43 reviews)
Exceptional
(43 reviews)
Hidden Haven - Luxury Cottage w/ Hot Tub & Scenic Views
Cleveland, WI
18% off
Price is NZ$11,398
NZ$11,398
for 28 nights, 1 home
NZ$407 per night
includes taxes & fees
Image gallery for Winter's a good time to stay in & cuddle at Surfdaze
1010 out of 10, Exceptional, (114 reviews)
Exceptional
(114 reviews)
Winter's a good time to stay in & cuddle at Surfdaze
Oostburg, WI
9% off
Price is NZ$13,328
NZ$13,328
for 28 nights, 1 cottage
NZ$476 per night
includes taxes & fees
Image gallery for Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
9.89.8 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
Sheboygan, WI
43% off
Price is NZ$4,736
NZ$4,736
for 28 nights, 1 apartment
NZ$169 per night
includes taxes & fees
Image gallery for REMODELED HOME ON LAKE MICHIGAN
9.89.8 out of 10, Exceptional, (158 reviews)
Exceptional
(158 reviews)
REMODELED HOME ON LAKE MICHIGAN
Sheboygan, WI
16% off
Price is NZ$8,763
NZ$8,763
for 28 nights, 1 home
NZ$313 per night
includes taxes & fees
Image gallery for Modern Farmhouse Retreat
9.89.8 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Modern Farmhouse Retreat
Newton, WI
22% off
Price is NZ$12,337
NZ$12,337
for 28 nights, 1 room
NZ$441 per night
includes taxes & fees
Image gallery for Beautiful private home hidden in the woods. Can sleep 11 guests
1010 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Beautiful private home hidden in the woods. Can sleep 11 guests
Plymouth, WI
9% off
Price is NZ$40,445
NZ$40,445
for 28 nights, 1 home
NZ$1,444 per night
includes taxes & fees
Image gallery for Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )
1010 out of 10, Exceptional, (188 reviews)
Exceptional
(188 reviews)
Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )
Kiel, WI
9% off
Price is NZ$7,874
NZ$7,874
for 28 nights, 1 cottage
NZ$281 per night
includes taxes & fees
Image gallery for Logan Ave Holiday House - Upper
9.49.4 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)
Logan Ave Holiday House - Upper
Sheboygan, WI
43% off
Price is NZ$4,733
NZ$4,733
for 28 nights, 1 apartment
NZ$169 per night
includes taxes & fees
Image gallery for Valders Log Home near EEA Air Show & Sheboygan!
9.69.6 out of 10, Exceptional, (33 reviews)
Exceptional
(33 reviews)
Valders Log Home near EEA Air Show & Sheboygan!
Valders, WI
16% off
Price is NZ$14,221
NZ$14,221
for 28 nights, 1 cabin
NZ$508 per night
includes taxes & fees
Image gallery for Walk to Beaches + Restaurants: Elkhart Lake Escape
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Walk to Beaches + Restaurants: Elkhart Lake Escape
Elkhart Lake, WI
21% off
Price is NZ$35,562
NZ$35,562
for 28 nights, 1 home
NZ$1,270 per night
includes taxes & fees
Image gallery for Pet-Friendly Sheboygan Home: 4 Mi to Lake Michigan
1010 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Pet-Friendly Sheboygan Home: 4 Mi to Lake Michigan
Sheboygan, WI
25% off
Price is NZ$6,868
NZ$6,868
for 28 nights, 1 home
NZ$245 per night
includes taxes & fees
Image gallery for The Historic Downtown Suite
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
The Historic Downtown Suite
Sheboygan Falls, WI
19% off
Price is NZ$7,760
NZ$7,760
for 28 nights, 1 apartment
NZ$277 per night
includes taxes & fees
Image gallery for Experience Lake Michigan views from your cozy 3-bedroom retreat
1010 out of 10, Exceptional, (27 reviews)
Exceptional
(27 reviews)
Experience Lake Michigan views from your cozy 3-bedroom retreat
Oostburg, WI
18% off
Price is NZ$13,643
NZ$13,643
for 28 nights, 1 home
NZ$487 per night
includes taxes & fees
Image gallery for Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
9.89.8 out of 10, Exceptional, (253 reviews)
Exceptional
(253 reviews)
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Sheboygan, WI
8% off
Price is NZ$7,847
NZ$7,847
for 28 nights, 1 home
NZ$280 per night
includes taxes & fees
Image gallery for The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
1010 out of 10, Exceptional, (38 reviews)
Exceptional
(38 reviews)
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Sheboygan, WI
15% off
Price is NZ$8,900
NZ$8,900
for 28 nights, 1 home
NZ$318 per night
includes taxes & fees
Image gallery for Lake & Trail Getaway - Perfect for a Fall getaway!
9.89.8 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Lake & Trail Getaway - Perfect for a Fall getaway!
Cascade, WI
17% off
Price is NZ$9,049
NZ$9,049
for 28 nights, 1 cabin
NZ$323 per night
includes taxes & fees
Image gallery for Secluded Sanctuary with Beach and Woods
9.89.8 out of 10, Exceptional, (120 reviews)
Exceptional
(120 reviews)
Secluded Sanctuary with Beach and Woods
Oostburg, WI
6% off
Price is NZ$16,439
NZ$16,439
for 28 nights, 1 cottage
NZ$587 per night
includes taxes & fees
Image gallery for Charming 2-bedroom Lake House in West Bend
1010 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
Charming 2-bedroom Lake House in West Bend
West Bend, WI
17% off
Price is NZ$3,475
NZ$3,475
for 28 nights, 1 home
NZ$124 per night
includes taxes & fees
Image gallery for Heart of the Action, Village Square Upper Condo Sleeps 8
1010 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
Heart of the Action, Village Square Upper Condo Sleeps 8
Elkhart Lake, WI
23% off
Price is NZ$18,048
NZ$18,048
for 28 nights, 1 apartment
NZ$645 per night
includes taxes & fees
Image gallery for Steps from Lake Michigan: North Point Place
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Steps from Lake Michigan: North Point Place
Sheboygan, WI
40% off
Price is NZ$7,398
NZ$7,398
for 28 nights, 1 home
NZ$264 per night
includes taxes & fees
Image gallery for Wander Back Inn to Elkhart Lake
1010 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
Wander Back Inn to Elkhart Lake
Elkhart Lake, WI
21% off
Price is NZ$14,131
NZ$14,131
for 28 nights, 1 home
NZ$505 per night
includes taxes & fees
Image gallery for GGG Log Cabin Apartment on the Ice Age Trail
1010 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
GGG Log Cabin Apartment on the Ice Age Trail
Campbellsport, WI
8% off
Price is NZ$7,626
NZ$7,626
for 28 nights, 1 apartment
NZ$272 per night
includes taxes & fees
Image gallery for Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown
1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown
Elkhart Lake, WI
8% off
Price is NZ$14,970
NZ$14,970
for 28 nights, 1 apartment
NZ$535 per night
includes taxes & fees
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value