Holiday rentals near Old World Wisconsin
We found 571 holiday rentals — enter your dates for availability
Choose the perfect holiday rental that's near Old World Wisconsin. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as a pool and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Old World Wisconsin
Showing deals for:14 Nov - 21 Nov
Image gallery for LAKEFRONT HIDDEN GEM !
9.69.6 out of 10 rating
Exceptional
(35 reviews)
LAKEFRONT HIDDEN GEM !
Elkhorn, WI
12% off
Price is AU$6,938
AU$6,938
AU$991 nightly
Includes taxes & fees
Image gallery for 3br Home-SwimSpa, Gym, near Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-Golfing
9.89.8 out of 10 rating
Exceptional
(18 reviews)
3br Home-SwimSpa, Gym, near Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-Golfing
Elkhorn, WI
20% off
Price is AU$4,464
AU$4,464
AU$638 nightly
Includes taxes & fees
Image gallery for Adorable lake house retreat - steps from the lake and restaurants!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Adorable lake house retreat - steps from the lake and restaurants!
Pewaukee, WI
8% off
Price is AU$3,568
AU$3,568
AU$510 nightly
Includes taxes & fees
Image gallery for #2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE
1010 out of 10 rating
Exceptional
(26 reviews)
#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE
Lake Geneva, WI
9% off
Price is AU$4,038
AU$4,038
AU$577 nightly
Includes taxes & fees
Image gallery for Almost Heaven - Relaxing Getaway On Serene Rice Lake
1010 out of 10 rating
Exceptional
(63 reviews)
Almost Heaven - Relaxing Getaway On Serene Rice Lake
Whitewater, WI
7% off
Price is AU$4,299
AU$4,299
AU$614 nightly
Includes taxes & fees
Image gallery for Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
1010 out of 10 rating
Exceptional
(8 reviews)
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
Delavan, WI
8% off
Price is AU$12,632
AU$12,632
AU$1,805 nightly
Includes taxes & fees
Image gallery for W172-Lannon · Charming Muskego House, Walk to Lake & Restaurants
9.49.4 out of 10 rating
Exceptional
(6 reviews)
W172-Lannon · Charming Muskego House, Walk to Lake & Restaurants
Muskego, WI
13% off
Price is AU$2,341
AU$2,341
AU$334 nightly
Includes taxes & fees
Image gallery for THE ULTIMATE 6 BEDROOM LAKEHOUSE
9.89.8 out of 10 rating
Exceptional
(35 reviews)
THE ULTIMATE 6 BEDROOM LAKEHOUSE
Lake Geneva, WI
17% off
Price is AU$10,925
AU$10,925
AU$1,561 nightly
Includes taxes & fees
Image gallery for Oasis on Oak |Private In-Ground Pool |Hot Tub |Pergola Seating |1.5 Acre Home |Entertainment Room
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Oasis on Oak |Private In-Ground Pool |Hot Tub |Pergola Seating |1.5 Acre Home |Entertainment Room
Lake Geneva, WI
6% off
Price is AU$5,819
AU$5,819
AU$831 nightly
Includes taxes & fees
Image gallery for Renovated Lake House Retreat Near Lake Geneva
1010 out of 10 rating
Exceptional
(25 reviews)
Renovated Lake House Retreat Near Lake Geneva
Burlington, WI
13% off
Price is AU$7,863
AU$7,863
AU$1,123 nightly
Includes taxes & fees
Image gallery for Make Your Memories At Adorable Browns Lake/Cedar Park Cottage
1010 out of 10 rating
Exceptional
(33 reviews)
Make Your Memories At Adorable Browns Lake/Cedar Park Cottage
Burlington, WI
8% off
Price is AU$3,070
AU$3,070
AU$439 nightly
Includes taxes & fees
Image gallery for Stunning & Spacious Lookout Lodge |Half Acre Property |Floor-Ceiling Windows & Fireplace |Tree Views
1010 out of 10 rating
Exceptional
(6 reviews)
Stunning & Spacious Lookout Lodge |Half Acre Property |Floor-Ceiling Windows & Fireplace |Tree Views
Lake Geneva, WI
6% off
Price is AU$8,974
AU$8,974
AU$1,282 nightly
Includes taxes & fees
Image gallery for The Tiny Bay House - Romantic Hideaway
9.89.8 out of 10 rating
Exceptional
(20 reviews)
The Tiny Bay House - Romantic Hideaway
Williams Bay, WI
8% off
Price is AU$2,187
AU$2,187
AU$312 nightly
Includes taxes & fees
Image gallery for Modern Executive Family Lake Home
1010 out of 10 rating
Exceptional
(22 reviews)
Modern Executive Family Lake Home
Waterford, WI
16% off
Price is AU$4,128
AU$4,128
AU$590 nightly
Includes taxes & fees
Image gallery for Paradise! Luxury 50-acre lakefront retreat. Swim, fish, kayak
1010 out of 10 rating
Exceptional
(27 reviews)
Paradise! Luxury 50-acre lakefront retreat. Swim, fish, kayak
Sullivan, WI
8% off
Price is AU$16,364
AU$16,364
AU$2,338 nightly
Includes taxes & fees
Image gallery for Nostalgic Retro Rectory Ranch House
1010 out of 10 rating
Exceptional
(45 reviews)
Nostalgic Retro Rectory Ranch House
Burlington, WI
8% off
Price is AU$2,911
AU$2,911
AU$416 nightly
Includes taxes & fees
Image gallery for Island view cottage on crystal clear spring fed lake.
1010 out of 10 rating
Exceptional
(143 reviews)
Island view cottage on crystal clear spring fed lake.
Burlington, WI
8% off
Price is AU$6,809
AU$6,809
AU$973 nightly
Includes taxes & fees
Image gallery for Luxury Property-Walk to lake and downtown Lake Geneva. Pet Friendly, Sleeps 8
1010 out of 10 rating
Exceptional
(8 reviews)
Luxury Property-Walk to lake and downtown Lake Geneva. Pet Friendly, Sleeps 8
Lake Geneva, WI
8% off
Price is AU$5,135
AU$5,135
AU$734 nightly
Includes taxes & fees
Image gallery for Blue Beach Cottage - 5 Minute Walk to Private Beach!
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Delavan, WI
11% off
Price is AU$3,972
AU$3,972
AU$567 nightly
Includes taxes & fees
Image gallery for The Red Lodge - Unique Gem Near Lakes with Game Room and Hot Tub!
9.89.8 out of 10 rating
Exceptional
(17 reviews)
The Red Lodge - Unique Gem Near Lakes with Game Room and Hot Tub!
Elkhorn, WI
8% off
Price is AU$5,155
AU$5,155
AU$736 nightly
Includes taxes & fees
Image gallery for Newly Renovated house steps from downtown and the lake
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Newly Renovated house steps from downtown and the lake
Lake Geneva, WI
8% off
Price is AU$11,364
AU$11,364
AU$1,623 nightly
Includes taxes & fees
Image gallery for ✨ Chic Retreat with Fire Pit- Near Downtown & Weddings Venues ✨
1010 out of 10 rating
Exceptional
(15 reviews)
✨ Chic Retreat with Fire Pit- Near Downtown & Weddings Venues ✨
Oconomowoc, WI
8% off
Price is AU$4,477
AU$4,477
AU$640 nightly
Includes taxes & fees
Image gallery for Room for 10 adults and only 5 minites to downtown Lake Geneva.
1010 out of 10 rating
Exceptional
(10 reviews)
Room for 10 adults and only 5 minites to downtown Lake Geneva.
Lake Geneva, WI
8% off
Price is AU$7,580
AU$7,580
AU$1,083 nightly
Includes taxes & fees
Image gallery for Forest Harmony House |Less than a Mile to Geneva Lake |Rec Room |Wet Bar | Quiet Street |Easy Access
1010 out of 10 rating
Exceptional
(12 reviews)
Forest Harmony House |Less than a Mile to Geneva Lake |Rec Room |Wet Bar | Quiet Street |Easy Access
Lake Geneva, WI
6% off
Price is AU$3,415
AU$3,415
AU$488 nightly
Includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Old World Wisconsin
Charming Country Cottage Guest House
Sleeps 2 · 1 bedroom · 1 bathroom
8.88.8 out of 10
Excellentexcellent
12 reviews(12 reviews)
Studio | Free Breakfast. Pool. Gym
Sleeps 4 · 1 bathroom
Last Resort - Vintage 1977 Airstream
Sleeps 8 · 0+ bathrooms
Free Breakfast. Pool. Gym. Close to Aurora Medical Center!
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Cozy 2 bedrm apart with full kitchen surrounded by woods 25 mins from Milwaukee
Sleeps 5 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
38 reviews(38 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