Vacation rentals in Shannon Hill

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Top-rated vacation rentals in Shannon Hill

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Top guest favorite
Farm stay in Kents Store
5 out of 5 average rating, 31 reviews

Welcome to Tall Tree Farm

Spend a weekend or more at this unique and tranquil farm getaway. Unwind in the country with walking trails, swimming, fishing in our stocked pond or enjoy an evening around a bonfire with your family and friends. Tall Tree Farm is our home and we invite you to come find out what makes this place so special. Only 45 minutes to Richmond, 25 minutes to Charlottesville and The University of Virginia, 33 minutes to Thomas Jefferson's Monticello and minutes from wineries, breweries and distilleries.

Guest favorite
A charming single-story brick house is set against a clear blue sky, featuring a spacious porch and neatly landscaped front yard. Large trees enhance the open surroundings, while a two-car garage is visible in the background, ensuring ample parking and convenience.
Home in Louisa
4.9 out of 5 average rating, 103 reviews

Pleasant View Farm Guest House

Pleasant View Farm is a working Angus cattle farm located in the heart of the Green Springs National Historic District. Views of the Blue Ridge Mountains and beautiful pastures are seen from all aspects of the house. Located close to I 64 and a short drive to Charlottesville and UVA, Richmond, wedding venues, Gordonsville, Orange, Monticello and Montpelier. The area is abundant in wineries and brewerys. Tear drop driveway is perfect for parking your boat trailer while visiting Lake Anna.

Top guest favorite
The cottage exterior is seen with a spacious front porch featuring two rockers and small tables. A warm glow from lights illuminates the entrance. The building showcases a sloped metal roof, charming green shutters, and potted plants on either side of the door.
Cottage in Scottsville
4.99 out of 5 average rating, 138 reviews

The Cottage at Hardware Hills Vineyard

Head for the Hills! The Cottage at Hardware Hills Vineyard sits atop the property alongside the main estate house. Bask in Virginia sunsets over the vines. Take a short hike down to the Hardware River where you can dip a toe in or try your hand at fishing. On weekends, you have a family-owned winery right in your front yard to stroll down and sit by the vines to enjoy delicious wines. Centrally located to many wine trail attractions and all that the Charlottesville area has to offer.

Top guest favorite
A serene house sits on a sprawling lawn, with a wrap-around porch featuring wooden railings. A rainbow arcs over the roof, adding a colorful element to the sky. Gravel pathways lead to the entrance, framed by lush greenery in the background.
Home in Louisa
4.95 out of 5 average rating, 74 reviews

Venson’s Getaway!

Venson’s Getaway is a beautiful house that was recently remodeled into a comfortable and cozy getaway. The house sits on 30 acres of peaceful and private land, and in its immediate surroundings it has a nice patio with a fire pit and three grills, and a beautiful heated swimming pool that was also recently finished. The area is surrounded by nature, including a creek that runs through the property! It is also located 30 minutes away from Charlottesville (famous Monticello's location!)

Top guest favorite
An outdoor tub is positioned on a stone patio, surrounded by wooden fencing. Glass doors reveal a cozy bedroom with warm textiles. Soft lighting enhances the space, while a small table nearby holds two glasses and a bucket, inviting relaxation.
Cottage in Faber
4.99 out of 5 average rating, 161 reviews

Luxury Cottage | Outdoor Tub + Mountain Views

Soak in a private outdoor bathtub beneath the stars, wake to mountain views from your king bed, and open an entire wall of glass to bring the Blue Ridge Mountains inside. Welcome to The Cottage at Perkins Hollow Retreat! Located in Nelson County, just minutes from the Nelson 151 Brew Trail, award-winning wineries, breweries, hiking, and only 25 minutes from Charlottesville, The Cottage is the perfect destination for a romantic getaway, anniversary, honeymoon, or peaceful retreat.

Guest favorite
A charming single-story house is set amidst lush greenery. The exterior features light-colored siding, decorative shutters, and a welcoming front porch, framed by colorful flower beds. Large windows allow natural light to illuminate the home, creating an inviting atmosphere in a tranquil environment.
Guest suite in Louisa
4.9 out of 5 average rating, 340 reviews

The Crystal Peony (WIFI INCLUDED)

Welcome and thank you for considering The Crystal Peony in Louisa, VA as you search for your next stay! For those travelling East and West through VA, we are conveniently located JUST off I-64; and for those travelling North and South, we are only one exit from Rt-15. Our ideal location sits 30 minutes from Charlottesville and 40 minutes from Richmond. This room has its own private entrance with ample parking, a private attached bathroom and shower with a gorgeous double sink.

Top guest favorite
The treehouse structure is framed by lush greenery, featuring a combination of wood and metal elements. A spacious deck surrounds the entrance, leading to steps that connect to the ground. Large windows offer views of the forest, enhancing the connection to nature.
Treehouse in Palmyra
4.97 out of 5 average rating, 200 reviews

Delightful one bedroom treehouse with king bed

You'll love this unique and romantic escape. Come and disconnect from the world and reconnect with each other in the Treehouse at Backabit Farm. You can enjoy the indoor fireplace or outside propane fire pit! Private deck for gazing at the stars or watching the wildlife. Two person hammock tucked under the trees! Inside you will find king bed with a view out of the three large windows, loveseat, tv, microwave, small fridge, coffee station and quaint bathroom with tiled shower.

Top guest favorite
A comfortable living area features a cozy window seat adorned with various cushions. Light green walls complement a flat-screen TV mounted above a light-colored console table. A soft area rug defines the space, while a door leads to the outdoor area, framed by natural light.
Home in Kents Store
5 out of 5 average rating, 54 reviews

Chicory Cottage

Cozy 3BR, 2BA cottage in rural Virginia—perfect for peaceful getaway. Each bedroom has a king bed, plus daybed and pullout sofa for up to 7 guests. Enjoy a fully equipped kitchen, high-speed Wi-Fi, smart TV, washer/dryer, and a dedicated workspace. Guests have full private use of the cottage and outdoor areas. Owners live on-site in a separate home and respect your privacy. Close to Rt 64, Richmond, Charlottesville, trails, wineries, and other Central VA attractions.

Top guest favorite
Treehouse in Stanardsville
4.97 out of 5 average rating, 114 reviews

CloudPointe Retreat

Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, lounge, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature! 4WD is recommended.

Top guest favorite
Home in Richmond
5 out of 5 average rating, 5 reviews

Waterfront Escape | Hot Tub, Canoe & SUP

Welcome to Rushes Reservoir—a waterfront retreat with treetop views hidden in the heart of Richmond. Perched above the reservoir, the home's main living spaces feel suspended in the canopy, with sweeping views of the woods and water. Relax in the hot tub, gather around the fire pit, paddle the reservoir by canoe or SUP, fish from the dock, or unwind on the expansive deck—all just minutes from Richmond's restaurants, breweries, and attractions.

Top guest favorite
Cabin in Mineral
4.96 out of 5 average rating, 102 reviews

Private Log Cabin w/ Hot Tub, Fire Pit & Porch

Welcome to your cozy log cabin escape near Lake Anna; perfect for families, couples, friends, or a laid-back getaway with your favorite people. Start your mornings on the screened porch, spend the day on the lake, then unwind in the hot tub or by the fire under the stars. Highlights: ✅ Hot Tub ✅ Fire Place/Pit ✅ Fully equipped kitchen ✅ Peaceful ✅ Relaxing ✅ Quiet ✅ Kayak ⚖️ Honestly, check out the reviews!

Top guest favorite
The exterior of the house is framed by vibrant autumn foliage, showcasing a mix of reds, oranges, and yellows. Stone steps lead to a welcoming porch, illuminated by soft interior lights. A gravel pathway is bordered by lush greenery, enhancing the natural setting.
Cottage in Palmyra
4.97 out of 5 average rating, 174 reviews

Hawkwood House King Bedroom

Hawkwood House is close to Charlottesville, VA. It is in a 100-acre wood. Two guests share downstairs bedroom. Guests may use upper floor only with prior arrangements. It is a very quiet, peaceful setting. It is located near historic sites from colonial times of the United States and the Civil War and near Charlottesville VA and homes to three early US presidents (Monticello, Ash Lawn and Montpelier).

Popular amenities for Shannon Hill vacation rentals