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Holiday Rentals in Jefferson County

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Featured Holiday Rentals in Jefferson County

Fridge, microwave, oven, stovetop
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
9.8 out of 10, Exceptional, (44)
"We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment. "
United States
Janet
The price is €198
includes taxes & fees
30 Oct - 31 Oct
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Interior
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
10.0 out of 10, Exceptional, (54)
"Great property, great location, and amazing hosts. Incredible attention to detail and service. It would take too long to describe everything that impressed us so I'll just say it's all perfect and if this place is available when you're visiting Madison, stop searching and just book it."
United States
John S.
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
Interior
Stoney Creek - Sit back and unwind
Stoney Creek - Sit back and unwind
10.0 out of 10, Exceptional, (99)
"Stayed with my Wife for a week after our wedding and it the perfect place to recharge after the rollercoaster of emotions that we had dealt with during the wedding. Would definitely recommend to anyone who is looking for a relaxing and comfortable place to stay. "
United States
Joshua C.
Stoney Creek - Sit back and unwind
Property grounds
Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
9.8 out of 10, Exceptional, (8)
"Super comfortable, clean little apartment in a quiet area off the main strip. We loved out stay!"
United States
Courtney G.
The price is €101
includes taxes & fees
24 Nov - 25 Nov
Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
4 bedrooms, free WiFi, bed sheets
Rustic cabin just outside of Madison!
Rustic cabin just outside of Madison!
10.0 out of 10, Exceptional, (49)
"Great day, we loved the cabin!"
United States
Mark C.
Rustic cabin just outside of Madison!
Interior
Sunset over the city Suite 201, Sunset over the city Suite 201
Sunset over the city Suite 201, Sunset over the city Suite 201
9.6 out of 10, Exceptional, (10)
"Was just what i needed to stay the week after my dads passing. Safe,.comfortable and affordable "
United States
Sarah D.
The price is €117
includes taxes & fees
4 Nov - 5 Nov
Sunset over the city Suite 201, Sunset over the city Suite 201
Fridge, microwave, oven, stovetop
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
9.6 out of 10, Exceptional, (19)
"Perfect little cozy cabin for an amazing getaway! We were able to just relax and enjoy our time together with zero distractions. 10/10 would definitely stay here again! "
United States
ryan w.
The price is €256
includes taxes & fees
26 Oct - 27 Oct
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Dining
Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath
Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath
9.6 out of 10, Exceptional, (21)
"Very nice house good accommodations would stay again !!!"
United States
Henry C.
Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath
Property grounds
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
10.0 out of 10, Exceptional, (207)
"This place checks all of our boxes for the things we look for in a rental cabin. "
United States
Brian and Holly w.
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Exterior
Rustic Cabin at Lost Trails
Rustic Cabin at Lost Trails
10.0 out of 10, Exceptional, (16)
"It was a great peaceful getaway for my wife and I. Quiet and clean. "
United States
Robert G.
Rustic Cabin at Lost Trails
Exterior
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
2.0 star property
10.0 out of 10, Exceptional, (12)
"Really enjoyed our stay. Super easy to find, plenty of parking. Walking distance of the shops. 10/10 would stay again."
United States
1969matty
The price is €148
includes taxes & fees
27 Oct - 28 Oct
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
Fridge, microwave, oven, stovetop
The Wadsworth in National Historic District of Madison, Indiana.
The Wadsworth in National Historic District of Madison, Indiana.
10.0 out of 10, Exceptional, (61)
"Decorating was very nice. Loved the back patio. The whole experience was just perfect. I highly recommend this property. "
United States
Patricia H.
The Wadsworth in National Historic District of Madison, Indiana.
3 bedrooms, iron/ironing board, WiFi, bed sheets
Alterra:Slees 8,Steps to Main St,Serene
Alterra:Slees 8,Steps to Main St,Serene
10.0 out of 10, Exceptional, (1)
"Home is beautiful. Great stay."
United States
Ben M.
Alterra:Slees 8,Steps to Main St,Serene
1 bedroom, WiFi, bed sheets
Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
9.4 out of 10, Exceptional, (8)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Exterior
Bungalow on Main!!
Bungalow on Main!!
9.8 out of 10, Exceptional, (24)
"Great location to walk around town or to the river. House is charming with nice updates and bigger than it looks from the outside. Great stay. "
United States
Jeff M.
Bungalow on Main!!
Exterior
Charming 3-bedroom house in lovely downtown Madison.
Charming 3-bedroom house in lovely downtown Madison.
2.0 star property
9.0 out of 10, Wonderful, (7)
Charming 3-bedroom house in lovely downtown Madison.
Exterior
The Artist’s A-Frame
The Artist’s A-Frame
10.0 out of 10, Exceptional, (23)
"I can't say enough about our stay at the Artist's A-Frame. The hosts are exceptional, the location is ideal, and the space is beautiful! I highly recommend and am anxious to return!"
United States
Michelle G.
The price is €216
includes taxes & fees
28 Oct - 29 Oct
The Artist’s A-Frame
Exterior
Rhythm & Blues! Quiet, private, downtown! -Golf Cart Available!
Rhythm & Blues! Quiet, private, downtown! -Golf Cart Available!
Rhythm & Blues! Quiet, private, downtown! -Golf Cart Available!
Fridge, microwave, oven, stovetop
Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St
Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St
10.0 out of 10, Exceptional, (10)
"Riverside Retreat is a must stay! It is a great location and exactly as described. Highly recommend. We will be back!"
United States
Deena P.
Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St
Fridge, microwave, oven, stovetop
Modern Nature Cabin | Private Escape in the Forest
Modern Nature Cabin | Private Escape in the Forest
9.8 out of 10, Exceptional, (6)
"Very nice place, the hike to the falls was pretty neat as well. Close to everything, yet still secluded. "
United States
Nicole C.
The price is €186
includes taxes & fees
28 Oct - 29 Oct
Modern Nature Cabin | Private Escape in the Forest
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 Jefferson County Hotel Reviews

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

10/10 Excellent
"Beautiful facility and a beautiful area the boardwalk along the Mississippi river is awesome. Many eateries nearby traffic was moderate."
David 3-night trip
Posted 21 hours ago
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Find out more about Jefferson County

Holiday Homes in Jefferson County

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