Pewaukee Vacation Rentals

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Our top choices for Pewaukee vacation 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 CA $213
CA $408 total
includes taxes & fees
May 10 - May 11
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 CA $67
CA $364 total
includes taxes & fees
May 10 - May 11
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 CA $86
CA $218 total
includes taxes & fees
May 10 - May 11
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 CA $228
CA $501 total
includes taxes & fees
May 11 - May 12
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)
"Tonga is a great host. House was perfect for our group of 10."
United States
Emily
The price is CA $197
CA $599 total
includes taxes & fees
May 11 - May 12
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 CA $193
CA $260 total
includes taxes & fees
May 12 - May 13
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, (29 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 CA $246
CA $601 total
includes taxes & fees
May 11 - May 12
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 CA $266
CA $769 total
includes taxes & fees
May 10 - May 11
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, 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 CA $178
CA $460 total
includes taxes & fees
May 12 - May 13
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 CA $215
CA $406 total
includes taxes & fees
May 11 - May 12
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 CA $82
CA $205 total
includes taxes & fees
May 11 - May 12
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 CA $75
CA $189 total
includes taxes & fees
May 10 - May 11
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 CA $307
CA $454 total
includes taxes & fees
May 10 - May 11
Downtown Eastside gem near Fiserv Forum Water St Brady St

Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
The price is CA $150
CA $292 total
includes taxes & fees
May 11 - May 12
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 CA $201
CA $410 total
includes taxes & fees
May 10 - May 11
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 CA $201
CA $410 total
includes taxes & fees
May 10 - May 11
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 CA $94
CA $449 total
includes taxes & fees
May 12 - May 13
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 CA $215
CA $269 total
includes taxes & fees
May 10 - May 11
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 CA $116
CA $244 total
includes taxes & fees
May 12 - May 13
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pewaukee. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.