
Holiday houses 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 Equestrian 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!

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.

Rock River Rest, river cottage close to Madison!
Escape the city to our 1920s vintage riverside cottage. Nestled among centuries old Oaks, enjoy your own private sanctuary with over 100 feet of waterfront. Relax with a bonfire under the stars, sip coffee watching wildlife up close or unwind after a day kayaking from our waterfront. Perfect for couples, travelers, or business persons -- come and enjoy the scenic countryside, all with the convenience of location: we are a quick 25 minutes to Madison or a short drive from MKE + Chicago.

Quiet Waterfront 2BR w/Dock & Huge Patio
Escape to a charming cottage on the tranquil Rock River in Edgerton, WI, where each season offers unique beauty. In summer, enjoy kayaking, fishing, and boating. Fall brings vibrant foliage and crisp air, perfect for outdoor walks. Winter transforms the landscape into a serene, snow-covered wonderland. With picturesque views, modern amenities, and nature at your doorstep, this cozy retreat invites relaxation and adventure year-round. Watch the stars light up the night sky in any season.

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 ✨

Rustic Lake Home Retreat
Our home is located just across the street from the lake. We have lake access via a private beach everyone in the area uses. We do not have a dock for your use. Make left out of the house to Lake Shore Dr. Then left to walking path located 100 feet up on the right side. When using the beach please be mindful of others who may be using it as well. Use proper etiquette, respect others, leash your dogs, and ensure you clean up the area when you leave. PETS NEGOTIABLE, BY INQUIRY ONLY

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!

Vast Lake Koshkonong Views from Pier, Deck, & Home
Our 3 Bedroom, 12 Bathroom House is located directly on the shores of Lake Koshkonong. The back deck overlooks thousands of acres of lake with endless lake views. Just steps off the deck, one can enjoy the grassy landscape leading to the lakeside fire-pit. Then continue out onto the end of the 140 foot top notch pier. The pier (seasonally of course) includes a bench on the end and stairs into the water so that you can take a refreshing swim on our sandy bottom shoreline.
Popular amenities for Stoughton holiday rentals
Other great holiday rentals in Stoughton

Beautiful Lake Home- On Lake Waubesa

The Historic Johnson House

Le Gallus Palace - A Tiny House

Maple Beach Cottage

Sauna | Hot Tub | EV+ | Luxury | Cozy | Private

Kosh Cottage - Beach Vibes & Kayak Rides!

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

Newly Constructed 1 Bedroom Home near Lake Waubesa
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 $205Â NZD per night before taxes and fees

Verified guest reviews
Over 380 verified reviews to help you choose

Wi-Fi availability
10 of Stoughton holiday rentals include Wi-Fi 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
- Kohl Center
- American Players Theatre
- Lake Geneva Cruise Line
- Camp Randall Stadium
- Alliant Energy Center
- Rock Cut State Park
- Lake Geneva Ziplines & Adventures
- Overture Center For The Arts
- Chazen Museum of Art
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Madison Childrens Museum
- Big Foot Beach State Park





