
Holiday rentals with outdoor seating in Pewaukee
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Pewaukee
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Peaceful weekend or extended stay, full amenities
The Country Retreat at the historic Schmitz Family Farm is close to many attractions, ideal for couples, families, girls' weekends, extended stays, business travel, and is dog friendly. Enjoy a sunrise or sunset, get cozy at the fireplace, or indulge in the many activities our area has to offer. We feature two beautiful bedrooms, living room with two sleeper sofas (can also be used as a third bedroom, as door closes for privacy), laundry room, full kitchen, coffee nook, quiet deck and backyard.

Bark Lake, Entire Home, Private Lake Frontage 50ft
A 1,700 sqft home with 3 bedrooms, 2 baths, sofa bed and couch, large outdoor deck, hot tub, grill, 50 feet of lake access. Enjoy the morning sunrise from the East and relax by the waterfront and watch the sunset on the West. Bring the family and enjoy some lake life where the days linger on longer. During the Summer months we have a pier available to fish off of. There are two fire pits, one by the lake and another tucked away near the house. You will love it here, it is very calm and relaxing.

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.

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

Pet-Friendly 1850 Estate, 8 Min to Cedarburg
A shared 5-acre family estate in Mequon, part of the historic Jahn Farmstead, built in the mid-1800s and listed on the National Register of Historic Places. This restored cottage blends 19th century charm with modern comforts like a full kitchen and gas fireplace. The estate includes our family home, this 3-bed cottage, and a 1-bed guesthouse. 8 minutes from Historic Downtown Cedarburg, 30 minutes from Milwaukee, 90 minutes from Chicago. Close enough to everything, far enough to truly unwind.

Beautiful home on Okauchee Lake, WI
I have a beautiful home on a fun lake. It is just 25 mins from Milwaukee and 50 mins from Madison. There are several bars and restaurants on&off the water; you can either walk, drive or boat to. I have a boat slip available if you want to bring your own 18' or smaller boat. There is a fire-table on the patio for those quiet nights sitting out under the stars. Winter is spectacular here too. Nearby is the Nashotah Park, with a dog park and hiking trails. Lions park has an area for parties.

Lakeside Getaway
Relax with the whole family at this peaceful, home on Lake Beulah. With the gorgeous lake and surrounding nature, you will feel you are hours up North, minus the long commute! Wake up and enjoy coffee on the deck. Bring your boat or grab a floaty and soak up the sun as you spend the day on the water. Wind down while you watch a stunning sunset from your own pier. Enjoy a show at the nearby Alpine Valley. Countless memories are just waiting to be made. Come play hard and relax even harder

Oconomowoc Downtown River View
Stunning view of the Oconomowoc river, locate in the heart of downtown Oconomowoc. Whether you are traveling for fun or work there is something for everyone. Walk to sandy beaches, six nearby parks, tennis court, or just walk around beautiful Lac La Belle Lake and Fowler Lake. Bring your kayaks or boat. Local boat rentals are available in town. Enjoy live bands and events at restaurants and bars or have a peaceful dinner at one of many fine dining restaurants also in walking distance.

Wisconsin Treehouse Getaway!
Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. And if we're home, a complimentary Chai for you! Come, make lifelong memories at Racine's Best Kept Secret!

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.

Relax close to everything in Milwaukee
Ranch Style home in a quiet Neighborhood. You will feel at home and comfortable! The home is well maintained and very clean. In the winters you could cozy up to a nice fire upstairs and relax with a glass of wine. Downstairs is a second fireplace you have going and play a game of pool. In The summer you can enjoy the three seasons room, with looking a cup of coffee and look at the planted flower garden. Close to the Wauwatosa village down town. Even closer to Elm Grove Village.

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.
Popular amenities for Pewaukee outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Willow Creek Lodge

Luxe Spa Cabin: Hot Tub + Sauna + Fire

Lakeview Retreat | Main & Guest House, Sleeps 10

Forest Bay Cottage

Meracle Acres

All Aboard: One of a Kind Voyage on Pewaukee Lake!

Sweet retreat is waiting for you!

Our Happy Place in Cedarburg
Apartment rentals with outdoor seating

Tosa Village Studio Apartment

Silvers Four-Six-Four *A home away from home*

Prime location in the heart of it all

WeilHaus: A Cozy Urban Retreat

Cozy Apartment Nestled Across from Lakefront!

Inn on Billy Goat Hill

Creekside Apartment

Beautiful Port home short walk to town and lake
Condo rentals with outdoor seating

Private East Side Milwaukee flat with fenced yard

DElafield Rivers Gateway Luxurious Condo

Lakefront condo with magnificent view & fireplace

English Tudor - Upper Flat blocks from the beach

LakeView-SummerPool-FamilyFriendly-CloseToTown

Bay View - Lake View on the Park w/Secret Lounge

Third Ward - High End 1 Bedroom up to 6 + Parking

Top location, no cleaning fee, everthings close B
When is the best time to visit Pewaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $319 AUD | $312 AUD | $318 AUD | $326 AUD | $393 AUD | $437 AUD | $493 AUD | $508 AUD | $424 AUD | $377 AUD | $331 AUD | $302 AUD |
| Avg. temp | -4°C | -3°C | 3°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 12°C | 5°C | -1°C |
Quick stats about holiday rentals with outdoor seating in Pewaukee

Total holiday rentals
Explore 20 holiday rentals in Pewaukee

Nightly prices starting at
Pewaukee holiday rentals start at $58 AUD per night before taxes and fees

Verified guest reviews
Over 1,010 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Pewaukee holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pewaukee rentals

4.9 Average rating
Pewaukee stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Family-friendly rentals Pewaukee
- Pet-friendly rentals Pewaukee
- Lakehouse rentals Pewaukee
- Rentals with outdoor seating Waukesha County
- Rentals with outdoor seating Wisconsin
- Rentals with outdoor seating United States
- Six Flags Great America
- Alpine Valley Resort
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Milwaukee County Zoo
- Milwaukee Public Museum
- Baird Center
- Bradford Beach
- Sunburst
- Discovery World
- Riverside Theater
- Marquette University
- American Family Field
- Fiserv Forum
- Lake Park
- Lake Geneva Cruise Line
- Holy Hill National Shrine of Mary
- Little Switzerland Ski Area
- Lake Geneva Public Library
- South Shore Park
- Betty Brinn Children's Museum
- Gurnee Mills




