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Holiday houses in Jefferson

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Top-rated holiday rentals in Jefferson

Guests agree: these stays are highly rated for location, cleanliness and more.

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Cabin in Edgerton

4.89 out of 5 average rating, 197 reviews

The Overlook on Lake Koshkonong - Custom Log Cabin

Custom Log cabin on Lake Koshkonong. Great yard for campfires & lawn games; over-sized deck to enjoy sunsets and breathtaking lake views. Lake access at public boat launch just down the road for swimming, fishing, or kayaking. Full bath with large suite featuring a king size bed & two single beds can accommodate up to 5 guests. Full bath with stand up shower in lower level and washer/dryer on site also. Kayak rentals available at the cabin. Lawn games, poker table, board games & more available!

17–24 Aug

$243 NZD per night

Guest favourite

Home in Wales

4.92 out of 5 average rating, 145 reviews

Beautifully Restored Historic Victorian

Whether this is for a single, couple, or small group, your stay at this historic home will truly be memorable. You’ll love the MBR suite featuring a gas fireplace, whirlpool tub, and double walk-in custom tile shower. There is an additional very nice full bath/shower on the main floor. The finished lower level has two separate rooms, each with a quality double futon with bedding available for your guests. For this attractive price, the upper 4 bedrooms are locked but may be opened for more

3–10 Jan

$288 NZD per night

Guest favourite

Apartment in Fort Atkinson

4.99 out of 5 average rating, 130 reviews

“Goonies Never Say Die” You found theTreasure!

Enjoy the entire garden level of our home. Well appointed Queen Bedroom Suite. Generous kitchenette allows for snack prep. Home Gym coupled with a second queen suite. Living room w/Smart TV , Free Play Pac-man.Partially fenced yard and a 7 person Jacuzzi. Spa quality amenities in the private bathroom. During your visit none of the lower living area is shared with us or other guests. *We live on site and it’s possible you may have noise, like music, laughing or dog greetings during your stay.

6–11 Jul

$361 NZD per night

Guest favourite

Apartment in Watertown

4.97 out of 5 average rating, 203 reviews

The Ernest Inn - Located downtown Watertown

Welcome to the perfect "home" away from home. This apartment is located in a historical building in the heart of downtown Watertown right on Main Street. This apartment features a complete kitchen, a working typewriter, a record player, a collection of classic vinyl, wifi, a smart tv, a brand new stone tile bathroom, and a back porch to relax and take in the sounds of downtown. This apartment is perfect for just one or two but can accommodate up to 6 guests. Licensed, insured, and inspected.

22–29 Jul

$244 NZD per night

Guest favourite

Home in Watertown

4.97 out of 5 average rating, 124 reviews

Beautiful Victorian in Historic District

My Victorian home, "Belle Maison" (beautiful house), is waiting just for you. Newly restored, with 2 bedrooms, 2 baths - one with its original claw foot tub!- and a queen size sofa bed in the TV room. It is located in historic, downtown Watertown. Just a block from Main Street - with lots of shops and restaurants within walking distance - and the beautiful Rock River. The location is perfect - whether you're visiting Jefferson County or looking for a home base between Madison and Milwaukee.

4–11 Jan

$251 NZD per night

Guest favourite

Yurt in Cambridge

4.97 out of 5 average rating, 544 reviews

YurtCation

YurtCation is a relaxing getaway with lake frontage and nature trails. There is another yurt about 300ft up the same driveway. There are a total of two yurts and two homes that have access to the same 17 acre lake. Each yurt is off the grid and has their own queen-sized comfy bed, wood stove, Weber grill w/charcoal, fire pit, firewood, fresh water, canoe, and clean Porto Potty. Pet Policy: Max two - Must be in your sight and supervised at all times or $500 fine and check out immediately.

27 Feb – 6 Mar

$243 NZD per night

Guest favourite

Guest suite in Sun Prairie

4.89 out of 5 average rating, 245 reviews

Entire Countryside Garden Suite, Peaceful Retreat

Welcome to our home! We have upgraded our Garden Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.

24–31 Aug

$210 NZD per night

Guest favourite

Cabin in Whitewater

4.94 out of 5 average rating, 288 reviews

Glamping Cabin on Cold SpringTree Farm

Unfortunately we can't accommodate same day bookings as we don't have enough lead time to prep the cabin for your stay. Glamping on a working Christmas tree farm. Beautiful single room stone cabin with loft and wood burning stove. Two small beds in loft and futon on main floor folds out into full bed. Lots of room around to pitch tents as well. Situated on 40 acres of land with a pond, barn with basketball court, creek and Christmas tree fields.

3–10 Oct

$179 NZD per night

Guest favourite

Guesthouse in Stoughton

4.94 out of 5 average rating, 330 reviews

Country cabin, birders paradise.

Country cabin with small kitchen, SMALL BATHROOM, large porch, gardens and birds galore. Located in the country just south of Madison WI. Enjoy the country life, quiet yet close enough to the city to enjoy Madison's activities or Stoughton's Opera House. Sauna, Fire pit, hiking, ask about pets. WiFi is available but not reliable, this is a country setting with slow connections. Please communicate with me regarding pets before booking.

6–13 Feb

$176 NZD per night

Guest favourite

Apartment in Elkhorn

4.95 out of 5 average rating, 329 reviews

FarmWise Country Stay by Alpine Valley/Lake Geneva

Retreat to a quiet countryside experience at this all organic farm, where you can sit back, relax, and enjoy the country charm of your private space inside the main farm house. Optional for you are joining us for early morning chores in the barn. If you tell me the night before, you can try milking Carmel, the cow by hand, feeding the pig, collecting eggs from the chicken coop and more. Most loved of all are our friendly cats!

31 Jan – 7 Feb

$181 NZD per night

Guest favourite

Cabin in Fort Atkinson

4.91 out of 5 average rating, 349 reviews

Cozy Lakeside Cabin on Lake Koshkonong

Cozy Lakeside cabin on Lake Koshkonong. Large yard for cookouts & lawn games, wrap around deck to enjoy lake views, dock access for swimming, walking distance to the lake's most popular bar & grill. Close to Madison (45 min), Milwaukee(75 min) & Chicago(120 min), 1 bath/2 bedrooms featuring 1 Queen Bedroom , Full over Full Bunk with trundle & optional air mattress/sofa bed to accommodate guests.

27 Aug – 3 Sep

$790 NZD per night

Guest favourite

Farm stay in Sullivan

5.0 out of 5 average rating, 152 reviews

The Beekeeper's Inn- Quiet country retreat

Bring your snowshoes and enjoy the winter weather! Renovated farmhouse on 80 acres in the middle of a working farm. Full house with private entrance ready for you to enjoy a peaceful escape. Property has trails around and through it that you can hike and explore. Large deck to enjoy your morning coffee, grill out and watch the cows out on pasture. Only 3 miles from 1-94, 7 miles from Hwy 26

9–16 Mar

$328 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Jefferson holiday rentals

Free parking on premises

Air conditioning

Stay near Jefferson's top sights

Jefferson County Fair Park3 locals recommend

Walmart Supercenter3 locals recommend

Wedl's Hamburger Stand *OPEN for the 2021 Season*6 locals recommend

Brickhaus Cafe9 locals recommend

Hering's Towne Inn3 locals recommend

The Heron's Landing7 locals recommend

Other great holiday rentals in Jefferson

Guest favourite

Loft in McFarland

4.97 out of 5 average rating, 112 reviews

Private Loft in Historic McFarland House

29 Dec – 5 Jan

$253 NZD per night

Guest favourite

Home in Lake Mills

4.96 out of 5 average rating, 177 reviews

The Treehouse

1–8 Nov

$554 NZD per night

Guest favourite

Guest suite in Madison

4.99 out of 5 average rating, 149 reviews

Peaceful 2 BR/1 BA w/ patio, firepit & pool table

6–13 Mar

$289 NZD per night

Guest favourite

Guesthouse in Sun Prairie

4.98 out of 5 average rating, 305 reviews

Charming Milkhouse Cottage, minutes from Madison!

10–17 Oct

$288 NZD per night

Guest favourite

Cabin in Fort Atkinson

4.88 out of 5 average rating, 50 reviews

Cozy Lake Cottage With The Best View & Pontoon!

12–19 Nov

$286 NZD per night

Guest favourite

Apartment in Fort Atkinson

4.96 out of 5 average rating, 77 reviews

The Riverview Retreat, unique spacious upper.

28 May – 4 Jun

$390 NZD per night

Guest favourite

Farm stay in Cambridge

5.0 out of 5 average rating, 32 reviews

Cambridge - Cation with Icelandic Horses

20–27 Apr

$393 NZD per night

Guest favourite

Cottage in Fort Atkinson

4.93 out of 5 average rating, 14 reviews

Hummingbird Haven Cottage on Lake Koshkonong

24 Nov – 1 Dec

$332 NZD per night

Destinations to explore