Photo by Anthony Martinez

Holiday Homes in Kendall County

Compare and save

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Featured Holiday Homes in Kendall County

River Shores Cottage
House, 1 Queen Bed (River Shores Cottage) | Property grounds

River Shores Cottage

2.0 star property
River Shores Cottage
Move Over Rose
House, Multiple Beds (Move Over Rose) | Property grounds

Move Over Rose

2.0 star property
Move Over Rose
Aphrodite
House, 1 Queen Bed (Aphrodite) | Property grounds

Aphrodite

2.0 star property
8.0 out of 10, Very good, (1)
"We loved being right on the water and watching the bardges go by. The bed wasn't the most comfortable and 1 of the TV's didn't work. But having a kitchenette meant we could make our breakfasts and snadwiches before going for hikes. We've already talked about staying again, but maybe a different cottage. "
Aphrodite
Casa Azul
House, 2 Queen Beds (Casa Azul) | Property grounds

Casa Azul

2.0 star property
Casa Azul
Our Happy Place #2
House, 1 Queen Bed (Our Happy Place On The River) | Property grounds

Our Happy Place #2

3.0 star property
Our Happy Place #2
On The Rocks
House, Multiple Beds (On The Rocks) | Terrace/patio

On The Rocks

2.0 star property
On The Rocks
Blue Dog Landing
House, Multiple Beds (Blue Dog Landing) | Aerial view

Blue Dog Landing

3.5 star property
Blue Dog Landing
Nautical Nest
House, Multiple Beds (Nautical Nest) | Property grounds

Nautical Nest

2.0 star property
Nautical Nest
Red Red Wine
House, Multiple Beds (Red Red Wine) | Property grounds

Red Red Wine

2.0 star property
Red Red Wine
Just a Little Longer
House, Multiple Beds (Just a Little Longer) | Property grounds

Just a Little Longer

2.0 star property
Just a Little Longer
On Cloud Wine
House, 2 Queen Beds (On Cloud Wine) | Property grounds

On Cloud Wine

2.0 star property
On Cloud Wine
Harbor Master Villa #230
House, 1 Queen Bed (Harbor Master Villa) | Property grounds

Harbor Master Villa #230

3.5 star property
10.0 out of 10, Exceptional, (3)
"Very cute, nice view of harbor. Plenty of parks for hiking close by."
Harbor Master Villa #230
Marina Tower
Townhome, Multiple Beds (Marina Tower) | Property grounds

Marina Tower

2.0 star property
Marina Tower
La Dolce Vita
House, Multiple Beds (La Dolce Vita) | Beach/ocean view

La Dolce Vita

2.0 star property
La Dolce Vita
The Statesman
House, Multiple Beds (The Statesman) | Property grounds

The Statesman

2.0 star property
The Statesman
A View to a Chill
Townhome, Multiple Beds (A View to a Chill) | Living area

A View to a Chill

2.0 star property
A View to a Chill
Serenity 41W
House, Multiple Beds (Serendipity) | Private kitchen | Fridge, microwave, dishwasher, coffee/tea maker

Serenity 41W

3.5 star property
Serenity 41W
Bunkies-basecamp
Cabin, Multiple Beds (Bunkies-Basecamp) | Property grounds

Bunkies-basecamp

3.5 star property
Bunkies-basecamp
River Retreat
House, 2 Queen Beds (River Retreat) | Balcony

River Retreat

3.5 star property
River Retreat
Harbor Lights #228
House, Multiple Beds (Harbor Lights) | Exterior

Harbor Lights #228

3.0 star property
Harbor Lights #228
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free