
Holiday houses in Cooksville
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Top-rated holiday rentals in Cooksville
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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

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

Quiet Country Oasis
This property is located in the country, between Fort Atkinson & Cambridge. The apartment, in the lower level of our home, offers 1,300 sq. ft., 2 bedrooms, 1 full bath, kitchen, WiFi, W&D, Netflix, private patio, a separate entrance, and free parking. Enjoy lounging on the large sectional, or relaxing on the patio, surrounded by nature. The apartment offers the tranquility of country living with an easy 30 minute drive to the activities, adventures, and excitement that Madison has to offer.

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena
Tucked away in the countryside of Galena, our charming A-frame cabin is the perfect escape for those seeking peace, nature, and a touch of nostalgia. This intimate retreat blends mid-century modern charm with cozy modern comforts, creating an unforgettable getaway. Whether you’re sipping coffee on the deck at sunrise, soaking in the brand-new hot tub under a canopy of stars, or unwinding by the fire with a vinyl record spinning in the background, every moment here is designed for relaxation.

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.

The Allen Creek Apt. Historic Downtown Evansville
Experience stylish comfort in this centrally located apartment in Historic Downtown Evansville! Situated above a trendy coffeehouse with a welcoming atmosphere! This upper-unit apartment sits next to Allen Creek, making it easy to explore the outdoors—bring your bike and ride the Ice Age Trail, which runs through town! You’ll be within walking distance of charming shops and restaurants, and just a 25-minute drive to downtown Madison, or Alliant Energy Center, hope you enjoy your stay!

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!

Downtown Lake Monona Haven | SUPs, Hot Tub & Sauna
Stay in your private 3BR, 2BA section of our lakefront home. Paddle from the dock, relax in the hot tub or sauna and enjoy mornings on the balcony with coffee. You’re moments from Willy Street restaurants and right on the bike path. Inside, find a full kitchen, comfy living spaces. Two parking spots included. Spend days on the water or exploring the city and evenings grilling or roasting marshmallows by the fire. Paddleboards included. Pontoon rental available in warmer months.

Quiet country retreat
Peaceful solitude or exciting sightseeing? You’ll have the best of both worlds at this quiet country home located just outside Madison on 10 magnificent acres. After, enjoying your morning coffee, take a stroll on the grounds and enjoy the sweeping views of the pastoral landscape. Then head into Wisconsin’s state capital (23 minutes by car) for an exciting day of sightseeing. Or visit the quaint town of Cambridge (8 minutes by car) to explore its unique pottery and antique shops.

The Orchard House at Pied Beauty Farm
In a complex world that makes so many demands your time and attention, the Orchard House is a simple, Nordic-inspired refuge where you can be restored, reconnected, and refreshed. Midweek special: $1000 for 5 nights, Sunday evening through Friday morning. The Orchard House is a private retreat set on 30 acres in the Wisconsin countryside, just 20 minutes from Madison. A wood -fired hot tub set in a secluded forest clearing is available year round for outdoor soaking.

Janesville Repose -Hot Tub, Sauna, Gym, and Games
Welcome to your home away from home, where relaxation and fun both get their own wing. Unwind: ○ Private Hot Tub ○ Sauna ○ Private Gym ○ Outdoor fire table ○ Outdoor fire pit Entertain: ○ Surround sound home theater (lower level) ○ Perfect setup for cheering on your team, drink in hand ○ Room to gather, celebrate, and make noise ○ Plenty of outdoor games and activities for the kiddos ○ Self-playing piano Perfect for a private retreat or for larger family gatherings!

The Dylin Hotel | Studio
● Size: 372 SQFT ● Guests: 2 Guests ● Bed: 1 Queen Bed Experience a thoughtfully designed fully furnished Studio Apartment featuring a fully equipped kitchen, in-unit laundry, Wi-Fi, smart TV and a cozy sleeping area. The Dylin is a modern aparthotel in Madison’s Cap East neighborhood, offering apartment-style comfort with hotel consistency. Perfect for travelers who want more room to relax and live like a local —ideal for short or extended stays.
Popular amenities for Cooksville holiday rentals
Other great holiday rentals in Cooksville

Bees on Main: sweeter than ever

25min to Capitol - KING Suite - Game Room - Groups

Whispering Woods Estate-relax, recharge, connect

Lakeside Lookout with Private Beach

LakeSide Living, Sunsets, & More

Pool Table + Ping Pong | Fireplaces | Hot Tub

Quiet Waterfront 2 BR w/Dock & Beautiful Deck

the Corner Church
Destinations to explore
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- Devil's Lake State Park
- Alpine Valley Resort
- House on the Rock
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Wollersheim Winery & Distillery
- Cascade Mountain
- Governor Dodge State Park
- Henry Vilas Zoo
- Lake Geneva Public Library
- Camp Randall Stadium
- Lake Geneva Cruise Line
- Lake Geneva Ziplines & Adventures
- American Players Theatre
- Chazen Museum of Art
- Tyrol Basin
- Overture Center For The Arts
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Alpine Valley Music Theatre
- Nicholas Conservatory And Gardens
- Cave Of The Mounds Lowest Point





