Chenequa Vacation Rentals

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Our top choices for Chenequa vacation rentals

9.0 out of 10, Wonderful, (4)
"Such a sweet, cozy little place with all the amenities of a large space. We loved the area it was super quiet and lots within walking distance. The neighbors were also very nice!"
United States
Debbie M.
$301 nightly
The price is $335
Dec 18 - Dec 19
Total with taxes and fees
Live in Chic and Comfort: Experience Our Thoughtfully Designed 1 Bed with Loft!
10.0 out of 10, Exceptional, (4)
"Came to the Milwaukee area for a family function and Ian’s place was perfect. Convenient to everything you need and underground parking was a nice perk. Would check his place out for any return trips."
United States
Jane H.
$202 nightly
The price is $239
Dec 14 - Dec 15
Total with taxes and fees
King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking

Apartment in Oconomowoc

Studio | Free Breakfast. Pool. Gym
$115 nightly
The price is $128
Dec 21 - Dec 22
Total with taxes and fees
Studio | Free Breakfast. Pool. Gym
10.0 out of 10, Exceptional, (4)
"Gorgeous interior, responsive host, clear instructions. Enjoyed proximity to hiking, cafe, and arcade. "
United States
M. M.
$328 nightly
The price is $369
Dec 19 - Dec 20
Total with taxes and fees
SUNNY! Convenient to Holy Hill, NFL Draft, Harley Reunion, Hiking+Skiing + Golf
9.8 out of 10, Exceptional, (17)
"Will come and stay again great host and home"
United States
Dion S.
$269 nightly
The price is $304
Dec 14 - Dec 15
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
10.0 out of 10, Exceptional, (5)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
$246 nightly
The price is $278
Dec 14 - Dec 15
Total with taxes and fees
Historic Downtown-Old World Charm-Dining-Coffee
2.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing location off the highway was able to make it into the city efficiently. Would recommend!"
United States
Dario
$449 nightly
The price is $520
Dec 15 - Dec 16
Total with taxes and fees
Brew City Game Room Fenced Yard Sleeps 13
10.0 out of 10, Exceptional, (1)
"Great location with beautiful views! Everything was perfect & just as described. We will recommend to anyone looking for a place to stay over & over again!"
United States
Amanda L.
Wide open lake views and large flat front yard
2.0 star property
$347 nightly
The price is $392
Dec 16 - Dec 17
Total with taxes and fees
Comfortable 3 Bedroom with King bed in Waukesha
9.6 out of 10, Exceptional, (4)
"Clean place. "
United States
John M.
$226 nightly
The price is $239
Dec 29 - Dec 30
Total with taxes and fees
Relax & Reboot in this Charming 2-Bedroom Townhome
9.0 out of 10, Wonderful, (2)
"Lovely place. Close to family. Was a good place to stay."
United States
Lee S.
$320 nightly
The price is $362
Dec 16 - Dec 17
Total with taxes and fees
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha
9.4 out of 10, Exceptional, (6)
"Needed a low cost option for staying downtown for a business meeting. Super convenient and very nice."
United States
Eric B.
$269 nightly
The price is $304
Dec 14 - Dec 15
Total with taxes and fees
Historic Downtown- King Bed-St Johns Acad-Shopping
8.6 out of 10, Excellent, (9)
"We had an excellent family vacation at The Garden of Eden!!"
United States
Cheryl S.
$1,787 nightly
The price is $2,019
Dec 15 - Dec 16
Total with taxes and fees
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18
10.0 out of 10, Exceptional, (13)
"Great location and Ian was very responsive to any/all questions."
United States
Tyler B.
$202 nightly
The price is $239
Dec 14 - Dec 15
Total with taxes and fees
King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert
9.4 out of 10, Exceptional, (3)
"Everything was clean when we got to the place. It's in a nice neighborhood and everyone in the building seems to be quiet and mindful of others. It is also a short ride away from groceries, gas stations, and food places."
United States
Rica P.
$202 nightly
The price is $239
Dec 14 - Dec 15
Total with taxes and fees
Underground Parking,Near Froedtert, King Bed, Fast WiFi
$134 nightly
The price is $150
Dec 21 - Dec 22
Total with taxes and fees
Free Breakfast, Gym, Great for Business Travelers!
9.8 out of 10, Exceptional, (21)
"Our stay at Dolphin Square was wonderful. It introduced us to Wawutosa which is a wonderful small with great places to eat - shop - walk 😊"
United States
Mary Ann P.
$206 nightly
The price is $244
Dec 14 - Dec 15
Total with taxes and fees
Fast WiFi - Underground Parking - King Bed - Near Froedtert
10.0 out of 10, Exceptional, (19)
"Clean, cozy and convenient for walks dowtown! Stayed a week- Loved all of the special touches- including lots of towels, keurig pods and the smores basket! Thank you for a liovely stay in Oconomowoc."
United States
sk k.
$440 nightly
The price is $497
Dec 29 - Dec 30
Total with taxes and fees
✨ Stylish Home with Fire Pit: Near Downtown & Weddings Venues ✨
9.0 out of 10, Wonderful, (22)
"Great place. Great location for me. If you're visit is around Hwy 100, in West Allis or Wauwatosa this is your place."
United States
Robert D.
$206 nightly
The price is $244
Dec 14 - Dec 15
Total with taxes and fees
King Bed - Near Froedtert - Fast WiFi - Underground Parking
$508 nightly
The price is $574
Dec 31 - Jan 1, 2026
Total with taxes and fees
DElafield Rivers Gateway Luxurious Condo
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.
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Top Chenequa Hotel Reviews

Find out more about Chenequa

Everything you need to know about Chenequa vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chenequa vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chenequa vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chenequa vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chenequa. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chenequa in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $239 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chenequa rentals

At Expedia, we put the best Chenequa vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chenequa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chenequa vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chenequa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Chenequa?

Yes, we have vacation rentals near top points of interest in Chenequa, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Chenequa?

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18: This vacation home rental outside of Chenequa offers an indoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Chenequa?

While exploring the area, visit family-friendly sights like Fowler Lake Park, or get outside and enjoy nature at Nagawaukee County Park and Beach. In the larger area, you’ll find Pewaukee Lake and Lac La Belle.

What’s a vacation rental in Chenequa like?

Vacation rentals are private properties you can stay in for short or long periods in Chenequa. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a family trip.