Discover Your Perfect Madison Vacation Homes

Best Vacation Homes in Madison

House
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like-icon10.0
Exceptional
(227 Reviews)
1 Bedroom 1 Bath 5 Guests 700 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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CA $201/Night 7 Nights - CA $1,403
House
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like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 12 Guests 5500.36 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $1,642/Night 7 Nights - CA $11,495
Hotel
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like-icon9.6
Exceptional
(927 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
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CA $229/Night 7 Nights - CA $1,605
House
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like-icon10.0
Exceptional
(115 Reviews)
2 Bedrooms 2 Baths 6 Guests
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    Fireplace/Heating
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    Balcony/Terrace
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CA $297/Night 7 Nights - CA $2,077
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House
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like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests 2895.49 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
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CA $464/Night 7 Nights - CA $3,247
Apartment
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like-icon10.0
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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CA $172/Night 7 Nights - CA $1,202
House
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like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 2 Baths 8 Guests 1599 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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CA $432/Night 7 Nights - CA $3,023
House
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like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 600 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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CA $229/Night 7 Nights - CA $1,601

Madison Luxury Rentals

House
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8 Bedrooms 4 Baths 24 Guests 2691 ft²
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    Kitchen
  • Parking
    Parking
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CA $1,601/Night 7 Nights - CA $11,206
House
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like-icon9.6
Exceptional
(88 Reviews)
6 Bedrooms 4 Baths 12 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $1,376/Night 7 Nights - CA $9,633
House
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like-icon9.8
Exceptional
(6 Reviews)
4 Bedrooms 3 Baths 10 Guests 3400 ft²
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    Fireplace/Heating
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    Kitchen
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CA $1,228/Night 7 Nights - CA $8,597
House
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like-icon10.0
Exceptional
(3 Reviews)
5 Bedrooms 3 Baths 12 Guests 3100 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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CA $1,154/Night 7 Nights - CA $8,076
Cabin
Map-icon
like-icon10.0
Exceptional
(65 Reviews)
3 Bedrooms 2 Baths 10 Guests 2800 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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CA $1,104/Night 7 Nights - CA $7,725
House
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2 Bedrooms 1 Bath 8 Guests 1860 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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CA $774/Night 7 Nights - CA $5,420
Condo
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2 Bedrooms 2 Baths 6 Guests 1198 ft²
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CA $768/Night 7 Nights - CA $5,378
House
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2 Bedrooms 2 Baths 6 Guests 1208 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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CA $762/Night 7 Nights - CA $5,333

Madison Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $165/Night 7 Nights - CA $1,155
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House
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3 Bedrooms 2 Baths 6 Guests 1851.39 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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CA $354/Night 7 Nights - CA $2,475
Apartment
Map-icon
like-icon6.0
Good
(1 Review)
2 Bedrooms 1 Bath 4 Guests 800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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CA $200/Night 7 Nights - CA $1,399
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Hotel
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like-icon9.1
Exceptional
(356 Reviews)
1 Bath 301.39 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
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CA $199/Night 7 Nights - CA $1,392
House
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like-icon10.0
Exceptional
(13 Reviews)
4 Bedrooms 3 Baths 12 Guests 2100 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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CA $688/Night 7 Nights - CA $4,818
House
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like-icon9.6
Exceptional
(9 Reviews)
3 Bedrooms 2 Baths 10 Guests 1800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $441/Night 7 Nights - CA $3,085
House
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like-icon9.4
Exceptional
(83 Reviews)
4 Bedrooms 2 Baths 12 Guests 18837 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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CA $761/Night 7 Nights - CA $5,327
House
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like-icon9.4
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests 1850 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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CA $458/Night 7 Nights - CA $3,209

Madison Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 4 Baths 12 Guests 2691 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
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CA $485/Night 7 Nights - CA $3,396
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 4 Baths 10 Guests 3401.4 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
CA $756/Night 7 Nights - CA $5,291
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 4 Baths 12 Guests 2691 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
CA $506/Night 7 Nights - CA $3,542
House
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4 Bedrooms 2 Baths 10 Guests 2098.96 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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CA $577/Night 7 Nights - CA $4,041
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 4 Baths 12 Guests 2691 ft²
  • Kitchen
    Kitchen
  • Parking
    Parking
More amenities
CA $488/Night 7 Nights - CA $3,412
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 12 Guests 2691 ft²
  • Kitchen
    Kitchen
  • Parking
    Parking
More amenities
CA $491/Night 7 Nights - CA $3,440
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 12 Guests 2691 ft²
  • Kitchen
    Kitchen
  • Parking
    Parking
More amenities
CA $459/Night 7 Nights - CA $3,209
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 12 Guests 2691 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
CA $426/Night 7 Nights - CA $2,980

Why Choose Rent By Owner for your Madison 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 Madison

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you experience the best weather and local events, making your stay in Madison, Tennessee, USA, truly memorable when you plan your vacation rentals accordingly.

Peak Season Highlights

spring
Spring (March to May)

During this season, the region experiences blossoming landscapes and pleasant weather, making it an ideal time to explore your surroundings comfortably.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

Autumn brings vibrant foliage and cooler temperatures, providing a picturesque setting for outdoor activities and relaxing stays in your vacation rentals.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Summer (June to August)

While summer offers warm weather perfect for outdoor pursuits, it is also the busiest time of year, so early booking of your vacation rentals is recommended.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
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Winter (December to February)

The colder months bring fewer visitors, providing a quieter experience for those seeking peaceful getaways and cozy accommodations.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F

Weekly Weather Forecast for Madison

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.

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 seating areas perfect for relaxing and dining in the fresh air.
  • Take advantage of private or shared patios and decks to unwind outdoors.
  • Make the most of spacious yards or gardens ideal for outdoor activities.
  • Benefit from access to communal or private pools, great for cooling off during warm weather.
  • Experience the convenience of on-site grilling stations or barbecue facilities.
  • Explore nearby walking trails or scenic pathways for outdoor adventures.
  • Indulge in beautiful landscaped gardens or green spaces that enhance your stay here.
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Family Activities

  • Nashville Shores Lakeside Resort: Enjoy a day of fun and water adventures at this popular destination near Madison, where the entire family can cool off and create lasting memories.
  • Adventure Science Center: Explore interactive exhibits and engaging activities that make learning about science entertaining for children and adults alike in the nearby region.
  • Cheekwood Estate & Gardens: Wander through beautiful botanical gardens and historic estate grounds that offer a serene outdoor experience perfect for family outings.
  • Radnor Lake State Park: Discover scenic hiking trails and wildlife viewing opportunities at this natural preserve, ideal for outdoor adventure with your loved ones here.
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Adult Activities

  • Music Row Tour: Explore the iconic music industry hub that offers guided tours, giving you an inside look at Nashville's legendary recording studios and history, all easily accessible from this area.
  • Nashville Shores Lakeside Resort: Enjoy a day of relaxation and fun at this nearby water park, where you can unwind amidst scenic views just a short drive away in the region.
  • Belle Meade Plantation: Discover Tennessee’s rich history with a visit to this historic estate offering insightful guided tours through beautifully preserved grounds and architecture.
  • Local Culinary Experiences: Indulge in the diverse culinary scene by sampling authentic Southern cuisine at popular restaurants around here, making it a perfect activity for food enthusiasts.

Madison Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take the time to discover popular spots nearby that showcase the region’s unique culture and history, enhancing your overall experience here.
  • Plan Outdoor Activities: Make the most of the area's natural beauty by scheduling outdoor adventures like walking trails or parks close to your vacation rental.
  • Discover Dining Options: Sample regional cuisine at local eateries, ensuring you enjoy authentic flavors that reflect the destination’s culinary scene.
  • Utilize Convenient Transportation: Arrange reliable transportation or rent a vehicle to easily access all the highlights around this welcoming destination.

Transportation Options

  • Madison Transit Authority: You can rely on local bus services for convenient transportation around this destination and its surroundings.
  • Rental Cars: Renting a car here offers the flexibility to explore the region at your own pace, making it ideal for accessing nearby attractions.
  • Taxi Services: Taxis provide quick and direct rides throughout this area, giving you an easy way to navigate without the need for parking or public transit schedules.
  • Bike Rentals: For a more active approach, bike rentals are available, allowing you to enjoy scenic routes and experience the local atmosphere intimately.

Local Customs Options

  • Southern Hospitality: Expect a warm welcome and friendly interactions that reflect the region's renowned hospitality when you visit here.
  • : Sampling local dishes often involves sharing recipes and stories, highlighting the area's rich culinary heritage.
  • Music and Festival Celebrations: Participating in community events, music festivals, and local gatherings is a cherished custom here that embodies the area's vibrant culture.
  • Respect for Outdoor Spaces: Maintaining cleanliness and showing respect during outdoor activities is a common practice, honoring the region's natural beauty.

Frequently Asked Questions About Madison?

2. Which vacation homes in Madison are best for families?

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

3. How many Rentbyowner vacation rentals are available in Madison?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 121 in the Madison 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 Madison. 

4. What is the cancellation policy for vacation rentals in Madison, Tennessee?

Cancellation policies vary depending on the property listing. It’s important to review the specific property's policy before booking or contact the owner directly for detailed information.

5. How do I ensure my reservation in Madison is secure and confirmed?

Reservations are typically secured through the booking platform after you complete the payment process. For confirmation or special requests, reaching out to the property owner can help ensure your stay is confirmed.

6. Are there any specific check-in and check-out times for vacation rentals here?

Check-in and check-out times are determined by each host. Details are provided in the listing, so reviewing this information or contacting the owner will give you accurate scheduling details.

7. What amenities should I expect when booking a vacation rental in this destination?

Amenities vary by property, but common features include Wi-Fi, parking, and kitchen facilities. To find accommodations that meet your needs, review the property descriptions or ask the host directly.

8. How can I get assistance if I have issues during my stay in the region?

For support during your stay, contact the property owner using the communication methods provided in your reservation. Additionally, customer service options are available through the booking platform for further assistance.

Madison Top Rated Vacation Rentals

House
Map-icon
4 Bedrooms 4 Baths 10 Guests 4029 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $720/Night 7 Nights - CA $5,037
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $545/Night 7 Nights - CA $3,812
House
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2 Bedrooms 1 Bath 4 Guests
  • Pool
    Pool
  • Kitchen
    Kitchen
More amenities
CA $166/Night 7 Nights - CA $1,159