Photo by Linda ❤

Holiday Rentals in Jefferson

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Jefferson

Log home Lake Koshkonong and Rock River !

10.0 out of 10, Exceptional, (25)
"Very relaxing and peaceful!! Home was very spacious!!"
Log home Lake Koshkonong and Rock River !

Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

10.0 out of 10, Exceptional, (5)
"Beautiful home and property, lots of space to spread out and have privacy. "
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

9.8 out of 10, Exceptional, (90)
"Relaxing weekend with a mom and daughter, and daughter-in-law. We were looking for a relaxing weekend with reading, good eating and drinking and nearby small town shops. And we got it all. 1bedroom downstairs, large Master on the main floor. A lot of spaces to relax, the property is gorgeous. The kitchen is impressive. Communication was easy, quick and helpful."
Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

Delavan, Wisconsin Lakefront Vacation Rental

10.0 out of 10, Exceptional, (25)
"Good"
The price is €387
includes taxes & fees
5 Dec - 6 Dec
Delavan, Wisconsin Lakefront Vacation Rental

Eagle's Landing on the Rock River, Pontoon available for additional fee

10.0 out of 10, Exceptional, (10)
"Great property! Want to return next summer for a family vacation."
Eagle's Landing on the Rock River, Pontoon available for additional fee

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

9.8 out of 10, Exceptional, (145)
"Cute house with all the amenities you need for a great getaway!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

10.0 out of 10, Exceptional, (16)
"The house was exactly as listed. We all loved it. Had a fabulous time kayaking. Absolutely stunning. Beds comfortable. Very well stocked. Best stocked kitchen of any rental I’ve gone to. Warning, many stairs to get to the lake, but we didn’t have any problems with that. Was even a deck with sitting area at the lake. Excellent "
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

8.6 out of 10, Excellent, (11)
"Enjoyed the spaces for young adults and parents to hang out together and separately. Had a fantastic time at the cabin and enjoyed the lake access for water sports."
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

Beautiful Waukesha Home

10.0 out of 10, Exceptional, (21)
"Beautiful home in a quiet neighborhood. Very clean property with all the amenities needed for our son’s wedding weekend. Host was very responsive and accommodating. Would definitely stay again if in the area. "
The price is €531
includes taxes & fees
24 Nov - 25 Nov
Beautiful Waukesha Home

Book Xmas & Winter Now! Fireplace/Arcade/PingPong

10.0 out of 10, Exceptional, (13)
"Cool place with nice amenities. Only complaint is the fan needs to be repaired in the front bedroom. But everything was great. "
Book Xmas & Winter Now! Fireplace/Arcade/PingPong

Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!

10.0 out of 10, Exceptional, (31)
"We loved our stay here. We wanted a quiet place to stay for an extended weekend and this was the perfect spot. My kids loved the pier, the kayaks, and the bikes. I loved the giant couch and the view! The pictures didn't show off how amazing this house really is so when I walked in I literally said "Wow!". The house had everything you could possibly need. Thank you for letting us stay at your property. We will definitely be back again. "
Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!

Cozy cottage retreat that’s perfect for recharging.

10.0 out of 10, Exceptional, (57)
"This was exactly what we were looking for: private, clean, relaxing, and close enough to explore the Madison area. There are lofts in two of the bedrooms. Sleeping in the lofts was a trip highlight for my kids! I recommend air mattresses if you want to use the lofts for sleeping. We had everything we needed for cooking dinner and breakfasts, and plenty of towels and bedding for six people. Highly recommended!"
Cozy cottage retreat that’s perfect for recharging.

Historic, Vintage, Classy, 11 bed, 5+ bath!

10.0 out of 10, Exceptional, (6)
" We were immediately impressed with the property! It was beautiful and well appointed.The host was responsive."
Historic, Vintage, Classy, 11 bed, 5+ bath!

Waterfront Lake Koshkonong Home w/ Pier & Fire Pit

9.6 out of 10, Exceptional, (75)
"The check in and check out process was very easy! Lots of room for our trip with extended family. We loved the location and the open space with the swings right across the road was perfect for little children."
Waterfront Lake Koshkonong Home w/ Pier & Fire Pit

The Starlight Tower Manor, River, Arcades, Observatory, Theater by RedAwning

10.0 out of 10, Exceptional, (3)
"Very nice accommodations for sleeping all 18 (8 adults, 10 kids) of us comfortably. Good communication from manager. Would recommend!"
The Starlight Tower Manor, River, Arcades, Observatory, Theater by RedAwning

comfortably sleeps 10 guests

10.0 out of 10, Exceptional, (31)
"We had everything we needed and more in a good location. Great host, great communication. "
The price is €413
includes taxes & fees
24 Nov - 25 Nov
comfortably sleeps 10 guests

'Rock River Retreat' w/ Dock & Private Backyard!

10.0 out of 10, Exceptional, (12)
"House was great for our group. 4 kiddos and 5 adults. Lots of nice extras at house. Pool was great for the kiddos. Beds very comfy! Big bedroom great for a family with kiddos that can sleep safely in bunks. Other bedroom attached directly to it for parents and kiddos in pack n play but could prove awkward for groups not wanting others traipsing through the attached bedrooms to go outside to pool or use the second bathroom. House was clean and well equipped . Would def go back.bedrooms "
'Rock River Retreat' w/ Dock & Private Backyard!

Spacious 3 Br, swim spa,, kitchen, Gym, near Alpine Valley, Lake Geneva, Delaven

9.6 out of 10, Exceptional, (9)
"We enjoyed our stay. Nice quiet neighborhood and the home is walking distance to Sunset Park. Comfy beds and smart tvs in every room. Lots of towels and supplies. Very clean and tidy. space. Super clean home."
The price is €687
includes taxes & fees
4 Dec - 5 Dec
Spacious 3 Br, swim spa,, kitchen, Gym, near Alpine Valley, Lake Geneva, Delaven

Newly remodeled Lauderdale Lakes waterfront home-hot tub, sauna, pickleball!

10.0 out of 10, Exceptional, (7)
"Great property right on Lauderdale Lakes and next door to Lauderdale landing. House was new, clean, and great for entertaining a large group. Briana was a fantastic host with lightning-quick responses. Couldn't recommend this property enough for larger groups looking to spend a few days on the lake."
Newly remodeled Lauderdale Lakes waterfront home-hot tub, sauna, pickleball!

Lakeside Retreat at Lake Ripley - Sandy Beach, Dock, Kayaks, & More

10.0 out of 10, Exceptional, (18)
"Plenty of room for everyone and nice location for our weekend getaway. Far enough from the hustle and bustle but close enough to have things to do! Enjoyed an afternoon of antiquing and exploring Madison which is a short drive. Grocery store and gas station located within minutes of the property. Relaxing lake side location and views. Would definitely recommend!"
Lakeside Retreat at Lake Ripley - Sandy Beach, Dock, Kayaks, & More
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.
Don't see what you're looking for?
See all available properties in Jefferson
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Jefferson you may be interested in

Best Western Plus Jefferson

2.5 star property
9.4 out of 10, Exceptional, (249)
"I had a very nice stay in a clean and friendly environment. Thank you."
The price is €87
includes taxes & fees
26 Nov - 27 Nov
Best Western Plus Jefferson

AmericInn by Wyndham Jefferson

2.5 star property
8.4 out of 10, Very good, (376)
"We had a nice stay. Our remote for our TV didn’t work very well. Got it replaced and it still didn’t work properly. Bummer. Pool/spa could have been cleaner. We did get fresh towels each day, which was very nice. Making reservations was the hardest. Got taken on my first attempt at a reservation with a third party that lied to me about the cancellation policy. Still waiting for the rest of my $$! Other than a few hiccups, it was nice. "
The price is €63
includes taxes & fees
8 Dec - 9 Dec
AmericInn by Wyndham Jefferson

AmericInn by Wyndham Janesville

2.5 star property
8.0 out of 10, Very good, (1000)
"Close to shopping areas"
The price is €78
includes taxes & fees
1 Dec - 2 Dec
AmericInn by Wyndham Janesville
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.

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?

Beautiful Waukesha Home: This holiday home rental outside of Jefferson is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

What can I see and do in Jefferson?

Cultural attractions include Hi-Way Outdoor Theatre, whereas Aztalan State Park is a spot to enjoy nature. While here, Jefferson County Fairgrounds and Jefferson Golf Club 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.