
Family-friendly holiday rentals in Jefferson County
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Top-rated family-friendly rentals in Jefferson County
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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
KitchenIndoor spacesBathroom
4.99 out of 5 average rating, 114 reviews
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
FamilyIndoor spacesView
4.98 out of 5 average rating, 277 reviews
Serene Lake Retreat | Fall Colors & Winter Views
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.
Indoor spacesFamilyQuiet
4.93 out of 5 average rating, 116 reviews
Lake Ripley Getaway
This is the perfect place to unwind, located at the crest of a quiet circle, in a wooded lakeside neighborhood. Whatever you’re looking for, you can find it all in this beautiful and tranquil getaway. Vacationers can enjoy skiing, biking and exploring the gorgeous CamRock trail system. Lake Ripley, the sparkling gem of Cambridge, is loaded with fish for summer fun or ice-fishing. Shop our adorable downtown, with a thriving art scene. Our quaint little town is a slice of heaven in a busy world.
FamilyIndoor spacesAccess
4.92 out of 5 average rating, 123 reviews
Cozy Lakefront Cottage With The Best View
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!
Indoor spacesKitchenSleep quality
4.93 out of 5 average rating, 190 reviews
The Poet's Palace, an upscale, downtown flat.
This modern, yet eclectic apartment, has all the comforts of home. The decor is clean and chic, with just enough quirk! Located in downtown Fort Atkinson, some of the best restaurants, shops, and pubs are just outside your door or within a short stroll. Outdoor recreation opportunities are abundant, with the Glacial River Bike Trail, Fort River Walk, and numerous parks also within walking distance.Try your hand at fishing or launch a kayak from one of Fort Atkinson's public docks.
FamilyKitchenComfort
4.99 out of 5 average rating, 127 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 included. Lawn games, poker table, board games & more available!
Indoor spacesFamilyLayout
4.84 out of 5 average rating, 314 reviews
“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.
KitchenFamilyLong stay
4.98 out of 5 average rating, 191 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.
FamilyIndoor spacesAccuracy
4.95 out of 5 average rating, 377 reviews
Cozy Lakeside Cabin | Dog Friendly | Sleeps 6
Cozy Lakeside cabin on Lake Koshkonong. Outdoor space for cookouts & lawn games, wrap around deck to enjoy lake views, dock access for swimming, walking distance to the lake's most popular restaurants and 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.
Indoor spacesKitchenHeating
4.92 out of 5 average rating, 486 reviews
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.
KitchenIndoor spacesBiking
4.96 out of 5 average rating, 120 reviews
Adorable Lake front home w/Paddle boat & lrg yard
This property was remodeled and looks lovely! The house is located on a 1/2 acre, so you don t have neighbors right on top of you, and you don't have to walk to a park or beach. There are 2 bedrooms & 2 baths, a fully stocked kitchen and living room with a fireplace and air conditioning, and a garage for your toys. A paddle boat, 2 kayaks, yard games, board games, books, TV, internet, and blue-ray.
FamilyIndoor spacesLayout
4.92 out of 5 average rating, 100 reviewsPopular amenities for Jefferson County family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful Victorian in Historic District
KitchenFamilyWi-Fi
4.94 out of 5 average rating, 207 reviews
Blue House in the Pines
FamilyKitchenAmenities
5.0 out of 5 average rating, 37 reviews
Waterfront ~On Rock Lake ~ Firepit ~ Fishing
KitchenFamilyComfort
5.0 out of 5 average rating, 8 reviews
Kosh Cottage
FamilyIndoor spacesView
4.55 out of 5 average rating, 11 reviews
The Lodge at Mindiola Acres
KitchenIndoor spacesHiking
4.75 out of 5 average rating, 8 reviews
Charming, peaceful Rock River Haven
Indoor spacesFamilySleep quality
4.91 out of 5 average rating, 82 reviews
Outdoor Hot Tub-Year Round, Lakefront HM
FamilyIndoor spacesHospitality
4.57 out of 5 average rating, 7 reviews
Private paradise
Family- and pet-friendly home rentals

Rock River Retreat
KitchenFamilyRiver
4.9 out of 5 average rating, 93 reviews
The Shack on Sandy Beach Road
KitchenIndoor spacesSleep quality
4.98 out of 5 average rating, 47 reviews
Huge Lake House Near Madison
Indoor spacesKitchenNearby
4.94 out of 5 average rating, 47 reviews
Red House Over Yonder
Indoor spacesFamilyCondition
4.96 out of 5 average rating, 49 reviews
4 BR Spacious Cabin on Lake Ripley
FamilyKitchenAccuracy
4.98 out of 5 average rating, 41 reviews
Peninsula Park Model
KitchenFamilyLocation
4.95 out of 5 average rating, 39 reviews
Lakeside Retreat
FamilyIndoor spacesNearby
4.88 out of 5 average rating, 48 reviews
Lakefront Access Cottage on Lake Koshkonong
Indoor spacesFamilyAccess
4.67 out of 5 average rating, 92 reviewsFamily-friendly home rentals with Wi-Fi

Lake shore cottage on beautiful Rock Lake
FamilyKitchenParks
5.0 out of 5 average rating, 59 reviews
Mid Century Modern Lake House!
KitchenIndoor spacesBackyard
5.0 out of 5 average rating, 12 reviews
Koshcabin Lakehouse
KitchenFamilyBathroom
4.95 out of 5 average rating, 59 reviews
The Ernest Inn-Main Street
FamilyIndoor spacesAccuracy
4.97 out of 5 average rating, 36 reviews
The Loft at River's Edge
Indoor spacesKitchenComfort
5.0 out of 5 average rating, 15 reviews
Steps from Lake Koshkonong. Fire Pit. Peaceful.
Indoor spacesKitchenBathroom
4.98 out of 5 average rating, 40 reviews
Waterfront Getaway: kayaks, fishing, gameroom…
Indoor spacesKitchenCondition
5.0 out of 5 average rating, 92 reviews
The Kosh: lake life & relaxation!
KitchenFamilyNearby
4.96 out of 5 average rating, 50 reviewsDestinations to explore
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Baird Center
- Wisconsin State Capitol
- American Family Field
- Lake Kegonsa State Park
- Milwaukee County Zoo
- Milwaukee Public Museum
- University of Wisconsin
- Marquette University
- Cascade Mountain
- Riverside Theater
- Bradford Beach
- Fiserv Forum
- Holy Hill National Shrine of Mary
- Pabst Mansion
- Wisconsin State Fair Park
- Lake Geneva Public Library
- Henry Vilas Zoo
- South Shore Park
- Mitchell Park Horticultural Conservatory
- Discovery World
- Betty Brinn Children's Museum
- Atwater Park





