Pewaukee Holiday Rentals

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Our top choices for Pewaukee holiday rentals

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Bay View
9.8 out of 10, Exceptional, (12 reviews)
"Super easy check in and out and great location. Would stay again!"
United States
Katie T.
The price is AU$409
includes taxes & fees
17 May - 18 May
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.2 out of 10, Wonderful, (23 reviews)
"Great location near Brady street. Walkable to lots of shops, bars, restaurants."
United States
Andrea M.
The price is AU$371
includes taxes & fees
20 May - 21 May
Tucked Away Off Brady - 4 Beds

Downtown Luxe 2BR Loft Apt | Prime Location | Sleeps 8-9

Downtown Luxe 2BR Loft Apt | Prime Location | Sleeps 8-9
Downtown Milwaukee
9.8 out of 10, Exceptional, (8 reviews)
"Loved this loft! Great location. Clean and comfortable. We will definitely stay here again. "
United States
Sandy H.
The price is AU$223
includes taxes & fees
13 May - 14 May
Downtown Luxe 2BR Loft Apt | Prime Location | Sleeps 8-9

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.4 out of 10, Exceptional, (8 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is AU$498
includes taxes & fees
12 May - 13 May
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
9.8 out of 10, Exceptional, (29 reviews)
"Great location, slept 6 comfortably."
United States
Carolyn C.
The price is AU$599
includes taxes & fees
12 May - 13 May
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (88 reviews)
"Great place!! So much room and a great location. Host was communicative and check in process was smooth. We would happily stay here again! And if you like to cook, this kitchen is completely stocked with everything you would need"
United States
Carrie
The price is AU$265
includes taxes & fees
12 May - 13 May
Three bedrooms upstairs

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Bay View
10.0 out of 10, Exceptional, (30 reviews)
"This was our second time staying here and I can’t recommend it enough! The owners are so thoughtful and have left little treats or things for us each time we’ve stayed. They have everything you might need and then some, making it feel like home away from home. We will definitely stay here again. "
United States
Amber T.
The price is AU$600
includes taxes & fees
13 May - 14 May
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Murray Hill
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful house, excellent location, attentive host! It was a great stay! "
United States
Cary W.
The price is AU$774
includes taxes & fees
12 May - 13 May
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.8 out of 10, Exceptional, (31 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
The price is AU$460
includes taxes & fees
25 May - 26 May
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Charming home w/ fire pit, walk to Lake Michigan

Charming home w/ fire pit, walk to Lake Michigan
Shorewood
9.8 out of 10, Exceptional, (39 reviews)
"Host communication was excellent. House was clean and perfect for a little weekend getaway!"
United States
Grayson P.
The price is AU$460
includes taxes & fees
12 May - 13 May
Charming home w/ fire pit, walk to Lake Michigan

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (7 reviews)
"Nice place "
United States
John B.
The price is AU$414
includes taxes & fees
13 May - 14 May
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.6 out of 10, Exceptional, (14 reviews)
"Great place, easy stay, awesome to have a parking spot, we can't wait to stay again!"
United States
Nicole S.
The price is AU$323
includes taxes & fees
10 June - 11 June
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.0 out of 10, Wonderful, (2 reviews)
"It was a nice room. Very comfortable bed. Unfortunately, there might’ve been some music from another apartment playing in the evening. But overall a nice place to stay."
United States
Margaret P.
The price is AU$194
includes taxes & fees
13 May - 14 May
Deer District Studio Apt - One Block from Fiserv and Baird

Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Eastside gem near Fiserv Forum Water St Brady St
Downtown Milwaukee
9.0 out of 10, Wonderful, (50 reviews)
"Walking distance to several great bars, restaurants, breweries and the summer fest area. We really enjoyed our stay!"
United States
SCOTT T.
The price is AU$458
includes taxes & fees
13 May - 14 May
Downtown Eastside gem near Fiserv Forum Water St Brady St

Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
The price is AU$296
includes taxes & fees
12 May - 13 May
Quiet Bay View Getaway

Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Upper East Side
10.0 out of 10, Exceptional, (6 reviews)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is AU$413
includes taxes & fees
13 May - 14 May
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Rare East Side-2 min walk to UWM-Garage-Lake Mich

Rare East Side-2 min walk to UWM-Garage-Lake Mich
Upper East Side
10.0 out of 10, Exceptional, (3 reviews)
"A very comfortable, clean and peaceful environment."
United States
Joe C.
The price is AU$413
includes taxes & fees
13 May - 14 May
Rare East Side-2 min walk to UWM-Garage-Lake Mich

Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
Downtown Milwaukee
9.6 out of 10, Exceptional, (43 reviews)
"There are restaurants and bars within walking distance. It was nice to be able to park our truck inside the garage and not have to worry about street parking."
United States
Kim
The price is AU$517
includes taxes & fees
27 May - 28 May
Eclectic, Stylish, and Cozy Milwaukee Unit!

Prime location in the heart of it all on Washington Ave

Prime location in the heart of it all on Washington Ave
Cedarburg
10.0 out of 10, Exceptional, (201 reviews)
"We were in town for an event at the Milwaukee Curling Club and it was a great space to relax and enjoy the walk around downtown during our downtime."
United States
Chris A.
The price is AU$273
includes taxes & fees
12 May - 13 May
Prime location in the heart of it all on Washington Ave

Cozy Luxury Apartment with Gym, Parking, and Rooftop

Cozy Luxury Apartment with Gym, Parking, and Rooftop
Westown
9.6 out of 10, Exceptional, (4 reviews)
"Exactly what we were looking for in Milwaukee. Clean, Safe, Great Location and Friendly Host. Will definitely use this location again. "
United States
Kim W.
The price is AU$249
includes taxes & fees
12 May - 13 May
Cozy Luxury Apartment with Gym, Parking, and Rooftop
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 Pewaukee Hotel Reviews

Find out more about Pewaukee

Everything you need to know about Pewaukee holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pewaukee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Pewaukee holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pewaukee holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pewaukee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pewaukee holiday rentals we have selected for you start as low as AU$186 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pewaukee rentals

At Expedia, we put the best Pewaukee holiday 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 Pewaukee 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 Pewaukee holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pewaukee. 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 holiday rentals in Pewaukee?

Yes, there are holiday rentals in Pewaukee close to Springs Water Park, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and water parks in Pewaukee. Make sure you have time to check out the sporting events and lake views during your trip.

What are some of the best holiday rentals that Pewaukee has to offer?

Serene 4-bedroom Lake House in Pewaukee-Hot Tub!: This highly rated holiday home rental in Pewaukee offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with 1 hot tub and table football.

How many holiday rentals are there in Pewaukee?

Choose from 22 Expedia holiday rentals in Pewaukee for a memorable holiday.

What’s there to see and do in Pewaukee?

Pewaukee Lake Beach and Pewaukee Lake are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Springs Water Park. Naga-Waukee War Memorial Golf Course and Nagawaukee County Park and Beach are other places to visit while you're in town.

What’s a holiday rental in Pewaukee like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pewaukee. Holiday rentals feature extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family getaway.