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Jefferson Vacation Rentals

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Our top choices for Jefferson vacation rentals

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 CA $215
CA $461 total
includes taxes & fees
Oct 19 - Oct 20
3BR Home Near Hahns Lake – Newly Updated Kitchen

2. Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (52 reviews)
"Thank you for a peaceful stay, we came from Arizona to host my mothers memorial and the comfort and relaxation was well needed, plus it was big enough to have my kids spend time with us as well. Thank you for everything!"
United States
Kelly T.
The price is CA $185
CA $331 total
includes taxes & fees
Oct 13 - Oct 14
Log Cabin at Lake Koshkonong - “The Overlook”

3. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is CA $167
CA $221 total
includes taxes & fees
Nov 1 - Nov 2
Spacious Accessible Studio w/ Walk-In Shower

4. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is CA $192
CA $384 total
includes taxes & fees
Oct 11 - Oct 12
Blue Lakeview Home

5. 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 CA $199
CA $444 total
includes taxes & fees
Oct 8 - Oct 9
Vast Lake Koshkonong Views from Pier, Deck, & Home

6. 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 CA $193
CA $339 total
includes taxes & fees
Oct 19 - Oct 20
Historic Downtown Luxury-Lake-Coffee-Spa like BA

7. Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful.. just beautiful and right at the hert if town"
United States
Georgia S.
The price is CA $188
CA $412 total
includes taxes & fees
Oct 20 - Oct 21
Spacious Condo: Historic Boutique Rental in Downtown Edgerton

8. 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 CA $258
CA $487 total
includes taxes & fees
Oct 20 - Oct 21
Private Hot Tub • Bright Home Near Downtown

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

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.8 out of 10, Exceptional, (6 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 CA $441
CA $573 total
includes taxes & fees
Oct 11 - Oct 12
Relax & Reboot in this Charming 2-Bedroom Townhome

10. 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 CA $303
CA $768 total
includes taxes & fees
Oct 11 - Oct 12
Charming Historic Upper Walk to Downtown & Lakes

11. FirePit/Grill/PacMan Your Fall Escape Starts Here

FirePit/Grill/PacMan Your Fall 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 CA $275
CA $1,048 total
includes taxes & fees
Oct 13 - Oct 14
FirePit/Grill/PacMan Your Fall Escape Starts Here

12. Edgewater Escape

Edgewater Escape
Milton
10.0 out of 10, Exceptional, (2 reviews)
"Peaceful & well-appointed. This quiet cabin on the lake served as ‘home base’ for a three day tour of southern Wisconsin. A perfect couples get-away for the two of us, it would have been just as well suited had we brought our two adult kids with separate rooms for each. Though among the smallest of the surrounding cabins, the floor plan was well-considered and spacious with a deck equally as spacious and while the dock was small, it still would have accommodated four of us in chairs or parking...
United States
Zane T.
The price is CA $243
CA $445 total
includes taxes & fees
Nov 3 - Nov 4
Edgewater Escape

13. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (30 reviews)
"Nicely remodeled home that was perfect for our trip to Oconomowoc"
United States
Carl G.
The price is CA $467
CA $984 total
includes taxes & fees
Oct 14 - Oct 15
Sytlish Retreat Near Wedding Venues & Downtown

14. Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.8 out of 10, Exceptional, (12 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is CA $266
CA $450 total
includes taxes & fees
Oct 18 - Oct 19
Historic Downtown- King Bed-St Johns Acad-Shopping

15. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is CA $167
CA $221 total
includes taxes & fees
Oct 18 - Oct 19
Queen Studio Suite w/ Kitchenette in Oconomowoc

16. 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)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is CA $201
CA $648 total
includes taxes & fees
Oct 28 - Oct 29
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

17. Accessible 1-BR Queen Suite w/ Roll-In Shower

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is CA $197
CA $255 total
includes taxes & fees
Oct 18 - Oct 19
Accessible 1-BR Queen Suite w/ Roll-In Shower

18. Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is CA $197
CA $255 total
includes taxes & fees
Oct 18 - Oct 19
Accessible 1-BR Suite w/ Two Double Beds

19. Dome House on Whitewater Lake

Dome House on Whitewater Lake
Whitewater
10.0 out of 10, Exceptional, (3 reviews)
"Very quiet, clean and lots of amenities! We had a hiccup with the water/shower, and our host not only communicated quickly but had a plumber over to fix it before the day was over!! She went above and beyond to make our stay comfortable!! A very enjoyable stay!"
United States
Rachel
The price is CA $263
CA $683 total
includes taxes & fees
Oct 14 - Oct 15
Dome House on Whitewater Lake

20. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is CA $197
CA $255 total
includes taxes & fees
Oct 18 - Oct 19
Accessible 1BR Suite | Pool & Daily Breakfast
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Jefferson. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Jefferson?

Yes, you can find vacation rentals in Jefferson close to Jefferson County Fairgrounds, or you can choose a more remote option if you're looking for extra privacy while you relax. Jefferson is known for its festivals and cafes. Make sure you have time to check out the seafood restaurants and golf courses during your trip.

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

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!: Visitors like this Jefferson vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Jefferson Golf Club are other places worth a visit.

What are vacation rentals like in Jefferson?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Jefferson. Vacation rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip.