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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 21 – 28

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

Jun 30 – Jul 7

Yurt in Cambridge

4.97 out of 5 average rating, 544 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.

Mar 1 – 8

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 1 – 8

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.

Jul 25 – Aug 1

Tiny home in Darlington

4.98 out of 5 average rating, 590 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.

Sep 28 – Oct 5

Guesthouse in Sun Prairie

4.98 out of 5 average rating, 305 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!

Dec 2 – 9

Cabin in Whitewater

4.94 out of 5 average rating, 288 reviews

Glamping Cabin on Cold SpringTree Farm

Unfortunately we can't accommodate same day bookings as we don't have enough lead time to prep the cabin for your stay. Glamping on a working Christmas tree farm. Beautiful single room stone cabin with loft and wood burning stove. Two small beds in loft and futon on main floor folds out into full bed. Lots of room around to pitch tents as well. Situated on 40 acres of land with a pond, barn with basketball court, creek and Christmas tree fields.

Aug 26 – Sep 2

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.

Mar 23 – 30

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.

Mar 23 – 30

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.

Oct 29 – Nov 5

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!

Jan 20 – 27

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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

Guest suite in Middleton

5.0 out of 5 average rating, 114 reviews

Quiet sunlit studio near vibrant downtown

Jul 23 – 30

Townhouse in Madison

4.93 out of 5 average rating, 255 reviews

Quiet Eastside Madison Home

Nov 22 – 29

Home in Edgerton

4.87 out of 5 average rating, 160 reviews

Rustic Lake Home Retreat

May 30 – Jun 6

Guest suite in Madison

4.97 out of 5 average rating, 295 reviews

Private & Clean Apartment Near Downtown & Airport

Aug 14 – 21

Home in Madison

4.95 out of 5 average rating, 303 reviews

Cottage Suite + Whirlpool Tub.

Jan 8 – 15

Apartment in New Glarus

5.0 out of 5 average rating, 336 reviews

The Hideout In Downtown New Glarus

Nov 18 – 25

Apartment in Janesville

4.96 out of 5 average rating, 158 reviews

Cozy Apartment Close to Downtown Janesville

Apr 23 – 30

Guesthouse in Mount Horeb

4.97 out of 5 average rating, 544 reviews

Cool, Scenic Country Art Studio

Sep 28 – Oct 5

Other great vacation rentals in Stoughton

Home in McFarland

4.85 out of 5 average rating, 84 reviews

The little Green Birdhouse-McFarland/Monona

Sep 22 – 29

Guest suite in Deerfield

4.93 out of 5 average rating, 83 reviews

Studio on the Prairie Fen

Feb 28 – Mar 7

Cabin in Edgerton

5.0 out of 5 average rating, 62 reviews

Modern waterfront cabin with kayaks (option boat)

Mar 24 – 31

Home in Cambridge

4.95 out of 5 average rating, 73 reviews

Lake Ripley Getaway

Oct 14 – 21

Farm stay in Cambridge

5.0 out of 5 average rating, 32 reviews

Cambridge - Cation with Icelandic Horses

Apr 22 – 29

Cabin in Fort Atkinson

4.88 out of 5 average rating, 51 reviews

Cozy Lake Cottage With The Best View & Pontoon!

Sep 7 – 14

Home in Milton

5.0 out of 5 average rating, 37 reviews

Buoys UP! Lake Life & Sunsets

Sep 2 – 9

Cottage in McFarland

5.0 out of 5 average rating, 4 reviews

Cozy Cottage on Lake Kegonsa

Oct 29 – Nov 5

Destinations to explore