Top 50 Southeast Wisconsin Vacation Rentals

Houses (308)
Condos (52)
Cottages (32)
Golf rental (293)
Lakefront (145)
Lake view (140)

Explore a selection of Southeast Wisconsin vacation rentals

Modern 2-story Condo in the heart of Milwaukee's blossoming...
Guests4
Bedrooms2
Bathrooms2
Wonderful 4.8 / 5
$135 avg/night
2 beds
2 Bathrooms
Guests 4
37 reviews
Lake Geneva Home with Private Beach, Pier, Lakefront Fire Pit...
Guests12
Bedrooms5
Bathrooms2
Wonderful 4.9 / 5
$392 avg/night
5 beds
2 Bathrooms
Guests 12
89 reviews
Cozy Condo with Beautiful Lake View Near Lake Geneva Wisconsin
Guests6
Bedroom1
Bathroom1
Wonderful 5 / 5
$118 avg/night
1 bed
1 Bathroom
Guests 6
6 reviews
Cedar Point Bungalow - Lake Geneva/Williams Bay - Lake Rights...
Guests8
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$150 avg/night
3 beds
2 Bathrooms
Guests 8
1 reviews
Beautifully restored lake house on the shores of Erler Lake.
Guests10
Bedrooms4
Bathrooms2
Wonderful 4.8 / 5
$129 avg/night
4 beds
2 Bathrooms
Guests 10
23 reviews
Charming Cottage with Beautiful Lake Views
Guests6
Bedrooms2
Bathroom1
Wonderful 4.8 / 5
$125 avg/night
2 beds
1 Bathroom
Guests 6
16 reviews
Elm Island Waterfront 3 Bedroom in Southeastern WI (Fox...
Guests11
Bedrooms3
Bathrooms2
Wonderful 4.8 / 5
$120 avg/night
3 beds
2 Bathrooms
Guests 11
55 reviews
Location ... Location ... Location
Guests8
Bedrooms4
Bathrooms2
Wonderful 4.3 / 5
$212 avg/night
4 beds
2 Bathrooms
Guests 8
3 reviews
Family friendly house located in beautiful county park. Close to...
Guests8
Bedrooms3
Bathrooms2
Wonderful 4.6 / 5
$107 avg/night
3 beds
2 Bathrooms
Guests 8
36 reviews
2 Bedroom/2 Bath Cottage At Geneva National
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.6 / 5
$200 avg/night
2 beds
2 Bathrooms
Guests 6
34 reviews
Beautiful Washington Heights Home On Milwaukee's Historic Westside
Guests6
Bedrooms3
Bathroom1
Wonderful 5 / 5
$126 avg/night
3 beds
1 Bathroom
Guests 6
20 reviews
Abbey Ridge Ranch Style Condo Conveniently Located In Resort...
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.8 / 5
$282 avg/night
2 beds
2 Bathrooms
Guests 6
8 reviews
BEAUTIFUL LAKE HOME WITH INCREDIBLE VIEWS
Guests6
Bedroom1
Bathroom1
Wonderful 4.9 / 5
$150 avg/night
1 bed
1 Bathroom
Guests 6
34 reviews
Make Your Memories At Adorable Browns Lake/Cedar Park Cottage
Guests5
Bedrooms2
Bathroom1
Wonderful 4.9 / 5
$114 avg/night
2 beds
1 Bathroom
Guests 5
14 reviews
Charismatic Kenosha Lake Michigan Waterfront Retreat For 8
Guests8
Bedrooms3
Bathrooms2
Wonderful 4.2 / 5
$200 avg/night
3 beds
2 Bathrooms
Guests 8
16 reviews
Unique family home overlooking beautiful Wind Lake with 117' lake...
Guests15
Bedrooms4
Bathrooms3
Wonderful 4.1 / 5
$343 avg/night
4 beds
3 Bathrooms
Guests 15
16 reviews
Cozy Cottage on Lake
Guests8
Bedrooms3
Bathrooms2
Wonderful 4.9 / 5
$291 avg/night
3 beds
2 Bathrooms
Guests 8
32 reviews
Beautiful Lake Delavan/Lake Geneva Vacation Home
Guests10
Bedrooms4
Bathrooms3
Wonderful 4.8 / 5
$150 avg/night
4 beds
3 Bathrooms
Guests 10
38 reviews
Brand New Over 3,100 Sq Ft Lakefront Home W/2 Masters
Guests24
Bedrooms6
Bathrooms4
Wonderful 5 / 5
$643 avg/night
6 beds
4 Bathrooms
Guests 24
13 reviews
Book Two Nights and get a Third Night at No Charge
Guests10
Bedrooms4
Bathrooms5
Wonderful 5 / 5
$523 avg/night
4 beds
5 Bathrooms
Guests 10
22 reviews
Lake Geneva Deluxe Villa Spacious "RIDGE" grounds
Guests4
Bedroom1
Bathroom1
Wonderful 5 / 5
$159 avg/night
1 bed
1 Bathroom
Guests 4
2 reviews
Best Rates By Owner-Specials/Discounted Rates - Timber Ridge Lodge...
Guests4
Bedroom1
Bathroom1
Wonderful 4.9 / 5
$159 avg/night
1 bed
1 Bathroom
Guests 4
49 reviews
Lakefront Paddock Lake Vacation Home
Guests13
Bedrooms4
Bathrooms2
Wonderful 4.5 / 5
$320 avg/night
4 beds
2 Bathrooms
Guests 13
31 reviews
Total Privacy !!! Log Home Surrounded By 5 Acres Of Woods near...
Guests10
Bedrooms3
Bathrooms3
Wonderful 4.9 / 5
$337 avg/night
3 beds
3 Bathrooms
Guests 10
42 reviews
Retro Delavan Lake House
Guests4
Bedrooms2
Bathroom1
Wonderful 4.4 / 5
$93 avg/night
2 beds
1 Bathroom
Guests 4
25 reviews
Lakefront Lake Shangrila Private Beach and Dock Swim Fish Water...
Guests12
Bedrooms4
Bathrooms3
Wonderful 4.9 / 5
$296 avg/night
4 beds
3 Bathrooms
Guests 12
11 reviews
Family Lakehouse Getaway Across From The Lake With All The...
Guests8
Bedrooms3
Bathrooms2
Wonderful 4.6 / 5
$320 avg/night
3 beds
2 Bathrooms
Guests 8
51 reviews
All inclusive up-north retreat only 15 miles from downtown...
Guests18
Bedrooms4
Bathrooms5
Wonderful 4.9 / 5
$857 avg/night
4 beds
5 Bathrooms
Guests 18
21 reviews
Deluxe Condo on Lake Como
Guests4
Studio
Bathroom1
Wonderful 4.9 / 5
$36 avg/night
Studio
1 Bathroom
Guests 4
14 reviews
Location and Luxury!
Guests20
Bedrooms8
Bathrooms7
Wonderful 4.9 / 5
$860 avg/night
8 beds
7 Bathrooms
Guests 20
27 reviews
Luxurious Retreat in Lake Geneva in Lake Geneva
Guests8
Bedrooms4
Bathrooms3
Wonderful 4.7 / 5
$293 avg/night
4 beds
3 Bathrooms
Guests 8
28 reviews
Rock River Retreat Properties: #3 Boathouse Bungalow Horicon...
Guests2
Bedroom1
Bathrooms0
Wonderful 4.9 / 5
$115 avg/night
1 bed
0 Bathrooms
Guests 2
45 reviews
Lodge Style Lake Geneva Cottage - Enjoy the fall colors at peak...
Guests6
Bedrooms2
Bathroom1
Wonderful 4.9 / 5
$115 avg/night
2 beds
1 Bathroom
Guests 6
7 reviews
Cozy and Adorable Bungalow in Milwaukee's Riverwest; great...
Guests4
Bedroom1
Bathroom1
Wonderful 5 / 5
$89 avg/night
1 bed
1 Bathroom
Guests 4
2 reviews
Beautiful 75 ft lake front, large deck, fire pit
Guests10
Bedrooms3
Bathrooms2
Wonderful 4.6 / 5
$217 avg/night
3 beds
2 Bathrooms
Guests 10
35 reviews
Tranquil Setting in the Trees - Short Walk from Geneva Lake
Guests12
Bedrooms4
Bathrooms2
Wonderful 5 / 5
$58 avg/night
4 beds
2 Bathrooms
Guests 12
6 reviews
Across the street from the beach. In the heart of Lake Geneva.
Guests6
Bedrooms2
Bathroom1
Wonderful 4.9 / 5
$219 avg/night
2 beds
1 Bathroom
Guests 6
10 reviews
Romantic Bed And Breakfast Cottage.
Guests2
Bedroom1
Bathroom1
Wonderful 4.9 / 5
$110 avg/night
1 bed
1 Bathroom
Guests 2
28 reviews
Awesome Lake Views From Highest Elevation On Browns Lake
Guests12
Bedrooms3
Bathrooms2
Wonderful 4.9 / 5
$367 avg/night
3 beds
2 Bathrooms
Guests 12
53 reviews
Outstanding, family- friendly lake front home
Guests10
Bedrooms4
Bathrooms2
Wonderful 4.7 / 5
$300 avg/night
4 beds
2 Bathrooms
Guests 10
20 reviews
Beautiful, Comfortably-Furnished Lake House. Nice swimming. Great...
Guests8
Bedrooms3
Bathrooms2
Wonderful 4.9 / 5
$245 avg/night
3 beds
2 Bathrooms
Guests 8
18 reviews
Lauderdale Lakes (Green Lake) -Lake Front Home-Gorgeous Views!
Guests4
Bedrooms2
Bathroom1
Wonderful 4.7 / 5
$136 avg/night
2 beds
1 Bathroom
Guests 4
35 reviews
Milwaukee's Historic Washington Heights Neighborhood - Lower
Guests6
Bedrooms3
Bathroom1
Wonderful 4.9 / 5
$153 avg/night
3 beds
1 Bathroom
Guests 6
22 reviews
4 BR, 5 acres property, Luxury Home. The perfect place to Relax.
Guests14
Bedrooms4
Bathrooms3
Wonderful 4.4 / 5
$362 avg/night
4 beds
3 Bathrooms
Guests 14
42 reviews
Milwaukee's Historic Washington Heights Neighborhood - Upper
Guests6
Bedrooms3
Bathroom1
Wonderful 4.9 / 5
$149 avg/night
3 beds
1 Bathroom
Guests 6
35 reviews
Bohner's Lake cottage retreat w/amazing sunsets
Guests7
Bedrooms3
Bathroom1
Wonderful 4.8 / 5
$210 avg/night
3 beds
1 Bathroom
Guests 7
13 reviews
Overlooking Beautiful Lake Denoon
Guests8
Bedrooms2
Bathroom1
Wonderful 4.9 / 5
$77 avg/night
2 beds
1 Bathroom
Guests 8
23 reviews
White and Bright HGTV Inspired Abbey Springs Getaway! Near...
Guests10
Bedrooms3
Bathrooms2
Wonderful 4.8 / 5
$414 avg/night
3 beds
2 Bathrooms
Guests 10
6 reviews
Lovely Home With Lake Views
Guests10
Bedrooms4
Bathroom1
Wonderful 4.8 / 5
$133 avg/night
4 beds
1 Bathroom
Guests 10
48 reviews
Magestic Lake Michigan Beachfront Home - Harrington State Beach...
Guests8
Bedrooms3
Bathroom1
Wonderful 5 / 5
$251 avg/night
3 beds
1 Bathroom
Guests 8
3 reviews

Southeast Wisconsin, WI, USA Vacation Rentals

Modern 2-story Condo in the heart of Milwaukee's blossoming...

Lake Geneva Home with Private Beach, Pier, Lakefront Fire Pit...

Cozy Condo with Beautiful Lake View Near Lake Geneva Wisconsin

Cedar Point Bungalow - Lake Geneva/Williams Bay - Lake Rights...

Beautifully restored lake house on the shores of Erler Lake.

Charming Cottage with Beautiful Lake Views

Elm Island Waterfront 3 Bedroom in Southeastern WI (Fox...

Location ... Location ... Location

Family friendly house located in beautiful county park. Close to...

2 Bedroom/2 Bath Cottage At Geneva National

Beautiful Washington Heights Home On Milwaukee's Historic Westside

Abbey Ridge Ranch Style Condo Conveniently Located In Resort...

BEAUTIFUL LAKE HOME WITH INCREDIBLE VIEWS

Make Your Memories At Adorable Browns Lake/Cedar Park Cottage

Charismatic Kenosha Lake Michigan Waterfront Retreat For 8

Unique family home overlooking beautiful Wind Lake with 117' lake...

Cozy Cottage on Lake

Beautiful Lake Delavan/Lake Geneva Vacation Home

Brand New Over 3,100 Sq Ft Lakefront Home W/2 Masters

Book Two Nights and get a Third Night at No Charge

Lake Geneva Deluxe Villa Spacious "RIDGE" grounds

Best Rates By Owner-Specials/Discounted Rates - Timber Ridge Lodge...

Lakefront Paddock Lake Vacation Home

Total Privacy !!! Log Home Surrounded By 5 Acres Of Woods near...

Retro Delavan Lake House

Lakefront Lake Shangrila Private Beach and Dock Swim Fish Water...

Family Lakehouse Getaway Across From The Lake With All The...

All inclusive up-north retreat only 15 miles from downtown...

Deluxe Condo on Lake Como

Location and Luxury!

Luxurious Retreat in Lake Geneva in Lake Geneva

Rock River Retreat Properties: #3 Boathouse Bungalow Horicon...

Lodge Style Lake Geneva Cottage - Enjoy the fall colors at peak...

Cozy and Adorable Bungalow in Milwaukee's Riverwest; great...

Beautiful 75 ft lake front, large deck, fire pit

Tranquil Setting in the Trees - Short Walk from Geneva Lake

Across the street from the beach. In the heart of Lake Geneva.

Romantic Bed And Breakfast Cottage.

Awesome Lake Views From Highest Elevation On Browns Lake

Outstanding, family- friendly lake front home

Beautiful, Comfortably-Furnished Lake House. Nice swimming. Great...

Lauderdale Lakes (Green Lake) -Lake Front Home-Gorgeous Views!

Milwaukee's Historic Washington Heights Neighborhood - Lower

4 BR, 5 acres property, Luxury Home. The perfect place to Relax.

Milwaukee's Historic Washington Heights Neighborhood - Upper

Bohner's Lake cottage retreat w/amazing sunsets

Overlooking Beautiful Lake Denoon

White and Bright HGTV Inspired Abbey Springs Getaway! Near...

Lovely Home With Lake Views

Magestic Lake Michigan Beachfront Home - Harrington State Beach...