Condo vacation rentals in Wisconsin

4.98 out of 5 average rating, 125 reviews

A wooden sign displaying 'Captain's Cabin' is affixed to a rustic wall, accompanied by a vibrant arrangement of purple and white petunias cascading from a planter. The entrance is bordered by a concrete pathway.

Condo in Bayfield

Captain's Cabin

Centrally located in the heart of downtown Bayfield--this charming, ground-level condo is just steps away from restaurants, coffee shops, and a block from City Dock and the Lake. The 830 sq.ft condo sleeps 4. A spacious bedroom holds a king bed while the living room has queen sleeper sofa. Located in the historic George Crawford House on one of Bayfield's classic brick lined streets, private parking is provided at the rear of the building with a short walk to the best of everything in Bayfield.

The open-concept living area features a comfortable seating arrangement with a dark brown couch and light throw pillows. A wooden table with baskets is positioned nearby. Large sliding glass doors lead to a balcony overlooking a courtyard, allowing for natural light to fill the space.

4.97 out of 5 average rating, 137 reviews

Cozy LG Retreat! King Bed! Fireplace! WiFi!

Your cozy & relaxing getaway begins in a newly redesigned condo with balcony (courtyard view), and is conveniently located between Lake Como and Lake Geneva in peaceful Interlaken Resort community! Just a short peaceful walk to lake, restaurants, pool, tennis, volleyball, boat launch, small craft rentals, and more! The resort community is located by Lodge Geneva National (formerly The Ridge Hotel), which adds additional restaurants and available amenities at an additional charge. Walk to the

A patio area features multiple seating options and a glass door leading into the condo. Lush greenery and colorful flowers border the concrete walkway, providing a serene outdoor setting. A second-level balcony is visible above, adding depth to the outdoor space.

4.98 out of 5 average rating, 209 reviews

Lake Geneva Cloud 9

A resort community with outdoor pool (open during the summer season only) boat launch, tennis courts and small craft rentals on the premises. Beautiful views of Lake Como from the patio. Five minute drive to Downtown Lake Geneva. Free parking and keypad entry. Walk to The Ridge Hotel Resort and enjoy the use of their amenities for a small user fee which includes indoor and outdoor pools, spa, whirlpool, fitness center and restaurant. The condo is comfy and ready to make your stay memorable.

Superhost

Condo in Wisconsin Dells

4.88 out of 5 average rating, 291 reviews

The Docksider for Couples & Young Families

NO SMOKING The Docksider is the original Williamson Family Condo. Located right by the boat docks, this is perfect for a quick getaway as a couple or bring the kids. The property is situated right on beautiful Lake Delton in a quiet neighborhood in the heart of the Dells. The property has both indoor and outdoor (open seasonally only) pools and hot tubs for your year-round enjoyment. In the summer you are just steps away from the private beach and you can fish from the docks or the ice.

An outdoor gathering area features a fire pit surrounded by seating. Lush greenery and trees provide a natural backdrop, while a stone pathway leads to a gazebo in the distance. The setting invites relaxation and socializing in a serene environment.

4.93 out of 5 average rating, 523 reviews

Charming, Cozy & Eclectic Condo in Lake Geneva!

Quaint 1 BD 1 BA Condo by Lake Como. Neighborhood pool is newly remodeled. Launch your boat, stroll the woods, rent kayaks, play tennis, or chill. The hotel next door has pools to use for a fee. Dine at many local places or right next door, check out the Hotel’s options … plus their outdoor bar and fire pit. We have towels, toiletries, games, WiFi, basic cable, Roku, electric grill, a fireplace, and full kitchen. Don’t expect the Taj Mahal. DO expect to kick back and make great memories!

4.95 out of 5 average rating, 127 reviews

An inviting living area spans across the image, featuring a comfortable gray sleeper sofa and a rustic coffee table. Large windows illuminate the space, showcasing views of greenery outside. A soft area rug adds texture to the polished wooden floor, while two small workspaces are positioned against the walls.

Condo in Sturgeon Bay

Magnolia Suite - Walk to Downtown Sturgeon Bay

Nestled within the historic Corner House in the heart of Downtown Sturgeon Bay's Third Avenue Historic District, the Magnolia Suite awaits. This expansive, private studio apartment is your ideal launchpad for discovering all that Sturgeon Bay and the wider Door County region offer. Outfitted with a fully-equipped kitchen, a plush king-sized bed alongside a sleeper sofa, and a private outdoor veranda, the Magnolia Suite marries comfort and convenience to enhance your Door County experience.

4.99 out of 5 average rating, 146 reviews

An indoor community pool is visible within a wooden-paneled area, featuring a tiled edge and a depth marker indicating five feet. Sunlight filters through windows, illuminating the pool's surface, while a seating area and various safety notices are seen on the walls.

Condo in Wisconsin Dells

The Wanderlust at the Sunset Cove

Riverfront one bedroom condo in a tranquil area of Downtown Wisconsin Dells. Take a stroll near the beautiful River Walk and enjoy the magnificent scenery and unique attractions of Downtown Wisconsin Dells. Whether you need a few days to relax and decompress or if you are in town for business or games, our condo offers a fully equipped kitchen, a king size bed and a queen size pull out couch . There is an indoor community pool, hot tub and sauna. There is also a seasonal outdoor pool .

Superhost

The image captures a rocky shoreline meeting a calm body of water, with vibrant red cliffs rising from the lake. Green foliage crowns the cliff tops, creating a natural frame around the scene. Subtle waves can be observed gently lapping against the rocks.

Condo in Ashland

4.89 out of 5 average rating, 113 reviews

Main Street apt 2 blocks from Lake Superior!

STELLA South Shore Stay is a new, gorgeous, one bedroom apartment just two blocks from Lake Superior, located on Main Street in Ashland, WI. Enjoy amenities like memory foam mattresses, high-quality bedding, Wi-Fi, all natural skin care, and much more. Walk to Lake Superior in minutes, get a coffee at the Black Cat or a pastry at the bakery, or enjoy the many restaurants and shops on Main Street. You can also enjoy the many local hikes or check out the Apostle Islands.

4.97 out of 5 average rating, 146 reviews

A dining area is set for a meal, featuring a round wooden table with green plates, cutlery, and water glasses. A floral centerpiece is positioned in the center. Large glass doors provide a view of the outdoors, where trees and green space are visible.

Condo in Sheboygan

Beachside Condo Downtown with Lake Michigan Views

You will see & hear the beauty of Lake Michigan during your stay at this main floor Waves of Happiness Condo hosted by Sheboygan Vacation Rentals. A deck to the north allows views of the magnificent Blue Harbor Resort. The south deck gives more amazing views of the lake, plus a park just steps out the back door. You can stroll the beach, walk the River Boardwalk, or tour our historical downtown full of shops, art, & exquisite restaurants - walkable from the condo.

A spacious living area showcases a modern sectional sofa with neutral tones, paired with a coffee table in front. Exposed brick walls add character, while a dining area and kitchen are visible in the background, illuminated by pendant lights and natural light.

4.97 out of 5 average rating, 152 reviews

Magnificent waterfront views & cozy fireplace

Welcome to this serene waterfront villa in Lake Geneva, Wisconsin, a haven for relaxation. This elegantly designed one-bedroom retreat is perfectly nestled on the shores of Lake Como, offering a blend of rustic charm and modern comfort. The real brick walls and cozy fireplace create a warm and inviting atmosphere, providing unforgettable memories in this beautiful Wisconsin setting. Local laws require all guests names and address be provided prior to check in.

A dining area features a wooden table surrounded by black chairs, complemented by a plush sofa nearby. A decorative light fixture hangs above the table, while a large potted plant adds a touch of greenery. Exposed brick walls provide a warm, textured backdrop.

4.97 out of 5 average rating, 186 reviews

Relaxing Villa with Amazing Amenities!

Resort day passes included with booking! Hot tub, indoor and outdoor pool, outdoor bar and fire pit, sauna, the list goes on! Only five minutes from downtown Lake Geneva, this second floor condo offers the best of both worlds. Enjoy the laid back Lake Como attractions, or have a blast in Lake Geneva! This hidden gem is perfect from golfers (only 5 minutes from Geneva National) to families. Give us a try, and enjoy a discount on your second stay!