Pewaukee Holiday Rentals

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Our top choices for Pewaukee holiday rentals

Lakefront Views + Walk to Dining | Kayaks + Firepit

Lakefront Views + Walk to Dining | Kayaks + Firepit
Pewaukee
9.6 out of 10, Exceptional, (17 reviews)
"comfortable with great sunsets"
United States
Richard S.
Lakefront Views + Walk to Dining | Kayaks + Firepit

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 NZ$449
includes taxes & fees
18 May - 19 May
Tucked Away Off Brady - 4 Beds

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, (9 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is NZ$628
includes taxes & fees
20 May - 21 May
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

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 NZ$488
includes taxes & fees
17 May - 18 May
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

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, (30 reviews)
"Great location, slept 6 comfortably."
United States
Carolyn C.
The price is NZ$807
includes taxes & fees
17 May - 18 May
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Cream City Industrial Loft Near Fiserv with Parking | Suite 1 | Sleeps 8

Cream City Industrial Loft Near Fiserv with Parking | Suite 1 | Sleeps 8
Westown
8.6 out of 10, Excellent, (10 reviews)
"Beautiful building extremely clean, would come again "
United States
Abdirahman
The price is NZ$242
includes taxes & fees
17 May - 18 May
Cream City Industrial Loft Near Fiserv with Parking | Suite 1 | Sleeps 8

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 NZ$553
includes taxes & fees
17 May - 18 May
Charming home w/ fire pit, walk to Lake Michigan

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 NZ$501
includes taxes & fees
14 June - 15 June
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (90 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 NZ$364
includes taxes & fees
20 May - 21 May
Three bedrooms upstairs

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
10.0 out of 10, Exceptional, (6 reviews)
"Great place to stay, close to everything "
United States
David S.
The price is NZ$225
includes taxes & fees
17 May - 18 May
Deer District Studio Apt - One Block from Fiserv and Baird

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 NZ$737
includes taxes & fees
1 June - 2 June
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
8.0 out of 10, Very good, (1 review)
"It was good! Until 6:30 AM having extremely loud "Kettle Moraine Heating and Air Conditioning" contractors down the hall. I just picked the wrong day."
United States
Jason K.
The price is NZ$292
includes taxes & fees
17 May - 18 May
Kegel`s Inn - Studio - Classic Apartment #3

Quiet House

Quiet House
Milwaukee
8.2 out of 10, Very good, (11 reviews)
"Went up for Yankees & Brewers game, this was the perfect place to stay. Thanks."
United States
Rita
The price is NZ$327
includes taxes & fees
26 May - 27 May
Quiet House

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 NZ$936
includes taxes & fees
18 May - 19 May
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

The Pink Lady - Stylish Walker’s Point Home

The Pink Lady - Stylish Walker’s Point Home
Fifth Ward
9.6 out of 10, Exceptional, (8 reviews)
"Blake is a very responsive host. The theme of the house is fun and vibrant. All the amenities were helpful and appreciated. We felt comfortable and right at home for our 7 day stay. We highly recommend."
United States
Loring A.
The price is NZ$533
includes taxes & fees
19 May - 20 May
The Pink Lady - Stylish Walker’s Point Home

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (8 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is NZ$457
includes taxes & fees
20 May - 21 May
Remodeled Home - Steps from Brady Street!

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
Downtown Milwaukee
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
The price is NZ$225
includes taxes & fees
19 May - 20 May
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4

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 NZ$497
includes taxes & fees
31 May - 1 June
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Modern Studio Apt with Rooftop, Gym, and Parking

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
10.0 out of 10, Exceptional, (7 reviews)
"It was the best location for the concert at the Fiserv. Check in was super easy, and it was so nice to have parking included. Very cozy, we loved it. "
United States
Hannah S.
The price is NZ$484
includes taxes & fees
15 June - 16 June
Modern Studio Apt with Rooftop, Gym, and Parking

Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
9.0 out of 10, Wonderful, (2 reviews)
"It was convenient to concert and theaters "
United States
Joseph F.
Westown Studio Apt Near Fiserv, Baird, and Theater District
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 favorite 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 depends 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 NZ$225 per night. Entering your travel dates in the search wizard you might find 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.