Apartment vacation rentals in Madison

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Top-rated apartment rentals in Madison

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Guest favourite

Apartment in New Glarus

5.0 out of 5 average rating, 341 reviews

The Hideout In Downtown New Glarus

Modern 1 bedroom apt. with a spacious outdoor deck on the second floor of the historic Citizen's Bank building built in 1910 and located in the heart of downtown New Glarus. You will be steps away from restaurants, pubs, shops, park, bike path, community pool, and annual festivals. This newly remodeled apartment has beautiful quartz countertop & island, and original wood floors. Newly installed large windows allow for ample natural light. Check out The Hideaway if you need a 2 bedroom rental.

Jul. 2 – 9

$248 CAD per night

Guest favourite

Apartment in Watertown

4.97 out of 5 average rating, 203 reviews

The Ernest Inn - Located downtown Watertown

Welcome to the perfect "home" away from home. This apartment is located in a historical building in the heart of downtown Watertown right on Main Street. This apartment features a complete kitchen, a working typewriter, a record player, a collection of classic vinyl, wifi, a smart tv, a brand new stone tile bathroom, and a back porch to relax and take in the sounds of downtown. This apartment is perfect for just one or two but can accommodate up to 6 guests. Licensed, insured, and inspected.

Mar. 20 – 27

$199 CAD per night

Guest favourite

Apartment in Madison

4.96 out of 5 average rating, 101 reviews

Peaceful, artistic home in the heart of downtown

This inviting, historic home is situated in the most walkable, friendly neighborhood in the city. Just around the corner is a local co-op, loads of quality restaurants, cafes, coffee shops, a park, and easily accessible public transportation. The Capitol and State Street are only about a mile away, making this an ideal location for people in town for business or pleasure. Bright, peaceful, cozy, and outfitted with every convenience in mind, this property will make any guest feel at home.

Oct. 16 – 23

$818 CAD per night

Guest favourite

Apartment in Verona

4.97 out of 5 average rating, 217 reviews

Spacious Basement Apartment near Epic and Madison

We first used AirBnB when we traveled to Paris and Barcelona in 2015. We were happy with our stay but thought there was room for improvements. When we purchased our home in Verona we saw the potential for using part of it for AirBnB. From our experiences, we designed and decorated our space with a simple focus – what would we want in a nightly rental. The result was a spacious, clutter-free, and cheerful place where guests could feel comfortable while away from their own homes.

Sep. 24 – Oct. 1

$247 CAD per night

Guest favourite

Apartment in Madison

4.98 out of 5 average rating, 153 reviews

Mendota Lake View Flat

Mendota Lake View Flat is located in the heart of James Madison Park neighborhood of Downtown Madison - just a few blocks to State Street and the Wisconsin State Capitol square. Enjoy panoramic park views of the park with plenty of space to live and work. You will love the original 1920's charm with a mix of mid century and modern flavor throughout the flat. City of Madison Permit # ZTRHP2-2021-00010 7-night minimum for June 1 - Nov 28 30-night minimum for Dec - May

Oct. 3 – 10

$739 CAD per night

Guest favourite

Apartment in Spring Green

4.91 out of 5 average rating, 146 reviews

Suite in Heart of Downtown Spring Green

Quaint apartment in historic building in downtown Spring Green. Once a 1930's grocery, building houses a one bedroom suite with full kitchen, living area with sectional, one bedroom with queen bed, one bath. All in the immediate downtown area. Free wi-fi, streaming TV. Private entry at rear of building. Sleeps two, but could sleep additional person on sectional. The apartment is downtown with a business on each side and an apartment above, so expect some noises.

Jan. 7 – 14

$140 CAD per night

Guest favourite

Apartment in Monroe

4.99 out of 5 average rating, 174 reviews

MJ's Penthouse ( A piece of paradise in Monroe)

A beautiful 2000 square foot second floor Penthouse that offers an excellent view of the historic court house and square. Our location gives you walking distance to all places on the square including the 2nd oldest brewery in the country, boutiques, hair and nail salons, home decor , antique shops, clothing and apparel, specialty treats, restaurants and bars. We have free parking out front on the square and also a private elevator for our guests special needs.

Dec. 22 – 29

$317 CAD per night

Guest favourite

Apartment in Town of Sun Prairie

4.87 out of 5 average rating, 149 reviews

Whoa! Serene Country Garden Level Apartment

One bedroom, 1200 sq.ft. apartment in large, modern country home has full kitchen and private bathroom. The property is also the home of Blue Haven Stables, a working show horse stable. The apartment was recently remodeled and has beautiful views of fields and woods. Quiet. Private horse riding lessons available. Comfortable for two people. Just 30 minutes away from two downhill ski hills and 2 miles away from a county cross country ski park.

Oct. 2 – 9

$215 CAD per night

Guest favourite

Apartment in Elkhorn

4.95 out of 5 average rating, 330 reviews

FarmWise Country Stay by Alpine Valley/Lake Geneva

Retreat to a quiet countryside experience at this all organic farm, where you can sit back, relax, and enjoy the country charm of your private space inside the main farm house. Optional for you are joining us for early morning chores in the barn. If you tell me the night before, you can try milking Carmel, the cow by hand, feeding the pig, collecting eggs from the chicken coop and more. Most loved of all are our friendly cats!

Apr. 8 – 15

$147 CAD per night

Guest favourite

Apartment in Portage

4.96 out of 5 average rating, 135 reviews

Cozy Pineapple, 20 Minutes from Wisconsin Dells

This freshly updated upper duplex unit is ready to impress! This apartment has two bedrooms and one bath. Located in downtown Portage, just 20 minutes from Wisconsin Dells and easy access to the interstate. Cascade mountain just a few minutes away. Lots of natural light and calming color palette will welcome you to relax. There is a driveway for off-street parking for two cars and more street parking available.

Sep. 3 – 10

$253 CAD per night

Guest favourite

Apartment in Wonewoc

4.95 out of 5 average rating, 229 reviews

Winding River Air BnB

We offer a private upstairs furnished AirBnB overlooking Wonewoc's business district. One queen bedroom, queen sofa sleeper, open kitchen, dining, and living area with Smart TV and WIFI. Winding River is located mid point of the 400 State Bike Trail and 40 minutes from Wisconsin Dells. Wonewoc is a small rural farming community on picturesque Hwy 33 between Madison and LaCrosse.along the Baraboo River.

Oct. 12 – 19

$119 CAD per night

Guest favourite

Apartment in Albany

4.93 out of 5 average rating, 159 reviews

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!

Dec. 3 – 10

$170 CAD per night