Holiday rentals near The Plaid Squirrel
We found 618 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:31 Oct - 7 Nov
Image gallery for 2025 NFL Draft, Green Bay Packer home games and EAA rental on Lake Winnebago
1010 out of 10 rating
Exceptional
(7 reviews)
2025 NFL Draft, Green Bay Packer home games and EAA rental on Lake Winnebago
Menasha, WI
8% off
Price is AU$5,066
AU$5,066
AU$724 per night
includes taxes & fees
Image gallery for Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
Menasha, WI
7% off
Price is AU$3,566
AU$3,566
AU$509 per night
includes taxes & fees
Image gallery for Scenic Lake Winnebago, Hot Tub, Tiki Bar, camp fire, fishing, and more!
1010 out of 10 rating
Exceptional
(11 reviews)
Scenic Lake Winnebago, Hot Tub, Tiki Bar, camp fire, fishing, and more!
Neenah, WI
18% off
Price is AU$19,470
AU$19,470
AU$2,781 per night
includes taxes & fees
Image gallery for Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau
1010 out of 10 rating
Exceptional
(62 reviews)
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau
Brillion, WI
8% off
Price is AU$4,971
AU$4,971
AU$710 per night
includes taxes & fees
Image gallery for Centrally located Fox Valley estate in sought-after Neenah
1010 out of 10 rating
Exceptional
(5 reviews)
Centrally located Fox Valley estate in sought-after Neenah
Neenah, WI
17% off
Price is AU$31,850
AU$31,850
AU$4,550 per night
includes taxes & fees
Image gallery for Spacious 5-Bedroom Retreat House In Chilton, WI!
1010 out of 10 rating
Exceptional
(7 reviews)
Spacious 5-Bedroom Retreat House In Chilton, WI!
Chilton, WI
9% off
Price is AU$7,136
AU$7,136
AU$1,019 per night
includes taxes & fees
Image gallery for Road America Adjacent Lake House with indoor pool
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Road America Adjacent Lake House with indoor pool
Plymouth, WI
8% off
Price is AU$8,353
AU$8,353
AU$1,193 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
(41 reviews)
Lake Winnebago - 53 mins to Lambeau Field in Green Bay
Chilton, WI
8% off
Price is AU$4,856
AU$4,856
AU$694 per night
includes taxes & fees
Image gallery for Modern Lake house on Lake winnebago
1010 out of 10 rating
Exceptional
(11 reviews)
Modern Lake house on Lake winnebago
Oshkosh, WI
7% off
Price is AU$7,068
AU$7,068
AU$1,010 per night
includes taxes & fees
Image gallery for Late Summer Retreat • Firepit • Lake • Downtown!
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Late Summer Retreat • Firepit • Lake • Downtown!
Oshkosh, WI
17% off
Price is AU$6,168
AU$6,168
AU$881 per night
includes taxes & fees
Image gallery for "Shorewood" - 10 steps away from the water!
9.89.8 out of 10 rating
Exceptional
(28 reviews)
"Shorewood" - 10 steps away from the water!
Oshkosh, WI
6% off
Price is AU$2,987
AU$2,987
AU$427 per night
includes taxes & fees
Image gallery for Perfect Waterfront Retreat Destination on Lake Winnebago
1010 out of 10 rating
Exceptional
(19 reviews)
Perfect Waterfront Retreat Destination on Lake Winnebago
Oshkosh, WI
8% off
Price is AU$3,223
AU$3,223
AU$460 per night
includes taxes & fees
Image gallery for Lake Winnebago Water Front! Fishing! Boating! Quiet Bay! EAA!
1010 out of 10 rating
Exceptional
(7 reviews)
Lake Winnebago Water Front! Fishing! Boating! Quiet Bay! EAA!
Oshkosh, WI
8% off
Price is AU$6,522
AU$6,522
AU$932 per night
includes taxes & fees
Image gallery for Charming home on a quiet street
1010 out of 10 rating
Exceptional
(5 reviews)
Charming home on a quiet street
Neenah, WI
8% off
Price is AU$2,873
AU$2,873
AU$410 per night
includes taxes & fees
Image gallery for Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
1010 out of 10 rating
Exceptional
(5 reviews)
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Plymouth, WI
8% off
Price is AU$3,998
AU$3,998
AU$571 per night
includes taxes & fees
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$8,734
AU$8,734
AU$1,248 per night
includes taxes & fees
Image gallery for Waterfront Lake House, Kayaks and Large Yard
1010 out of 10 rating
Exceptional
(7 reviews)
Waterfront Lake House, Kayaks and Large Yard
Oshkosh, WI
8% off
Price is AU$3,662
AU$3,662
AU$523 per night
includes taxes & fees
Image gallery for Beautiful 2 Bedroom Duplex
1010 out of 10 rating
Exceptional
(13 reviews)
Beautiful 2 Bedroom Duplex
Fond du Lac, WI
8% off
Price is AU$1,785
AU$1,785
AU$255 per night
includes taxes & fees
Image gallery for Super clean amazing location downtown Elkhart Lake
1010 out of 10 rating
Exceptional
(13 reviews)
Super clean amazing location downtown Elkhart Lake
Elkhart Lake, WI
8% off
Price is AU$4,978
AU$4,978
AU$711 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$4,381
AU$4,381
AU$626 per night
includes taxes & fees
Image gallery for 3 Mi to Road America: Spacious Elkhart Lake Home!
1010 out of 10 rating
Exceptional
(5 reviews)
3 Mi to Road America: Spacious Elkhart Lake Home!
Elkhart Lake, Wisconsin
9% off
Price is AU$3,218
AU$3,218
AU$460 per night
includes taxes & fees
Image gallery for 30 Second Walk To Downtown
1010 out of 10 rating
Exceptional
(32 reviews)
30 Second Walk To Downtown
Elkhart Lake, WI
7% off
Price is AU$2,950
AU$2,950
AU$421 per night
includes taxes & fees
Image gallery for Charming cottage on Lake Winnebago
1010 out of 10 rating
Exceptional
(32 reviews)
Charming cottage on Lake Winnebago
Neenah, WI
8% off
Price is AU$3,858
AU$3,858
AU$551 per night
includes taxes & fees
Image gallery for Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )
1010 out of 10 rating
Exceptional
(176 reviews)
Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )
Kiel, WI
9% off
Price is AU$1,801
AU$1,801
AU$257 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - The Plaid Squirrel
Secluded Lake House Retreat – Book Now!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
48 reviews(48 reviews)
Charming Neenah House w/ Porch on Lake Winnebago!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
61 reviews(61 reviews)
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Sleeps 8 · 3 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
360 reviews(360 reviews)
'Twilight' - Just a few steps down to Lake Winnebago!
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Bright Little Chute Condo w/ Deck & Yard!
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Stunning Sunrise Waterfront Views on Lake Winnebago
Sleeps 12 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
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