Holiday rentals near The Plaid Squirrel
We found 613 holiday rentals — enter your dates for availability
If you are looking to stay near The Plaid Squirrel, scroll through and discover holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include air conditioning and a pool. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - The Plaid Squirrel
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 AU$8,678
AU$8,678
AU$1,240 per night
includes taxes & fees
Image gallery for Waterfront Lake House, Kayaks and Large Yard
1010 out of 10 rating
Exceptional
(5 reviews)
Waterfront Lake House, Kayaks and Large Yard
Oshkosh, WI
8% off
Price is AU$3,654
AU$3,654
AU$522 per night
includes taxes & fees
Image gallery for Beautiful 2 Bedroom Duplex
1010 out of 10 rating
Exceptional
(12 reviews)
Beautiful 2 Bedroom Duplex
Fond du Lac, WI
8% off
Price is AU$1,814
AU$1,814
AU$259 per night
includes taxes & fees
Image gallery for Ｄｅｓｔｉｎａｔｉｏｎ Ｄｏｗｎｔｏｗｎ
1010 out of 10 rating
Exceptional
(7 reviews)
Ｄｅｓｔｉｎａｔｉｏｎ Ｄｏｗｎｔｏｗｎ
Oshkosh, Wisconsin
7% off
Price is AU$2,073
AU$2,073
AU$296 per night
includes taxes & fees
Image gallery for Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location
1010 out of 10 rating
Exceptional
(20 reviews)
Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location
Oshkosh, WI
8% off
Price is AU$5,261
AU$5,261
AU$752 per night
includes taxes & fees
Image gallery for Lake Winnebago Water Front! Fishing! Boating! Quiet Bay! EAA!
1010 out of 10 rating
Exceptional
(5 reviews)
Lake Winnebago Water Front! Fishing! Boating! Quiet Bay! EAA!
Oshkosh, WI
8% off
Price is AU$6,508
AU$6,508
AU$930 per night
includes taxes & fees
Image gallery for Overlooking Lake Winnebago on EAA flight path
1010 out of 10 rating
Exceptional
(6 reviews)
Overlooking Lake Winnebago on EAA flight path
Oshkosh, WI
7% off
Price is AU$3,782
AU$3,782
AU$540 per night
includes taxes & fees
Image gallery for Perfect Waterfront Retreat Destination on Lake Winnebago
1010 out of 10 rating
Exceptional
(17 reviews)
Perfect Waterfront Retreat Destination on Lake Winnebago
Oshkosh, WI
8% off
Price is AU$3,217
AU$3,217
AU$460 per night
includes taxes & fees
Image gallery for Breathtaking beach front, quiet area, close to amenities and attractions.
9.89.8 out of 10 rating
Exceptional
(103 reviews)
Breathtaking beach front, quiet area, close to amenities and attractions.
Menasha, WI
8% off
Price is AU$5,008
AU$5,008
AU$715 per night
includes taxes & fees
Image gallery for Peaceful Home in Heart of Oshkosh!
1010 out of 10 rating
Exceptional
(15 reviews)
Peaceful Home in Heart of Oshkosh!
Oshkosh, WI
6% off
Price is AU$1,884
AU$1,884
AU$269 per night
includes taxes & fees
Image gallery for Experience Oshkosh charm near EAA Aviation Museum
1010 out of 10 rating
Exceptional
(22 reviews)
Experience Oshkosh charm near EAA Aviation Museum
Oshkosh, WI
7% off
Price is AU$2,601
AU$2,601
AU$372 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
(52 reviews)
Family Fun on Crystal Lake Island - minutes to Road America, hiking, PGA Golf
Plymouth, WI
8% off
Price is AU$4,485
AU$4,485
AU$641 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 AU$3,578
AU$3,578
AU$511 per night
includes taxes & fees
Image gallery for Lovely Lake Winnebago beachfront home, EAA, Packers, water activities, skiing
1010 out of 10 rating
Exceptional
(86 reviews)
Lovely Lake Winnebago beachfront home, EAA, Packers, water activities, skiing
Neenah, WI
8% off
Price is AU$6,176
AU$6,176
AU$882 per night
includes taxes & fees
Image gallery for 2025 NFL Draft, Green Bay Packer home games and EAA rental on Lake Winnebago
1010 out of 10 rating
Exceptional
(5 reviews)
2025 NFL Draft, Green Bay Packer home games and EAA rental on Lake Winnebago
Menasha, WI
8% off
Price is AU$5,055
AU$5,055
AU$722 per night
includes taxes & fees
Image gallery for Spacious home: Lake Winnebago, fishing, kayaking
1010 out of 10 rating
Exceptional
(7 reviews)
Spacious home: Lake Winnebago, fishing, kayaking
Fond du Lac, WI
8% off
Price is AU$3,375
AU$3,375
AU$482 per night
includes taxes & fees
Image gallery for The Parkway Paddle: Walking distance to the lake
9.49.4 out of 10 rating
Exceptional
(27 reviews)
The Parkway Paddle: Walking distance to the lake
Oshkosh, WI
8% off
Price is AU$3,725
AU$3,725
AU$532 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 AU$3,284
AU$3,284
AU$469 per night
includes taxes & fees
Image gallery for Watch Fireworks from the Porch! 3BR Across from Menominee Park & Lake
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Watch Fireworks from the Porch! 3BR Across from Menominee Park & Lake
Oshkosh, WI
17% off
Price is AU$3,426
AU$3,426
AU$489 per night
includes taxes & fees
Image gallery for Lola's Lakeside Estate on Lake Winnebago
1010 out of 10 rating
Exceptional
(13 reviews)
Lola's Lakeside Estate on Lake Winnebago
Hilbert, WI
9% off
Price is AU$8,522
AU$8,522
AU$1,217 per night
includes taxes & fees
Image gallery for Lake, River and Lighthouse View Suite<br>
1010 out of 10 rating
Exceptional
(11 reviews)
Lake, River and Lighthouse View Suite<br>
Neenah, WI
7% off
Price is AU$3,497
AU$3,497
AU$500 per night
includes taxes & fees
Image gallery for Lake Winnebago - 53 mins to Lambeau Field in Green Bay
9.89.8 out of 10 rating
Exceptional
(37 reviews)
Lake Winnebago - 53 mins to Lambeau Field in Green Bay
Chilton, WI
8% off
Price is AU$4,896
AU$4,896
AU$699 per night
includes taxes & fees
Image gallery for "Shorewood" - 10 steps away from the water!
9.89.8 out of 10 rating
Exceptional
(19 reviews)
"Shorewood" - 10 steps away from the water!
Oshkosh, WI
6% off
Price is AU$2,867
AU$2,867
AU$410 per night
includes taxes & fees
Image gallery for Super clean amazing location downtown Elkhart Lake
1010 out of 10 rating
Exceptional
(11 reviews)
Super clean amazing location downtown Elkhart Lake
Elkhart Lake, WI
8% off
Price is AU$4,670
AU$4,670
AU$667 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - The Plaid Squirrel
Showing deals for: 14 Sept - 17 Sept
Secluded Lake House Retreat – Book Now!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
46 reviews(46 reviews)
The current price is AU$1,303
AU$1,303
for 3 nights, 1 home
AU$434 per night
includes taxes & fees
Charming Neenah House w/ Porch on Lake Winnebago!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
59 reviews(59 reviews)
The current price is AU$970
AU$970
for 3 nights, 1 home
AU$323 per night
includes taxes & fees
Stunning Sunrise Waterfront Views on Lake Winnebago
Sleeps 12 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
The current price is AU$1,418
AU$1,418
for 3 nights, 1 home
AU$473 per night
includes taxes & fees
'Twilight' - Just a few steps down to Lake Winnebago!
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
The current price is AU$1,450
AU$1,450
for 3 nights, 1 home
AU$483 per night
includes taxes & fees
Bright Little Chute Condo w/ Deck & Yard!
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
The current price is AU$1,225
AU$1,225
for 3 nights, 1 apartment
AU$408 per night
includes taxes & fees
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Sleeps 6 · 3 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
The current price is AU$1,449
AU$1,449
for 3 nights, 1 home
AU$483 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