Holiday rentals near Blackwolf Run
We found 403 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals near Blackwolf Run that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the amenities that you expect for your stay, which might include a pool and a washer and dryer. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Blackwolf Run
Showing deals for:19 Sept - 26 Sept
Image gallery for Summit Woods Hideaway! Walking Distance To Road America. Elkhart Lake, WI 53020
1010 out of 10 rating
Exceptional
(18 reviews)
Summit Woods Hideaway! Walking Distance To Road America. Elkhart Lake, WI 53020
Plymouth, WI
8% off
Price is NZ$9,308
NZ$9,308
NZ$1,330 per night
includes taxes & fees
Image gallery for Experience Lake Michigan views from your cozy 3-bedroom retreat
1010 out of 10 rating
Exceptional
(24 reviews)
Experience Lake Michigan views from your cozy 3-bedroom retreat
Oostburg, WI
8% off
Price is NZ$4,795
NZ$4,795
NZ$685 per night
includes taxes & fees
Image gallery for Modern Lakeside House with Treehouse
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Modern Lakeside House with Treehouse
Sheboygan, WI
8% off
Price is NZ$12,692
NZ$12,692
NZ$1,813 per night
includes taxes & fees
Image gallery for Luxury private home on Lake Michigan with 5 acres near Whistling Straits Kohler
1010 out of 10 rating
Exceptional
(69 reviews)
Luxury private home on Lake Michigan with 5 acres near Whistling Straits Kohler
Cleveland, WI
8% off
Price is NZ$7,173
NZ$7,173
NZ$1,025 per night
includes taxes & fees
Image gallery for Gather Your Group at the Bunkhouse!
1010 out of 10 rating
Exceptional
(45 reviews)
Gather Your Group at the Bunkhouse!
Port Washington, WI
8% off
Price is NZ$12,374
NZ$12,374
NZ$1,768 per night
includes taxes & fees
Image gallery for Private, Peaceful Retreat near Road America
1010 out of 10 rating
Exceptional
(12 reviews)
Private, Peaceful Retreat near Road America
Plymouth, WI
8% off
Price is NZ$2,473
NZ$2,473
NZ$353 per night
includes taxes & fees
Image gallery for Private Ranch home hidden in the woods with lots of wildlife can sleep 11 guests
1010 out of 10 rating
Exceptional
(9 reviews)
Private Ranch home hidden in the woods with lots of wildlife can sleep 11 guests
Plymouth, WI
9% off
Price is NZ$9,644
NZ$9,644
NZ$1,378 per night
includes taxes & fees
Image gallery for BEST LAKE HOUSE, BEST BEACH HOUSE Lake Michigan, relaxing!
9.89.8 out of 10 rating
Exceptional
(70 reviews)
BEST LAKE HOUSE, BEST BEACH HOUSE Lake Michigan, relaxing!
Oostburg, wi
7% off
Price is NZ$5,425
NZ$5,425
NZ$775 per night
includes taxes & fees
Image gallery for Give Dad a memorable Father’s Day Weekend in Wisconsin!
1010 out of 10 rating
Exceptional
(80 reviews)
Give Dad a memorable Father’s Day Weekend in Wisconsin!
Sheboygan, WI
8% off
Price is NZ$26,009
NZ$26,009
NZ$3,716 per night
includes taxes & fees
Image gallery for BEACHVIEW GETAWAY
9.89.8 out of 10 rating
Exceptional
(12 reviews)
BEACHVIEW GETAWAY
Sheboygan, WI
8% off
Price is NZ$5,141
NZ$5,141
NZ$734 per night
includes taxes & fees
Image gallery for AAA 4 Diamond, Pristine Elkhart Lake, Award winning Spa, World Class Golf
1010 out of 10 rating
Exceptional
(25 reviews)
AAA 4 Diamond, Pristine Elkhart Lake, Award winning Spa, World Class Golf
Elkhart Lake, WI
8% off
Price is NZ$3,881
NZ$3,881
NZ$554 per night
includes taxes & fees
Image gallery for Family Fun on Crystal Lake Island - minutes to Road America, hiking, PGA Golf
1010 out of 10 rating
Exceptional
(51 reviews)
Family Fun on Crystal Lake Island - minutes to Road America, hiking, PGA Golf
Plymouth, WI
8% off
Price is NZ$4,853
NZ$4,853
NZ$693 per night
includes taxes & fees
Image gallery for Country beauty on 5 acres
1010 out of 10 rating
Exceptional
(85 reviews)
Country beauty on 5 acres
Sheboygan Falls, WI
8% off
Price is NZ$2,850
NZ$2,850
NZ$407 per night
includes taxes & fees
Image gallery for Oostburg,WI Beach front, Lake Michigan
9.89.8 out of 10 rating
Exceptional
(61 reviews)
Oostburg,WI Beach front, Lake Michigan
Oostburg, WI
7% off
Price is NZ$4,685
NZ$4,685
NZ$669 per night
includes taxes & fees
Image gallery for New Listing: Lake Michigan beach home: kayaks, games, PS5, foosball, volleyball
1010 out of 10 rating
Exceptional
(5 reviews)
New Listing: Lake Michigan beach home: kayaks, games, PS5, foosball, volleyball
Cleveland, WI
8% off
Price is NZ$6,149
NZ$6,149
NZ$878 per night
includes taxes & fees
Image gallery for Updated Victorian in the Heart of Sheboygan. Beach, Downtown, Golf, Road America
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Updated Victorian in the Heart of Sheboygan. Beach, Downtown, Golf, Road America
Sheboygan, WI
12% off
Price is NZ$3,940
NZ$3,940
NZ$563 per night
includes taxes & fees
Image gallery for BEACHSIDE GETAWAY IN SHEBOYGAN
1010 out of 10 rating
Exceptional
(21 reviews)
BEACHSIDE GETAWAY IN SHEBOYGAN
Sheboygan, WI
8% off
Price is NZ$3,413
NZ$3,413
NZ$488 per night
includes taxes & fees
Image gallery for Lime Ridge Vacation Rentals
1010 out of 10 rating
Exceptional
(22 reviews)
Lime Ridge Vacation Rentals
Elkhart Lake, WI
13% off
Price is NZ$3,563
NZ$3,563
NZ$509 per night
includes taxes & fees
Image gallery for Remodeled lake house on Lake Michigan, near Kohler
1010 out of 10 rating
Exceptional
(11 reviews)
Remodeled lake house on Lake Michigan, near Kohler
Oostburg, WI
8% off
Price is NZ$7,852
NZ$7,852
NZ$1,122 per night
includes taxes & fees
Image gallery for Country Homestead next to the City, with Perfect Location for Road America HPDE
9.69.6 out of 10 rating
Exceptional
(36 reviews)
Country Homestead next to the City, with Perfect Location for Road America HPDE
Plymouth, WI
17% off
Price is NZ$3,425
NZ$3,425
NZ$489 per night
includes taxes & fees
Image gallery for Good Vibes on the Third Coast-Pet Friendly! Cozy and Close by!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Good Vibes on the Third Coast-Pet Friendly! Cozy and Close by!
Sheboygan, WI
8% off
Price is NZ$2,684
NZ$2,684
NZ$383 per night
includes taxes & fees
Image gallery for Beautiful Remodeled Lake Michigan Beachfront Home Country Setting w/ 500mbps int
1010 out of 10 rating
Exceptional
(119 reviews)
Beautiful Remodeled Lake Michigan Beachfront Home Country Setting w/ 500mbps int
Oostburg, WI
8% off
Price is NZ$4,579
NZ$4,579
NZ$654 per night
includes taxes & fees
Image gallery for Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.
1010 out of 10 rating
Exceptional
(6 reviews)
Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.
Sheboygan, WI
8% off
Price is NZ$6,523
NZ$6,523
NZ$932 per night
includes taxes & fees
Image gallery for The River Bed - Condo sleeps 4 on west side
1010 out of 10 rating
Exceptional
(72 reviews)
The River Bed - Condo sleeps 4 on west side
Sheboygan, WI
8% off
Price is NZ$2,071
NZ$2,071
NZ$296 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Blackwolf Run
Malibu of the Midwest Condo steps from the Lake
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Updated Sheboygan Home w/ Porch < 1 Mi to Beach
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
46 reviews(46 reviews)
Pet-Friendly Sheboygan Home: 4 Mi to Lake Michigan
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
NEW! Charming 3BR/2BA Lake House in the Woods of the desirable Black River area
Sleeps 9 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
Modern South Pier Condo on Sheboygan River!
Sleeps 7 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Lakefront Condo- Step-free & accessible! Sleeps 8!
Sleeps 8 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
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