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Stoughton vacation rentals

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Top-rated vacation rentals in Stoughton

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

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Cabin in Edgerton

4.89 out of 5 average rating, 197 reviews

The Overlook on Lake Koshkonong - Custom Log Cabin

Custom Log cabin on Lake Koshkonong. Great yard for campfires & lawn games; over-sized deck to enjoy sunsets and breathtaking lake views. Lake access at public boat launch just down the road for swimming, fishing, or kayaking. Full bath with large suite featuring a king size bed & two single beds can accommodate up to 5 guests. Full bath with stand up shower in lower level and washer/dryer on site also. Kayak rentals available at the cabin. Lawn games, poker table, board games & more available!

Aug 17 – 24

ﺩ.ﺇ460 per night

Home in Madison

4.95 out of 5 average rating, 300 reviews

Cottage Suite + Whirlpool Tub.

Welcome! This Suite is perfect for traveling professionals looking for long term accommodations. *Freshly remodeled guest dedicated- full 1st floor private suite. You will enjoy a bright- enclosed front porch & a welcoming rear pergola + table & chairs -Awesome WIFI -2 Smart TV 's -Full Kitchen -Washer & Dryer -Dishwasher -Off-Street parking -Quiet neighborhood -Reverse osmosis -Smart lock's -Whirlpool tub/shower + soaps *Convenient location to most everything Madison.

Mar 11 – 18

ﺩ.ﺇ596 per night

Guest suite in Madison

4.97 out of 5 average rating, 295 reviews

Private & Clean Apartment Near Downtown & Airport

Private, sunny basement unit with separate entry accessible by keycode. 1 bedroom (queen), full bath, sitting area (2 twins/king bed), desk, WI-FI, TV, mini fridge, microwave, & coffee/tea. On street parking. Kid friendly! Note: We live with kids above the apartment - you will hear us walking around & some water pipes. 2-4 mi from Airport, Capitol, & UW Campus. Walk to brunch, pub, jazz lounge, bubble tea, grocery store, park, & bike path. Licensed by City & State. Paying all taxes & fees.

Aug 14 – 21

ﺩ.ﺇ302 per night

Yurt in Cambridge

4.97 out of 5 average rating, 543 reviews

YurtCation

YurtCation is a relaxing getaway with lake frontage and nature trails. There is another yurt about 300ft up the same driveway. There are a total of two yurts and two homes that have access to the same 17 acre lake. Each yurt is off the grid and has their own queen-sized comfy bed, wood stove, Weber grill w/charcoal, fire pit, firewood, fresh water, canoe, and clean Porto Potty. Pet Policy: Max two - Must be in your sight and supervised at all times or $500 fine and check out immediately.

Feb 27 – Mar 6

ﺩ.ﺇ498 per night

Guest suite in Madison

4.99 out of 5 average rating, 149 reviews

Peaceful 2 BR/1 BA w/ patio, firepit & pool table

• 1400 sq.ft. lower level suite • Private backyard with patio & gas fire pit • Two TVs • Electric fireplace • Pool and Air hockey table • Stocked kitchenette w/ bar seating area • Workspace • Blackout shades and curtains • Onsite parking in driveway for one vehicle • Ample street parking • 16-min drive to UW campus and downtown • 9-min drive to the airport • 6-min drive to shopping and restaurants • Extremely safe neighborhood • License No. LICHMD-2022-00079 • Zone Permit ZTRHP1-2022-00005

Mar 6 – 13

ﺩ.ﺇ490 per night

Home in Madison

4.88 out of 5 average rating, 209 reviews

Private apartment -2 Beds, Kitchen Office, Sunroom

COVID CLEANED Private Garden Apartment. Feel at home in your private lower level living space. Our home is surrounded by beautiful landscaped gardens and patios. We are located near the lake, on the lake bike loop, in the heart of Madison. Relax outside, enjoy dinner on the patio or have a bonfire. Venture out on a bike ride to the farmer's market on the Capital Square, or visit Monona Terrace, State Street, Olbrich Gardens or the Alliant Energy Center; just a short distance away.

Aug 20 – 27

ﺩ.ﺇ525 per night

Guest suite in Sun Prairie

4.89 out of 5 average rating, 245 reviews

Entire Countryside Garden Suite, Peaceful Retreat

Welcome to our home! We have upgraded our Garden Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.

Aug 24 – 31

ﺩ.ﺇ414 per night

Tiny home in Darlington

4.98 out of 5 average rating, 589 reviews

Arbor Crest Cottage- Peaceful farm stay getaway.

Thank you for checking out Arbor Crest Cottage! Jeremiah and I would be happy to host you. We are entering our 5th year of hosting and have been enjoying the experience. Our farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore our property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.

Oct 27 – Nov 3

ﺩ.ﺇ374 per night

Guesthouse in Stoughton

4.94 out of 5 average rating, 330 reviews

Country cabin, birders paradise.

Country cabin with small kitchen, SMALL BATHROOM, large porch, gardens and birds galore. Located in the country just south of Madison WI. Enjoy the country life, quiet yet close enough to the city to enjoy Madison's activities or Stoughton's Opera House. Sauna, Fire pit, hiking, ask about pets. WiFi is available but not reliable, this is a country setting with slow connections. Please communicate with me regarding pets before booking.

Feb 6 – 13

ﺩ.ﺇ339 per night

Home in Oregon

4.99 out of 5 average rating, 150 reviews

Contemporary home near Madison

Located in a quiet neighborhood only twenty minutes away from Madison, this contemporary home is the perfect place for large groups. The home has three spacious bedrooms with a large kitchen and two outdoor patios for entertaining. It is a great place to relax and enjoy the Wisconsin weather inside and out! If you require additional sleeping accommodations, an air mattress can be made available.

Aug 13 – 20

ﺩ.ﺇ1,059 per night

Loft in McFarland

4.97 out of 5 average rating, 112 reviews

Private Loft in Historic McFarland House

This newly remodeled unit is located in the attic of the Historic McFarland House, built in 1857 in the community that bears its name. Nestled in our small suburban downtown, this unit is perfect for travelers visiting the Madison area or nomads making a pit stop in the mid-west. Only 8mi to campus or a quick commute to the capitol, McFarland is an easy exit off multiple highways and interstates.

Dec 29 – Jan 5

ﺩ.ﺇ456 per night

Apartment in Albany

4.93 out of 5 average rating, 158 reviews

Sugar River Hideaway

Newly renovated, 3-bedroom vacation home located on the Sugar River in downtown Albany. Albany is a quaint little town with a lot to offer. Enjoy tubing/canoeing down the river, a diner, pizza place, Italian restaurant, 3 taverns, and a bowling alley all within the downtown block. With being only 30 miles away from Madison and 17 miles from New Glarus, Albany is a prime location for your stay!

Jun 9 – 16

ﺩ.ﺇ424 per night

Vacation rentals for every style

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Popular amenities for Stoughton vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Stoughton's top sights

Koffee Kup4 locals recommend

Deaks Pub & Grill4 locals recommend

Banushis Bar & Grill4 locals recommend

Stoughton Opera House5 locals recommend

Viking Brew Pub7 locals recommend

Fosdal Home Bakery6 locals recommend

Other great vacation rentals in Stoughton

Cabin in Whitewater

4.94 out of 5 average rating, 288 reviews

Glamping Cabin on Cold SpringTree Farm

Oct 3 – 10

ﺩ.ﺇ336 per night

Home in Edgerton

4.98 out of 5 average rating, 128 reviews

Cozy Lake Home on Water: Large deck, Yard & Dock

Oct 26 – Nov 2

ﺩ.ﺇ1,553 per night

Guesthouse in Sun Prairie

4.98 out of 5 average rating, 305 reviews

Charming Milkhouse Cottage, minutes from Madison!

Oct 10 – 17

ﺩ.ﺇ563 per night

Home in Edgerton

4.87 out of 5 average rating, 160 reviews

Rustic Lake Home Retreat

Sep 18 – 25

ﺩ.ﺇ900 per night

Guest suite in Middleton

5.0 out of 5 average rating, 113 reviews

Quiet sunlit studio near vibrant downtown

Jul 23 – 30

ﺩ.ﺇ466 per night

Apartment in Janesville

4.96 out of 5 average rating, 157 reviews

Cozy Apartment Close to Downtown Janesville

Apr 22 – 29

ﺩ.ﺇ326 per night

Guesthouse in Mount Horeb

4.97 out of 5 average rating, 543 reviews

Cool, Scenic Country Art Studio

May 30 – Jun 6

ﺩ.ﺇ409 per night

Loft in Monroe

4.99 out of 5 average rating, 121 reviews

Loft 3 - On The Historic Monroe Square

Oct 28 – Nov 4

ﺩ.ﺇ410 per night

Other great vacation rentals in Stoughton

Guest suite in Deerfield

4.96 out of 5 average rating, 27 reviews

Glacial Drumlin Guest Suite

Oct 29 – Nov 5

ﺩ.ﺇ444 per night

Apartment in Oregon

4.91 out of 5 average rating, 34 reviews

Downtown Gem - Sleeps Four | 14 mi from Madison!

Jul 2 – 9

ﺩ.ﺇ414 per night

Farm stay in Cambridge

5.0 out of 5 average rating, 32 reviews

Cambridge - Cation with Icelandic Horses

Apr 20 – 27

ﺩ.ﺇ808 per night

Home in McFarland

4.85 out of 5 average rating, 84 reviews

The little Green Birdhouse-McFarland/Monona

Nov 26 – Dec 3

ﺩ.ﺇ464 per night

Cabin in Edgerton

5.0 out of 5 average rating, 61 reviews

Modern waterfront cabin with kayaks (option boat)

Aug 9 – 16

ﺩ.ﺇ886 per night

Guest suite in Deerfield

4.93 out of 5 average rating, 82 reviews

Studio on the Prairie Fen

Nov 20 – 27

ﺩ.ﺇ329 per night

Home in Cambridge

4.94 out of 5 average rating, 72 reviews

Lake Ripley Getaway

Mar 15 – 22

ﺩ.ﺇ548 per night

Cabin in Fort Atkinson

4.88 out of 5 average rating, 50 reviews

Cozy Lake Cottage With The Best View & Pontoon!

Nov 12 – 19

ﺩ.ﺇ550 per night

Destinations to explore