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Holiday houses in Stoughton

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Top-rated holiday rentals in Stoughton

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

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Top Guest favourite
Yurt in Cambridge
4.98 out of 5 average rating, 251 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

Top Guest favourite
Farm stay in Cambridge
4.99 out of 5 average rating, 103 reviews

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

Top Guest favourite
The exterior of the bungalow showcases a charming yellow facade, complemented by a welcoming front porch. Lush green grass and well-kept shrubs frame the entrance, while tall trees provide shade in the background. The overall setting reflects a peaceful neighborhood vibe.
Home in McFarland
4.91 out of 5 average rating, 161 reviews

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!

Guest favourite
Home in McFarland
4.86 out of 5 average rating, 173 reviews

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.

Top Guest favourite
An open-concept living space features warm wood paneling and large glass sliding doors offering views of the river. A seating area is arranged with plush cushions, and a wooden table with bar stools is positioned nearby, inviting relaxation while enjoying the serene waterfront scenery.
Cabin in Edgerton
5 out of 5 average rating, 168 reviews

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.

Top Guest favourite
A cozy living area features a white-bricked fireplace with an arch-shaped mirror above it. A round table with two chairs stands adjacent to the fireplace, while a light blue chair is positioned nearby. Soft natural light enters through the window, enhancing the serene atmosphere.
Guesthouse in Sun Prairie
4.98 out of 5 average rating, 397 reviews

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!

Top Guest favourite
A private yard is featured with a concrete patio surrounded by a black fence. Lounge furniture and a gas fire pit provide comfortable seating under string lights, creating an inviting outdoor space. Lush greenery and flowers add color to the serene environment.
Home in Stoughton
5 out of 5 average rating, 28 reviews

25min to Capitol - KING Suite - Game Room - Groups

🔸Large groups & families - 1 King, 2 Queen, 2 twin beds, and 2 queen floor mattresses 🔹Game room w/ 85" TV, ping pong, foosball, stick hockey, arcade game & board games 🔸Private yard w/ concrete patio, lounge furniture, gas fire pit & corn hole 🔹Highchair & pack n’ play - free to use 🔸Fully stocked kitchen w/ island seating 🔹You'll find "The Kohl Center, UW-Madison, Camp Randall Stadium, State Street, The Capitol, & The Alliant Energy Center" within a 25 minute drive

Guest favourite
The Orchard House is illuminated against a twilight sky, showcasing its wooden exterior. Large glass doors reveal a cozy interior with soft glowing lights. A tranquil setting is framed by surrounding trees and open grassland.
Home in Stoughton
4.98 out of 5 average rating, 51 reviews

The Orchard House

In a complex world that makes so many demands your time and attention, the Orchard House is a simple, Nordic-inspired refuge where you can be restored, reconnected, and refreshed. Midweek special: $1000 for 5 nights, Sunday evening through Friday morning. The Orchard House is a private retreat set on 30 acres in the Wisconsin countryside, just 20 minutes from Madison. A wood -fired hot tub set in a secluded forest clearing is available year round for outdoor soaking.

Top Guest favourite
Apartment in Oregon
4.97 out of 5 average rating, 118 reviews

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!

Guest favourite
Home in Edgerton
4.93 out of 5 average rating, 346 reviews

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.

Top Guest favourite
The image depicts a charming three-building arrangement situated on a cul-de-sac. The structures feature varying architectural styles with a mix of siding colors. Lush greenery is visible in the surrounding landscape, and an American flag is displayed on one of the buildings under a blue sky with scattered clouds.
Guest suite in Deerfield
4.96 out of 5 average rating, 171 reviews

Studio on the Prairie Fen

Kick back and relax at the Studio! The Studio is a 400 sq ft unique suite in the lower level of our home. A private locked entrance opens up to a sunny space with great views of a wetland beyond the backyard. Private patio to enjoy morning coffee and the sunrise. A great place to unwind and enjoy nature's beauty! We have binoculars if you love bird watching, and bikes to ride or hike the Glacial Drumlin Trail just 0.1 mile from the front door. Lic LICHMD-2021-00621.

Top Guest favourite
A cozy living area is presented with a dark leather sofa and an armchair. A wooden coffee table sits in the center, surrounded by a textured area rug. Decorative lamps provide soft illumination, while light walls create a warm atmosphere.
Apartment in Stoughton
5 out of 5 average rating, 30 reviews

Bees on Main: sweeter than ever

Located in the heart of Stoughton's Downtown Historic District, "Bees on Main" is a lovingly renovated upstairs apartment. You'll find the Opera House, Chorus, and Stoughton's wonderful shops, restaurants, pubs, and galleries only steps away. The Yahara River and Fairgrounds are within a few blocks, and there's space on the private deck to safely store your bikes or kayaks if you want to enjoy the great outdoor activities and nature surrounding Stoughton.

Popular amenities for Stoughton holiday rentals

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 $209 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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