Pewaukee Vacation Rentals

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Our top choices for Pewaukee vacation 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.
$222 nightly
The price is $262
May 25 - May 26
Total with taxes and fees
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, (10 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
$365 nightly
The price is $373
May 19 - May 20
Total with taxes and fees
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.
$297 nightly
The price is $303
May 19 - May 20
Total with taxes and fees
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.
$371 nightly
The price is $437
May 20 - May 21
Total with taxes and fees
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
$150 nightly
The price is $173
Jun 8 - Jun 9
Total with taxes and fees
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.
$309 nightly
The price is $337
Jun 10 - Jun 11
Total with taxes and fees
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
$250 nightly
The price is $295
Jun 14 - Jun 15
Total with taxes and fees
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
$181 nightly
The price is $214
May 19 - May 20
Total with taxes and fees
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, (7 reviews)
"Great place to stay, close to everything "
United States
David S.
$115 nightly
The price is $133
May 20 - May 21
Total with taxes and fees
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.
$377 nightly
The price is $444
May 25 - May 26
Total with taxes and fees
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.
$155 nightly
The price is $173
May 19 - May 20
Total with taxes and fees
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
$164 nightly
The price is $193
May 25 - May 26
Total with taxes and fees
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.
$467 nightly
The price is $551
May 26 - May 27
Total with taxes and fees
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.
$264 nightly
The price is $312
May 19 - May 20
Total with taxes and fees
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.
$223 nightly
The price is $263
May 20 - May 21
Total with taxes and fees
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.
$115 nightly
The price is $133
May 19 - May 20
Total with taxes and fees
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.
$296 nightly
The price is $302
Jun 2 - Jun 3
Total with taxes and fees
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.
$159 nightly
The price is $183
Jun 8 - Jun 9
Total with taxes and fees
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.
$133 nightly
The price is $154
Jun 9 - Jun 10
Total with taxes and fees
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 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 Pewaukee 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 Pewaukee vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pewaukee vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pewaukee 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 $133 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 Pewaukee rentals

At Expedia, we put the best Pewaukee 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 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 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 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 vacation rentals in Pewaukee?

Yes, we have vacation rentals in Pewaukee close to Springs Water Park, or you can select a more remote option if you're looking for extra privacy while you relax. Visitors like the top-notch restaurants and waterparks in Pewaukee. Make sure you have time to check out the sporting events and lake views during your trip.

What's the top vacation rental in Pewaukee?

Serene 4-bedroom Lake House in Pewaukee-Hot Tub!: This Pewaukee vacation home rental offers a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a hot tub and foosball.

How many vacation rentals are there in Pewaukee?

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

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 vacation rental in Pewaukee like?

Vacation rentals are private properties you can stay in for a long or short time in Pewaukee. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips.