Top 6 Airbnbs in Madison, VA
Handpicked properties where comfort meets adventure—wake up to mountain views, a short drive to Shenandoah National Park and stay in the heart of Virginia's Wine Country for next-level experiences. These are the Top 6 AirBNBs in Madison, VA based on reviews and experience.
1.Emerald Retreat
6 Bedrooms - 11 Beds - 4.5 Bathrooms - Sleeps 16
Step into Emerald Retreat, where Blue Ridge Mountain beauty meets modern luxury. Set on 10 private acres, this peaceful getaway offers the perfect blend of seclusion and convenience.
Inside, the home pairs original charm with modern updates, including renovated kitchen counters and bathrooms. Upstairs you’ll find two primary king suites with en-suite baths—one with a spa-like soaking tub—plus a third king bedroom, a queen bedroom, a room with two queens, and a kid-friendly loft with twin-over-twin bunk beds.
The open living room and game room are perfect for gathering—relax by the fireplace, play Pac-Man or ping-pong, and spend time together. Outside, enjoy the private patio, grill and dine outdoors, lounge in the hammock, cool off in the pool, or unwind in the hot tub after a day exploring nearby trails or scenic drives along Skyline Drive.
Minutes from restaurants, shops, and Virginia’s renowned wineries, Emerald Retreat places you right in the heart of Virginia wine country.
At Emerald Retreat, you’re not just booking a stay—you’re experiencing your ultimate nature retreat.
2. The Reserve
2 Bedrooms - 5 Beds - 2 Bathrooms - Sleeps 6
Stay in The Reserve at Moonshine Mountain, a newly renovated chic mid-century modern woodland home tucked away in nature.
Inside, you'll find the open layout to be bright with large windows that brings nature inside where you can enjoy nature from the comfort of the couch. There are two large bedrooms, one king primary with luxurious spa-like soaking tub that you can unwind it after a long day hiking in the nearby trails. The other bedroom has 4 beds giving the ultimate "sleepover" experience. The fully-equipped kitchen and dining area make it easy to gather for meals and hang out together easily between the kitchen and living room areas, providing the perfect space to create wonderful memories.
Outside, relax in the hot tub or soak in the cold plunge. There are ample ways to enjoy the space including the cozy firepit or just lounge on the deck.
At The Reserve, you can experience being fully engulfed in nature and soak in the views of the surrounding trees.
3. Mountain Retreat
5 Bedrooms - 8 Beds - 3 Bathrooms - Sleeps 12
Enjoy staying in Mountain Retreat, a spacious renovated duplex where you'll be nestled on Virginia's picturesque nature featuring beautiful views, offering peaceful privacy.
Inside, you'll find a comfortable living space with ample room to unwind after a day of exploring. There are 2 living areas, 2 kitchens and offers tons of space. The kitchen is also fully-equipped so you can gather together to make meals together easily.
Outside, take in the surrounding views, take a nice walk on the on-site walking trail. Then hop in the sauna to relax further.
Just minutes from shopping, restaurants and Virginia's renowned wineries, there's a lot to do and explore in the area.
At Mountain View Retreat, gather together with your friends and family for a cozy and nature-surrounded stay.
4. Historic Eve House
4 Bedrooms - 6 Beds - 2.5 Bathrooms - Sleeps 10
Get a chance to stay in a fully renovated historic home at Historic Eve House, a charming retreat built in 1798 built by William Eve, nestled in the heart of Madison, VA.
Designed for relaxation, the Eve offers well-appointed areas to unwind, including private bedrooms and a cozy library. The spacious living room, dining room, kitchen, and private back patio were thoughtfully designed with socializing and entertainment in mind.
A full kitchen with everything you need to make grand meals. Enjoy the outdoor space on the porch rockers or take in the surrounding gardens while you barbecue and lounge on the expansive back patio. Play games, solve puzzles, and read books from the well-stocked entertainment closet.
At Historic Eve House, you can experience a unique blend of old-world charm and modern comfort.
5. Sunset Ridge Chalet
3 Bedrooms - 3 Beds - 2 Bathrooms - Sleeps 6
Stay in this charming Sunset Ridge Chalet, a secluded home comfortably furnished with a home-like atmosphere. Your home away from home and sits on 8 acres of pristine open pasture, offering the perfect backdrop and ideal for a retreat.
The highlight of this home is a private basketball court and pickleball court duo! That alone can keep you and your family and friends occupied with friendly competition, making it easy to stay onsite during your stay.
However, if you want to explore, you are still near the wineries, breweries, shopping and trails which are only a few miles away. Having the best of both worlds.
The chalet allows you to disconnect from technology and connect back with nature and the activities outdoors.
6. Mountain View Retreat
5 Bedrooms - 6 Beds - 3.5 Bathrooms - Sleeps 12
Stay in Mountain View Retreat, a spacious old farmhouse nestled on Virginia's picturesque nature featuring an expansive front porch with mountain views, offering peaceful privacy.
Inside, you'll find a comfortable living space with ample room to unwind after a day of exploring. Two of the bedrooms have their own fireplaces offering warm and ultimate coziness, especially in those cooler autumn and winter months.
The fully-equipped kitchen and dining area make it easy to gather for meals and create lasting memories together.
At Mountain View Retreat, you can experience being fully engulfed in nature and soak in the views.