A bridge over a calm river at sunset with a reflection of the sky and buildings.

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 $214
CA $457 total
includes taxes & fees
Oct 28 - Oct 29
3BR Home Near Hahns Lake – Newly Updated Kitchen

2. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is CA $179
CA $234 total
includes taxes & fees
Oct 28 - Oct 29
Spacious Accessible Studio w/ Walk-In Shower

3. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is CA $192
CA $385 total
includes taxes & fees
Oct 21 - Oct 22
Blue Lakeview Home

4. 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 $176
CA $402 total
includes taxes & fees
Nov 8 - Nov 9
Spacious Condo: Historic Boutique Rental in Downtown Edgerton

5. FirePit/Grill/Arcade Your Fall Escape Starts Here

FirePit/Grill/Arcade 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 $190
CA $941 total
includes taxes & fees
Oct 19 - Oct 20
FirePit/Grill/Arcade Your Fall Escape Starts Here

6. 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 $205
CA $451 total
includes taxes & fees
Nov 16 - Nov 17
Vast Lake Koshkonong Views from Pier, Deck, & Home

7. 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 $253
CA $479 total
includes taxes & fees
Oct 18 - Oct 19
Private Hot Tub • Bright Home Near Downtown

8. 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 $192
CA $332 total
includes taxes & fees
Nov 15 - Nov 16
Historic Downtown Luxury-Lake-Coffee-Spa like BA

9. 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 CA $200
CA $645 total
includes taxes & fees
Nov 17 - Nov 18
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

10. Edgewater Escape

Edgewater Escape
Milton
9.4 out of 10, Exceptional, (3 reviews)
"The house had a fantastic view. The open living room gave us plenty of space for relaxing as a group. Quiet area. Since we stay in many rentals our only complaint was there were no instructions for checking out, what to do with bedding, trash etc. The host never responded to my question concerning that. Hopefully we left the house as expected."
United States
Renee S.
The price is CA $235
CA $438 total
includes taxes & fees
Nov 11 - Nov 12
Edgewater Escape

11. 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 $262
CA $678 total
includes taxes & fees
Nov 17 - Nov 18
Dome House on Whitewater Lake

12. 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 $265
CA $451 total
includes taxes & fees
Nov 15 - Nov 16
Historic Downtown- King Bed-St Johns Acad-Shopping

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 $377
CA $865 total
includes taxes & fees
Oct 25 - Oct 26
Sytlish Retreat Near Wedding Venues & Downtown

14. 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 CA $438
CA $574 total
includes taxes & fees
Oct 28 - Oct 29
Relax & Reboot in this Charming 2-Bedroom Townhome

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
Nov 8 - Nov 9
Queen Studio Suite w/ Kitchenette in Oconomowoc

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

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is CA $209
CA $269 total
includes taxes & fees
Oct 28 - Oct 29
Accessible 1-BR Queen Suite w/ Roll-In Shower

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

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is CA $209
CA $269 total
includes taxes & fees
Oct 28 - Oct 29
Accessible 1-BR Suite w/ Two Double Beds

18. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is CA $197
CA $255 total
includes taxes & fees
Nov 8 - Nov 9
Accessible 1BR Suite | Pool & Daily Breakfast

19. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
The price is CA $279
CA $563 total
includes taxes & fees
Oct 20 - Oct 21
Spacious 3-bedroom apartment in Downtown Stoughton

20. 2-BR Suite w/ King & Double Beds + Kitchen

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"The two bedroom suite was perfect! The room was spotless and the furnishings were comfortable. They had breakfast and a social hour in the evening. It was very nice. We didn’t use the pool and it was great. Would definitely stay here again."
United States
Sharon J.
The price is CA $318
CA $411 total
includes taxes & fees
Nov 8 - Nov 9
2-BR Suite w/ King & Double Beds + Kitchen
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.