Vacation rentals in Madison

4.85 out of 5 average rating, 133 reviews

A lakeside view of a vacation rental home is visible, situated on a spacious lawn surrounded by trees. A private dock extends into the calm waters of Lake Sinissippi, reflecting the serene landscape and clear sky.

Home in Juneau

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.

4.89 out of 5 average rating, 103 reviews

A well-maintained outdoor seating area features wooden adirondack chairs arranged on the grassy lakefront, overlooking a private dock. Lush trees surround the area, providing a natural backdrop. The tranquil water reflects the clear blue sky, creating a serene setting for relaxation.

Home in Merrimac

Lakefront A-Frame | Stunning Views | Private Dock

Escape to our A-frame lake house on a private double lot on Lake WI! What You’ll Love: ✅ Wall of windows – floods the home with natural light ✅ Private dock – great for fishing, swimming & boating ✅ 2 wood-burning fireplaces – cozy up after outdoor fun ✅ Game area w/ pool table – family-friendly entertainment ✅ Secluded & peaceful – enjoy nature in total privacy Prime Location: 🚗 15 min → Devil’s Head Ski Resort 🎿 🚗 20 min → Devil’s Lake State Park 🏞️ 🚗 45 min → Madison & WI Dells 🌆

4.91 out of 5 average rating, 150 reviews

A modern bathroom is showcased with a large illuminated mirror surrounded by floating shelves. The shelves display decorative boxes, vibrant plants, and containers. A marble countertop supports a sleek black faucet, complemented by a white paper towel holder for convenience.

Bungalow in Baraboo

Close to Wisconsin Dells freshly renovated home!

Beautiful bungalow located 15 minutes away from Lake Delton and all Wisconsin Dells attractions. And 4 minutes from gorgeous Devils Lake park. 15 minutes from all 3 different winter activities. Place has a beautiful sunroom, where you can enjoy a quiet neighborhood and read a book on the swing chair. House comes with a full kitchen, air fryer, coffee maker etc. Wi-Fi and electric fireplace. Fire pit with comfy chairs. We have variety of board games. House could accommodate up to 9 people.

4.88 out of 5 average rating, 104 reviews

Cabin in Fort Atkinson

Cozy Lake Cottage With The Best View & Pontoon!

Location, Location, Location! Incredible views! Retreat to this cozy Lake Koshkonong cottage with vaulted ceiling and southern exposure. Enjoy spectacular sunsets and views of the 10,000 acre lake from the north shore. Fish, hunt, boat, ski, swim, snowmobile, or simply soak up the sun and take in the view from this quiet retreat on a dead-end street. Fresh paint, bedding, and furniture make this little gem very comfortable. Great Walleye ice fishing right in front of this property!

4.98 out of 5 average rating, 146 reviews

An outdoor fire pit surrounded by wooden benches and chairs is visible in a spacious green area. The cabin in the background features a red exterior and large windows framed by trees, offering a serene spot for gathering.

Home in Elkhorn

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."

4.97 out of 5 average rating, 472 reviews

The lake view from the property features calm waters, with several boats docked along a wooden pier. A patio area is visible, furnished with seating and surrounded by well-maintained landscaping, providing a serene atmosphere for relaxation.

Condo in Wisconsin Dells

COZY, Lakefront, Fireplace, Free Kayaks

Relax on the porch and watch the boats glide by, soaking in the serene lake views. Whether you're looking for relaxation or recreation, our condo offers the best of both worlds. Book your stay today and experience the ultimate lakeside escape! Resort-Style Amenities • Indoor and outdoor pools • Hot tub • Walking distance to Noah's Ark • Proximity to numerous restaurants and activities • First Responder Discounts • Smart TVs • Jetted Tub • Fireplace • Washer/Dryer

4.84 out of 5 average rating, 281 reviews

A contemporary shower area is highlighted with a textured stone wall, featuring neutral grey tones. The shower controls are mounted on the wall, and a light-colored tile floor extends throughout. A door is visible in the background, transitioning to another space.

Condo in Wisconsin Dells

Williamson Family Condo at Lighthouse Cove

NO SMOKING Upgrade to our Noah's Ark package after booking! Williamson Family Condo II is recently updated and located in Lighthouse Cove on Lake Delton in the heart of the Dells. Enjoy beach access, in & outdoor pools w/ hot tubs, and convenient parking. This condo is great for a couples or families. Let the older kids wander to and from Noah's Ark or go fishing at the lake while you take a much-deserved time out. Inquire about using our boat slip.

4.88 out of 5 average rating, 145 reviews

Three children sit closely on a wooden dock, facing a tranquil inlet lined with boats and shaded by overhanging trees. The calm water reflects the surrounding greenery, creating a serene atmosphere in the rural setting.

Home in McFarland

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.

4.88 out of 5 average rating, 214 reviews

A cabin-style home is nestled among tall pine trees, illuminated by warm outdoor lights. An inviting deck is visible, furnished with seating. Large glass doors lead into the interior, showcasing a cozy atmosphere. The setting maintains a peaceful and serene ambiance.

Cabin in Wisconsin Dells

Lake-view 3-bedroom Cabin Home on Lake Delton

Our place is close to ALL Lake Delton, WI Dells Downtown attractions. You’ll love our place because of the views of lake & pine trees, quiet setting, brand-new remolded interior with upscale furnishings, high ceilings, and the cabin coziness. Our Large, cabin accommodates up to 8 people very comfortable at over 1600 sq. ft. Best Resort in Town!!! Family fun atmosphere with two sandy beaches & large swimming pool. Kids love to fish off the piers.

Cottage in Fontana-on-Geneva Lake

A serene lakeside scene captures a sandy beach area bordered by manicured greenery. Boats are anchored in the water against a backdrop of a colorful sunset, with the sky displaying hues of orange and pink. A stone pathway leads towards the waterfront.

4.98 out of 5 average rating, 103 reviews

Fontana, Wis, Lake Geneva 4bd 2.5ba Abbey Springs

4 Bedroom 2 1/2 bath vacation cottage in Abbey Springs Resort Community on Lake Geneva. Resort Pass is required for all guests (included) and gives entry to the resort plus indoor and outdoor pool (Memorial to Labor Day), hot tub, games room , gym, tennis courts , pickle ball. 2 restaurants beach and fire pit on site. Newly Renovated Golf Course not included but available by paying at club house . We welcome all .

4.98 out of 5 average rating, 132 reviews

A cozy living area features light-colored sofas positioned around a coffee table, set against a backdrop of a large window overlooking greenery. A gas fireplace adds warmth, while a television is mounted above the mantel. Wood flooring enhances the inviting ambiance.

Home in Poynette

Ski Weekend! at Beach Garden Bungalow!

Oooh, look! Here’s an awesome cottage right across the street from the Wisconsin River - Kayak heaven!! Relaxation and “re-creation” are what you’ll find here with plenty of fresh air, sunshine and river views. The home is located on nearly an acre of land with open yard space to stargaze by the fire pit as well as mature trees perfect for bird, deer, woodchuck and squirrel watching from the patio.

4.94 out of 5 average rating, 182 reviews

A wooden deck overlooks the Sugar River, featuring a circular table and four chairs. Sunlight filters through the trees, casting a warm glow on the water. In the background, the flowing river is visible, with a dam adding to the natural scenery.

Apartment in Albany

Sugar River Hideaway

Newly renovated, 3-bedroom vacation home located on the Sugar River in downtown Albany. Albany is a quaint little town with a lot to offer. Enjoy tubing/canoeing down the river, a diner, pizza place, Italian restaurant, 3 taverns, and a bowling alley all within the downtown block. With being only 30 miles away from Madison and 17 miles from New Glarus, Albany is a prime location for your stay!

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What guests are saying

Tiny Red House on Lake Delavan

4.98 out of 5 average rating, 54 reviews3 weeks ago

We hardly know where to begin! Originally, we chose this place as a little escape from the city and a spot for our pup, Roo, to run and explore. However, The Tiny Red House far exceeded our expectations in every way! To start, the yard was absolutely perfect. On top of that, the area is filled with beautiful, dog-friendly trails, making it an ideal getaway for nature lovers. As for the house itself—it was by far the most well-stocked Airbnb we’ve ever stayed at! No other rental even comes close. We also fell in love with the location—close enough to the lake for convenience yet peacefully tucked away for privacy. To say we had a great time would be an understatement! Thank you for such a wonderful stay! We truly appreciate the thought and care that went into making this place so special.

Tiny home in Delavan

What guests are saying

Dells Suite Dreams - Lake Access with Boat Slip

4.78 out of 5 average rating, 37 reviews3 weeks ago

We had a wonderful family vacation at this charming condo. The host was incredibly responsive and helpful, and we were so grateful for the waterpark passes included in the stay. The condo feels secluded, tucked away behind the main streets, yet it’s conveniently located just minutes away from all the attractions and activities we wanted to enjoy in the Dells. Would definitely recommend and hoping to come back soon to enjoy the summer festivities!

Condo in Wisconsin Dells

What guests are saying

McG Resorts Chic Chalet

4.92 out of 5 average rating, 13 reviews2 weeks ago

This is an adorable home within walking distance to the downtown square. Very stylish furnishings and spotlessly clean. Appreciated but didn’t indulge the offer of trying some of the nice wine collection. Loved having cold water bottles in the fridge! Sorry to have only been able to stay 1 night.

Apartment in Monroe

What guests are saying

YourBohoRetreat+FREE Waterpark Passes

4.84 out of 5 average rating, 55 reviews3 weeks ago

We had so much fun at our stay!! The place is extremely clean and has a brand new kitchen & new appliances. It's nice having a full bathroom downstairs & upstairs. The upstairs bedroom is lofted so the kids enjoyed seeing if various items of theirs could fly :)) There was a Roku box on both tvs upstairs and downstairs so it was easy to watch shows/movies. Wifi was solid. Its an easy walk to the activity center. They have tennis courts, pickleball, basketball, racquetball, pool & hot tub along with changing facilities; all free to reserve/use. You could probably spend all week here and never leave! It was our first time here so we did all the touristy things and loved it: Bellos Circus, Rick Wilcox Magic Theater, WizardQuest, Ripleys, Mirror Maze, Big Chief Gokarts, Kalahari Waterpark, Frischs BigBoy etc! It was super convenient having a walmart, DD, kohls, McDs, Ross etc so close. The house was very quiet. Be sure to bring shampoo and any food condiments, otherwise everything is here.

Condo in Wisconsin Dells

What guests are saying

Lake Wisconsin 2BR* GreatHiking nearby -Water View

4.9 out of 5 average rating, 117 reviews9 months ago

Enjoyed our stay at this apartment. Excellent location, close to a park, the lake, and a 20 minute drive from some excellent hiking. Brian’s communication was excellent: he helped us get the grill going and offered to hook us up with some canoes or kayaks.

Guest suite in Poynette

What guests are saying

Cottage Near Devil's Lake

4.95 out of 5 average rating, 102 reviews2 days ago

We had a great stay here! Everything was easy, from finding the place to checking in, and we felt right at home as soon as we got there. The cottage was exactly as described in the listing, and it was a great little place in which to spend a few days. The location is great because it’s quiet and peaceful, but you can also get to a lot of cool places in the surrounding area within minutes. Would definitely stay here again in the future :)

Home in Baraboo

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Stay near Madison's top sights

Wisconsin State Capitol141 locals recommend

Olbrich Botanical Gardens138 locals recommend

Memorial Union Terrace122 locals recommend

State Street111 locals recommend

Henry Vilas Zoo101 locals recommend

The Old Fashioned86 locals recommend

Home rentals in Madison

5 out of 5 average rating, 157 reviews

The exterior of a revitalized 1950s car wash is showcased, featuring a curved awning and a large glass door. The building has a bright white facade with a red accent roof, and signage reading 'The Car Wash Inn' and '$1.25 WASH' is displayed.

Home in Shullsburg

The Car Wash Inn A Unique Stay

5 out of 5 average rating, 130 reviews

A modern living area is furnished with a plush sofa, accent chairs, and a rectangular coffee table atop a geometric area rug. A flat-screen television is placed on a wooden media console. Natural light enters through large windows, illuminating the space.

Home in Janesville

Fully Renovated 2BR 1BA Gorgeous Exec Home #8ma-R

4.95 out of 5 average rating, 101 reviews

A spacious dining area features a wooden table set for six, adorned with lace placemats and a floral centerpiece. The open layout leads to a cozy living room, highlighted by comfortable seating and large windows allowing natural light to brighten the space.

Home in Portage

Grandma's House: Spring is Springing!

4.93 out of 5 average rating, 155 reviews

A welcoming porch area features two wooden chairs adorned with decorative pillows. The entrance displays a dark door with a circular handle, bordered by a light-colored wall. Natural light filters through nearby windows, enhancing the inviting feel of the space.

Home in Madison

Doty ★ Walk to Everything -Hotel Quality- Downtown

4.84 out of 5 average rating, 129 reviews

A charming exterior showcases a single-story home with a gray facade and white columns on the porch. The front yard features well-maintained greenery, including shrubs and flowers, complemented by mulch beds. A spacious porch with seating is visible, inviting relaxation.

Home in Monroe

Home away from home, close to historic square

4.92 out of 5 average rating, 120 reviews

A cozy living area is furnished with a sectional sofa adorned with decorative pillows. A coffee table sits in front, while a large window allows natural light to fill the space, framed by soft curtains. A few wall decorations and a plant enhance the relaxed environment.

Home in Madison

Find Your Suite Here For a Sweet Price

4.91 out of 5 average rating, 281 reviews

A spacious living area features a mounted flatscreen TV above a mid-century modern stereo console. Two armchairs are positioned around a round coffee table, creating an inviting space. Natural light filters through large windows dressed with light curtains, enhancing the room's atmosphere.

Home in Madison

Grooviest | Quiet | Close | Upscale MCM | Records!

4.99 out of 5 average rating, 183 reviews

An outdoor patio features a seating area with a couch and chairs, surrounded by greenery. A small table is seen beside a larger dining table, providing a space for gathering. Sunlight casts gentle shadows over the wooden deck, enhancing the inviting ambiance.

Home in Oregon

Contemporary home near Madison

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Pet-friendly vacation rentals in Madison

4.85 out of 5 average rating, 126 reviews

A spacious backyard is showcased, featuring a well-maintained lawn with several small trees. The area is bordered by greenery and offers a peaceful view of the neighboring homes. The overall setting reflects a quiet and welcoming atmosphere.

Home in McFarland

The little Green Birdhouse-McFarland/Monona

4.94 out of 5 average rating, 109 reviews

A cozy living room features a dark leather sectional sofa arranged around a rustic wooden coffee table. A wall-mounted TV displays entertainment options, and natural light fills the space through a large window dressed with light curtains. A breakfast bar with stylish stools completes the area.

Apartment in Whitewater

Pet-Friendly Industrial 2 Bedroom Near UWW Campus!

4.97 out of 5 average rating, 301 reviews

A spacious living area features two bright orange couches positioned around a central black coffee table. Light wood flooring complements the neutral walls, and natural light fills the room through multiple windows. A plant is placed on the coffee table, adding a touch of greenery.

Apartment in Madison

Prairie-Chic Downtown Lakeside

4.96 out of 5 average rating, 140 reviews

The inviting exterior of the home features a covered porch with white railings. Lush green plants and colorful flowers are planted along the walkway. The home is set back from the street, offering a peaceful and welcoming entrance.

Home in Mineral Point

Serenity Cottage in Mineral Point, WI

4.94 out of 5 average rating, 366 reviews

A colorful small cabin features light blue and green accents, with a grass-covered roof. The front porch is framed by white railings, and decorative sculptures are positioned by the entrance. A spacious lawn surrounds the cabin, complemented by scenic greenery.

Guesthouse in Stoughton

Country cabin, birders paradise.

4.89 out of 5 average rating, 248 reviews

Home in Argyle

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery

4.96 out of 5 average rating, 155 reviews

The log cabin's exterior is surrounded by a well-maintained lawn, framed by trees. The rustic wood structure features multiple large windows and a sloped roof. A spacious deck with stairs leads to the entrance, enhancing the natural environment.

Home in Dousman

Meracle Acres

4.8 out of 5 average rating, 220 reviews

The living room features a large smart TV mounted above a cozy electric fireplace. Two modern sofas and a coffee table are arranged on polished wood floors. A pair of patterned armchairs provides additional seating, complementing the stylish decor.

Townhouse in Fitchburg

Clean, quiet & family-friendly Townhouse-14 people

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Family friendly vacation rentals in Madison

4.91 out of 5 average rating, 188 reviews

A hot tub is shown in the foreground, its water illuminated in soft light. Behind, a cottage is visible with large windows revealing a warm, inviting glow. The exterior is adorned with twinkling lights that enhance the cozy atmosphere of the setting.

Home in Poynette

Island View Hideaway-Peaceful, On Water, Sandbars!

Apartment in Fort Atkinson

The exterior of a two-story red brick building is framed by lush greenery and well-maintained flower beds. A small balcony is visible on the upper level, offering a cozy spot to enjoy the surroundings.

4.95 out of 5 average rating, 248 reviews

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

4.96 out of 5 average rating, 111 reviews

A historic brick church structure is showcased, featuring tall spires and a large round stained glass window. Lush green grass frames the building, complemented by a staircase leading to the entrance. The clear blue sky adds brightness to the scene.

Apartment in New Glarus

The Village Park Retreat

4.94 out of 5 average rating, 207 reviews

A restored red cabin is set amidst a lush green lawn, surrounded by trees. Large windows provide natural light to the inviting interior. The sloping hills of the farm are visible in the background, creating a serene rural atmosphere.

Farm stay in Plain

Grateful Farms Cabin: Hills, Creek, Gorgeous Views

4.97 out of 5 average rating, 145 reviews

A cozy living area features a stone fireplace with a wooden mantel, complemented by a flat-screen television above. Soft curtains frame the windows, and warm light emanates from the fireplace, creating a relaxed ambiance. A patterned rug and comfortable seating enhance the space.

Home in Whitewater

The Modern Cozy Spacious Corner

4.89 out of 5 average rating, 290 reviews

A charming white cottage is surrounded by greenery, featuring a sloped roof and a prominent red chimney. A covered porch with white railings offers a welcoming entrance, while large windows allow natural light to fill the interior.

Cottage in Arena

Sugarland Cottage

4.91 out of 5 average rating, 418 reviews

A long dock extends into the calm water, offering access to the lake. Gentle waves reflect the sky's blue and gray hues, while grass and rocky shorelines frame the scene, creating a serene environment for relaxation and recreation.

Cabin in Fort Atkinson

Cozy Lakeside Cabin on Lake Koshkonong