Vacation rentals in Fairfield

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Top-rated vacation rentals in Fairfield

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

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Guest favorite
Guest suite in Elkhorn
4.87 out of 5 average rating, 141 reviews

Lake Lovers Hideaway near Lake Geneva

Perfect getaway with all the camping and lake amenities. Enjoy the sights and sounds of the Kettle Moraine with a clean and spacious hot tub, fire pit, propane grill, and activities to keep you busy. Even better, Lauderdale Lake access is less than a mile away with a pier for fishing, kayak for exploring, or bring your own boat for more lake fun! With parking space enough for two cars and a boat, day boat slip access, and Wisconsin favorites ready for you on arrival, you won't be disappointed!

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Top guest favorite
A manicured lawn gently slopes towards a serene body of water in the distance, framed by tall trees on either side. The landscape features lush greenery under a partly cloudy sky, creating an open and inviting outdoor space.
Condo in Lake Geneva
4.98 out of 5 average rating, 254 reviews

Lake Geneva Cloud 9

A resort community with outdoor pool (open during the summer season only) boat launch, tennis courts and small craft rentals on the premises. Beautiful views of Lake Como from the patio. Five minute drive to Downtown Lake Geneva. Free parking and keypad entry. Walk to The Lodge Hotel Resort and enjoy the use of their amenities for a small user fee which includes indoor and outdoor pools, spa, whirlpool, fitness center and restaurant. The condo is comfy and ready to make your stay memorable.

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Top guest favorite
The welcoming entrance of the cabin is illuminated under a dusky sky, showcasing a broad front porch supported by intricately designed wooden beams. Stone accents frame the entryway, while landscaped paths lead to the steps, inviting guests into a cozy retreat.
Cabin in Delavan
4.96 out of 5 average rating, 135 reviews

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.

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Guest favorite
An A-frame structure is nestled among lush green trees, showcasing large glass windows that allow for ample natural light. The contrasting wood siding complements the surrounding foliage, creating a harmonious blend with nature. A raised deck leads to the entrance, enhancing accessibility to the home.
Cabin in Fontana-on-Geneva Lake
4.94 out of 5 average rating, 186 reviews

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.

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Top guest favorite
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, 141 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.

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Guest favorite
An aerial view captures a sprawling five-acre property surrounded by a lush woodland forest. The landscape features a well-maintained green lawn with several trees and pathways, along with multiple buildings nestled together, offering a sense of tranquility in nature.
Home in Harvard
4.94 out of 5 average rating, 217 reviews

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.

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Top guest favorite
Home in Elkhorn
5.0 out of 5 average rating, 32 reviews

Private House on 5 acres - Walk to Alpine Valley

Valley Oasis is a private 3 bedroom 2 bath home located on 5 acres next to the entrance of Alpine Valley Resort. Far enough off the road to enjoy the quiet beauty of nature. Woods located behind the house and a field next to it. Enjoy the outdoors on the deck, have dinner in the screened in porch, enjoy a fire in the fire pit, or warm up by the fireplace. You will have access to the entire house and immediate yard. The garage is not accessible. No smoking in the home. No parties allowed.

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Top guest favorite
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, 146 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.

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Top guest favorite
Home in Janesville
5.0 out of 5 average rating, 18 reviews

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!

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Top guest favorite
The cottage features a charming facade with a combination of blue siding and stonework. Two sets of double doors are framed by large windows, allowing natural light to fill the entrance. Flower beds line the pathway leading to the front door, enhancing the welcoming appearance.
Home in Elkhorn
4.98 out of 5 average rating, 160 reviews

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.

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Top guest favorite
A spacious living area features a light-colored sectional sofa with decorative cushions, a wooden coffee table, and a side table with a lamp. In the background, the dining area and kitchen are visible, along with a vibrant tapestry on the wall.
Home in Delavan
4.98 out of 5 average rating, 43 reviews

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.

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Guest favorite
An aerial view captures the unique dome-shaped house surrounded by lush greenery. The exterior features a deck with vibrant blue chairs and a dining set, complemented by a distinctive yellow front door. The structure harmonizes with the natural landscape.
Dome in Whitewater
4.91 out of 5 average rating, 32 reviews

Mid-Century Dome by Lake Whitewater + Firepit

Stay in a one-of-a-kind Mid-Century lake dome with stunning geodesic windows and unforgettable acoustics. Perfect for couples, families, or friends seeking a unique getaway. Enjoy cozy mezzanine vibes, fire pit nights, fenced backyard, and lake access just 150 ft away. Hike directly into Natureland Park, kayak or paddle board in season, and explore nearby trails, skiing, and Whitewater dining — an easy drive from Milwaukee, Madison & Chicagoland.

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Popular amenities for Fairfield vacation rentals