Madison Cottage Rentals By Owner

Madison Cottage Rentals

Florida Waterfront Country Home, Fishing & Pet Friendly

Highly Rated

Cottage

Florida Waterfront Country Home, Fishing & Pet Friendly

9.6

Exceptional

(114 Reviews)

1 Bedroom 1 Bath 5 Guests 780 ft²

CA $224/Night 7 Nights - CA $1,566

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Cottage

Lakefront Retreat: 3 bedroom Home on Cherry Lake in Charming Madison

10.0

Exceptional

(4 Reviews)

3 Bedrooms 2 Baths 10 Guests

CA $462/Night 7 Nights - CA $3,235

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House

The Haven of Peace in Madison County, FL

10.0

Exceptional

(1 Review)

2 Bedrooms 2 Baths 6 Guests

CA $164/Night 7 Nights - CA $1,150

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Price Dropped

House

The Haven of Peace

3 Bedrooms 2 Baths 6 Guests 1614.59 ft²

CA $192/Night 7 Nights - CA $1,344

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Hotel

Best Western Plus Madison

8.0

Excellent

(588 Reviews)

1 Bath

CA $168/Night 7 Nights - CA $1,173

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Cabin

Peaceful Country Getaway Pet Friendly and Cozy!

9.0

Exceptional

(39 Reviews)

2 Bedrooms 1 Bath 4 Guests 840 ft²

CA $196/Night 7 Nights - CA $1,372

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Other

Blue Spring Hideaway

10.0

Exceptional

(1 Review)

1 Bedroom 1 Bath 6 Guests 355.21 ft²

CA $154/Night 7 Nights - CA $1,077

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Hotel

Super 8 by Wyndham Madison

7.4

Very Good

(655 Reviews)

1 Bath

CA $119/Night 7 Nights - CA $831

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House

Delightful 5th wheel w/ queen bed, patio deck, and high speed internet.

9.0

Exceptional

(2 Reviews)

2 Bedrooms 1 Bath 3 Guests

CA $149/Night 7 Nights - CA $1,044

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Hotel

Best Western Plus Madison

7.9

Very Good

(121 Reviews)

2 Baths 308.57 ft²

CA $167/Night 7 Nights - CA $1,168

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Hotel

Days Inn by Wyndham Madison

7.0

Very Good

(610 Reviews)

1 Bath

CA $119/Night 7 Nights - CA $834

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House

Blue Spring Hideaway

8.0

Excellent

(1 Review)

1 Bedroom 1 Bath 10 Guests 400 ft²

CA $166/Night 7 Nights - CA $1,159

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More Top-Rated Cottage Rentals in Madison Area

Why Choose Rent By Owner for your Madison Cottage Rentals?

What makes our Cottage Rentals special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Madison

When should you plan your Cottage Rentals stay?

To ensure you experience the best of this destination, consider planning your vacation during the region’s optimal seasons when the weather is most favorable and local events are in full swing, making it an ideal time to book a comfortable cottage here through RentByOwner.com.

Peak Season Highlights

Spring (March to May)

During the spring months, you can enjoy the region’s vibrant outdoor scenery and pleasant weather, making it an ideal time for a peaceful retreat in your cottage.

Average Temperature Daytime: 75°F - Nighttime: 55°F

Fall (September to November)

Autumn visitors find this period perfect for experiencing the area's natural beauty with cooler temperatures and fewer crowds, ensuring a relaxing stay.

Average Temperature Daytime: 78°F - Nighttime: 58°F

Off-Season Highlights

Summer (June to August)

Summertime in the area tends to be hotter and more humid, offering opportunities for water-based activities and quieter cottages when demand is lower.

Average Temperature Daytime: 88°F - Nighttime: 70°F

Winter (December to February)

During winter, milder temperatures create a tranquil environment for those seeking a quiet escape away from the peak season crowds.

Average Temperature Daytime: 62°F - Nighttime: 42°F

Weekly Weather Forecast for Madison

How to Book Your Madison Cottage Rentals

What's our booking process?

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

Booking Steps

Search Properties

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

Select a Rental

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

Book Online

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

Explore and book the perfect rental in Madison

More Top-Rated Cottage Rentals in Madison Area

Common Cottage Rentals Amenities

What amenities can you expect?

Our Cottage 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 areas perfect for alfresco meals in the scenic surroundings
Relax by a private or shared swimming pool, ideal for cooling off on warm days
Take advantage of spacious patios or decks to soak up the sunshine and enjoy the fresh air
Explore well-maintained gardens and landscaped yards that showcase local flora
Utilize outdoor grills or barbecues to prepare delicious meals amidst nature
Access sprawling lawns suitable for outdoor activities or family games
Make use of nearby walking trails or nature paths to experience the region’s natural beauty

Top Attractions Around Madison

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities such as fishing, boating, and exploring scenic parks, making it an ideal destination for nature enthusiasts seeking a relaxing escape amidst the natural beauty of Madison, Florida.

Family Activities

Madison County Nature Trail Explore the scenic trails perfect for family hikes and outdoor adventures in the area’s lush natural setting.
Lake Madison Enjoy fishing, kayaking, or picnicking by this calm lake that offers a peaceful retreat for family activities.
Madison County Historical Museum Discover local history through engaging exhibits that provide educational fun for visitors of all ages.
Veterans Memorial Park Spend quality time with your family at this park featuring playgrounds, open spaces, and a meaningful tribute to local veterans.

Adult Activities

Kayaking and Canoeing: Explore the serene waters of the area on a kayaking or canoeing adventure, immersing yourself in the natural beauty that surrounds you.
Hiking Trails: Discover scenic hiking trails nearby that offer peaceful walks through lush landscapes, ideal for relaxing outdoor exploration.
Wildlife Viewing: Engage in wildlife viewing opportunities where you can observe local fauna in their natural habitat within this scenic region.
Fishing: Enjoy a tranquil day fishing at popular spots known for abundant freshwater catches, perfect for unwinding and connecting with nature.

Other Places to Stay in Madison, FL

Yogi Bear's Jellystone Park

Explore 54 Properties

Cherry Lake

Explore 33 Properties

Madison County

Explore 31 Properties

Lake Frances Recreation Area

Explore 24 Properties

Treasures of Madison County

Explore 24 Properties

Four Freedoms Monument

Explore 24 Properties

Madison County Memorial Hospital

Explore 24 Properties

North Florida Community College

Explore 24 Properties

More Places to Stay Near Madison

Madison Travel Tips

How Can You Make the Most of Your Stay?

Explore Local Cuisine: Take advantage of the area's authentic dining options to experience unique flavors and local specialties during your stay.
Visit Scenic Outdoor Spots: Discover nearby parks and natural areas that showcase the region’s beauty, perfect for relaxing outdoor activities.
Plan Your Activities Early: Book tours or outings ahead of time to ensure you make the most of your visit without missing out on popular experiences.
Choose a Cozy Cottage: Select a well-reviewed cottage that offers comfort and convenience, making your trip both memorable and hassle-free in this destination.

Transportation Options

Personal Vehicles: Renting or driving your own vehicle offers flexible and convenient access to the region's scenic spots and local amenities.
Shuttle Services: Local shuttle options provide an economical and hassle-free way to explore the area without the need for personal transportation.
Rental Cars: Nearby rental agencies make it easy to find a reliable vehicle, giving you freedom to discover rural landscapes and charming communities.
Public Transportation: Limited but available bus services connect visitors to key destinations within and around this destination, supporting eco-friendly travel choices.

Local Customs Options

Southern Hospitality Visitors often notice the welcoming and friendly attitude in this area, reflecting the region's tradition of genuine hospitality.
Local Fishing Customs Anglers here respect specific fishing seasons and conservation practices, highlighting the community's connection to the area's waterways.
Community Events Participating in or observing local festivals and parades offers insight into the area's cultural heritage and tight-knit community spirit.
Traditional Crafts Handmade crafts and artisanal products are valued here, showcasing the region’s rich history of craftsmanship and local artistry.

Frequently Asked Questions About Madison Rental Cottages

1. What are the top Cottages in Madison?

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

2. How many Cottages are available in Madison?

Currently, the total number of properties listed by RBO in 2026 is over 2 in the Madison area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Madison. 

3. What is the cancellation policy for cottages in Madison, Florida?

Cancellation policies vary by property, so you should review the specific listing details or contact the owner directly to understand the terms and any applicable fees.

4. Are there any additional fees I should be aware of when booking a cottage here?

Additional fees such as cleaning, service charges, or taxes are typically outlined in the listing. It’s best to review these details or reach out to the owner for clarification before booking.

5. What amenities are usually included with cottages in this area?

Amenities can differ between properties, but common features include Wi-Fi, fully equipped kitchens, and outdoor spaces. To get comprehensive details, check the individual listing or contact the owner.

6. How do I know if a cottage is available for my travel dates?

Availability is shown on each listing; ensure your preferred dates are marked as available or contact the owner for confirmation and to discuss potential flexibility.

7. Is there a minimum stay requirement at cottages in this destination?

Minimum stay requirements vary by property. You should verify the specific policy on the listing or request information from the host to ensure your plans align.