
Pet-friendly holiday rentals in Waukesha County
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Top-rated pet-friendly home rentals in Waukesha County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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

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.

Stylish Home w/ Fire Pit by Lakes & Wedding Venues
Discover the Iron Ore Retreat, a stylish getaway just minutes from downtown Oconomowoc! Situated in a quiet neighborhood, our 🐶pet-friendly🐶 retreat boasts a whimsical backyard, close proximity to nearby lakes, golf courses, and wedding venues. Whether you’re planning a family retreat or a wedding haven, our delightful space is sure to capture your heart! ✨Traveling with a larger group or your preferred dates taken? Browse our host profile for the details on other listings in the area!✨

Cozy 2BR charm | Big Yard, Fire pit, Replenishing!
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.

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.

Beautiful Home in Waukesha
What a wonderful location with a view from the front porch and a park in your back yard. Beautiful Brazilian Tiger wood floors in dining, living, and family room. Spacious family living area has an attractive gas fireplace as it's center point that is open to kitchen area. Off the dinette the three pane patio door has private woods view and patio area. Workout equipment in rec room. Minutes from lakes and hiking paths, Old Town Waukesha boutiques, and restaurants. Quick access to I-94

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.

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.

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.

Quiet Lake Country Retreat
Charming single family home located in the Village of Oconomowoc Lake. Well appointed for longs stays or perfect for a weekend retreat. Easy access to I94 and Hwy. 16. Minutes away from Olympia Resort, stores, restaurants, downtown Oconomowoc. 10 minute drive to Delafield. 20 minute drive to Erin Hills, site of the 2017 US Open. 35 minutes to downtown Milwaukee. 45 minutes to Madison. *** Coming fall 2024 the back patio will be completely renovated.

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

The Good Land Getaway: Ideal location, hot tub
Nestled on a quiet street adjacent to Oak Leaf and Hank Aaron Trails and 45 acres of woods, hiking, and parks. A walk or bike ride from everything- Mayfair Mall, Miller Park, The Zoo, downtown/lakefront, Elm Grove, Wauwatosa village, Brookfield, Target, Trader Joe's, tons of restaurants and bars. Accesible to any freeway. The home is cozy, remodeled, has new appliances, decor and furniture. Spacious deck w/ hot tub. Giant yard.
Popular amenities for Waukesha County pet-friendly home rentals
Pet-friendly house rentals

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Serene modern home

Lake Nagawicka Home - 2 Blocks to Boat Launch

Farmhouse "The Inn"

Fully Furnished 2BR+Study Home in Menomonee Falls

Lake House Retreat on Phantom Lake

Furnished Deck w/ Views: Mukwonago Lake House!

Wide open lake views and large flat front yard
Pet-friendly home rentals with a pool

Kettle 2BR Cabin on 15 lush acres w private lake

Cute and cozy 2 bedroom house perfectly located!

Vacation home: heated inground pool on 4+ acres

7 1/2 Acres! Pool! Hot Tub! Fishing Pond!

Modern Apartment/ 8mins to Stadium/ Parking

Luxury Log Cabin retreat home

Luxurious Bridgerton Pool House/Spacious/4bd 3bath

Make Yourself At Home! Close to Lake & Airport!
Private, pet-friendly home rentals

Muskego Hideaway on 2 Acre Lot

Magnificently-restored, charming, 8+ Bed-Victorian

3/3 | 2 Fenced Acres |Pool |Hike & Beach| in Town

Ranch House- 13 Miles From RNC!

Pet-Friendly New Berlin Retreat w/ Patio & Yard!

Charming Muskego House, Walk to Lake & Restaurants

Muskego Getaway

HARLEY RIDERS WELCOME!! 30min from all dealers
Destinations to explore
- Rentals with a washing machine and dryer Waukesha County
- Rentals with outdoor seating Waukesha County
- Waterfront rentals Waukesha County
- Rentals with breakfast Waukesha County
- Rentals with a fireplace Waukesha County
- Rentals with a kayak Waukesha County
- Flat rentals Waukesha County
- Rentals with beach access Waukesha County
- Fitness-friendly rentals Waukesha County
- Family-friendly rentals Waukesha County
- Rentals with a patio Waukesha County
- Rentals with a hot tub Waukesha County
- Rentals with lake access Waukesha County
- Rentals with pools Waukesha County
- House rentals Waukesha County
- Rentals with a firepit Waukesha County
- Pet-friendly rentals Wisconsin
- Pet-friendly rentals United States
- Six Flags Great America
- Alpine Valley Resort
- Erin Hills Golf Course
- Geneva National Resort & Club
- Illinois Beach State Park
- Lake Kegonsa State Park
- Harrington Beach State Park
- Milwaukee County Zoo
- Racine North Beach
- Grand Geneva Resort & Spa
- Wilmot Mountain Ski Resort
- Richard Bong State Recreation Area
- West Bend Country Club
- Bradford Beach
- Milwaukee Country Club
- Moraine Hills State Park
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Milwaukee Public Museum
- Springs Water Park
- Heiliger Huegel Ski Club
- America's Action Territory
- Sunburst
- The Rock Snowpark