Madison County vacation rentals

We found 522 vacation rentals — enter your dates for availability

Discover a selection of 33 homes, 17 cabins, and other vacation rentals in Madison County that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll have the amenities you expect and more, including air conditioning and WiFi. Whatever you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Popular Madison County destinations on Vrbo

Vacation rentals with weekly discounts - Madison County

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Find out more about Madison County

Find out more about Madison County

Why visit Madison County

  1. Stunning Natural Landscapes: Madison County is perfect for outdoor enthusiasts with its captivating waterfalls and majestic mountains.
  2. Family-Friendly Activities: Enjoy a variety of adventures, including hiking and fishing in the scenic countryside.
  3. Charming Accommodations: Choose from cozy cabins and charming cottages that provide a perfect home away from home.
  4. Tranquil Atmosphere: Experience a serene environment ideal for relaxation and exploration in picturesque towns.
  5. Local Visitor Centers: Discover the area’s natural beauty and learn about its history at local visitor centers.

Popular types of accommodation in Madison County

Planning a getaway to Madison County? You're in for a treat! Discover a range of charming accommodations, from cozy cottages and rustic cabins to spacious houses. Whether you're seeking a serene escape or a family-friendly retreat, Madison County has something for everyone. Explore our listings for Madison County homes, condos, and rooms to find the perfect spot for your stay. Start your adventure today!

  • Cottages: These charming, cozy retreats are the top choice for visitors seeking a quaint getaway in Madison County.
  • Cabins: Ideal for nature lovers, these rustic accommodations offer a perfect blend of comfort and adventure.
  • Houses: Spacious and fully equipped, these homes provide a great option for families or larger groups looking for privacy.
  • Apartments: Convenient and versatile, apartments are a popular choice for those wanting a home-like experience during their stay.**

Top attractions in Madison County

Madison County, Virginia, is an ideal destination for outdoor and adventure enthusiasts, offering stunning scenery and family-friendly experiences. Visitors can explore captivating waterfalls, majestic mountains, and local visitor centers that highlight the area's natural beauty. Whether you're traveling solo, with friends, or family, Madison County provides a range of activities and attractions to ensure a memorable vacation filled with exploration and enjoyment.

  1. Old Rag Mountain: Experience exhilarating hiking on one of Virginia's most popular trails. The rugged terrain offers stunning panoramic views at the summit, perfect for adventure seekers and nature lovers alike.
  2. Dark Hollow Falls: This enchanting waterfall features a picturesque trail that leads you to cascading waters. Ideal for couples and adventurers, the serene beauty creates a romantic atmosphere amidst the vibrant outdoors.
  3. Harry F. Byrd Sr. Visitor Center: A family-friendly hub offering insights into the region's natural beauty. Enjoy interactive exhibits and outdoor activities that cater to adventurers of all ages.

Things to do recommended for couples

For a romantic getaway in Madison County, explore Early Mountain Vineyards for enchanting entertainment and vibes. Visit Sweely Estate Winery to enjoy outdoor beauty, or relax at DuCard Vineyards, where romance meets delightful experiences. Each offers a perfect setting for couples to unwind together.

Things to do recommended for groups

Groups visiting Madison County can enjoy shopping at Madison Plaza, a vibrant center with a mix of family-friendly and business vibes. Explore local boutiques and dine at nearby eateries, making it a perfect spot for socializing and experiencing the community atmosphere.

What do I need to keep in mind when booking a vacation in Madison County

When planning your trip—whether it’s with a group, family, pets, or for an extended stay—be sure to use the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Madison County with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Madison County with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, which includes finding age-appropriate amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Madison County: For many families, a trip wouldn't feel complete without their furry companion. If you can relate, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Madison County: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Madison County

Madison County, Virginia, is a hidden gem perfect for outdoor enthusiasts and families seeking tranquility. Explore the stunning landscapes and enjoy activities like hiking and fishing in the scenic countryside. With its charming country estates and spacious acreage, the region offers a serene atmosphere ideal for relaxation and recreation. Whether you're wandering through picturesque towns or immersing yourself in nature, Madison County promises an unforgettable vacation experience filled with adventure and breathtaking scenery.

  • Syria: Nestled in the heart of Madison County, Syria is an outdoor enthusiast's paradise. Surrounded by breathtaking mountain scenery, this small community is perfect for those looking to immerse themselves in nature. Visitors can enjoy a variety of outdoor activities, from hiking in the nearby national parks to skiing in the winter months. The recreational areas and ski fields are easily accessible, making it an ideal spot for both adventure and relaxation. With its stunning landscapes and proximity to natural wonders, Syria offers a unique travel experience that captures the essence of Virginia's wilderness.
  • Madison: The charming town of Madison serves as the county seat and is a great base for exploring the surrounding area. Known for its picturesque scenery, Madison is a hub for outdoor activities, including hiking, fishing, and skiing at nearby ski fields. Visitors are drawn to the local national parks and lakes, offering endless opportunities for adventure and relaxation. The welcoming community and quaint downtown area, featuring unique shops and eateries, add to the town's appeal, making it a perfect destination for families and nature lovers alike.
  • Big Meadows: Located within Shenandoah National Park, Big Meadows is a stunning destination renowned for its natural beauty and outdoor activities. The area boasts expansive meadows filled with wildflowers and breathtaking views of the surrounding mountains. Visitors can explore numerous hiking trails, enjoy picnicking, or take part in skiing during the winter months. The national park and state park nearby provide an abundance of recreational opportunities, making Big Meadows a must-visit for anyone seeking adventure and scenic vistas in Madison County.

Booking with Vrbo is simple

Looking to cut costs on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate significantly. Additionally, extending your stay can often result in substantial savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll earn OneKeyCash™ on the full booking amount. Being the organizer truly has its benefits! Join our One Key rewards program to unlock exclusive member discounts and accumulate OneKeyCash™ on qualifying stays. Sign up today and begin earning rewards!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient area to plan new journeys, update your existing plans, and manage your reservations. Your saved or booked properties are categorized into Potential, Upcoming, or Current Trips for easy access. To start exploring Trip Boards, head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Find the perfect vacation rental for your Madison County getaway

Experience the unique character of Madison County with a stay in a vacation home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Madison County

Are you looking for attractions to visit in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Madison County a fun place to get away. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Early Mountain Vineyards (3.5 mi / 5.6 km)
  • Barboursville Vineyards (15.3 mi / 24.6 km)
  • Stone Mountain Vineyards (19.1 mi / 30.7 km)
  • Old House Vineyards (20 mi / 32.2 km)
  • Keswick Vineyards and Winery (20.9 mi / 33.6 km)
  • Yogi Bear's Jellystone Park (21.5 mi / 34.5 km)

Exploring the natural features in Madison County

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Madison County. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Shenandoah National Park (23.7 mi / 38.1 km)
  • Old Rag Mountain (12.2 mi / 19.7 km)
  • Dark Hollow Falls (13.1 mi / 21.1 km)
  • Rose River Falls (13.3 mi / 21.3 km)
  • Lake Pelham (13.4 mi / 21.5 km)
  • Swift Run Gap Entrance Shenandoah (15.7 mi / 25.2 km)

Frequently asked questions

What is the best area to stay in Madison County when booking a vacation rental?
If you’re planning a Madison County getaway, Madison is one of the most popular locations to stay. Whether you prefer a cabin, condo or different property type, you’ll always have the whole place to yourself.
What is the most popular type of vacation rental accommodation in Madison County?
Cabins are the most popular style of vacation rental in Madison County, according to our data. Even if you’ve got something else in mind, Vrbo has properties in many shapes and sizes. Filter our options to find your perfect match.
How much does it cost to rent a vacation rental in Madison County?
The average price for a vacation home in Madison County is based on several factors, including length of stay, property type and season. Whether you’re thinking about a villa with space for extended family or a comfy cabin perfect for just you and the kids, just add your dates of travel to discover stays with exceptional value.
How much does it cost to rent a beach house in Madison County?
Prices for beach houses in Madison County will vary depending on the size and type of the property and when you plan to travel. Just enter your travel dates into Vrbo and the number of guests to view available options and prices. From there you can use our filters to tailor your search results by ratings, amenities and more.
Are there pet-friendly vacation rentals in Madison County?
Yes, there are. You can pick from 12 vacation rentals that cater to pets in Madison County. Some of our pet-friendly vacation rentals even come with an outdoor space for your four-legged pal to run around in, complimentary treats, doggie beds and proximity to parks. Apply the “Pets allowed” filter to find your pawfect place on Vrbo.
Are there large group vacation rentals in Madison County?
Madison County has 10 vacation homes that can accommodate 10 or more people. These properties come with all the space you need to share good times with family and friends.
Are there one-bedroom vacation rentals in Madison County?
Yes, Madison County has 3 one-bedroom rentals available. Usually located in prime areas thanks to their smaller size, a one-bedroom vacation rental is great if you’re getting away with your partner or a friend. And with comforts such as WiFi and more privacy, you’ll be able to kick back and relax while exploring this amazing destination.
Can I find two-bedroom vacation rentals in Madison County?
Madison County has 10 two-bedroom vacation rentals that you can choose from. Book a vacation home with all the space and comfort you want at a price that won’t break the bank on Vrbo.
Are there vacation rentals with WiFi in Madison County?
There are 21 vacation rentals with WiFi in Madison County. If you want to disconnect from the world while on vacation, but still want to be connected to the web, these properties are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Madison County?
You can pick from 30 Vrbo vacation rentals with air conditioning in Madison County giving you that cooling breeze and extra touch of comfort. Simply enter your desired travel dates and then make use of our filter tool to locate properties with air conditioning.
How old do you have to be to rent a vacation rental in Madison County?
The minimum required age is generally 16, 18 or 21. It can differ from property to property on Vrbo, so check the rules of your chosen Madison County vacation home before booking your trip.
How long can I rent a vacation rental in Madison County for?
The amount of time you can rent a Madison County vacation home for is down to each property. Just put in your dates of travel to find available options that offer extended stays. They include the things you need to make your extended break more enjoyable and convenient, such as kitchens and backyards. Some vacation homes might also offer weekly or monthly discounted prices, so you can stick around for longer for less.
Does Vrbo offer discounts for vacation homes in Madison County?
In Madison County, you’ll find great bargains and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re off on a mini vacay or a few weeks away, we have a host of options to suit every kind of traveler.

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