
Holiday houses in Jefferson County
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Top-rated holiday rentals in Jefferson County
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YurtSimple
YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

Stay With Horses Escape Near Madison
Get ready for a quiet and peaceful stay. Take your pick: - 1King+1Queen Bed & 1 bath for 4 people - 1King+2Queen Beds & 2 baths for 6. (+$125 per night, contact host for payment) This home is attached to a barn with 6 Icelandic horses! Wake up to Icelandic horses just outside your window. A scenic escape with quiet mornings, fuzzy horses, and a one-of-a-kind IamGlytja experience - only 25 minutes from Madison - No horse riding allowed, owners to supervise all horse visits - No smoking / parties

Lake House Summer Getaway
Welcome to the historic Bingham House! Enjoy everything beautiful Lake Koshkonong has to offer at this stylishly updated home. Amazing lake views throughout the inside and on the large patio. Situated on a calm canal with direct access to the lake. Expansive backyard with 150’ of canal shoreline and large hot tub. Enjoy the water on our kayaks, standup paddle-board or fishing off our dock. Prep a meal in our beautifully remodeled kitchen, on our large gas grill or by the shore on our fire pit.

The Yellow Door Guest House-Lower
Welcome to this turn of the century 2 story home where West Coast cool meets Midwest mod and is the hippest place in town. Two separate apartments available. Located in a convenient, friendly, residential neighborhood, curated with midcentury decor and curiosities, spacious rooms, and an old world charm with a big backyard and firepit. Your favorite space will undoubtedly be “the cabin” as you sip your coffee and tea, and plan your day. You just might want to live here! Adults only!

Cozy Lake Cottage With The Best View & Pontoon!
Location, Location, Location! Incredible views! Retreat to this cozy Lake Koshkonong cottage with vaulted ceiling and southern exposure. Enjoy spectacular sunsets and views of the 10,000 acre lake from the north shore. Fish, hunt, boat, ski, swim, snowmobile, or simply soak up the sun and take in the view from this quiet retreat on a dead-end street. Fresh paint, bedding, and furniture make this little gem very comfortable. Great Walleye ice fishing right in front of this property!

The Shack on Sandy Beach Road
A charming, cozy getaway centrally located in the quaint City of Lake Mills. The Shack on Sandy Beach Road features 3 bedrooms (king, queen and two twin beds), 2 full baths, and all the amenities to make your getaway complete. It is a 3 minute walk to crystal clear Rock Lake and Sandy Beach. Pickle Ball, playground, bowling alley, and ice cream shop are practically in the front yard. Enjoy a cup of coffee in the spacious backyard overlooking the Glacial Drumlin Bike/Walking Trail.

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 included. Lawn games, poker table, board games & more available!

“Goonies Never Say Die” You found theTreasure!
Enjoy the entire garden level of our home. 2 Well appointed Queen Bedroom Suites. Generously stocked kitchenette allows for snack prep. Home Gym, Living room w/Smart TV, Free Arcade 1999 Golden Tee, Partially fenced yard & 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.

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.

The Riverview Retreat, unique spacious upper.
Enjoy the upper level of this charming home nestled at the banks of the Rock River. Newly remodeled spacious 2 bedroom suite with eat in kitchen and separate living room. Private porch and laundry room. Clawfoot tub in the bathroom with a shower attachment. This suite offers plenty of natural light with views overlooking the river. Within walking distance to downtown and everything Fort Atkinson has to offer.

Koshcabin Lakehouse
Relax and unwind in this spacious 3-story lakehouse on beautiful Lake Koshkonong. Enjoy spectacular sunset views over the lake from the large deck off of the main level, the screened in porch off the lower level or the fire pit oasis by the 70 feet of shoreline. Cast a line from the private pier or bring your boat and enjoy all the lake has to offer. Short drive to Madison, Janesville or Beloit.

Rock Lake Retreat - Lake Mills Wisconsin
Welcome to Rock Lake Guest House, a serene lakeside retreat on the shores of Rock Lake, just minutes from charming, legendary Lake Mills. This light-filled, updated home offers a private wooded escape with treetop and lake views from every room. The cozy living room features built-ins and opens to a wraparound deck overlooking the water—perfect for relaxing in this peaceful, all-season getaway.
Popular amenities for Jefferson County holiday rentals
Other great holiday rentals in Jefferson County

A-Frame Escape | Riverfront, Fire Pit, Kayaks!

Blue House in the Pines

Quiet Country Oasis

Lake shore cottage on beautiful Rock Lake

Waterfront Getaway: kayaks, fishing, gameroom…

Cozy home, steps from Lake Koshkonong. Fire Pit.

Hummingbird Haven Cottage on Lake Koshkonong

Lakefront Access Cottage on Lake Koshkonong
Destinations to explore
- Rentals with a kayak Jefferson County
- Rentals with a washing machine and dryer Jefferson County
- Family-friendly rentals Jefferson County
- Rentals with a fire pit Jefferson County
- Rentals with outdoor seating Jefferson County
- Pet-friendly rentals Jefferson County
- Rentals with a patio Jefferson County
- Rentals with a fireplace Jefferson County
- Rentals with lake access Jefferson County
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Wisconsin State Capitol
- Baird Center
- American Family Field
- Lake Kegonsa State Park
- Milwaukee County Zoo
- Milwaukee Public Museum
- Cascade Mountain
- Marquette University
- Riverside Theater
- Bradford Beach
- Pabst Mansion
- Discovery World
- Fiserv Forum
- Henry Vilas Zoo
- Lake Geneva Public Library
- Holy Hill National Shrine of Mary
- Mitchell Park Horticultural Conservatory
- South Shore Park
- Betty Brinn Children's Museum
- Wisconsin State Fair Park
- Atwater Park
- Lake Geneva Ziplines & Adventures





