Plan a Vacation Rental to MADISON CITY: The Heart of Wisconsin

Nestled between the sparkling waters of Lake Mendota and Monona, Madison is more than just a city - it's an experience. From the majestic Wisconsin State Capitol building, a beacon of history and architecture, to the serene paths of the University of Wisconsin-Madison, every corner of Madison tells a story. Discover the bustling energy of the Capitol Square, where local boutiques and eateries reflect the city's diverse spirit. Immerse yourself in creativity at the Overture Center For The Arts, a hub for art enthusiasts. Or, relax in the Olbrich Botanical Gardens, an oasis of tranquility amidst the city's lively rhythm. Whether you're here for adventure, relaxation, or to soak in the local culture, Madison welcomes you with open arms and endless possibilities.

Best Luxury Vacation Rentals in Madison, Wisconsin

Highly-Rated Vacation Rentals in Madison

Loved by guests. These properties are top picks for their superior amenities andunbeatable locations.
a living room with a couch and chairs of a house in Madison, Wisconsin

Embrace tradition and comfort in this charming 4-bedroom family treasurein New Glarus. Adorned with original oak trim, cabinetry, and inlaid tile flooring, it's a perfectblend of history and homeliness. Ideal for gatherings, it offers a spacious front porch and a backyardwith a patio and fire pit. Within walking distance of downtown, enjoy Swiss/German cuisine, localfestivals, and the nearby Sugar River Bike Trail and New Glarus Brewery.

Nightly rates from:  USD $135
a large house with a large lawn in Madison, Wisconsin

A full log lodge nestled on 44 acres in Blue Mounds, offering a tranquilretreat with stunning views of Blue Mound State Park. This unique 1996-built lodge, 30 minutes fromMadison, features reclaimed wood countertops, a majestic 30-foot field stone fireplace, and ahandcrafted antler chandelier. Its great room, outdoor trails, and serene setting make it perfect forweddings and getaways, promising an unmatched experience of privacy and peace.

Nightly rates from:  USD $509
a living room with a couch and a tv in Madison, Wisconsin

Discover modern luxury in this completely remodeled executive townhouse,just a block from lake access and minutes from downtown Madison. This smart home features a newkitchen and bathroom with cement countertops, a 110-inch theater, and stylish furnishings. The mainfloor bedrooms, fenced backyard with a fire pit, and off-street parking add convenience. Enjoy theproximity to local amenities and explore Madison's vibrancy from here.

Nightly rates from:  USD $223

Luxury Vacation Rentals in Madison

Take your Madison getaway up a notch. These premium stays are the epitome ofelegance and sophistication.
a house with a large deck in Madison, Wisconsin

Featuring expansive lake views, a modern office, and a cozy screenedporch, this stunningly renovated house is perfect for large groups. Enjoy outdoor dining on thespacious deck, relax by the fire pit, and explore the lake with provided kayaks and paddleboards.Located on the Madison Lake Loop, it's ideal for biking enthusiasts and just minutes away fromdowntown Madison.

Nightly rates from:  USD $12,060
a living room with a couch and a tv of a house in Madison, Wisconsin

Experience the best of city and country in this 4-bedroom lakefront homein Monona. Boasting breathtaking views of Madison's skyline, this home features a 1000 sq ft lakesidesundeck, a cozy sunroom with a gas fireplace, and direct access to the Lake Loop bike trail. Enjoykayaking, stand-up paddleboarding, and a convenient location near Olbrich Gardens and local eateries.

Nightly rates from:  USD $3.950
a pool with a gazebo and chairs in Madison, Wisconsin

Escape to this secluded 4-bedroom luxury home, nestled on 4 acres inMiddleton. Just minutes from downtown and major attractions, it offers a spacious open floor plan withvaulted ceilings, a screened porch, and a fully equipped kitchen with high-end appliances. The lowerlevel boasts a bar and home cinema theater, making it an ideal retreat for families or groups seekingboth relaxation and entertainment.

Nightly rates from:  USD $1,570

Madison Vacation Rentals for Every Guest

From cozy nooks to spacious homes, find your perfect match for any visit.
a living room with a couch and a table of a house in Madison, Wisconsin

Experience Madison in style with these vacation homes; the perfect blendof comfort and local charm.

a patio with a fire pit of a villa in Madison, Wisconsin

Indulge in luxury and privacy in these exclusive villas, where elegancemeets comfort in Madison.

a house with a pond and a dock in Madison, Wisconsin

Wake up to stunning nature views in these cozy lakeside cottages, yourtranquil Madison escape.

a dog laying on a couch in a living room of a pet-friendly house in Madison, Wisconsin
Bringing your furry friend to Madison? These pet-friendly homes aretail-wagging paradises.
a suite with an office desk, a chair, and a table lamp in Madison, Wisconsin
Stay productive and relaxed in these business suites, where convenienceand comfort meet Madison's vibe.
a living room with a couch and rocking chair of a house in Madison, Wisconsin
These family-friendly houses in Madison are fun, spacious, and safe -perfect for your family’s home away from home!

Not Sure Where To Stay in Madison? Find Your Perfect Vacation Rentals

Let these top attractions in Madison City help you decide.
a road leading to the State Capitol in Madison, Wisconsin
The majestic Wisconsin State Capitol, with its stunning architecture,stands at the heart of Madison, offering guided tours that reveal the rich history and intricateartistry of this iconic building.
a large glass enclosed area with a walkway in Madison, Wisconsin
A lush oasis showcasing 16 acres of outdoor gardens and the tropicalBolz Conservatory. Olbrich Botanical Gardens is a paradise for plant lovers and a serene retreat inthe city.
a group of people standing around a pond of water in Madison, Wisconsin
This family-friendly destination offers an exciting array of wildlifeexhibits in a free, community-supported space, making it a fun and educational experience for allages.
a sunset with sailboats in the water in Madison, Wisconsin
As Madison's largest lake, Lake Mendota offers a picturesque settingfor a variety of water activities, from boating and fishing to tranquil evening strolls along itsshores.
a large building with a clock tower in Madison, Wisconsin
Just a short drive from Madison, New Glarus Brewing Company is renownedfor its award-winning craft beers, offering tours and tastings in a charming, Swiss-style villagesetting.
a group of people skiing down a snowy slope in Madison, Wisconsin
Tyrol Basin Ski Area provides a thrilling winter sports experience withits diverse range of ski and snowboard slopes, catering to both beginners and seasoned enthusiastsalike.

Discover Other Vacation Rentals & Great Places to Stay in Madison City

Discover a diverse range of unique and charming accommodations across Madison.
a table with a red umbrella and chairs of a house by the lake in Madison, Wisconsin
Private Beach | 2 Bedrooms | 1 Bathroom | 6 Guests
Nightly rates from:  USD $425
a large living room with a fireplace and a large window in in Madison, Wisconsin
Full Kitchen | 6 Bedrooms | 7 Bathrooms | 12 Guests
Nightly rates from:  USD $3,230
a house with a pool in the middle of a lush greenery in Madison, Wisconsin
Pet-Friendly | 4 Bedrooms | 4 Bathrooms | 12 Guests
Nightly rates from:  USD $820
a bedroom with a bed and a lamp in Madison, Wisconsin
Laundry Area | 1 Bedroom | 1 Bathroom | 2 Guests
Nightly rates from:  USD $275
a pool in front of a cottage
Log Cabin in Lodi ★ 10 (12)
Private Pool | 6 Bedrooms | 3 Bathrooms | 16 Guests
Nightly rates from:  USD $644
Modern Apartment in Cottage Grove
Pet-Friendly | 2 Bedrooms | 3 Bathrooms | 6 Guests
Nightly rates from:  USD $820
Log House in Blue Mounds               ★ 10 (95)

A full log lodge nestled on 44 acres in Blue Mounds, offering a tranquil retreat with stunning views of Blue Mound State Park. This unique 1996-built lodge, 30 minutes from Madison, features reclaimed wood countertops, a majestic 30-foot field stone fireplace, and a handcrafted antler chandelier. Its great room, outdoor trails, and serene setting make it perfect for weddings and getaways, promising an unmatched experience of privacy and peace.

Nightly rates from: USD $509

Remodeled Townhouse in Monona  ★ 10(131)

Discover modern luxury in this completely remodeled executive townhouse, just a block from lake access and minutes from downtown Madison. This smart home features a new kitchen and bathroom with cement countertops, a 110-inch theater, and stylish furnishings. The main floor bedrooms, fenced backyard with a fire pit, and off-street parking add convenience. Enjoy the proximity to local amenities and explore Madison's vibrancy from here.

Nightly rates from: USD $223


Embrace tradition and comfort in this charming 4-bedroom family treasure in New Glarus.Adorned with original oak trim, cabinetry, and inlaid tile flooring, it's a perfect blend of history andhomeliness. Ideal for gatherings, it offers a spacious front porch and a backyard with a patio and firepit. Within walking distance of downtown, enjoy Swiss/German cuisine, local festivals, and the nearbySugar River Bike Trail and New Glarus Brewery.

Nightly rates from: USD $135

Luxury Vacation Rentals in Madison

Take your Madison getaway up a notch. These premium stays are the epitome of elegance and sophistication.
Lakeside House in Monona             ★ 10 (17)

Featuring expansive lake views, a modern office, and a cozy screened porch, this stunningly renovated house is perfect for large groups. Enjoy outdoor dining on the spacious deck, relax by the fire pit, and explore the lake with provided kayaks and paddleboards. Located on the Madison Lake Loop, it's ideal for biking enthusiasts and just minutes away from downtown Madison.

Nightly rates from: USD $2,060

Lakefront Home in Monona                    ★ New

Experience the best of city and country in this 4-bedroom lakefront home in Monona. Boasting breathtaking views of Madison's skyline, this home features a 1000 sq ft lakeside sundeck, a cozy sunroom with a gas fireplace, and direct access to the Lake Loop bike trail. Enjoy kayaking, stand-up paddleboarding, and a convenient location near Olbrich Gardens and local eateries.

Nightly rates from: USD $3.950

House with Pool in Middleton      ★ 10(111)

Escape to this secluded 4-bedroom luxury home, nestled on 4 acres in Middleton. Just minutes from downtown and major attractions, it offers a spacious open floor plan with vaulted ceilings, a screened porch, and a fully equipped kitchen with high-end appliances. The lower level boasts a bar and home cinema theater, making it an ideal retreat for families or groups seeking both relaxation and entertainment.

Nightly rates from: USD $1,570

Find your perfect vacation rental & stay in Madison with just a click.

From charming homes to lakeside cottages, we have something for every traveler.