House vacation rentals in Madison

Take a Break at Lakeside Acres

Lakeside Acres; a 2-bedroom, 1 bath vacation rental home located on beautiful Lake Sinissippi. Open concept living area with furnished patio and private dock. This newly updated home provides the perfect summer getaway or winter retreat for family and friends. Whether you spend your days kayaking with the complimentary kayaks, exploring Horicon Marsh, or soaking up the sun on the dock, you're sure to have an unforgettable stay in this lakefront hideaway. Note: Docks are not in the lake Nov-Apr.

Black Squirrel Farmhouse - (Downtown Oconomowoc)

Downtown Oconomowoc, beach, bandshell, bars, shops, restaurants, lakes, kayak/boat rental, 2 public golf courses in town and 3 more within 10 minute drive, 31 parks including the imagination station million dollar play area!!! Lots of local hiking and bike trails through the kettle moraine, visit Lapham peak, government hill, scuppernong, and much more! Minutes to Holy Hill, from the tower you can see the beautiful Lake Country area for miles. Only 1.25 hr drive to the Devils lake state park!

Fun Lake Kosh Private Pier, Decks, Fire Pit, Grill

Gather at the White House: a stylish lake house with private pier, 4Br/2.5bath/beds for 15 people, fire pit, gas grill, huge yard, 2 wooded acres. Lake Koshkonong is one of WI’s largest, famous for its boat-up restaurants/bars, fishing, and water sports all accessible from our private pier. Located along 39/90hwy - 90 mins to Chicago/30 min to Madison. Perfect for entertaining: fully stocked, professionally cleaned, open floorplan, 3-story outdoor living, dining & patio, playroom & much more!

Updated luxury country getaway short walk to lake!

Luxury getaway close to private beaches, downtown Lake Geneva, and many area amenities. Relax in comfort in this newly renovated 3-bedroom. Enjoy all that the Lake Geneva area has to offer while unwinding in a modern, comfortable retreat. Conveniently located a 3-min walk to Lake Como and a 10-min drive to downtown Lake Geneva. Charming golf cart community with so much to do. Perfect for couples, families, and business travelers. Ideal space for up to 4 adults and great for families of 5.

Red Lodge - Game Room, Hot Tub, Near Lake

Looking for a memorable Wisconsin vacation experience? The Red Lodge is the ideal blend of comfort and style. Super clean, fully stocked, with gorgeous outdoor green spaces and unique amenities, you'll love it here! Jeff - "The devil is in the details, and no detail is overlooked here." Kelsey - "We are obsessed! This is THE nicest Airbnb we've stayed in across the country.. There was something truly unique about each room." Alia - "Hands down the best Airbnb we have ever stayed in."

Victorian in Delavan, near Lake Geneva & Alpine

Family & friends will be close to all Delavan offers staying at this beautiful historical 1901 Victorian home. One block from charming brick-paved downtown Delavan, you'll have shopping, music, parks & great restaurants at your fingertips! Your private gazebo w/ fireplace provides an ideal retreat, while the bandstand livens things up across the street! Playgrounds, sledding hill, beach, lake & arboretums are all within 4 blocks; skiing & Lake Geneva are just a 15-minute drive away!

Lovely Waterfront Two Bedroom House

Lovely two bedroom, one bath in a rural residential area of McFarland on inlet that connects to Yahara River and Lake Kegonsa (house is not directly on lake or river). The home is situated next to a charming campground and marina in nature. Walkable fishing areas. Lake Kegonsa State Park Trail is nearby for walking or snowshoeing. Just a 20 minute drive to downtown Madison! NO PARTIES. You will be asked to leave if there is any party activity seen.

The Freedom House by Patriot Properties

Welcome to this beautifully renovated farmhouse, offering plenty of space for family and friends to gather and relax. Located just minutes from all major attractions, restaurants, and shopping, this home combines convenience with comfort. The heated garage has been transformed into a fun game room, perfect for entertainment. Outside, there’s ample room for volleyball, bonfires, and even camping, making it ideal for outdoor enthusiasts.

The Field House @ Dells Vacay | Amazing 4 BR Home | Game Room | Downtown Wisconsin Dells | Basketball

***DISCOUNTED ATTRACTION TICKETS AVAILABLE*** PERFECT LOCATION - a short walk off Broadway in Downtown WI Dells, close to dining, shopping, entertainment & Just a Game Fieldhouse. GAME ROOM - Detached heated garage has ping pong table, foosball, arcade games, card table & flat screen TV. Perfect for friends, family or corporate getaways! OUTDOOR SPACES - Patio w/ table, gas grill & sport court w/ basketball hoop!