A large red brick building with a clock tower and a central archway.

Holiday Rentals in Jefferson County

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Our top choices for Jefferson County holiday rentals

A modern kitchen with a stainless steel refrigerator, a black stove, and wooden flooring.

1. 3BR Home Near Hahns Lake – Newly Updated Kitchen

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
10.0 out of 10, Exceptional, (1 review)
"House is great. Host was excellent when responding to any questions. FYI the bedrooms and bathroom were upstairs. Enjoy our time very much."
United States
D M.
The price is €289
includes taxes & fees
28 Oct - 29 Oct
3BR Home Near Hahns Lake – Newly Updated Kitchen
Exterior

2. Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.2 out of 10, Wonderful, (7 reviews)
"The house worked out just perfect for us! The surrounding grounds are beautiful also. A’Lisa was a very nice host and very easy to get into contact with. We will definitely be back!"
United States
Jon S.
The price is €370
includes taxes & fees
28 Oct - 29 Oct
Relax & Reboot in this Charming 2-Bedroom Townhome
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

3. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is €243
includes taxes & fees
28 Oct - 29 Oct
Blue Lakeview Home
A modern living room with a flat-screen TV, leather seating, a ceiling fan, and large windows.

4. 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.
The price is €321
includes taxes & fees
28 Oct - 29 Oct
2 Bed, 2 Bath Apartment at Cannery Square
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.

5. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (30 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is €321
includes taxes & fees
28 Oct - 29 Oct
2 Bed, 2 Bath Apartment at Cannery Square
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

6. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,274 reviews)
"clean, comfortable and great location"
United States
Marshall
The price is €188
includes taxes & fees
1 Nov - 2 Nov
Mill Creek Hotel
A modern room with a kitchenette, a bed, a sofa, and a TV.

7. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very good, (16 reviews)
"Was cute neighborhood and everything was very clean and close by"
United States
Bri
The price is €251
includes taxes & fees
28 Oct - 29 Oct
Studio Apartment at Cannery Square
A dining area with a table set for four, a sofa, and a television mounted on the wall.

8. FirePit/Grill/Arcade Your Cozy Escape Starts Here

FirePit/Grill/Arcade Your Cozy Escape Starts Here
Milton
10.0 out of 10, Exceptional, (24 reviews)
"Clean, pet friendly and well appointed. Would be great to revisit in summer when we could enjoy all of the outdoor amenities. Highly recommend. "
United States
Vicky Z.
The price is €597
includes taxes & fees
28 Oct - 29 Oct
FirePit/Grill/Arcade Your Cozy Escape Starts Here
Outdoor dining

9. Vast Lake Koshkonong Views from Pier, Deck, & Home

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
10.0 out of 10, Exceptional, (2 reviews)
The price is €293
includes taxes & fees
16 Nov - 17 Nov
Vast Lake Koshkonong Views from Pier, Deck, & Home
An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

10. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,503 reviews)
"Great hotel amazing staff and amazing waterpark"
United States
Lindsey
The price is €162
includes taxes & fees
16 Nov - 17 Nov
Timber Ridge Lodge and Waterpark
A modern living room with a sofa, armchair, ottomans, a coffee table, and a TV mounted on the wall.

11. Blue Beach Cottage - 5 Minute Walk to Private Beach!

Blue Beach Cottage - 5 Minute Walk to Private Beach!
Delavan
9.8 out of 10, Exceptional, (27 reviews)
"Great spot to go with family or friends. The house was comfortable and clean, and the location was quiet. Close to the private beach which you could walk or drive to. Also had a huge backyard that was perfect for outdoor activities and dogs!"
United States
Rachel T.
The price is €434
includes taxes & fees
9 Nov - 10 Nov
Blue Beach Cottage - 5 Minute Walk to Private Beach!
A beach with a lifeguard tower, a building with a sign reading 'Boat Tours & Charter,' and a sandy shore with people and beach equipment.

12. Lake Geneva, Fireplace, Pool, Wifi, King Bed

Lake Geneva, Fireplace, Pool, Wifi, King Bed
Lake Geneva
10.0 out of 10, Exceptional, (46 reviews)
"Beautiful area with great shops and food."
United States
SUZY R.
The price is €245
includes taxes & fees
17 Nov - 18 Nov
Lake Geneva, Fireplace, Pool, Wifi, King Bed
A brick building with a sign for Riverview Lodges and a Green Door Café.

13. Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (10 reviews)
"Loved the location and it was just the perfect size for the two of us. Will definitely stay here again when we are in Delafield. "
United States
Becky M.
The price is €235
includes taxes & fees
22 Nov - 23 Nov
Historic Downtown Luxury-Lake-Coffee-Spa like BA
The Blue Belle

14. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (42 reviews)
"Beautiful, comfortable house within easy walking distance of downtown and the beach. Thoughtful hosts with great communication. Thanks for a great return stay!"
United States
Mark G.
The price is €418
includes taxes & fees
2 Nov - 3 Nov
Charming Historic Upper Walk to Downtown & Lakes
A modern living room with a green sofa, a white coffee table, and a ceiling fan.

15. Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom

Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom
Lake Geneva
9.2 out of 10, Wonderful, (29 reviews)
"Loved the couches! Quick walk to wonderful restaurants and lake."
United States
Denise A.
The price is €275
includes taxes & fees
2 Nov - 3 Nov
Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom
A modern kitchen with a refrigerator, microwave, and bar stools.

16. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (42 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.
The price is €368
includes taxes & fees
1 Nov - 2 Nov
2 Bedroom Apartment Downtown Sun Prairie!
A room with a wooden floor, a red sofa, a small table with a lamp, and a painting on the wall.

17. King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf

King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
Hartford
10.0 out of 10, Exceptional, (11 reviews)
"Nice place for a Hartford golf trip."
United States
sean s.
The price is €338
includes taxes & fees
30 Oct - 31 Oct
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

18. 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)
"Stayed with friends for the weekend and really enjoyed the home. It was comfortable and had great amenities for our group!"
United States
Anakin F.
The price is €414
includes taxes & fees
16 Nov - 17 Nov
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
A cozy living room with a wooden dining table, a blue sofa with colorful cushions, a large window with curtains, and a potted plant.

19. Downtown Lake Geneva LA Suite Walk to Beach Dining Shops Parking

Downtown Lake Geneva LA Suite Walk to Beach Dining Shops Parking
Lake Geneva
10.0 out of 10, Exceptional, (11 reviews)
"Host was very communicative and friendly and helpful. Location and rooms were excellent. "
United States
Michael B.
The price is €208
includes taxes & fees
29 Oct - 30 Oct
Downtown Lake Geneva LA Suite Walk to Beach Dining Shops Parking
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

20. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (6 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 €300
includes taxes & fees
28 Oct - 29 Oct
Private Hot Tub • Bright Home Near Downtown
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 Suites Lake Geneva East

Comfort Suites Lake Geneva East

10/10 Excellent
"Very nice hotel, lovely breakfast and fantastic hot tub and pool."
Nicole 1-night trip
Posted 1 hour ago
Comfort Suites Lake Geneva East

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Holiday Homes in Jefferson County

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