Vacation rentals in Cooksville

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Top-rated vacation rentals in Cooksville

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, 247 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, 102 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

Guest favourite
Home in Milton
4.97 out of 5 average rating, 106 reviews

Lake House Summer Getaway

Welcome to the historic Bingham House! Enjoy everything beautiful Lake Koshkonong has to offer at this stylishly updated home. Amazing lake views throughout the inside and on the large patio. Situated on a calm canal with direct access to the lake. Expansive backyard with 150’ of canal shoreline and large hot tub. Enjoy the water on our kayaks, standup paddle-board or fishing off our dock. Prep a meal in our beautifully remodeled kitchen, on our large gas grill or by the shore on our fire pit.

Top guest favourite
A cozy outdoor space is featured with a wooden pergola providing shade, surrounded by blue siding. Seating includes two cushioned chairs and a swing chair, all arranged around a fire table set on a patterned rug, enhancing the inviting atmosphere.
Guest suite in Madison
4.95 out of 5 average rating, 424 reviews

Cottage Suite + Jacuzzi Bathtub & Sauna

This Suite is perfect for 1-5 people seeking convenient proximity to most things Madison 10-15 minutes to downtown. *Freshly remodeled guest dedicated- full 1st floor private suite. You will enjoy a bright- enclosed front porch & welcoming pergola in back. *Please note: 2nd floor is a seperate apartment. Fast WIFI●Infrared Sauna●2 Smart TV 's●Full Kitchen●Washer/Dryer●Dishwasher ●Off-Street parking●Quiet neighborhood ●Reverse osmosis H²O●Smart lock's●Jacuzzi tub/shower●Shampoo/Cond/Bodywash

Top guest favourite
A modern kitchen features light cabinetry and stainless steel appliances, including a refrigerator and range. A round glass table is surrounded by stylish seating, while pendant lights illuminate the space. Large windows provide natural light, showcasing the open and airy design.
Townhouse in Janesville
5 out of 5 average rating, 147 reviews

Spacious Executive 2BR Home Near Shopping & Dining

Professionally Managed by Kevin Bush, this rental is nestled in a safe and quiet neighborhood in a desired location that is convenient to Woodman’s Center, Janesville shopping and dining destinations. Enjoy the city’s hundreds of acres of tranquil parkland, miles of peaceful trails, and beautiful downtown riverwalk. Bonus: This location is an easy drive for day trips to Madison, Milwaukee, Chicago, and surrounding. Please check out our listing on Margate Drive for more dates. Kevin, Host

Top guest favourite
An open-concept living area features a cozy sectional sofa, wooden coffee table, and three barstools positioned at a breakfast bar. A modern kitchen with stainless steel appliances and stylish cabinetry is visible in the background, complemented by warm wood flooring and soft overhead lighting.
Apartment in Whitewater
4.96 out of 5 average rating, 137 reviews

Pet-Friendly Industrial 2 Bedroom Near UWW Campus!

This newly renovated two bedroom unit is conveniently located near UWW, Starin Park, and the Kettle Moraine! We are pet friendly! We are within walking distance to sports fields and UWW. Explore all that Whitewater has to offer with our personalized guidebook! Hike the Kettle Moraine, enjoy many local dining options and events, or shop your heart out. We are local hosts and strive to provide a five star experience! If your group is larger than 4, we have two other units in the same building.

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, 167 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.

Guest favourite
The exterior of a two-story wooden home is visible, featuring a green metal roof and large windows. A wide concrete driveway leads to the house, which has a double garage. Lush greenery surrounds the property, and a tree is positioned to the left.
Home in Edgerton
4.84 out of 5 average rating, 216 reviews

Rustic Lake Home Retreat

Our home is located just across the street from the lake. We have lake access via a private beach everyone in the area uses. We do not have a dock for your use. Make left out of the house to Lake Shore Dr. Then left to walking path located 100 feet up on the right side. When using the beach please be mindful of others who may be using it as well. Use proper etiquette, respect others, leash your dogs, and ensure you clean up the area when you leave. PETS NEGOTIABLE, BY INQUIRY ONLY

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, 395 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
The tranquil scene captures a vibrant sunset over the lake, reflecting hues of orange and gold on the water's surface. Silhouetted against the colorful sky, two ducks glide peacefully by the shoreline, framed by a quiet lake house and rocky beach area.
Home in Milton
4.99 out of 5 average rating, 134 reviews

Buoys UP! Lake Life & Sunsets

Looking to unwind & enjoy Lake Life-where weekends begin any day of the week-any season you choose? Here at Buoys UP! you will be able to do just that. Enjoy private access to our newly remodeled 2 bedroom lake house at Lake Koshkonong, WI. Overlook the private road this little gem is located on and enjoy the wonderful lake views and the beautiful sunsets. Stroll down the road for apx. a 2 minute walk to take advantage of your personal lake access Buoys UP! offers just for you.

Guest favourite
Home in Edgerton
4.93 out of 5 average rating, 343 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
A cozy bedroom showcases a spacious bed dressed in a richly patterned coverlet and decorative pillows. A wooden chair is positioned near a bright window, complemented by soft light filtering through sheer curtains. Framed artwork adorns the walls, enhancing the room's welcoming ambiance.
Guest suite in Oregon
4.98 out of 5 average rating, 142 reviews

Historic Home -Private Apartment

Oregon is a short drive to Madison, Wisconsin’s capital city. Oregon has a budding downtown business district 2 blocks away. Our lower level private apartment is great for couples, friends, families, and business or healthcare travelers. We created the apartment when we built a new addition onto our home in 2014. The apartment has a separate secure private exterior entrance and secure private interior entrance. There is a Ring camera that overlooks the parking area.

Popular amenities for Cooksville vacation rentals

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