
Holiday rentals near Old World Wisconsin
We found 576 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:3 Oct - 10 Oct
Image gallery for LAKEFRONT HIDDEN GEM !

9.89.8 out of 10 rating
Exceptional
(31 reviews)
LAKEFRONT HIDDEN GEM !
Elkhorn, WI
12% off
Price is NZ$7,571
NZ$7,571
NZ$1,082 per night
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
(17 reviews)
3br Home-SwimSpa, Gym, near Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-Golfing
Elkhorn, WI
20% off
Price is NZ$4,850
NZ$4,850
NZ$693 per night
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
(22 reviews)
#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE
Lake Geneva, WI
9% off
Price is NZ$5,530
NZ$5,530
NZ$790 per night
includes taxes & fees
Image gallery for Charming, Pet-Friendly Lake Retreat

1010 out of 10 rating
Exceptional
(16 reviews)
Charming, Pet-Friendly Lake Retreat
Lake Geneva, Wisconsin
13% off
Price is NZ$3,857
NZ$3,857
NZ$551 per night
includes taxes & fees
Image gallery for "PHANTOM'S COVE": LAKE FRONT RETREAT ON UPPER PHANTOM LAKE

9.89.8 out of 10 rating
Exceptional
(52 reviews)
"PHANTOM'S COVE": LAKE FRONT RETREAT ON UPPER PHANTOM LAKE
Mukwonago, WI
8% off
Price is NZ$8,349
NZ$8,349
NZ$1,193 per night
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, Wisconsin
13% off
Price is NZ$3,205
NZ$3,205
NZ$458 per night
includes taxes & fees
Image gallery for Renovated Lake House Retreat Near Lake Geneva

1010 out of 10 rating
Exceptional
(23 reviews)
Renovated Lake House Retreat Near Lake Geneva
Burlington, WI
13% off
Price is NZ$8,403
NZ$8,403
NZ$1,200 per night
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 NZ$13,960
NZ$13,960
NZ$1,994 per night
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 NZ$6,983
NZ$6,983
NZ$998 per night
includes taxes & fees
Image gallery for Make Your Memories At Adorable Browns Lake/Cedar Park Cottage

1010 out of 10 rating
Exceptional
(32 reviews)
Make Your Memories At Adorable Browns Lake/Cedar Park Cottage
Burlington, WI
8% off
Price is NZ$3,243
NZ$3,243
NZ$463 per night
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 NZ$4,633
NZ$4,633
NZ$662 per night
includes taxes & fees
Image gallery for Tichigan Lake House - Pontoon Boat & Fire Pit - Dog Friendly - Newly Renovated

1010 out of 10 rating
Exceptional
(7 reviews)
Tichigan Lake House - Pontoon Boat & Fire Pit - Dog Friendly - Newly Renovated
Waterford, WI
8% off
Price is NZ$3,600
NZ$3,600
NZ$514 per night
includes taxes & fees
Image gallery for Island view cottage on crystal clear spring fed lake.

1010 out of 10 rating
Exceptional
(142 reviews)
Island view cottage on crystal clear spring fed lake.
Burlington, WI
8% off
Price is NZ$7,947
NZ$7,947
NZ$1,135 per night
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 NZ$9,564
NZ$9,564
NZ$1,366 per night
includes taxes & fees
Image gallery for Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

9.89.8 out of 10 rating
Exceptional
(96 reviews)
Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill
Mukwonago, WI
8% off
Price is NZ$6,544
NZ$6,544
NZ$935 per night
includes taxes & fees
Image gallery for Paradise! Luxury 50-acre lakefront retreat. Swim, fish, kayak

1010 out of 10 rating
Exceptional
(25 reviews)
Paradise! Luxury 50-acre lakefront retreat. Swim, fish, kayak
Sullivan, WI
8% off
Price is NZ$20,537
NZ$20,537
NZ$2,934 per night
includes taxes & fees
Image gallery for 3000 sq ft home - Private 25 acres on a river - 45 min from Milwaukee or Madison

1010 out of 10 rating
Exceptional
(15 reviews)
3000 sq ft home - Private 25 acres on a river - 45 min from Milwaukee or Madison
Burlington, WI
62% off
Price is NZ$3,322
NZ$3,322
NZ$475 per night
includes taxes & fees
Image gallery for Forest Harmony House |Less than a Mile to Geneva Lake |Rec Room |Wet Bar | Quiet Street |Easy Access

9.89.8 out of 10 rating
Exceptional
(9 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 NZ$4,074
NZ$4,074
NZ$582 per night
includes taxes & fees
Image gallery for Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking

9.89.8 out of 10 rating
Exceptional
(25 reviews)
Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking
Lake Geneva, WI
6% off
Price is NZ$3,289
NZ$3,289
NZ$470 per night
includes taxes & fees
Image gallery for Huge Family Home in Lake Geneva. Sleeps 10 Pet Friendly!

1010 out of 10 rating
Exceptional
(14 reviews)
Huge Family Home in Lake Geneva. Sleeps 10 Pet Friendly!
Lake Geneva, WI
8% off
Price is NZ$8,874
NZ$8,874
NZ$1,268 per night
includes taxes & fees
Image gallery for Secluded 3 bedroom Villa, Patio, BBQ + EV charger- Sleeps 9 max

1010 out of 10 rating
Exceptional
(10 reviews)
Secluded 3 bedroom Villa, Patio, BBQ + EV charger- Sleeps 9 max
Lake Geneva, WI
8% off
Price is NZ$5,843
NZ$5,843
NZ$835 per night
includes taxes & fees
Image gallery for Blue Beach Cottage - 5 Minute Walk to Private Beach!

9.89.8 out of 10 rating
Exceptional
(12 reviews)
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Delavan, WI
12% off
Price is NZ$4,948
NZ$4,948
NZ$707 per night
includes taxes & fees
Image gallery for Spacious Waterfront Home on Lake Delavan |Pier |Fire Pit |Deck |Retreat for Family, Friends or Work

1010 out of 10 rating
Exceptional
(77 reviews)
Spacious Waterfront Home on Lake Delavan |Pier |Fire Pit |Deck |Retreat for Family, Friends or Work
Delavan, WI
6% off
Price is NZ$9,069
NZ$9,069
NZ$1,296 per night
includes taxes & fees
Image gallery for Pedal II - Private 2 Bedroom Apartment Close to Town ~ Walk Everywhere!

1010 out of 10 rating
Exceptional
(39 reviews)
Pedal II - Private 2 Bedroom Apartment Close to Town ~ Walk Everywhere!
Lake Geneva, WI
15% off
Price is NZ$3,970
NZ$3,970
NZ$567 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Old World Wisconsin
Showing deals for: 3 Oct - 6 OctCozy 2 bedrm apart with full kitchen surrounded by woods 25 mins from Milwaukee
Sleeps 5 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
The current price is NZ$922
NZ$922
for 3 nights, 1 apartment
NZ$307 per night
includes taxes & fees
Hidden Gem with Pool View!
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
The current price is NZ$1,166
NZ$1,166
for 3 nights, 1 apartment
NZ$389 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