Jefferson Holiday Rentals

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Our top choices for Jefferson holiday rentals

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (49 reviews)
"Fairly private. "
United States
Cheryl H.
The price is HK$1,057
HK$1,867 total
includes taxes & fees
1 Jun - 2 Jun
Log Cabin at Lake Koshkonong - “The Overlook”

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful and interesting stay!! Comfortable and spacious accommodations for our visit to over the vines wedding venue.. "
United States
Amy S.
The price is HK$783
HK$1,982 total
includes taxes & fees
12 May - 13 May
Spacious Condo: Historic Boutique Rental in Downtown Edgerton

A little home away to decompress, meditate, or get some work done.

A little home away to decompress, meditate, or get some work done.
Edgerton
The price is HK$352
HK$702 total
includes taxes & fees
17 May - 18 May
A little home away to decompress, meditate, or get some work done.

Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is HK$1,017
HK$1,326 total
includes taxes & fees
13 May - 14 May
Queen Studio Suite w/ Kitchenette in Oconomowoc

Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.6 out of 10, Exceptional, (5 reviews)
"Clean place. "
United States
John M.
The price is HK$1,562
HK$2,144 total
includes taxes & fees
12 May - 13 May
Relax & Reboot in this Charming 2-Bedroom Townhome

Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (8 reviews)
"The host couldn't have been more helpful especially in light of our last minute changes. The place is just as it looks and is located in darling Delafield. I'll definitely be back."
United States
Nancy N.
The price is HK$1,104
HK$2,025 total
includes taxes & fees
17 May - 18 May
Historic Downtown Luxury-Lake-Coffee-Spa like BA

Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
9.4 out of 10, Exceptional, (8 reviews)
"My family had a great time at this property. It had everything we could’ve wanted to make our getaway special. The host was helpful and responsive. It would be even better during the summer being right on the river. We are already planning our summer trip. "
United States
Jesse H.
The price is HK$2,474
HK$6,942 total
includes taxes & fees
12 May - 13 May
Waterfront - Hot Tub - Sauna - Game Room - Pets

Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (4 reviews)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
The price is HK$1,351
HK$2,570 total
includes taxes & fees
12 May - 13 May
Private Hot Tub • Bright Home Near Downtown

Vast Lake Koshkonong Views from Pier, Deck, & Home

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
The price is HK$1,527
HK$2,932 total
includes taxes & fees
13 May - 14 May
Vast Lake Koshkonong Views from Pier, Deck, & Home

Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.6 out of 10, Exceptional, (7 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is HK$1,386
HK$2,525 total
includes taxes & fees
18 May - 19 May
Historic Downtown- King Bed-St Johns Acad-Shopping

Charming Historic Upper • Walk to Downtown, Festivals & Beach

Charming Historic Upper • Walk to Downtown, Festivals & Beach
Oconomowoc
10.0 out of 10, Exceptional, (37 reviews)
"Very cute and clean property. Location was great - walk to coffee, dinner etc."
United States
Stephanie B.
The price is HK$1,480
HK$3,636 total
includes taxes & fees
13 May - 14 May
Charming Historic Upper • Walk to Downtown, Festivals & Beach

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

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (11 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is HK$1,203
HK$3,684 total
includes taxes & fees
12 May - 13 May
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (30 reviews)
"Our stay couldn’t have been better! Gorgeous place on the water. Hosts were super helpful and accommodating."
United States
Erin M.
The price is HK$2,079
HK$4,846 total
includes taxes & fees
1 Jun - 2 Jun
Waterfront Lake Cottage - Upper Nemahbin Lake

BoatHouse ~Rock Lake~HotTub~ Pet-Friendly

BoatHouse ~Rock Lake~HotTub~ Pet-Friendly
Lake Mills
The price is HK$1,987
HK$3,735 total
includes taxes & fees
2 Jun - 3 Jun
BoatHouse ~Rock Lake~HotTub~ Pet-Friendly

Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
10.0 out of 10, Exceptional, (5 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is HK$1,229
HK$2,300 total
includes taxes & fees
17 May - 18 May
Historic Downtown-Old World Charm-Dining-Coffee

Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-

Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-
Elkhorn
9.4 out of 10, Exceptional, (21 reviews)
"Enjoyed our stay, great location and back yard"
United States
Jon L.
The price is HK$2,043
HK$5,351 total
includes taxes & fees
26 May - 27 May
Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-

The Overhang · Luxury River Retreat with Sauna, Hot Tub, Movie Theater, & Arcade

The Overhang · Luxury River Retreat with Sauna, Hot Tub, Movie Theater, & Arcade
Janesville
10.0 out of 10, Exceptional, (1 review)
"This is a beautiful home. Very relaxing, amazing amenities the host of fantastic as well."
United States
R D.
The price is HK$5,989
HK$9,912 total
includes taxes & fees
12 May - 13 May
The Overhang · Luxury River Retreat with Sauna, Hot Tub, Movie Theater, & Arcade

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
The price is HK$2,224
HK$2,858 total
includes taxes & fees
15 May - 16 May
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is HK$1,017
HK$1,326 total
includes taxes & fees
12 May - 13 May
Spacious Accessible Studio w/ Walk-In Shower

Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is HK$1,163
HK$1,491 total
includes taxes & fees
13 May - 14 May
Accessible 1-BR Suite w/ Two Double Beds
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 Hotel Reviews

Find out more about Jefferson

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Frequently asked questions

Can I find a holiday rental in Jefferson?

Yes, there are holiday rentals in Jefferson close to Jefferson County Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Jefferson is known for its festivals and cafés. Make sure you have time to check out the seafood restaurants and golf courses during your trip.

What are some of the best holiday rentals that Jefferson has to offer?

Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-: This holiday home rental outside of Jefferson is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Jefferson?

Enjoy the area's cultural attractions such as Hi-Way Outdoor Theatre, or get outdoors into nature at a spot like Glacial Drumlin State Trail West. While here, Jefferson County Fairgrounds and Aztalan State Park are other places worth a visit.

What are holiday rentals like in Jefferson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jefferson. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.