Vacation rentals in Madison

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Top-rated vacation rentals in Madison

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Barn in Watertown

4.94 out of 5 average rating, 223 reviews

Silverstar Barn

Silverstar Barn is located on 10 acres just 3 miles south of Watertown on blacktop road. It is approximately 150 feet from our residence. Rest assure that you will be left alone to enjoy your extended or weekend getaway. We have just completed remodeling the other half of the barn turning it onto another rental. Silver star Stables has it's own entrance and both units have there own patio doors, one facing east, the other west for private outdoor seating. Both units have there own grill as well.

Sep 16 – 23

$98 per night
Superhost

Guest suite in Astoria

5.0 out of 5 average rating, 12 reviews

Sokota Suite in the Country

Our suite is located on our peaceful farm.We are just a 10 minute drive to 2 lakes, Lake Cochrane, and Lake Hendricks and a 2 minute drive to Fish Lake. We have 5 different golf courses within a 20 minute drive and they are all open to the public ! We are located 30 miles, an easy country drive, to Brookings/SDSU.Our farm is on a paved highway and you can enjoy a quiet walk to a beautiful country church just 1/8 mile away. We have an unattached garage that you can have access to use for a fee,

Jun 30 – Jul 7

$63 per night
Guest favorite

Home in Appleton

4.96 out of 5 average rating, 26 reviews

Cozy Appleton Getaway w/ Screened-In Porch + Yard!

Experience the rich history of Appleton when you book this 5-bedroom, 2-bath vacation rental home! Fill summer days with off-roading adventures at Appleton Area Recreation Area or hitting the links at Appleton Golf Club and plan for hunting season at Lac qui Parle Refuge or Big Stone National Wildlife Refuge! When you’re not out and about, lounge on the screened porch while catching up with loved ones. With ample space for your whole crew to enjoy, this home-away-from-home is sure to please!

May 16 – 23

$233 per night

Popular amenities for Madison vacation rentals

Other great vacation rentals in Madison

Guest favorite

Guest suite in Hendricks

4.96 out of 5 average rating, 28 reviews

Lakeview cabin in the country

Jan 10 – 17

$86 per night
Guest favorite

Cabin in Estelline

4.99 out of 5 average rating, 83 reviews

3-Bedroom House on Lake Poinsett

Nov 19 – 26

$126 per night
Guest favorite

Farm stay in Estelline

4.87 out of 5 average rating, 78 reviews

A Taste of Farm Living

Nov 28 – Dec 5

$81 per night
Guest favorite

Home in Marshall

4.98 out of 5 average rating, 59 reviews

Cozy Lodge - 4 bedroom, 2 bath, sleeps 11 guests

Nov 2 – 9

$135 per night
Superhost

Tiny home in Ortonville

4.83 out of 5 average rating, 23 reviews

Green Barn-Style Cabin with Bunk Beds

Jun 22 – 29

$91 per night
Guest favorite

Home in Odessa

4.88 out of 5 average rating, 17 reviews

Home in Odessa

Feb 4 – 11

$170 per night
Guest favorite

Home in Redwood Falls

4.98 out of 5 average rating, 49 reviews

Quiet, peaceful, country living at its finest.

Jan 17 – 24

$135 per night
Guest favorite

Home in Ortonville

4.93 out of 5 average rating, 55 reviews

Beautifully updated 4 bedroom Lake Home

Sep 13 – 20

$229 per night
Guest favorite

Guest suite in Marshall

4.98 out of 5 average rating, 65 reviews

Beautiful, spacious private suite, historical home

Nov 8 – 15

$112 per night
Guest favorite

Farm stay in Clarkfield

5.0 out of 5 average rating, 16 reviews

Cozy home in the heart of the Prairie.

Aug 10 – 17

$282 per night
Guest favorite

Home in Castlewood

4.95 out of 5 average rating, 19 reviews

Cozy Lake Front 3 Bedroom Home with Sandy Beach

Jun 11 – 18

$225 per night
Guest favorite

Home in Morris

4.96 out of 5 average rating, 91 reviews

2 bedroom Ranch @ Maple Gardens

Dec 31 – Jan 7

$132 per night

Destinations to explore