
Holiday rentals in Stoughton
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Top-rated holiday rentals in Stoughton
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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

Cozy Magnolia Style 2-Bedroom Home with Loft
Cozy 2BR 1900's bungalow with beautiful backyard. Step into the Magnolia style living and dining room with decorative crown molding and new floors. Large bedroom with plenty of storage and finished attic for the kids or additional guests. Mudroom with laundry and relaxing front porch add to this spacious home. Outside is the true GEM, with adorable patio area just waiting for fire pit gatherings. Located close to parks, canoe/kayak launch, eateries, and shopping. Quick drive to downtown Madison!

Cool, Roomy, Scenic Country Art Studio
Creative souls love my marvelous studio retreat, a delightful one-room loft-style space featuring tall ceilings, an entire wall of sliding glass doors, kitchenette, piano, and an expansive view of a picturesque barn, pasture, and wooded hills. This amazing, heated, spacious country getaway has no plumbing— it's just a few steps across the yard to the main house guest bathroom. Come create, relax, and renew here! Good dogs in your reservation must be leashed outside, kenneled when you’re away.

Cottage Suite + Jacuzzi Bathtub & Sauna
This Suite is perfect for 1-5 people seeking convenient proximity to most things Madison 10-15 minutes to downtown. *Freshly remodeled guest dedicated- full 1st floor private suite. You will enjoy a bright- enclosed front porch & welcoming pergola in back. *Please note: 2nd floor is a seperate apartment. Fast WIFI●Infrared Sauna●2 Smart TV 's●Full Kitchen●Washer/Dryer●Dishwasher ●Off-Street parking●Quiet neighborhood ●Reverse osmosis H²O●Smart lock's●Jacuzzi tub/shower●Shampoo/Cond/Bodywash

Fun Lake Kosh Private Pier, Decks, Fire Pit, Grill
Gather at the White House: a stylish lake house with private pier, 4Br/2.5bath/beds for 15 people, fire pit, gas grill, huge yard, 2 wooded acres. Lake Koshkonong is one of WI’s largest, famous for its boat-up restaurants/bars, fishing, and water sports all accessible from our private pier. Located along 39/90hwy - 90 mins to Chicago/30 min to Madison. Perfect for entertaining: fully stocked, professionally cleaned, open floorplan, 3-story outdoor living, dining & patio, playroom & much more!

The little Green Birdhouse-McFarland/Monona
Adorable tiny house located just 1/2 block to Lake Waubesa with public lake access. It's a 1/2 mile walk to the Yahara bike path, access to the Capital City bike path and into downtown Madison. Spacious, open living room. Open concept kitchen with butcher block countertops. One bedroom with an attached full bath. Laminate hardwood floors throughout. 2 car parking pad. Large backyard with a firepit, brand new fence, and a nice view of the lake. The neighborhood is quiet and welcoming.

Waterfront modern cabin w/ kayaks
VERY romantic getaway for 2! Enjoy your own private dock, welcome to tie off your own boat or rent locally. Complimentary use of 2 kayaks. Beautiful modern riverfront cabin near Lake Koshkonong's eateries and entertainment. Soak in the gorgeous Wisconsin summer with water activities at your fingertips. The rest of the year take in the pristine wonderland views in our enclosed balcony. Only 30 minutes from Madison's world class culinary experiences, performance arts, sports & festivals.

Charming Waterfront Getaway | 2BR Near Madison
Unwind in this peaceful 2BR home in McFarland—perfect for a quiet getaway just 15 min from Madison 🌿 • A nature-filled, rural setting next to a small, charming campground & marina • Nestled near a scenic inlet connecting to Yahara River & Lake Kegonsa (house is not directly on lake/river) • Peaceful walking trails + beautiful scenery • Close to Lake Kegonsa State Park • Easy drive into Madison for dining & events Perfect for couples or small families looking to relax near Madison ✨

Charming Milkhouse Cottage, minutes from Madison!
Welcome to The Milkhouse Cottage! Serving as an original milkhouse from the late 1800s on our pre-civil war farmhouse property, you will feel the timeless elegance of the original character and the beautiful french cottage decor. Perfect for couples, travelers, or business persons -- come and unwind in the scenic heartland countryside and rustic elegance, all with the convenience of location -- we are a quick 15 minute drive from the airport and all that Madison has to offer!

Buoys UP! Lake Life & Sunsets
Looking to unwind & enjoy Lake Life-where weekends begin any day of the week-any season you choose? Here at Buoys UP! you will be able to do just that. Enjoy private access to our newly remodeled 2 bedroom lake house at Lake Koshkonong, WI. Overlook the private road this little gem is located on and enjoy the wonderful lake views and the beautiful sunsets. Stroll down the road for apx. a 2 minute walk to take advantage of your personal lake access Buoys UP! offers just for you.

Main St 2 Bdrm - Walk to coffee & sushi!
* Be sure to check out our winter extended stay discounts for 3+ nights! * Welcome to historic downtown Oregon! Nestled in a picturesque setting, this elegant retreat combines modern comfort with historic charm. You'll be steps away from locally owned coffee and gift shops, a wine reserve & restaurants! With convenient access to Madison (14 mi), experience the best of both worlds – small-town tranquility and urban excitement. Whether for work or leisure, welcome home!
Popular amenities for Stoughton holiday rentals
Other great holiday rentals in Stoughton

The Historic Johnson House

Beautiful Lake Home- On Lake Waubesa

Le Gallus Palace - A Tiny House

Kosh Cottage - Beach Vibes & Kayak Rides!

Lakefront getaway w/sunset view-4BRRelax-Lake Life

Quiet, Peaceful A-Frame Chalet

Lakefront Family Home- Dock, Boats and Game Room

The Overlook on Lake Koshkonong - Custom Log Cabin
Quick stats about holiday rentals in Stoughton

Total holiday rentals
Explore 10 holiday rentals in Stoughton

Nightly prices starting at
Stoughton holiday rentals start at €103 per night before taxes and fees

Verified guest reviews
Over 380 verified reviews to help you choose

Wifi availability
10 of Stoughton holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Stoughton rentals

4.9 Average rating
Stoughton stays are highly rated by guests – averaging 4.9 out of 5!
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- Devil's Lake State Park
- Alpine Valley Resort
- Wisconsin State Capitol
- Lake Kegonsa State Park
- House on the Rock
- Wollersheim Winery & Distillery
- Cascade Mountain
- Governor Dodge State Park
- Henry Vilas Zoo
- Lake Geneva Public Library
- Lake Geneva Cruise Line
- Lake Geneva Ziplines & Adventures
- Tyrol Basin
- American Players Theatre
- Camp Randall Stadium
- Chazen Museum of Art
- Overture Center For The Arts
- Rock Cut State Park
- Dane County Farmers' Market
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Madison Childrens Museum
- Monona Terrace Community And Convention Center
- Nicholas Conservatory And Gardens
- Alpine Valley Music Theatre





