Discover Your Perfect Fairfield Vacation Homes

Fairfield Large Vacation Homes

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9.0 (70 Reviews)
Bed & Breakfast
Ringling House Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
View Availability
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8.7 (3 Reviews)
House
Cozy House in Quiet place.
  • Air Conditioner
  • Parking
  • Balcony/Terrace
View Availability
See More Family Vacation Rentals in Fairfield on FVR

Why Choose Rent By Owner for your Fairfield Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Fairfield

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation here can enhance your experience, as seasonal changes in this region influence everything from local activities to the overall atmosphere of your stay.

Peak Season Highlights

summer
late spring to early summer (May to June)

During this time, the area experiences pleasant weather perfect for outdoor activities and exploring nature, making it an ideal period for vacation rentals.

Average Temperature Daytime: about 70-80°F - Nighttime: around 50-60°F
autumn
early fall (September to October)

The stunning fall foliage highlights the region’s natural beauty, attracting visitors seeking a picturesque getaway and seasonal outdoor adventures.

Average Temperature Daytime: roughly 65-75°F - Nighttime: approximately 45-55°F

Off-Season Highlights

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midwinter (January to February)

The winter months bring colder temperatures, but this is a peaceful time to enjoy cozy accommodations away from the usual crowds.

Average Temperature Daytime: around 20-30°F - Nighttime: near 10-20°F
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early spring (March to April)

As the region transitions out of winter, fewer visitors arrive, offering a quieter experience while the landscape begins to bloom.

Average Temperature Daytime: about 40-55°F - Nighttime: around 30-40°F

Weekly Weather Forecast for Fairfield

How to Book Your Fairfield Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Fairfield

More Top-Rated Vacation Rentals in Fairfield Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining with a furnished patio or barbecue area on your property
  • Take advantage of private or shared access to scenic hiking trails and nature walks
  • Relax by a spacious outdoor pool or hot tub if available in the area’s vacation rentals
  • Make the most of well-maintained gardens or landscaped yards for outdoor leisure
  • Utilize dedicated fire pits or outdoor fireplaces for cozy evening gatherings
  • Experience outdoor sports facilities such as tennis courts or volleyball courts
  • Benefit from easy access to lakes, rivers, or ponds for fishing, kayaking, or swimming in this region

Top Attractions Around Fairfield

What attractions are nearby?

Within this charming region, you can enjoy a variety of outdoor activities and local attractions that make your stay memorable, all conveniently close to your vacation rental in Fairfield, Wisconsin.

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Family Activities

  • Fairfield Nature Trails: Explore scenic hiking and biking paths that provide a fun outdoor experience for the entire family.
  • Local Farm Tours: Visit nearby farms to enjoy hands-on activities like fruit picking and learning about regional agriculture.
  • Fairfield Community Park: Spend quality time with picnicking, playgrounds, and open spaces perfect for family gatherings.
  • Regional Wildlife Centers: Discover local native animals at wildlife centers that offer interactive exhibits suitable for children and adults alike.
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Adult Activities

  • Visit the University of Wisconsin-Madison Arboretum: Explore this expansive natural area for peaceful walks and breathtaking plant collections right in the region.
  • Enjoy the Madison Museum of Contemporary Art: Immerse yourself in innovative art exhibits that showcase the vibrant cultural scene nearby.
  • Discover local wineries and breweries: Experience tastings and tours at the region’s renowned establishments, perfect for a relaxing adult outing.
  • Attend live performances at the Overture Center: Take in concerts, theater productions, or dance shows that highlight the area’s lively entertainment offerings.

Other Places to Stay in Fairfield, WI

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Fairfield Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the region’s diverse culinary scene to enjoy authentic local flavors during your stay.
  • Plan Outdoor Activities: Make the most of the area's natural beauty by participating in outdoor pursuits such as hiking or lakeside walks.
  • Discover Nearby Attractions: Prioritize visiting popular destinations within easy reach to enrich your experience in this welcoming destination.
  • Optimize Your Stay Timing: Consider visiting during off-peak seasons for a more relaxed atmosphere and better availability of vacation rentals.

Transportation Options

  • Fairfield Transit Service: This local bus service offers convenient transportation options within the area, making it easy for you to explore nearby attractions and amenities.
  • Regional Airport: The regional airport provides travelers with accessible flights connecting here to major cities, facilitating smooth travel plans for your stay.
  • Rental Car Services: Numerous rental car agencies are available in the region, giving you the flexibility to discover Fairfield and its surroundings at your own pace.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber or Lyft are readily accessible, offering quick and reliable transportation around this destination.

Local Customs Options

  • Downtown Fairfield Art Fair: Participating in this local event allows you to experience the vibrant art scene and community spirit of this charming destination.
  • Fairfield Community Potlucks: Joining neighborhood potlucks offers an authentic glimpse into the region’s welcoming social customs and culinary traditions.
  • Local Farming Festivals: Attending these seasonal festivals provides insight into the region’s agricultural roots and appreciation for fresh, local produce.
  • Heritage Preservation Practices: Respect for historical sites and participating in preservation activities reflect the area's strong community values and cultural pride.

Frequently Asked Questions About Fairfield?

1. What are the top vacation rentals in Fairfield?

There are a lot of options in Fairfield. If you plan on staying in the Fairfield area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Fairfield:

2. How many vacation rentals have private pools in Fairfield?

There are 6 vacation rentals with private pools near Fairfield. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Fairfield are best for families?

If you are looking for a family-friendly vacation home in Fairfield, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Fairfield:

4. How many Rentbyowner vacation rentals are available in Fairfield?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 125 in the Fairfield area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Fairfield. 

5. What is the cancellation policy for vacation rentals in Fairfield, Wisconsin?

Cancellation policies vary depending on the property listing. You should carefully review the specific terms on the listing page or contact the property owner directly to understand the cancellation window and any applicable fees.

6. How do I confirm my booking for a vacation rental in this region?

Booking confirmation typically occurs after you complete the reservation process online and receive an email confirmation. Be sure to check your email and the listing details to verify your reservation and any additional instructions from the owner.

7. Are there any house rules I should be aware of before staying in a vacation rental nearby?

Yes, each property has its own set of house rules outlined in the listing. It's important to review these rules before booking and reach out to the owner if you have any questions or special requests.

8. What amenities are usually included in vacation rentals here?

Amenities vary by property, but many rentals in the area offer essentials such as Wi-Fi, parking, heating or air conditioning, and kitchen facilities. To find a suitable property, check the amenities listed in each rental's description.

9. How can I get assistance if I encounter issues during my stay in Fairfield's vacation rentals?

For support during your stay, contact the property owner or the customer service team associated with your booking platform. Detailed contact information is provided in your reservation confirmation or on the property listing.