Holiday rentals with a hot tub in Waukesha County

Whispering Woods- Bright & Stylish Family Escape

Escape to this serene 2-bedroom, 3-bathroom home nestled in the woods, just 25 minutes from downtown Milwaukee. Each bedroom has its own bathroom with jet tubs and wardrobes with full-length mirrors. The spacious living room features three sofa sets, a sofa bed, and a dining table. Enjoy the open-concept kitchen, gas BBQ, fire pit, and hot tub in the private backyard. Conveniently located near Walmart, Aldi, Costco, and dining options, this home is perfect for relaxation or adventure. Book now!

Century House for Family Retreat

Bring the whole family group to this elegant place with 5,000 s.f. of space for connection. Chef's kitchen with Wolf & Sub Zero appliances. Watch a movie in elegant comfort. Discover the hidden speak easy, play games in the Rec area - darts, pool table and big screen with a heated floor! Hot tub and steam shower to relax. Have a campfire in the large private yard. Sonos music inside and out. Perfect for family gatherings. Historic property and delicate floors - no shoes. Bring your slippers.

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.

Pewaukee Lake’s Sweat-Spin-Soak-Repeat Sauna Lodge

This serene getaway is designed for relaxation, restoration, and a laid back lake vibe. Wake up to spectacular lake views, sip your morning brew from our killer coffee bar, and let the calm energy of the water set the tone for your stay. Unwind in the hot tub, or the infrared sauna for a deep, soothing reset. We also have a dedicated fitness corner features a Peloton. Spend your days lounging on the deck, kayaking, or soaking in the peaceful setting that makes Pewaukee lake so special.

Hidden Gem - Sunset Lake Home w/ Hot Tub

Escape to our exclusive lakeside retreat, nestled on 2 acres of waterfront paradise! Enjoy breathtaking views from 2 living areas, a screen porch, patio with outdoor seating, or private pier. With ample space, king-sized bed in the primary bedroom, large kitchen, & game room, it's perfect for a large family gathering. Indulge in outdoor adventures or relax by the fire pit. With water toys, cozy beds, and nearby activities & great food. Book now for the ultimate family getaway!

Lakefront Luxe | 4Bd/4Ba |Hot Tub |Sunset Views

Welcome to Sunset Cove - a sprawling waterfront home nestled in beautiful Lake Country, Wisconsin. 4 BR / 3.5 Bath spread across 3 floors of lakefront living space! Direct Lake Access, Private Pier, Hot Tub, Pontoon Rental, Paddle Boards, Kayaks, Lily Pad, Peloton bike, Sunset Views! Located walking / boating distance to waterfront restaurants and bars. Central to premium wedding venues and local favorites, and only 1/2 mile off the highway. This is Lake Living at its finest!

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Discover the allure of our 5BR Wisconsin retreat, where spacious elegance meets comfort. Enjoy a gourmet kitchen, a grand living room, and a game room with free arcade play. Dive into relaxation with our private, heated indoor pool. Outdoors, the terraced patio and fire pit invite memorable moments. Minutes from Milwaukee, our home is an idyllic base for both peaceful relaxation and lively exploration. Perfect for family or corporate escapes, it's a stay you'll cherish.

The Lake House on Shady Lane

If it’s time to retreat and relax, the Lake House on Shady Lane has you covered. This beautiful 3+ bedroom, 3.5 bath home on Phantom Lake is perfect for family, friends, or small events. In summer, step out to the private pier to swim, sunbathe, or unwind by the water. In winter, ski the Kettle Moraine trails or Alpine Valley, then cozy up by the fire. Just 1 mile to downtown Mukwonago and 30 minutes to Milwaukee or Lake Geneva — your all-season lakeside escape awaits!

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.

Charming 3-bedrooms house/resort-kind,Firepit,Deck

This tranquil retreat features 3 bedrooms with 2 queen beds, 1 king bed and 2-twin beds, with convenience of bathroom on each floor. 2nd floor Master bedroom has Jetted bathtub for ultimate relaxation and nice office space with high speed Net. Enjoy this house in Summer/Winter, with beautiful Backyard, Large Deck, Firepit and nature with Deers, Rabbits, Turkies, Squirrel. 20mints to Milwaukee downtown, Bar & Restaurants, Lakes, Mall, Bars, Grocery stores and more.

Modern Convenient 3BR W/ 2 King beds and Hot Tub

Welcome to your Waukesha Retreat! Convenient location, welcoming clean space, relaxing backyard, and numerous amenities; this is the Airbnb for you. Here you will be minutes away from; American Family Field for your summer baseball games & concerts, downtown Milwaukee & the airport, diverse event halls, and the State Fairgrounds. Enjoy the luxury double shower and master suite as well as an outdoor private hot tub ready for guest use. Your home away from home!

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Those wishing to experience natural beauty, we welcome you to come relax and enjoy our rustic log cabin retreat situated in a peaceful neighborhood with a private wooded yard. This 3 bedroom 2 bath log cabin is surrounded by Wisconsin goodness, perfect for relaxing and viewing wildlife, yet we are just 5 minutes from grocery stores, superb local cuisine, plenty of shopping and only 30 min. from Downtown Milwaukee Breweries. 4 person Hot tub now added