Gordonsville holiday rentals

From simple studios to luxe lofts, find holiday rentals that are right for you on Airbnb.

Holiday rentals in Gordonsville

£103 SHADE TREE COTTAGE, a southern gem!
65 reviews

Located within minutes of award winning wineries in the Monticello Wine Region; Keswick, Barboursville, Horton, Trump, Jefferson. The Cottage is private, quaint and comfortable ... read more
£158 Central Virginia Country Cottage
69 reviews

Enjoy the spirit of rural Virginia in this antebellum farmhouse retreat. Ingleside is yours to relax and enjoy in total privacy. It's ideal for family gatherings or just gettin... read more
£75 "The Little House" at Shade Tree Cottage, it's NEW
3 reviews

This is the best little, tiny house in the Keswick/Gordonsville area! Great for a couples' get away or a midweek stop to take in the surrounding history. Living area, kitchenett... read more
£103 Gum Tree Lodge
103 reviews

Gum Tree Lodge, a newly built A-frame style cottage is located in the Madison-Barbour Rural Historic District on seventy acres of pastoral countryside. Nestled in woods the Lodg... read more
£107 18th Century Charming Bungalow
28 reviews

Escape and unwind from city life on a beautiful and historic estate just 20 minutes from Charlottesville! Our historic bungalow comfortably fits 2-4 people and is perfect for th... read more
£115 Chanticleer Wine Country Cottage
27 reviews

Overlooking Southwest Mountains, Chanticleer Cottage sits on 55 acres of farmland with restful country views but within minutes of Charlottesville, Gordonsville, Barboursville, ... read more

Favourite Gordonsville holiday rentals

£95 Historic, Quaint Bungalow by CVILLE
21 reviews

Escape and unwind from city life on a beautiful and historic estate just 20 minutes from Charlottesville! Our historic bungalow comfortably fits 4-6 people and is perfect for th... read more
£127 Cozy cottage on charming horse farm
18 reviews

Peaceful cottage in beautiful Keswick/Gordonsville horse & wine country. 20 mins. from Charlottesville and historic sites. Several wineries nearby. 1 bedroom with a loft area ... read more
£119 Servants' Cottage on Huge Farm
10 reviews

The Cottage is on a 600 acre farm, with horses out the back door. The patio expands the living space, with its patio furniture, swing, gas grill and firepit. Inside, you have ... read more
£174 'Pond House' on Huge Farm
9 reviews

Our Pond House is on the shore of one of the most beautiful ponds you can imagine, in the center of our 600 acre farm. Great for young families. Fishing, trails, horses, cows, ... read more
£119 Summer escape -Shenandoah Crossing
8 reviews

Nice two bedroom villa in Shenandoah Crossing, features full kitchen, 1 king bed 2 Twin beds, 1 Sofa bed most comfortable for 2 children.Bath(s) - 1 Full; You will have nice ex... read more
£174 Milker's Cottage at Wolftrap Farm
7 reviews

Latest vacation rental offering at Wolftrap Farm, 25 minutes from Charlottesville. Horses at your back door, you're in the middle of a 600 acre farm with 4 vacation homes. Con... read more

More holiday rentals in Gordonsville

£356 Chanticleer Farmhouse
1 review

A wonderful new-old farmhouse in a restful pastoral setting "far from the madding crowd" but close to family as well as refined, elegant dining, Chanticleer Farmhouse is perfec... read more
£63 Ivy Cottage-Private Full Bed & Bath
1 review

Private bedroom with Full sized bed and En Suite full bathroom. Access to Shared Full kitchen, 2 spacious entertainment rooms and dining area. Multiple porches for enjoying natu... read more
£47 The Fox Den - A Writer's Retreat
155 reviews

Cute and cozy cottage in Keswick on the historic mile. Great setting for getting away or hanging your hat while you visit local attractions! (06/21/2016: Our neighbors are curre... read more
£79 Private elegant farm cottage
36 reviews

Enjoy a stay in our private farm cottage. Beautifully restored with rustic charm and elegance. Step out of your door and walk into our well kept gardens. Walk a little further a... read more
£75 Charming abode in Va Wine Country
43 reviews

Beautiful, private apartment with new kitchen and bath located on our small horse farm minutes from Va's best vineyards, Montpelier, the charming towns of Gordonsville and Orang... read more
£119 Charming Cottage at Golden Hill
146 reviews

Enjoy our lovely handcrafted cottage in its wooded, peaceful setting with walking trails, chickens and a beautiful garden -- just a mile from the Keswick exit off I-64 near Char... read more

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