
Holiday rentals in Fairfield
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Top-rated holiday rentals in Fairfield
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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

Red Lodge|Hot Tub, Game Room, 5 Min to Lake, Yard!
Conveniently located amidst Southeast Wisconsin's best attractions, The Red Lodge is a contemporary-styled retreat that offers the space and family-friendly amenities to keep everyone entertained for hours. Enjoy an 👾 room, a secondary game room, a hot tub, a fire 🔥 pit, and a BBQ pit. Rent a boat right in the neighborhood at Lauderdale Lakes. Bike and hike at Kettle Moraine State Forest. Visit Lake Geneva for golfing and shopping—a quick 20-25 min drive away. Alpine Valley is minutes away!

3br by Alpine, Lake Geneva beach/Lakelawn Golf
Lovely spacious, noncluttered home, near Lake Geneva, Alpine Valley, Lake Delavan, Lauderdale Lakes, William's Bay. Enjoy high speed internet, 3 br, 3 fireplaces, Swim Spa, Master suite & jetted tub. 6 flat screen TV's Rokus for streaming, CD movies, office, equipped kitchen, stainless steel appliances, board games, puzzles, books, 3/4 size ping pong table, kids toys, clean gym/workout area. Gas grill on private back deck. Seating area on 2 porches. 3 beds 2 sofas 2 auto blow up matresses.

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

The Hideaway: 8 Acre Resort
Welcome to The Hideaway, an eight-acre luxury log retreat near Whitewater Lake and Kettle Moraine State Park, offering year-round access to scenic parks and hiking. Outdoor amenities include a hot tub, fire pit with oversized Adirondack seating, and lighted pickleball and beach volleyball courts. Inside, enjoy a 16-foot shuffleboard table, foosball, air hockey, ping pong, and a private home theater. Six bedrooms, including a primary suite with jetted soaking bath, provide exceptional comfort.

Exquisite Modern A-frame all WithInnReach
An amazing space that truly caters to the guest experience. We've built this art piece to have our guests immerse themselves in all the amenities, from heated floors to in-ceiling speakers - all whilst losing yourself in the wood burning fireplace. At WithInnReach the attention to detail was paramount - with an emphasis of what we enjoy...amazing food through a well balanced kitchen, beautiful sound through Klipsch speakers and relaxation with floor to ceiling showers...enjoy to the fullest.

Sanctuary Woodland Guest House!
Our guest house is located on a picturesque 5 acres, next to a woodland forest. We also run a bird sanctuary on the property, Georgia's Place Bird Sanctuary, which makes this a paradise for an animal lover! We are happy to give guests a tour of our sanctuary. There is a large deck and fire pit for an enjoyable evening, and a walking trail for wildlife enthusiasts! We kindly ask guests not to bring meat onto the property as we are running a sanctuary that promotes compassion for all animals.

The Modern Cozy Spacious Corner
This home is perfect for family get togethers. The basement has a game area, a living room, a queen bed and private bathroom. Duly note the queen bed downstairs is not a private bedroom. The fenced in backyard has a patio ,furniture,gas grill and a hot tub. Quiet hours begin at 9PM. Please be advised that we do have security cameras for your protection and ours.,The cameras are located on the front and back porch of the home. Please refrain from tampering with the cameras. Thanks

TheGlassCabin @ HackmatackRetreat
The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Cozy Country Cottage near Lake Geneva, WI
Our Cozy Cottage features 3 comfortable bedrooms and nightly magnificent sunsets. Nestled on a country road, the house offers plenty of space to rest after visiting Lake Geneva, Lauderdale lakes, biking at Kettle Moraine or site seeing in the area. It’s close to Walworth County fair grounds where the flea market, Das Fest and Rib Fest are held. This is country living with plenty of opportunity to enjoy the beautiful outdoors or the peace and quiet of the countryside.

Charming Farm View Retreat
Welcome to a tranquil getaway in the heart of Southeastern Wisconsin! Located just 20 minutes from the vibrant Lake Geneva, our remodeled 2-bedroom ranch-style home is perfect for families, couples, and friends seeking a peaceful retreat. Start your day with a cup of coffee in the three-season room, soaking in the serene morning light and beautiful sunrise and enjoy the scenic beauty of the countryside with views of our cattle herd and lush woods right next door.

Guest House
Take a step away from the everyday hustle and bustle and surround yourself with the sights, sounds, and smells of the country. Our guest house sits amid our family dairy goat farm and will offer you the opportunity to visit animals from goats and horses to chickens, dogs, and cats. We milk around 100 goats with baby goats born February through June. In the summer months you'll find homegrown, fresh produce on our roadside stand.
Popular amenities for Fairfield holiday rentals
Other great holiday rentals in Fairfield

Idlewild on the Rock

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South Shore Retreat: Red House - C

Peaceful retreat by the lake.

The Mayfield House

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Luxury Wine Barrel Stay at Hidden Creek Estates
Destinations to explore
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- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Wisconsin State Capitol
- American Family Field
- Lake Kegonsa State Park
- Milwaukee County Zoo
- Henry Vilas Zoo
- Lake Geneva Public Library
- Holy Hill National Shrine of Mary
- Gurnee Mills
- Wisconsin State Fair Park
- Lake Geneva Ziplines & Adventures
- Lake Geneva Cruise Line
- Camp Randall Stadium
- Chazen Museum of Art
- Overture Center For The Arts
- Dane County Farmers' Market
- Madison Childrens Museum
- Monona Terrace Community And Convention Center
- Rock Cut State Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Alpine Valley Music Theatre
- Nicholas Conservatory And Gardens





