Holiday Rentals in Jefferson County

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Our top choices for Jefferson County holiday rentals

Exterior

Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (9 reviews)
"Very nice place definitely recommend "
United States
Eric T.
The price is €156
includes taxes & fees
4 May - 5 May
Maple Cozy Cabin at Lost Trails
Exterior

Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (11 reviews)
"The amenities were in excellent condition and great layout of the property. "
United States
Ed S.
The price is €152
includes taxes & fees
5 May - 6 May
Sassafras Woodland Cabin at Lost Trails
Smart TV

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Hanover
9.8 out of 10, Exceptional, (41 reviews)
"The property was clean and the host was very responsive prior to and during the stay ensuring a positive trip. "
United States
Natalie H.
The price is €211
includes taxes & fees
7 May - 8 May
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
1 bedroom, desk, WiFi, bed sheets

East Main Lofts - Coastal 201

East Main Lofts - Coastal 201
Madison
9.8 out of 10, Exceptional, (9 reviews)
"This was a perfect spot for us for a long weekend stay. The place was very clean and the host had great instructions/recommendations etc. "
United States
Missy R.
East Main Lofts - Coastal 201
Pool

#209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison
10.0 out of 10, Exceptional, (67 reviews)
"Great house, great location and the host was very responsive! I would definitely recommend this place. "
United States
Lisa C.
The price is €354
includes taxes & fees
5 May - 6 May
#209 Kings, River View, Deck, Bicentennial Park
Exterior

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (30 reviews)
"The place was quiet, well laid out, and exactly as advertised. The snacks and drinks were a nice add-on as well"
United States
Andrew S.
The price is €210
includes taxes & fees
3 May - 4 May
The Artist’s A-Frame
Smart TV

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!
Madison
9.8 out of 10, Exceptional, (58 reviews)
"Nice friendly town and eating places"
United States
Paul P.
The price is €195
includes taxes & fees
4 May - 5 May
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
TV, fireplace, DVD player

Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (18 reviews)
"Nice cabin"
United States
Nathan M.
The price is €233
includes taxes & fees
7 May - 8 May
Cabin on the Ridge
Terrace/patio

Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (5 reviews)
"Was a great space! Clean, modern and very cute! Would highly recommend "
United States
Anna M.
The price is €152
includes taxes & fees
3 May - 4 May
Walnut Secluded Cabin at Lost Trails
Property grounds

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 out of 10, Exceptional, (8 reviews)
"The host was communicative! The space was clean:) Our pups were cozy! The host sent recommendations as well! Thanks, Laurel! "
United States
Meghan B.
The price is €150
includes taxes & fees
10 May - 11 May
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
TV, fireplace

Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Our stay was amazing! Loved this cozy cabin in the woods! "
United States
Alison F.
The price is €199
includes taxes & fees
4 May - 5 May
Cabin on the Ridge: The Sequel
Interior

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Madison
9.6 out of 10, Exceptional, (21 reviews)
"My wife and I enjoyed our stay here while checking out Madison. Great location, nicely decorated. "
United States
Justin L.
The price is €248
includes taxes & fees
1 May - 2 May
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Exterior detail

Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (25 reviews)
"The Rustic Cabin was perfect for our quick visit to the Madison area. The place was comfortable and inviting and tucked away ensuring a quiet and relaxing stay."
United States
Rachel L.
Cedar Rustic Cabin at Lost Trails
Terrace/patio

"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Madison
10.0 out of 10, Exceptional, (16 reviews)
"Great location and the host thought of everything to stock the house with."
United States
Kinni L.
The price is €317
includes taxes & fees
18 May - 19 May
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Outdoor dining

T&E Riverhouse Retreat

T&E Riverhouse Retreat
Hanover
10.0 out of 10, Exceptional, (5 reviews)
"Relaxing, quite, clean, comfortable, great view!"
United States
Heather R.
T&E Riverhouse Retreat
Smart TV

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Madison
10.0 out of 10, Exceptional, (31 reviews)
"Always a wonderful place to stay!"
United States
Leann L.
The price is €184
includes taxes & fees
3 May - 4 May
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Fridge, microwave, oven, stovetop

Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (2 reviews)
"Mulberry Cabin at Lost Trails was great! The cabin was cozy and felt pretty private (even though the other cabins are within view). The bed was super comfy, and they did a great job making sure the cabin had everything one might need on a trip away from home. It was also very close to all things Madison, so it felt very convenient. We would definitely stay there again!"
United States
Emily I.
The price is €152
includes taxes & fees
3 May - 4 May
Mulberry Secluded Cabin at Lost Trails
Room

Family-friendly cabin with game room and backyard!

Family-friendly cabin with game room and backyard!
Hanover
Family-friendly cabin with game room and backyard!
Exterior detail

The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Madison
8.8 out of 10, Excellent, (11 reviews)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is €141
includes taxes & fees
13 May - 14 May
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Terrace/patio

"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8

"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
Madison
9.6 out of 10, Exceptional, (12 reviews)
"Comfortable beds. Nice location. Owner easy to work with. Appreciated the pet-friendly manor. "
United States
Ruby M.
The price is €326
includes taxes & fees
13 May - 14 May
"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
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

Comfort Inn Madison near Clifty Falls

Comfort Inn Madison near Clifty Falls

10/10 Excellent
"Has a small pool loved by the children! Nice fresh cookies offered with lemonade in the evening."
David H 4-night trip
Posted 4 hours ago
Comfort Inn Madison near Clifty Falls

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Holiday Homes in Jefferson County

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