South Madison Vacation Rentals

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for South Madison vacation rentals

A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

1. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (208 reviews)
"The property was modern, clean, and had a comfortable atmosphere."
United States
Amanda
$120 nightly
The price is $138
Dec 5 - Dec 6
Total with taxes and fees
The Dylin
A covered outdoor area with a wooden deck, a sofa, a table, and chairs.

2. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (58 reviews)
"Enjoyed the county setting and seeing the cranes and hearing the rooster crow!"
United States
Elizabeth C.
$115 nightly
The price is $121
Nov 8 - Nov 9
Total with taxes and fees
A Room with a View
An outdoor patio with a brick grill and seating area.

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

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.4 out of 10, Very good, (7 reviews)
"Great place for a stay."
United States
Andy D.
$161 nightly
The price is $183
Nov 8 - Nov 9
Total with taxes and fees
King Suite | Free Breakfast. Pool and Hot Tub
A modern kitchen with a microwave, stove, and bar stools. There is a green sofa and a small table with a remote control.

4. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (1 review)
$237 nightly
The price is $251
Nov 5 - Nov 6
Total with taxes and fees
Studio Apartment at Cannery Square
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

5. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
$197 nightly
The price is $224
Nov 8 - Nov 9
Total with taxes and fees
Pool with Slide. Great for Business Travelers!
A spacious living area with a wooden floor, a round mirror on the wall, and a dark-colored sofa.

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

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Middleton
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful place, great stay."
United States
Thomas D.
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

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

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fitchburg
$223 nightly
The price is $253
Nov 8 - Nov 9
Total with taxes and fees
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
A modern living room with a flat-screen TV, leather seating, a ceiling fan, and large windows.

8. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.6 out of 10, Exceptional, (56 reviews)
"Great and easy stay! The place was comfortable and inviting. Would stay again!"
United States
Taylor S.
$299 nightly
The price is $336
Nov 29 - Nov 30
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
A modern room with a kitchenette, a bed, a sofa, and a TV.

9. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very good, (16 reviews)
"Great location - able to walk to many stores and restaurants. Spacious for a studio and very quiet."
United States
Martha T.
$233 nightly
The price is $262
Nov 8 - Nov 9
Total with taxes and fees
Studio Apartment at Cannery Square
A bedroom with a vanity, a large mirror, a bed, and a nightstand with a lamp.

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

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Mount Horeb
9.8 out of 10, Exceptional, (34 reviews)
"A lovely location, and the lodging was quite comfortable and enjoyable to spend time in. We hope to be able to return."
United States
Mike G.
$214 nightly
The price is $243
Nov 21 - Nov 22
Total with taxes and fees
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
An outdoor seating area with wicker furniture and a central fire feature.

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

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Madison
10.0 out of 10, Exceptional, (1 review)
"Clean, quiet, and convenient! Everything went smooth."
United States
Thomas C.
$220 nightly
The price is $254
Nov 29 - Nov 30
Total with taxes and fees
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
A spacious kitchen with wooden beams, a central island, and a dining area with a blue sofa and chairs.

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

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (48 reviews)
"Great stay! Very close to everything downtown."
United States
Garrett M.
$274 nightly
The price is $316
Nov 16 - Nov 17
Total with taxes and fees
Doty ★ Walk to Everything -Hotel Quality- Downtown
A modern kitchen with a dishwasher, a dining area with a table and chairs, a living room with a sofa and a TV, and a ceiling fan.

13. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (31 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
$299 nightly
The price is $336
Nov 11 - Nov 12
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
A bedroom with a bed, a dresser, a mirror, a window with curtains, a chandelier, and a dining area visible through an open door.

14. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (28 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
$238 nightly
The price is $263
Nov 5 - Nov 6
Total with taxes and fees
Charming Downtown Two Bedroom w/ Fireplace
An outdoor seating area with wicker furniture and a central fire feature.

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

Accessible 1BR Suite | Free Daily Breakfast & Pool
Madison
$214 nightly
The price is $247
Nov 29 - Nov 30
Total with taxes and fees
Accessible 1BR Suite | Free Daily Breakfast & Pool
A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

16. Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
9.8 out of 10, Exceptional, (19 reviews)
"Everything was very nice"
United States
Anonymous traveler
$387 nightly
The price is $439
Nov 8 - Nov 9
Total with taxes and fees
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
A modern kitchen with a refrigerator, microwave, and bar stools.

17. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (43 reviews)
"The host was very responsive and very kind and considerate to our reason for traveling. The property was beautiful and clean inside and out, we really enjoyed our stay."
United States
Sha'Vonne G.
$343 nightly
The price is $386
Nov 8 - Nov 9
Total with taxes and fees
2 Bedroom Apartment Downtown Sun Prairie!
A covered patio with outdoor furniture, a view of a red barn, and a grassy field.

18. Escape to tranquility – your countryside haven, and at times with a horse or two

Escape to tranquility – your countryside haven, and at times with a horse or two
Dane
10.0 out of 10, Exceptional, (3 reviews)
"Feeding the horses was so fun and the scenery is very picturesque. Wonderful place to stay!"
United States
Katelyn F.
$238 nightly
The price is $263
Nov 5 - Nov 6
Total with taxes and fees
Escape to tranquility – your countryside haven, and at times with a horse or two
A wooden deck overlooking a calm river with trees and a building in the background.

19. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
10.0 out of 10, Exceptional, (1 review)
"The stay was very clean and comfortable. Location was super convenient—you’re right downtown surrounded by cute shops and restaurants. Grayson was so communicative and was such a responsive and accommodating host. Will absolutely return if we ever find ourselves needing to stay in Stoughton again. Highly recommend!"
United States
Laura M.
$334 nightly
The price is $379
Nov 30 - Dec 1
Total with taxes and fees
Spacious 3-bedroom apartment in Downtown Stoughton
Private kitchen

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

Charming 3-bedroom house on Madison's Eastside! Close to everything!
Madison
$497 nightly
The price is $574
Nov 5 - Nov 6
Total with taxes and fees
Charming 3-bedroom house on Madison's Eastside! Close to everything!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Madison Hotel Reviews

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

Holiday Inn Express & Suites Madison Central by IHG

Holiday Inn Express & Suites Madison Central by IHG
Madison

10/10 Excellent

Friendly staff, clean hotel, what more could you want? The room was very nice / spacious and the bathroom was very clean. The pool area was impeccable and the lobby area of the hotel is nice for grabbing a free cup of coffee and reading/chatting, etc. The breakfast (included) offered a nice range of hot and cold options and all were tasty. Would definitely stay here again!
United States
Lisa
Reviewed February 9, 2016
Holiday Inn Express & Suites Madison Central by IHG

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