Stoughton holiday rentals

We found 329 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Stoughton that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the amenities that you expect for your stay, such as air conditioning and Wi-Fi. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Stoughton

Showing deals for:13 Nov - 20 Nov

Private kitchen
Dining
Living area
Dining room and kitchen
Exceptional
(208 reviews)

Madison & ~UW~-Madison Area Lakefront Home

McFarland

8% off
AU$5,075
for 7 nights, 1 cottage
AU$725 per night
includes taxes & fees
Madison & ~UW~-Madison Area Lakefront Home
Lake side of home. Relax and enjoy views of the lake from upper and lower decks.
View of the lake from the upper level master bedroom.
Fully equipped kitchen.
Large kitchen walks out onto 1st floor deck.
Exceptional
(55 reviews)

Waterfront Lake Ripley getaway. Kayak, paddleboard and fish from private pier!

Cambridge

8% off
AU$4,655
for 7 nights, 1 home
AU$665 per night
includes taxes & fees
Waterfront Lake Ripley getaway. Kayak, paddleboard and fish from private pier!
Upper level table/bar
Exterior
Upper level living/tv area
Private kitchen
Exceptional
(59 reviews)

Rustic Lake home Retreat

Edgerton

7% off
AU$2,596
for 7 nights, 1 home
AU$371 per night
includes taxes & fees
Rustic Lake home Retreat
Front Entrance-thanks to my past guests who helped me keep my flowers beautiful!
Interior
Huge Dining Room Table....can be extended to sit 16 people
Exterior
Exceptional
(103 reviews)

Executive Lakefront Home 30 Minutes From Madison!

Fort Atkinson

9% off
AU$8,168
for 7 nights, 1 home
AU$1,167 per night
includes taxes & fees
Executive Lakefront Home 30 Minutes From Madison!
Private kitchen
Exterior
Living area
Exterior
Exceptional
(6 reviews)

Luxurious Mid-Century Modern close to Camp Randall Stadium

Madison

8% off
AU$18,987
for 7 nights, 1 home
AU$2,712 per night
includes taxes & fees
Luxurious Mid-Century Modern close to Camp Randall Stadium
Interior
Upper Deck
Interior
Bedroom #3
Exceptional
(15 reviews)

Large Home close to everything, Dogs welcome.

Madison

15% off
AU$7,325
for 7 nights, 1 home
AU$1,046 per night
includes taxes & fees
Large Home close to everything, Dogs welcome.
Lovely views and gardens
Fire pit and plenty of space to run, play and walk
Gas fire place
Attached garage
Exceptional
(166 reviews)

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

Middleton

8% off
AU$3,203
for 7 nights, 1 home
AU$458 per night
includes taxes & fees
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
Living area
Property grounds
View from the screen porch
Dining
Exceptional
(31 reviews)

Madison Lakefront Cottage, 10 mt to dt Madison ~ 1 mile to bike trail

McFarland

8% off
AU$5,933
for 7 nights, 1 cottage
AU$848 per night
includes taxes & fees
Madison Lakefront Cottage, 10 mt to dt Madison ~ 1 mile to bike trail
Eat-in dinning to sunroom
Terrace/patio
Front Entrance
Kitchen
Exceptional
(9 reviews)

Fully decked out 4 Bdrm, relaxing backyard retreat. Minutes from Epic

Verona

8% off
AU$9,444
for 7 nights, 1 home
AU$1,349 per night
includes taxes & fees
Fully decked out 4 Bdrm, relaxing backyard retreat. Minutes from Epic
Exterior
Living area
Outdoor dining
Room
Exceptional
(139 reviews)

Conveniently Located just off University Avenue on Madison's West Side

Madison

12% off
AU$6,732
for 7 nights, 1 home
AU$962 per night
includes taxes & fees
Conveniently Located just off University Avenue on Madison's West Side
Our 4 Season room is an ideal way to see the views in the Summer & Winter!
The Best View in Oregon, Wisconsin!!
Stairwell to the lower level ... has quite the Artwork by "Gilby" on its walls!
Take advantage of the back deck gas grill. Its complimentary... enjoy!
Exceptional
(6 reviews)

A Best Value! Nice 2+ bdrm home on Foxboro GC in Oregon.. 10 Minutes to Madison!

Oregon

8% off
AU$3,828
for 7 nights, 1 home
AU$547 per night
includes taxes & fees
A Best Value! Nice 2+ bdrm home on Foxboro GC in Oregon.. 10 Minutes to Madison!
Relax in the Family/Rec room with board games, cards, dice, cribbage and the 65" Roku TV w/ROKU. Plus, enjoy the warmth of the gas fireplace.
The open-concept floorplan means living, dining, and kitchen areas are just steps away from each other.
Enjoy your favorite movies, shows, and sports on the 65" TCL ROKU Smart TV with Polk soundbar and subwoofer. Access popular streaming services using your own log-ins.
Grab a furry friend and a cup of brew from the all-out coffee bar and watch the sunrise over the water in the sunroom.
Exceptional
(22 reviews)

FirePit/Grill/Arcade Your Fall Escape Starts Here

Milton

7% off
AU$2,825
for 7 nights, 1 home
AU$404 per night
includes taxes & fees
FirePit/Grill/Arcade Your Fall Escape Starts Here
Queen & Twin side B
Living room side B
Bridge Road Park 2 blocks away
Kitchen side B
Excellent
(15 reviews)

Entire duplex next to waterfront

Madison

9% off
AU$3,615
for 7 nights, 1 home
AU$516 per night
includes taxes & fees
Entire duplex next to waterfront
First Floor Master Leading to Bathroom
Front Entry Way with Railings
Main Entry Way
Butterfly attracting perennial rain garden in side yard
Exceptional
(288 reviews)

A Pleasant Retreat

Sun Prairie

8% off
AU$3,249
for 7 nights, 1 home
AU$464 per night
includes taxes & fees
A Pleasant Retreat
Dining
Property grounds
Living area
Living area
Exceptional
(18 reviews)

Beautiful lake home on Lake Koshkonong

Milton

8% off
AU$3,920
for 7 nights, 1 home
AU$560 per night
includes taxes & fees
Beautiful lake home on Lake Koshkonong
Room
Interior
Exterior
Living area
Exceptional
(32 reviews)

Beautifully remodeled 2 bed 104 Berkley Verona #6

Verona

16% off
AU$1,699
for 7 nights, 1 home
AU$243 per night
includes taxes & fees
Beautifully remodeled 2 bed 104 Berkley Verona #6
Time to enjoy some movie in the inbuilt theater in the living room.
Private sit out area with fireplace.
The burner gas stove to make the meals quick.
Cozy Living Room
Wonderful
(17 reviews)

Home away from home!!!

Sun Prairie

7% off
AU$1,732
for 7 nights, 1 apartment
AU$247 per night
includes taxes & fees
Home away from home!!!
Exterior detail
Private kitchen
Dining
Property grounds
Exceptional
(45 reviews)

Paoli Den - Renovated Flat!

Verona

7% off
AU$2,182
for 7 nights, 1 home
AU$312 per night
includes taxes & fees
Paoli Den - Renovated Flat!
55" Flat Screen TV with cable and DVD player and WiFi Also electric fireplace
View of guest house just inside the front door.
Looking from bathroom and laundry room to front of guest house
Patio with lights
Exceptional
(195 reviews)

A TOUCH OF COUNTRY LIVING Minutes from Madison

De Forest

16% off
AU$2,085
for 7 nights, 1 room
AU$298 per night
includes taxes & fees
A TOUCH OF COUNTRY LIVING Minutes from Madison
The King Room has a wall mounted TV with Netflix and a walk-in closet.
Welcome to Whitewater and our Airbnb!
Open-concept kitchen and wet bar stocked with tea, coffee, and water!
The open-concept kitchen has a gas stove, microwave, dishwasher, and fridge.
Exceptional
(49 reviews)

Pet-Friendly 2 Bedroom Suite Near UWW Campus, Kettle Moraine, and Starin Park!

Whitewater

8% off
AU$2,181
for 7 nights, 1 apartment
AU$312 per night
includes taxes & fees
Pet-Friendly 2 Bedroom Suite Near UWW Campus, Kettle Moraine, and Starin Park!
Living area
Private kitchen
Interior
Room
Exceptional
(27 reviews)

Luxury loft in the heart of downtown Janesville

Janesville

8% off
AU$4,572
for 7 nights, 1 apartment
AU$653 per night
includes taxes & fees
Luxury loft in the heart of downtown Janesville

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Travel to lively Stoughton

The area's opera and musicals are just some of the reasons to come on holiday to Stoughton. This trendy city is known for its boating, fishing and hiking. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Stoughton

Do you want to find things to do while you're in the area? Venture out of your holiday home and check out everything that Stoughton has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Henry Vilas Zoo (13.8 mi / 22.3 km)
  • Lake Monona Shoreline Run (14.4 mi / 23.2 km)
  • Reddan Soccer Park (16.6 mi / 26.7 km)
  • University Ridge Golf Course (18.2 mi / 29.2 km)
  • Edgerton Towne Country Club (9.5 mi / 15.3 km)
  • Legend at Bergamont (9.8 mi / 15.7 km)

Exploring the natural landscape of Stoughton

Whether you're an adventurous traveller or just want to take in the scenery, Stoughton is a great spot to appreciate mother nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Waubesa (8.3 mi / 13.4 km)
  • Lake Ripley Park Beach (12.4 mi / 20 km)
  • Olbrich Botanical Gardens (13.5 mi / 21.8 km)
  • University of Wisconsin-Madison Arboretum (13.8 mi / 22.2 km)
  • Lake Koshkonong (14.6 mi / 23.5 km)
  • Lake Mendota (16.5 mi / 26.6 km)

Travelling to and around Stoughton

Fly into Dane County Regional Airport (MSN), the closest airport, located 16.5 mi (26.6 km) from the city centre.

Frequently asked questions

What is the best area to stay in Stoughton when booking a holiday rental?
When considering a holiday rental in Stoughton, Wisconsin, the downtown area is an excellent choice. This vibrant neighbourhood offers a charming mix of local shops, cafes, and restaurants, making it convenient for visitors to explore the town's offerings. The historical architecture adds to the area's appeal, creating a delightful atmosphere for leisurely strolls.One of the top attractions nearby is the Stoughton Opera House, which hosts a variety of performances and events throughout the year, showcasing local talent and drawing in visitors from the surrounding areas. Additionally, the nearby Mandt Park provides a lovely outdoor space for picnics and recreational activities, including walking trails and playgrounds, superb for families.In terms of holiday rentals, the downtown area features a variety of properties, from cosy apartments to larger homes that can accommodate families or groups. Staying in this neighbourhood allows you to fully immerse yourself in the local culture while enjoying the convenience of being close to key attractions.
What is the most popular type of holiday rental accomodation in Stoughton?
In Stoughton, cottages are the most popular type of holiday rental, with about 24 available throughout the area. These charming properties often provide a quaint, home-like atmosphere, making them great for couples or small families. Most cottages feature cosy living areas, fully equipped kitchens, and outdoor spaces for enjoying the lovely Wisconsin scenery.In addition to cottages, there are several holiday houses that cater to larger groups or families needing extra space. These homes generally offer multiple bedrooms, spacious living areas, and ample outdoor areas for relaxation or gatherings.
Are there any family house rentals in Stoughton?
In Stoughton, Wisconsin, there are several family-friendly house rentals available, making it a great choice for groups visiting the area. The homes typically offer spacious living areas, full kitchens for preparing family meals, and outdoor spaces for children to play. Many properties come equipped with amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay.Visitors can explore the charming downtown area, which features local shops and eateries, or take a stroll along the scenic banks of Lake Kegonsa. The nearby Kegonsa State Park provides opportunities for outdoor activities, including hiking and picnicking, great for families looking to enjoy nature.
Are there any remote work holiday rentals in Stoughton?
In Stoughton, Wisconsin, there are numerous options for remote work holiday rentals, with around 32 available throughout the area. These properties cater well to the needs of remote workers, often featuring high-speed internet and Wi-Fi in rooms, ensuring a reliable connection for professional tasks. Many rentals also include designated workspaces, such as desks or office setups, allowing guests to work comfortably during their stay.The town itself boasts a charming atmosphere, with access to local amenities and parks, providing a pleasant backdrop for work-life balance. Stoughton is known for its cultural heritage and nearby recreational opportunities, making it an appealing destination for those looking to blend work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Stoughton?
In Stoughton, popular holiday rental amenities often include kitchens, allowing guests to prepare their own meals and enjoy the comforts of home. Many properties also feature outdoor spaces such as decks or patios, superb for relaxing in the fresh air. Onsite parking is commonly available, making it convenient for those travelling by car. Additionally, rentals may be located near swimming options, providing opportunities for leisure and recreation.
When is the best time to visit Stoughton for a holiday rental?
April is the most popular month to visit Stoughton, Wisconsin, as it heralds the arrival of spring and the peak travel season that runs from March to May. This is a vibrant time for visitors, with many opportunities to engage in outdoor activities and local festivities. The warming weather enhances the charm of Stoughton, making it an ideal backdrop for sightseeing and enjoying the scenic beauty of the area.During this period, temperatures typically range from around 5 to 15 degrees Celsius, providing a comfortable climate for exploring the quaint town and its surroundings. Visitors can stroll through the picturesque parks, attend local events, and even experience the annual Syttende Mai festival, which celebrates Norwegian heritage with parades and traditional foods.For those looking for a more budget-friendly option, consider visiting in December. While this is the low season, it offers a unique charm with holiday decorations and a peaceful atmosphere. Exploring Stoughton during this time allows you to experience the town's winter wonderland without the crowds, making it an excellent choice for a serene getaway.
What are the top attractions in Stoughton?
In Stoughton, visitors can enjoy a variety of attractions that highlight the town's rich history and vibrant community. The historic downtown area features charming shops and eateries along Main Street, where you can find local crafts and unique gifts. The Stoughton Opera House is a significant cultural landmark, often hosting performances and events, making it a great spot for those interested in the arts.Nearby, the Stoughton Historical Museum offers insights into the town's heritage, showcasing exhibits related to local history and the area's Norwegian influence. For outdoor enthusiasts, the scenic parks such as Mandt Park provide lovely walking trails and picnic areas, superb for enjoying the natural beauty of the region.
Are all fees included in the Stoughton holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Stoughton holiday homes with parking?
Stayz offers a wide selection of holiday homes in Stoughton with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Stoughton holiday homes?
You can find great discounts on holiday homes in Stoughton on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Stoughton holiday home booking on Stayz?
To find Stoughton holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Stoughton?
A long-stay holiday home in Stoughton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Stoughton holiday home?
Book your Stoughton holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Stoughton?
Prices for holiday homes in Stoughton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Stoughton to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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