Holiday houses in Esmont

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Top-rated holiday rentals in Esmont

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

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Top Guest favourite

A charming cottage is nestled among lush green grass and surrounded by trees. Its metal roof and white siding are complemented by well-maintained shrubbery. Dappled sunlight filters through the tree branches, creating a serene outdoor ambiance.

Cottage in Covesville

Historic cottage with stunning mountain views

Welcome to Rose Cottage in picturesque Albemarle County, where you'll enjoy expansive 360-degree views of the mountains surrounding historic Cove Lawn Farm. Relax in the tranquil rural setting or stroll more than two miles of comfortable walking paths that wind through 25 acres of stream-lined hayfields. From Rose Cottage, you're just minutes from the best local cideries, distilleries, and wineries including Pippin Hill Farm & Vineyards. Easy 20-minute drive to UVa and 22 minutes to Monticello.

5.0 out of 5 average rating, 169 reviews

Top Guest favourite

The unique octagonal house is framed by lush greenery, showcasing its distinctive architecture. A spacious deck offers a vantage point for enjoying unobstructed views of the surrounding landscape. Panoramic windows reflect the natural beauty of the Blue Ridge Mountains, inviting light into the living space.

Home in Afton

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

4.99 out of 5 average rating, 111 reviews

Top Guest favourite

Farm stay in Scottsville

Riverview at Belle Meade Farm

Sorry for the increase in pricing as Airbnb has rolled their guest fees into our daily rate instead of charging separately. Overall, total costs are the same as before this change. Escape to Belle Meade Farm, a magnificent 106-acre estate overlooking the James River, once owned by Thomas Jefferson's family. Nestled in the serene countryside, the property is just a mile away from historic downtown Scottsville, a short 25-minute drive to Charlottesville, and near many wineries and breweries.

5.0 out of 5 average rating, 106 reviews

Top Guest favourite

The rustic log cabin is framed by a lush green landscape. A covered front porch extends across the front, featuring a stack of firewood neatly arranged beside it. Large windows allow natural light to illuminate the interior, while a charming arched window adds character to the upper level.

Cabin in Schuyler

Very Private Cabin on 100 Acres - Howl at the Moon

"Into the forest I go... to lose my mind and find my soul." -John Muir Incredible cabin nestled in the center of 70 very private acres. Relax and unwind to the sights and sounds of frogs, crickets, & owls. Ideal for families and couples. The Cabin offers close proximity to the James River & tubing, UVA, and many wineries. You will see millions of stars and gain the serenity that can only come from nature. The Cabin is also only 20 minutes away from all that Charlottesville has to offer!

4.99 out of 5 average rating, 143 reviews

Top Guest favourite

The image features a charming two-story home surrounded by lush greenery and flowering trees. A circular driveway leads to the entrance, with manicured lawns enhancing the exterior. The backdrop includes rolling hills and bright blue skies, creating a serene and inviting setting.

Home in North Garden

Lux Country Retreat minutes from Charlottesville!

Located just off route 29 this private luxury retreat with surrounding 2 acre fenced yard is one mile from Pippin Hill Farm & Vineyard and only 15 minutes from UVA/Charlottesville. You will find this home spacious, bright and airy, perfect for entertaining groups or families. The house is completely equipped with everything you may need to host the perfect getaway! Nearby attractions: Pippin Hill, Albemarle Ciderworks, Ragged Branch Distillery, Potter's Craft Cider and Charlottesville!

4.97 out of 5 average rating, 400 reviews

Guest favourite

A scenic view of a charming road lined with historic houses. Pink blossoms from trees add color to the landscape, while power lines stretch overhead against a clear blue sky. The greenery and flowers along the roadside enhance the tranquil ambiance of the neighborhood.

Home in Scottsville

Terrell House, ca 1850

This ca 1840 house, listed on the National Register of Historic Place as part of the Scottsville Historic District, has been completely renovated. It is located in historic Downtown Scottsville. Within walking distance are four restaurants and a brewery. A grocery store and other restaurants also a short drive away. A nature area with trails is also nearby. It has a kitchen, dining and living area. WiFi. If this house is already reserved, I have other properties that could be available.

4.87 out of 5 average rating, 149 reviews

Top Guest favourite

A charming blue house is set on a green lot, framed by trees and bushes. The exterior features a welcoming front porch with steps leading up, and a gravel driveway accommodates multiple vehicles. Bright sunlight highlights the tidy, clean environment.

Bungalow in Scottsville

Scottsville Downtown Bungalow

Stay in downtown Scottsville. I try to accommodate early check ins or late check outs if requested. The house is neat and clean with central heat and air on a quiet side street. Have fun on the river tubing & kayaking. Walk to Van Clief Nature area, hiking trails, river, brewery & restaurants. It's about 20 miles from UVA and Yogaville & only a short drive to several wineries in the area. The covered front porch has a patio set for 4. Due to allergies, I am unable to accommodate pets.

4.98 out of 5 average rating, 224 reviews

Top Guest favourite

The living room features two elegant sofas flanking a glass coffee table on a natural fiber rug. A tall floor lamp provides light, while decorative artwork and a potted plant add a touch of warmth. Windows with bamboo shades allow natural light to filter in.

Cottage in Scottsville

The Butler’s Cottage At Chester

Sorry for the increase in pricing as Airbnb has rolled their guest fees into our daily rate instead of charging separately. Overall, total costs are the same as before this change. Situated on one of the six historic properties in Scottsville, Chester and its seven-acre setting evokes a feeling of serenity and charm for all those who visit. The main house, built in 1847 and later expanded, still exudes the charm which would have greeted guests arriving in carriages 179 years ago.

5.0 out of 5 average rating, 115 reviews

Top Guest favourite

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

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.

4.98 out of 5 average rating, 170 reviews

Top Guest favourite

A tiny house is set against a backdrop of colorful sunset skies. The exterior features blue siding with softly glowing lights around the entrance. Lawn chairs are positioned in front, inviting relaxation. Trees and greenery surround the area, enhancing the serene atmosphere.

Tiny home in Scottsville

Rare Find: Private Animal Sanctuary & Tiny Cottage

For animal lovers seeking an exclusive and unique getaway, this boutique Airbnb in Scottsville offers a tranquil escape where guests can unwind in nature and connect with the sanctuary’s resident animals. Recognized by Northern Virginia Magazine, Trips 101, and Trips to Discover as one of Virginia’s most distinctive stays, this thoughtfully curated retreat features cozy furnishings, charming handcrafted details, and an expansive window that showcases views of the animals.

4.99 out of 5 average rating, 522 reviews

Guest favourite

A cozy cabin constructed of logs stands among tall trees, with a small porch inviting guests in. An outdoor fire pit is situated nearby, surrounded by yellow seating. The gravel path leads to the cabin, showcasing a tranquil natural setting.

Farm stay in Esmont

Small cozy Cabin in the foothills! Dogs welcome!

Escape to this private guest cabin for two in the rolling hills of Esmont, just outside Charlottesville and Virginia wine country. Set on 60+ acres of peaceful farm and woods, this quiet retreat offers privacy, wildlife, and open skies. Walk over two miles of private trails (when open) and unwind by the fire pit under the stars. Perfect for a romantic getaway or Blue Ridge escape. No cleaning fees—please tidy up. Dog friendly with a $50 NON-REFUNDABLE fee; dogs must

4.94 out of 5 average rating, 278 reviews

Guest favourite

A single-story house with white vinyl siding is surrounded by well-maintained greenery. A front porch features a swing, while large windows invite ample natural light. The muted color palette of the exterior harmonizes with the inviting lawn space, creating a peaceful outdoor setting.

Home in Schuyler

Peaceful Cottage

Wineries, Cideries and Breweries close by. Convenient to Nellysford, Wintergreen and all Charlottesville has to offfer - 3mi Walton’s homestead. Sightseeing, Beer and Wine trail, and Historical Landmarks Very close to the James River Runners tubing and canoeing activities. Old town of Scottsvilles is 9miles away and there is River Rafting company and plently of local eating and a brewery.Pet friendly & fee Type of pet &size requested

4.81 out of 5 average rating, 123 reviews