Stoughton Vacation Rentals

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Our top choices for Stoughton vacation rentals

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (48)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
$160 nightly
The price is $169
Dec 29 - Dec 30
Total with taxes and fees
Log Cabin at Lake Koshkonong - “The Overlook”

Enjoy Nature with Full Comfort!

Enjoy Nature with Full Comfort!
Verona
9.2 out of 10, Wonderful, (39)
"Clean room, nice host, good air conditioning, beautiful location."
United States
Michael S.
$121 nightly
The price is $128
Dec 29 - Dec 30
Total with taxes and fees
Enjoy Nature with Full Comfort!

Cannery Square Unit - 106 by Patriot Properties

Cannery Square Unit - 106 by Patriot Properties
Sun Prairie
9.4 out of 10, Exceptional, (26)
"Great place "
United States
Armando
$284 nightly
The price is $320
Dec 30 - Dec 31
Total with taxes and fees
Cannery Square Unit - 106 by Patriot Properties

2 Bedroom - Main Street Sun Prairie WI

2 Bedroom - Main Street Sun Prairie WI
Sun Prairie
9.6 out of 10, Exceptional, (36)
"Clean and quiet. Nice neighborhood amenities. "
United States
Mark L.
$279 nightly
The price is $314
Jan 11 - Jan 12, 2026
Total with taxes and fees
2 Bedroom - Main Street Sun Prairie WI

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
2.0 star property
Edgerton
10.0 out of 10, Exceptional, (5)
"Beautiful and interesting stay!! Comfortable and spacious accommodations for our visit to over the vines wedding venue.. "
United States
Amy S.
$246 nightly
The price is $254
Dec 29 - Dec 30
Total with taxes and fees
Spacious Condo: Historic Boutique Rental in Downtown Edgerton

A little home away to decompress, meditate, or get some work done.

A little home away to decompress, meditate, or get some work done.
2.0 star property
Edgerton
$80 nightly
The price is $84
Dec 29 - Dec 30
Total with taxes and fees
A little home away to decompress, meditate, or get some work done.

Cannery Square Short Term Rentals -104 by Patriot

Cannery Square Short Term Rentals -104 by Patriot
Sun Prairie
9.6 out of 10, Exceptional, (45)
"Roomy. Kitchen had basics. Good beds and pillows. "
United States
Susan
$284 nightly
The price is $320
Dec 29 - Dec 30
Total with taxes and fees
Cannery Square Short Term Rentals -104 by Patriot

King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very Good, (5)
"Great place for a stay."
United States
Andy D.
$124 nightly
The price is $142
Dec 30 - Dec 31
Total with taxes and fees
King Suite | Free Breakfast. Pool and Hot Tub

New Luxury & Spacious House in the Heart of Janesville

New Luxury & Spacious House in the Heart of Janesville
2.0 star property
Janesville
9.0 out of 10, Wonderful, (4)
"Great to have your own place in a nice area of town. "
United States
Amanda E.
$400 nightly
The price is $454
Jan 4 - Jan 5, 2026
Total with taxes and fees
New Luxury & Spacious House in the Heart of Janesville

Pet-Friendly Farmhouse 2 Bedroom Near UWW Campus, Starin Park, & Kettle Moraine!

Pet-Friendly Farmhouse 2 Bedroom Near UWW Campus, Starin Park, & Kettle Moraine!
Whitewater
9.8 out of 10, Exceptional, (17)
"Was perfect for our weekend visit. Location was great for UW Whitewater parents weekend. Would definitely stay again!!"
United States
Chad A.
$173 nightly
The price is $196
Jan 26 - Jan 27, 2026
Total with taxes and fees
Pet-Friendly Farmhouse 2 Bedroom Near UWW Campus, Starin Park, & Kettle Moraine!

Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
$143 nightly
The price is $161
Dec 29 - Dec 30
Total with taxes and fees
Pool with Slide. Great for Business Travelers!

Sugar River Suite - Your Sweet Escape in the Heart of it All!

Sugar River Suite - Your Sweet Escape in the Heart of it All!
New Glarus
10.0 out of 10, Exceptional, (20)
"Super clean & right in the middle of town. Great place for a girls getaway weekend!"
United States
Rachel I.
$163 nightly
The price is $180
Jan 2 - Jan 3, 2026
Total with taxes and fees
Sugar River Suite - Your Sweet Escape in the Heart of it All!

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (7)
"Stayed with friends for the weekend and really enjoyed the home. It was comfortable and had great amenities for our group!"
United States
Anakin F.
$397 nightly
The price is $450
Jan 11 - Jan 12, 2026
Total with taxes and fees
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Studio Queen in the heart of downtown.

Studio Queen in the heart of downtown.
2.0 star property
Downtown Madison
10.0 out of 10, Exceptional, (1)
"Convenient location for events on the Capital Square, State Street and UW-Madison Campus."
United States
Jeffrey W.
$193 nightly
The price is $223
Dec 29 - Dec 30
Total with taxes and fees
Studio Queen in the heart of downtown.

A Pleasant Retreat- No Cleaning Fee & New Discounts

A Pleasant Retreat- No Cleaning Fee & New Discounts
Sun Prairie
10.0 out of 10, Exceptional, (262)
"Great place and the hosts were great!"
United States
Drew M.
$312 nightly
The price is $351
Jan 1 - Jan 2, 2026
Total with taxes and fees
A Pleasant Retreat- No Cleaning Fee & New Discounts

Hot Tub - Private Pool - Game Room - 20 min DT

Hot Tub - Private Pool - Game Room - 20 min DT
2.0 star property
Sun Prairie
10.0 out of 10, Exceptional, (1)
"The house was clean, large, and nicely decorated. It felt welcoming and homey. The host was friendly and responsive to our questions. "
United States
Ellen M.
Hot Tub - Private Pool - Game Room - 20 min DT

Hot Tub - King Suite - Game Room - Large Groups

Hot Tub - King Suite - Game Room - Large Groups
Sun Prairie
10.0 out of 10, Exceptional, (16)
"We had a great visit "
United States
Jennifer D.
$542 nightly
The price is $646
Dec 29 - Dec 30
Total with taxes and fees
Hot Tub - King Suite - Game Room - Large Groups

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
2.0 star property
Middleton
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay at this property, and it truly exceeded our expectations. The location is excellent—perfectly situated with convenient access to both the east and west sides of Madison, making it easy to get wherever we needed to go. The owners were incredibly helpful and responsive, answering the few questions we had quickly and kindly, which made the entire experience even smoother.One of the biggest highlights for us was the private fenced-in area, which was absolutely perfect for our...
United States
Jessi P.
$274 nightly
The price is $303
Jan 4 - Jan 5, 2026
Total with taxes and fees
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

*Family Retreat* *Indoor Pool* *Arcade*

*Family Retreat* *Indoor Pool* *Arcade*
Janesville
9.8 out of 10, Exceptional, (10)
"Our extended family loved this place - lots of fun with the arcade and the pool. Everything was really nice and modern. Kitchen was well stocked and easy to cook family meals. We would definitely come back."
United States
Benjamin L.
$835 nightly
The price is $948
Jan 26 - Jan 27, 2026
Total with taxes and fees
*Family Retreat* *Indoor Pool* *Arcade*

Hot Tub - Game Room - 20 min to Capitol - Pets

Hot Tub - Game Room - 20 min to Capitol - Pets
2.0 star property
Sun Prairie
$552 nightly
The price is $608
Dec 29 - Dec 30
Total with taxes and fees
Hot Tub - Game Room - 20 min to Capitol - Pets
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Stoughton Hotel Reviews

Find out more about Stoughton

Everything you need to know about Stoughton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Stoughton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stoughton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Stoughton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stoughton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Stoughton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $161 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Stoughton rentals

At Expedia, we put the best Stoughton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Stoughton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stoughton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stoughton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Stoughton?

Yes, we offer vacation rentals near top attractions in Stoughton, or you can choose a more remote option if you want a relaxing place to stay. Stoughton is known for its musical theater and lake views.

What's the top vacation rental in Stoughton?

A Pleasant Retreat- No Cleaning Fee & New Discounts: This vacation home rental outside of Stoughton offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Stoughton?

Expedia has 3 vacation rentals for your stay in Stoughton.

What’s there to see and do in Stoughton?

Lake Kegonsa and Lake Kegonsa State Park are a couple of scenic spots to enjoy the outdoors, whereas Stoughton Opera House is one of the cultural attractions. Livsreise Norwegian Heritage Center and Mandt Park are other places to visit while you're in town.

What’s a vacation rental in Stoughton like?

Vacation rentals are private properties where you can stay for several days or longer in Stoughton. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.