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Vacation rentals in Madison

Vacation rentals in Madison

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Madison

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Tiny living on The Hilltop
    SUPERHOSTTiny house · 2 guests · 2 beds · 1 bath
    Tiny living on The Hilltop

    Tiny house living is about a minimalist lifestyle, leaving a smaller environmental footprint & greater financial freedom. Whether you’re interested in trying out Tiny Living or you just want to stay in a unique Airbnb, Hilltop Hideaway is for you! It’s a beautifully decorated, 208 sq ft Tiny house in the heart of historic Virginia.

    What guests are saying:

    “Staying in Patti's tiny house was a wonderful experience. The house was impeccably clean, and had many nice cozy touches. The fridge/pantry were stocked full of snacks, condiments, spices, and anything else you could need. The best part was all the outdoor amenities... including three fire pits, a BBQ, and plenty of outdoor space to relax and enjoy the beautiful countryside. Patti has a book full of tips for hiking and other activities to do in the area. She is an amazing host who was always so quick to respond to us and made sure we had everything we needed during our stay. We are looking forward to returning to stay with Patti again very soon!”

  • Unique One Bedroom Apartment With a Kitchenette
    SUPERHOSTEntire apartment · 3 guests · 2 beds · 1 bath
    Unique One Bedroom Apartment With a Kitchenette

    Unique one bedroom apartment available for short or long term stays! Enjoy use of the kitchenette with microwave, mini fridge, 2 burner hotplate, coffee maker, and basic dish and cookware. Bedroom and living room combo space is sure to please with quaint built in bookcase and sloped ceilings - the perfect room to curl up and read in or watch TV! Bathroom features a soaking tub with shower handle. Check us out on Instagram #bonzosairbnb

    What guests are saying:

    “This cute & cozy Airbnb exceeded my expectations! Amanda hosted me & my puppy during COVID when we needed a hiking escape to Shenandoah. The place was much larger than expected and the personalized touches were so thoughtful. The location can’t be beat because you’re extremely close to many hiking trails. My puppy loved the huge yard and field to run around in. This is a perfect place to stay for solo travelers or couples. Would come back again! :)”

  • White Oak Run Carriage House, On the Farm
    SUPERHOSTEntire house · 4 guests · 3 beds · 1 bath
    White Oak Run Carriage House, On the Farm

    Sweet, cozy Carriage/Farmhouse, nestled in the heart of Madison County, overlooking our beautiful farmland and mountains. We trust the front porch and view will yield some of the best sunsets you’ll ever see on the east coast! This place holds a tender spot in our hearts, where we have spent some of our best weekends. We want to share this space with you, so you’ll have a chance to unwind, disconnect from the rest of the world, and recharge as we have. Welcome and enjoy! Ali & Shawn Woodfolk

    What guests are saying:

    “We thoroughly enjoyed everything about our stay. It’s a beautiful location on a quiet street with an amazing view from the front porch swing. The home was spotless and fully equipped with everything you might want, including incredibly comfortable living room furniture, fast WiFi and strong cell reception. We loved the fire pit in the back yard. The location is also perfect - tucked away on a farm but only minutes from a local pastry/coffee shop and farmers market (complete with petting zoo). We hope to have an opportunity to visit again soon.”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Madison vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Madison

Mountain View’s cabin!
SUPERHOSTEntire cabin
Mountain View’s cabin!
Price:$96 CAD/night
Enjoy a Piece of Country Heaven at Welsh Run Farm
SUPERHOSTPrivate room
Enjoy a Piece of Country Heaven at Welsh Run Farm
Price:$46 CAD/night
Cozy 1 room cabin in the mountains.
SUPERHOSTEntire guesthouse
Cozy 1 room cabin in the mountains.
Price:$86 CAD/night
Hebron Valley Cottage
SUPERHOSTEntire guesthouse
Hebron Valley Cottage
Price:$134 CAD/night
THE PERFECT HIKING & WINERY COUNTRY RETREAT
SUPERHOSTEntire cottage
THE PERFECT HIKING & WINERY COUNTRY RETREAT
Price:$135 CAD/night
Chic and comfortable downtown home. Many extras!
SUPERHOSTEntire bungalow
Chic and comfortable downtown home. Many extras!
Price:$90 CAD/night
The Cabin at the Lake
SUPERHOSTEntire cabin
The Cabin at the Lake
Price:$203 CAD/night
Little House on Strother Run
SUPERHOSTEntire guesthouse
Little House on Strother Run
Price:$95 CAD/night
The Cabin on Windy Knoll
SUPERHOSTEntire house
The Cabin on Windy Knoll
Price:$88 CAD/night
Lake Front Home 15 Min from BlueRidge Mountains.
SUPERHOSTEntire cabin
Lake Front Home 15 Min from BlueRidge Mountains.
Price:$203 CAD/night
Downtown Room
SUPERHOSTPrivate room
Downtown Room
Price:$88 CAD/night
GreeneHouse*PRIVATE*WiFi*VIEWS*HotTub*MTNS*Farm
SUPERHOSTFarm stay
GreeneHouse*PRIVATE*WiFi*VIEWS*HotTub*MTNS*Farm
Price:$169 CAD/night
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