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Pewaukee places to stay

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Top-rated places to stay in Pewaukee

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Home in Pewaukee

4.8 out of 5 average rating, 104 reviews

Pewaukee Lake Access/Slip 5 bedroom 2 bath home

YouTube -"Pewaukee Lake glamping" 1min 29 second video of exterior property. NOTE: This shows PROXIMITY to lake and TRAIN TRACKS, they do blow horn. Lake Access and slip across street in this 5 bed/2 bath home. Beautiful downtown public beach is just a short 10 min walk away. No Parking on Grass, 4 spots available. Also includes: Use of a kayak and tandem kayak on site at your own risk. Dock and kayaks guaranteed to be in place Memorial day to Labor Day though we aim for May 1st to Oct 1st.

Home in Delafield

4.99 out of 5 average rating, 127 reviews

Modern Lake Country Farmhouse in Delafield

Just a half mile outside downtown Delafield, this charming, modern farmhouse is clean, updated and well stocked. There's plenty of space to have a peaceful, relaxing stay. Easy access to golf, lakes (like Nagawicka and Upper & Lower Nemahbin), parks (like Lapham Peak State Park), hiking, biking and x-country skiing. Enjoy walking access to restaurants and shops in Delafield. Just minutes off I-94 in Lake Country, conveniently located between Milwaukee and Madison. 30 minutes from Fiserv Forum.

Home in Menomonee Falls

4.94 out of 5 average rating, 108 reviews

Exhale, rest

Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Home in Wales

4.94 out of 5 average rating, 170 reviews

Beautifully Restored Historic Victorian

Whether this is for a single, couple, or small group, your stay at this historic home will truly be memorable. You’ll love the MBR suite featuring a gas fireplace, whirlpool tub, and double walk-in custom tile shower. There is an additional very nice full bath/shower on the main floor. The finished lower level has two separate rooms, each with a quality double futon with bedding available for your guests. For this attractive price, the upper 4 bedrooms are locked but may be opened for more

Guest suite in Brookfield

5 out of 5 average rating, 210 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Relax “in the Canopy” of beautiful maples! If you’re looking for party central…this isn’t it. But if you want a comfortable place in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer, you’re in luck! Perfect location for quick access to the city—or to Lake Country to the west. Quiet, comfortable, safe, surrounded by beautiful gardens. We’re in a perfect launching spot to visit Summerfest, Brewers/Bucks games, or Milwaukee's western suburbs. Bring the kids!

Cottage in Hartland

4.95 out of 5 average rating, 132 reviews

Cozy cottage in the heart of Lake Country

Entire cottage in the heart of Lake Country. Merryhill Cottage is nestled on two acres with mature trees. Included on the two acres- the host's farmhouse, a guest house and barn. The feeling of a country setting but with easy access to Hwys 16, 83 and I 94. Close to shopping, restaurants, parks, hiking, cross country skiing and snowshoeing, lakes, and beaches (10 min. to Delafield and Oconomowoc and 15 min. to Pewaukee.) Perfect for day trips to Madison (54 min.) and Milwaukee (30 min.).

Townhouse in Waukesha

4.92 out of 5 average rating, 123 reviews

Remodeled 2 bedroom 1 bath private home

Cozy gem sleeps up to 5. Renovated Interiors w/ large balcony overlooking serene yard. Enjoy an eastern sunrise during your morning coffee, or a starry night next to the warmth of a fire. 1 mile from 94 - 20 minutes from Milwaukee. Fully stocked kitchenette. Gas burning stove/oven, microwave, coffee maker, full size fridge/freezer, in unit washer/dryer, wifi, smart tv, wireless printer, private large balcony w/ heater for cooler nights. Perfect space for a couple or traveling profesional.

Home in Delafield

4.96 out of 5 average rating, 164 reviews

Nagawicka Woods-Beautiful Lake Country Ranch Home

Welcome to Nagawicka Woods, a beautiful home located in Delafield, WI in the heart of Lake Country. Minutes from lake access to: Nagawicka, Okauchee, Pewaukee, Pine, Namahbin & Oconomowoc Lakes. 2 blocks from St. John's NW Military Academy, 6 minutes from Rogers Memorial Hospital, half an hour from Milwaukee & one hour from Madison. This home sleeps 6 (a pack n play is available.) Ideal for couples, family, small groups or a girlfriends getaway. Set on a quiet 1.5 private acres.

Guest suite in Sussex

4.96 out of 5 average rating, 277 reviews

The Loft @ The Butler Place. 1846 homestead.

The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

Guest suite in Sussex

4.99 out of 5 average rating, 136 reviews

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

Rental unit in Germantown

4.93 out of 5 average rating, 124 reviews

1853 Farmhouse Apartment

Welcome to a two-bedroom apartment. The space includes a private bathroom, kitchen and living area. There is no kitchen/dining table. The apartment is on the second floor of the house and has an outside staircase leading up to it. The entrance/staircase is not shared by the hosts and there are no shared spaces in the home. The staircase may be steep for persons who have difficulty navigating stairs. Guests are welcome to use the patio area on the property.

Home in Sussex

4.87 out of 5 average rating, 101 reviews

Amazing Five Bedroom Milwaukee Vacation Home!!

Treat your friends and family to this five-bedroom vacation home just a half-hour from downtown Milwaukee on more than one acre of park-like, private surroundings. Guests of all ages will love the decked-out game room, the huge indoor pool and the comfy living space, with lots of room to spread out. Plus, you’re just 30 minutes from downtown. It’s all the peaceful feels of a country setting with the amenities of the city (think Uber, UberEats, and more).

Vacation rentals for every style

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Unique stays

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Popular amenities for Pewaukee places to stay

Laptop-friendly workspace

Air conditioning

Stay near Pewaukee's top sights

Woodman's Food Market12 locals recommend

Artisan 1799 locals recommend

Marcus Majestic Cinema of Brookfield7 locals recommend

Seester's Mexican Cantina7 locals recommend

Pick 'n Save6 locals recommend

Walmart6 locals recommend

Other great vacation rentals in Pewaukee

Home in Pewaukee

4.9 out of 5 average rating, 52 reviews

Log Cabin 2 mins from Pewaukee lake 3BR/2BA

Home in Oconomowoc

4.91 out of 5 average rating, 44 reviews

Oconomowoc Downtown River View

Home in Nashotah

4.94 out of 5 average rating, 67 reviews

Beautiful home on Okauchee Lake, WI

Home in Okauchee

4.98 out of 5 average rating, 47 reviews

Cheerful, open space, and relaxing 1 bedroom home.

Rental unit in Menomonee Falls

4.9 out of 5 average rating, 20 reviews

Nice safe clean super quiet and comfy studio

Home in Wauwatosa

4.94 out of 5 average rating, 47 reviews

Brew City Boho - Wauwatosa

Home in Waukesha

4.81 out of 5 average rating, 43 reviews

Comfortable 3 Bedroom with King bed in Waukesha

Home in Waukesha

4.96 out of 5 average rating, 54 reviews

Convenient & Spacious Suburban Escape w/ KING BED

Quick stats about vacation rentals in Pewaukee

Total rentals
50 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
940 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Frequently Asked Questions

How much does it cost to stay in house rentals in Pewaukee?
Experience the best of Pewaukee with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Where should I stay in Pewaukee?
Make yourself at home in Pewaukee by choosing from our most frequently booked neighborhoods. We have over 20 vacation rentals in Rolling Ridge, over 20 vacation rentals in Rocky Point, over 20 vacation rentals in Meadowbrook Heights, and over 20 vacation rentals in Springdale Estates.
Are there house rentals with a dedicated workspace in Pewaukee?
Yes! Work meets play with ease at over 20 house rentals in Pewaukee featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in Pewaukee?
Pewaukee has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Pewaukee have wireless internet?
Absolutely! We offer over 30 house rentals with wireless internet in Pewaukee. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Pewaukee?
Four-legged friends are welcome in Pewaukee. Choose from more than 10 house rentals for guests traveling with pets.

Destinations to explore