A city street lined with autumn-colored trees and historic buildings, leading towards a large domed capitol building.

Madison Vacation Rentals

Q: What are some of the best vacation home rentals that Madison has to offer?

Doty ★ Walk to Everything -Hotel Quality- Downtown : This highly rated vacation home rental in Madison is located in the city center and has a balcony, a selection of games, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other top choices in Madison are Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown! and Private Pool - Hot Tub - Sauna - Game Room - Pets .

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Dates

November 2026

December 2026

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Our top choices for Madison vacation rentals

A modern building with a sign reading "The DYLIN" and a brick facade.

1. The Dylin

Downtown Madison

Amanda

AED 465 total

includes taxes & fees

6 Dec - 7 Dec

A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

2. Pool with Slide. Great for Business Travelers!

Fitchburg

AED 767 total

includes taxes & fees

15 Nov - 16 Nov

A breakfast bar with a sign offering free daily breakfast, a coffee machine, and various food items.

3. Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

Madison

Thomas C.

AED 932 total

includes taxes & fees

29 Nov - 30 Nov

An indoor swimming pool with a wooden ceiling, clear poolside chairs, and safety signage.

4. Accessible 1BR Suite | Free Daily Breakfast & Pool

Madison

AED 907 total

includes taxes & fees

29 Nov - 30 Nov

5. King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

Fitchburg

AED 876 total

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with a central island, wooden beams on the ceiling, and a view into the adjacent living area.

6. Doty ★ Walk to Everything -Hotel Quality- Downtown

Downtown Madison

Garrett M.

AED 1,162 total

includes taxes & fees

16 Nov - 17 Nov

7. Charming 3-bedroom house on Madison's Eastside! Close to everything!

Madison

AED 2,108 total

includes taxes & fees

8 Nov - 9 Nov

A modern hotel room with a long dining table, multiple chairs, a sofa, and a TV.

8. Free Breakfast. Pool & Hot Tub. Near East Towne Mall!

Madison

AED 1,432 total

includes taxes & fees

6 Dec - 7 Dec

An outdoor seating area with wicker furniture and a central fire feature.

9. Free Breakfast Pool & Hot Tub. Near East Towne Mall!

Madison

Joy E.

AED 1,432 total

includes taxes & fees

6 Dec - 7 Dec

A bedroom with a bed, bedside tables, a bench, a chair, a small table, and a window with curtains.

10. A Room with a View

Verona

Elizabeth C.

AED 445 total

includes taxes & fees

8 Nov - 9 Nov

An indoor swimming pool with a wooden ceiling, checkered floor tiles, and clear signage for lifeguard duty and spa services.

11. King Suite | Free Breakfast. Pool and Hot Tub

Middleton

Andy D.

AED 672 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a microwave, stove, and bar stools. There is a green sofa and a small table with a remote control.

12. Studio Apartment at Cannery Square

Sun Prairie

AED 931 total

includes taxes & fees

15 Nov - 16 Nov

A modern room with a kitchenette, a bed, a sofa, and a TV.

13. Studio Apartment at Cannery Square

Sun Prairie

Martha T.

AED 963 total

includes taxes & fees

8 Nov - 9 Nov

An outdoor patio with a grill and dining table.

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a large mirror, a bed with a wooden headboard, a bedside table with a lamp, a small round table with a lamp, and a chair.

20. The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Mount Horeb

Mike G.

AED 892 total

includes taxes & fees

21 Nov - 22 Nov

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Find vacation rentals that suit your style

Top Madison Hotel Reviews

A modern building with a sign reading "EMBASSY SUITES" at the entrance.

Embassy Suites By Hilton Madison Downtown

Downtown Madison

10/10 Excellent

ann

A Holiday Inn Express & Suites hotel with a brick facade, multiple windows, and a well-lit entrance.

Holiday Inn Express & Suites Madison Central by IHG

Madison

10/10 Excellent

Lisa

A hotel with a modern design, featuring a brick facade and large windows.

Springhill Suites By Marriott Madison Fitchburg

Madison

10/10 Excellent

Jennifer

A modern restaurant with a bar area, large windows with a city view, and a unique ceiling light fixture.

The Madison Concourse Hotel and Governor's Club

Downtown Madison

10/10 Excellent

Diane marie

A modern bar area with a counter, seating, and a TV mounted on the wall.

DoubleTree by Hilton Madison East

Greater Sandburg

10/10 Excellent

Troy

The exterior of a Hilton Garden Inn hotel with a modern facade, large windows, and a well-lit entrance.

Hilton Garden Inn Madison Downtown

Downtown Madison

10/10 Excellent

Pam

A reception area with a modern design, featuring a reception desk, a blue accent wall, and a wooden floor.

Fairfield Inn & Suites by Marriott Madison Verona

Verona

10/10 Excellent

diane

A hotel entrance with a modern design, illuminated signage, and a clear view of the street.

Hyatt Place Madison Downtown

Downtown Madison

10/10 Excellent

Leticia

A spacious dining area with modern furniture and a large TV screen.

Comfort Suites Cottage Grove – Madison

Village of Cottage Grove

10/10 Excellent

This was probably the nicest hotel I have stayed at during my travels. It was as nice as some resorts I have been to. The room was spacious, modern, clean, and surprisingly quiet considering I had a room right on the balcony above the front desk. However, the thing that made this stay as good as it was, is hands down do to the staff. Every single one of them was friendly, efficient, courteous and helpful. I mostly interacted with Sofiia at the front desk, and she was wonderful. The young lady...

Malcolm

Frequently Asked Questions

Can I find vacation rentals in Madison?

Yes, we have vacation rentals in Madison close to Overture Center for the Arts, or you can select a more secluded option if you're looking for extra privacy while you relax. Visitors like the college campus and scenic lakeside in Madison. The array of shops and entertainment choices are some other things you might want to check out while you're here.

What are some of the best vacation home rentals that Madison has to offer?

Doty ★ Walk to Everything -Hotel Quality- Downtown: This highly rated vacation home rental in Madison is located in the city center and has a balcony, a selection of games, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other top choices in Madison are Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown! and Private Pool - Hot Tub - Sauna - Game Room - Pets.

How many vacation rentals are there in Madison?

Expedia has 102 vacation rentals for your stay in Madison.

What’s there to see and do in Madison?

Madison Children's Museum and Henry Vilas Zoo are a couple of family-friendly sights, whereas cultural attractions include Orpheum Theater and Overture Center for the Arts. While here, State Street Shopping and Wisconsin State Capitol are other places worth a visit.

What’s a vacation rental in Madison like?

A vacation rental is a private property you can stay in for short or long periods in Madison. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for small groups.

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Madison Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Madison vacation rentals

1. The Dylin

2. Pool with Slide. Great for Business Travelers!

3. Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

4. Accessible 1BR Suite | Free Daily Breakfast & Pool

5. King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

6. Doty ★ Walk to Everything -Hotel Quality- Downtown

7. Charming 3-bedroom house on Madison's Eastside! Close to everything!

8. Free Breakfast. Pool & Hot Tub. Near East Towne Mall!

9. Free Breakfast Pool & Hot Tub. Near East Towne Mall!

10. A Room with a View

11. King Suite | Free Breakfast. Pool and Hot Tub

12. Studio Apartment at Cannery Square

13. Studio Apartment at Cannery Square

14. Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

15. 2 Bed, 2 Bath Apartment at Cannery Square

16. 2 Bedroom Apartment Downtown Sun Prairie!

17. 2 Bed, 2 Bath Apartment at Cannery Square

18. Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

19. Historic Luxury 2-bedroom apartment in Cross Plains, WI

20. The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Find vacation rentals that suit your style

Top Madison Hotel Reviews

Embassy Suites By Hilton Madison Downtown

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Madison?

What are some of the best vacation home rentals that Madison has to offer?

How many vacation rentals are there in Madison?

What’s there to see and do in Madison?

What’s a vacation rental in Madison like?

Explore a world of travel with Expedia