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Vacation rentals in Fairfield

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Top-rated vacation rentals in Fairfield

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Bungalow in Lake Geneva

4.78 out of 5 average rating, 241 reviews

Bungalow by the lake ~ 1 block to lake

Come stay in our calming bungalow by the lake. A comfortable, charming and recently updated two bedroom house with nautical touches throughout. We are a block from the lake, a quick 10 minute drive (or $8 Lyft) to downtown Lake Geneva. Located on private Lake Como, a fun, up and coming lake front community that boasts great restaurants and bars all within walking distance. We are an easy two hour drive from Chicago and only an hour from Milwaukee. Clean beach, boat launch and parks blocks away.

Cabin in Lake Geneva

4.98 out of 5 average rating, 197 reviews

Charming A-Frame - Dog Friendly!

FEATURED IN Madison Magazine's, December 2021 issue, "Wisconsin Winter Cabin Getaway"....The River Birch Cabin is a 900 sq ft A-Frame nestled in a partially wooded lot and is the perfect couples retreat or family escape from the city. Just 2 blocks from Lake Como, there are many activities & restaurants nearby including kayak & boat rentals. It is also located within minutes of Lake Geneva Ice Castles/Winter Realms, plus fishing, hunting, hiking, ziplining, snow skiing, boating & much more.

Home in Whitewater

4.97 out of 5 average rating, 192 reviews

Mid-Century Masterpiece on Secluded 18-Acre Woods

Built in 1968, this impressive house was designed with the utmost care and thought to ensure that it would stand the test of time. We made sure to preserve its timeless look and feel to provide a one-of-a-kind experience for our guests. Located on 18 acres, this house is hidden amongst the trees in an otherwise farm-centric town. This change in scenery is just one of the ways that this house sets itself apart from any other place in Whitewater. We can't wait for you to see it for yourself!

Home in Janesville

4.95 out of 5 average rating, 102 reviews

Renovated Restful 1 BR Brick Cottage with Deck

Newly renovated very clean one bedroom house. All new bathroom and redone kitchen. Bright and cheery interior with high end comfortable furnishings perfect for reading and relaxing. Pillow-top queen bed with quality linens. Large backyard with furniture and deck. Quiet residential area walking distance to Palmer Park, Ice Age Trail and Rotary Gardens as well as historic Court House Hill and Downtown Janesville. Casual neighborhood eateries within walking distance, fine dining nearby.

Cabin in Fontana-on-Geneva Lake

4.92 out of 5 average rating, 120 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.

Condo in Lake Geneva

4.93 out of 5 average rating, 490 reviews

Charming, Cozy & Eclectic Condo in Lake Geneva!

Quaint 1 BD 1 BA Condo by Lake Como. Neighborhood pool is newly remodeled. Launch your boat, stroll the woods, rent kayaks, play tennis, or chill. The hotel next door has pools to use for a fee. Dine at many local places or right next door, check out the Hotel’s options … plus their outdoor bar and fire pit. We have towels, toiletries, games, WiFi, basic cable, Roku, electric grill, a fireplace, and full kitchen. Don’t expect the Taj Mahal. DO expect to kick back and make great memories!

Farm stay in Cherry Valley

4.97 out of 5 average rating, 328 reviews

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

Yurt in Cambridge

4.97 out of 5 average rating, 576 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.

Place to stay in Brodhead

4.98 out of 5 average rating, 124 reviews

Historic Randall Schoolhouse

You'll love this beautifully redone Historic One-room Schoolhouse. Situated on the edge of the Driftless area 5 miles from the Sugar River Trailhead. An easy 30 minutes to Monroe, Beloit & Janesville and just an hour outside Madison. Relax in comfort with all new appliances including a full kitchen, washer/dryer, dishwasher and fireplace. Fenced yard. Just a mile down the road from a working homestead where you can milk a cow, pet a goat, harvest fresh produce and eggs and so much more.

Rental unit in Janesville

4.97 out of 5 average rating, 172 reviews

Cozy Apartment Close to Downtown Janesville

This welcoming 1 bedroom apartment is located close to downtown Janesville, the city of parks. It has been updated throughout and has all the amenities necessary for a very comfortable stay, including a gas grill in the wooded back yard. It even has off street parking. You can easily walk to the Janesville Performing Arts Center and continue downtown and enjoy the Saturday morning Farmer's Market, shopping, restaurants and bars. Access to the Bike Trail is only a few minutes away.

Home in Round Lake Beach

4.99 out of 5 average rating, 121 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Guest suite in Deerfield

4.94 out of 5 average rating, 107 reviews

Studio on the Prairie Fen

Kick back and relax at the Studio! The Studio is a 400 sq ft unique suite in the lower level of our home. A private locked entrance opens up to a sunny space with great views of a wetland beyond the backyard. Private patio to enjoy morning coffee and the sunrise. A great place to unwind and enjoy nature's beauty! We have binoculars if you love bird watching, and bikes to ride or hike the Glacial Drumlin Trail just 0.1 mile from the front door. Lic LICHMD-2021-00621.

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Popular amenities for Fairfield vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Fairfield

Cabin in Beloit

5 out of 5 average rating, 16 reviews

A-Frame River Retreat: Sauna, Hot Tub, New Build!

Cabin in Delavan

4.97 out of 5 average rating, 38 reviews

The Cabin at Turtle Lake

Rental unit in South Beloit

4.95 out of 5 average rating, 87 reviews

Great private apt space with driveway parking

Farm stay in Orfordville

4.92 out of 5 average rating, 51 reviews

Guest House

Home in Janesville

5 out of 5 average rating, 14 reviews

Warm and inviting 2bd house

Cabin in Fort Atkinson

4.86 out of 5 average rating, 86 reviews

Cozy Lake Cottage With The Best View & Pontoon!

Cottage in Delavan

4.95 out of 5 average rating, 79 reviews

Cozy 2 bedroom cottage on lake Delavan with kayaks

Home in Delavan

4.93 out of 5 average rating, 15 reviews

Charming Farm View Retreat

Destinations to explore