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Vacation rentals with outdoor seating in Waukesha County

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Top-rated accommodations with outdoor seating in Waukesha County

Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

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Home in Pewaukee

4.8 out of 5 average rating, 106 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.

Guest favourite

Condo in Delafield

4.94 out of 5 average rating, 52 reviews

DElafield Rivers Gateway Luxurious Condo

Beautiful fully furnished Condo sitting in the heart of Delafield, living room (1 sofa bed leather couch, 2 leather chairs 2 comfy cushy cloth chairs,an electric fireplace), 2 full bathrooms, 3 bedrooms upstairs, full kitchen, Balcony with table and 3 chairs. Guests have access to the peaceful riverwalk overlooking the Mill run creek (there is 3 rocking chairs & hammock). Guests rent a single or multiple rooms or the whole condo. If the full condo is not rented, guests may share common space.

Guest favourite

Home in Menomonee Falls

4.95 out of 5 average rating, 115 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.

Guest favourite

Home in Muskego

4.88 out of 5 average rating, 109 reviews

Muskego Hideaway on 2 Acre Lot

Forget your worries in this beautifully updated 4 bedroom, 2 bath home on a 2 acre wooded hillside. Convenient location with easy access to the Milwaukee airport. Only a minute's drive to Little Muskego Lake and the sandy beach at Idle Isle Park. Easy drives to Alpine Valley, Lake Geneva, and The Rock Sports Complex. Only 2 minutes from I43 for easy access to Milwaukee for Brewers, Bucks, and the many festivals. Relax on the deck or patio and watch the deer and other wildlife in the backyard.

Guest favourite

Home in Pewaukee

5 out of 5 average rating, 10 reviews

Lakeview Luxe Escape: Main & Guest House, Sleeps10

Welcome to your exquisite escape on Pewaukee Lake! This spacious property comfortably accommodates up to 10 guests, making it ideal for large families or two separate groups. The home features a primary suite and a guest house, ensuring privacy and comfort. With the layout, you will hardly hear your other group as there is minimal shared wall space and shared areas. From time to time, you will hear the train go through and blow the horn. White noise machines are provided if you need it!

Guest favourite

Townhouse in Waukesha

4.91 out of 5 average rating, 131 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.

Guest favourite

Guest suite in Sussex

4.96 out of 5 average rating, 280 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.

Camper/RV in Brookfield

4.81 out of 5 average rating, 16 reviews

Vintage Camper

Enjoy the sounds of nature when you stay in this unique Avion camper. A cozy place to unwind and experience camping with a touch of nostalgia. Just 15 minutes from downtown Milwaukee! Within 1 mile of just about every fast food restaurant/local stores you can think of. Please be aware this a 50 year old camper, do not expect it to be a full household and it should be treated with respect. This is a great glamping, outdoor experience within miles of Milwaukee’s buzzing city life.

Guest favourite

Guest suite in Sussex

4.99 out of 5 average rating, 137 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.

Guest favourite

Cabin in Pewaukee

5 out of 5 average rating, 53 reviews

Pewaukee Serenity Cottage: Whimisical by the Lake

Unplug, unwind, and savor the tranquility of the lake, just a stone's throw away from our inviting cottage. Offering an open-concept layout, this is your ticket to carefree living at its finest. Your dream escape to Pewaukee awaits. Secure your spot now and immerse yourself in the harmonious blend of relaxation, adventure, and comfort that our charming cottage promises. It's time to create memories, recharge your spirits, and rediscover the joys of small town living.

Cottage in Pewaukee

5 out of 5 average rating, 11 reviews

Lakeside Pewaukee Cottage

Get ready to enjoy this cozy, completely updated cottage. The property has neighborhood lake access to Pewaukee Lake just a short 5 minute walk away. Enjoy fishing off the piers, utilizing the provided kayaks or stand up paddle boards, or enjoying the sunset over the never-ending view of the Lake. Only a 25 minute drive to downtown Milwaukee! What better way to relax after a day on the lake than sitting in the 7 person hot tub or having a small fire in the backyard.

Guest favourite

Home in Muskego

4.98 out of 5 average rating, 162 reviews

3 Bedroom Muskego Home

Be our guest in a Country like 1,800 sq ft home nestled in a wetlands setting with a 1 car garage. Sleeps 6 in a master suite and 2 smaller bedrooms. Home has 2 full bathrooms with 2 showers. Full kitchen with a refrigerator and a dishwasher. Has a Laundry room with washer and dryer. A gas stone fireplace graces the family room. A Large deck is out back with an outdoor gas grill. Also, a 220 Volt EV charger is available for your use

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Popular amenities for Waukesha County outdoor seating rentals

Free parking on premises

Air conditioning

House rentals with outdoor seating

Guest favourite

Home in Milwaukee

4.91 out of 5 average rating, 58 reviews

The Good Land Getaway: Ideal location, hot tub

Guest favourite

Home in Nashotah

4.94 out of 5 average rating, 70 reviews

Beautiful home on Okauchee Lake, WI

Guest favourite

Home in Okauchee

4.98 out of 5 average rating, 48 reviews

Cheerful, open space, and relaxing 1 bedroom home.

Guest favourite

Home in Waukesha

4.96 out of 5 average rating, 54 reviews

Convenient & Spacious Suburban Escape w/ KING BED

Guest favourite

Home in Pewaukee

4.9 out of 5 average rating, 20 reviews

Pewaukee Lake Home steps from water & restaurants!

Guest favourite

Home in Pewaukee

4.89 out of 5 average rating, 18 reviews

Bougie by the Beach

Guest favourite

Home in Waukesha

4.9 out of 5 average rating, 31 reviews

Beautiful Home in Waukesha

Guest favourite

Home in Oconomowoc

4.87 out of 5 average rating, 15 reviews

Lake Country Haven

Apartment rentals with outdoor seating

Guest favourite

Apartment in Lake Geneva

4.94 out of 5 average rating, 109 reviews

Downtown Lake Geneva-New York Suite |Onsite Parkng

Guest favourite

Apartment in Fort Atkinson

4.95 out of 5 average rating, 245 reviews

‘The Part Time Local’ - A boho small town retreat.

Guest favourite

Apartment in Port Washington

4.94 out of 5 average rating, 271 reviews

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

Guest favourite

Apartment in Cedarburg

4.97 out of 5 average rating, 338 reviews

Cedarburg 2 br Apartment on prime Washington Ave

Guest favourite

Apartment in Kenosha

4.99 out of 5 average rating, 157 reviews

Downtown-Treetop Deck-2Bd/2Bth

Guest favourite

Apartment in Milwaukee

4.94 out of 5 average rating, 229 reviews

Comfortable Riverwest apartment

Apartment in Saint Francis

4.85 out of 5 average rating, 292 reviews

Cozy Apartment Nestled Across from Lakefront!

Guest favourite

Apartment in Port Washington

4.91 out of 5 average rating, 137 reviews

Lighthouse View -a real gem on Sweet Cake Hill

Condo rentals with outdoor seating

Guest favourite

Condo in Lake Geneva

4.93 out of 5 average rating, 501 reviews

Charming, Cozy & Eclectic Condo in Lake Geneva!

Guest favourite

Condo in Milwaukee

4.98 out of 5 average rating, 106 reviews

Private East Side Milwaukee flat with fenced yard

Guest favourite

Condo in Lake Geneva

4.97 out of 5 average rating, 130 reviews

Magnificent waterfront views & cozy fireplace

Guest favourite

Condo in Lake Geneva

4.95 out of 5 average rating, 131 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

Guest favourite

Condo in Milwaukee

4.99 out of 5 average rating, 206 reviews

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

Guest favourite

Condo in Lake Geneva

4.91 out of 5 average rating, 104 reviews

Top location, no cleaning fee everythings close B

Guest favourite

Condo in Lake Geneva

4.96 out of 5 average rating, 170 reviews

Relaxing Villa with Amazing Amenities!

Guest favourite

Condo in Lake Geneva

4.98 out of 5 average rating, 200 reviews

Lake Geneva Cloud 9

Destinations to explore