Holiday rentals in Delaplane

Sunrise Cottage in Wine Country

The place for nature lovers and the audiophile! Newly renovated cottage with queen bed and queen sleeper sofa! Situated on five acres, at Sunrise Cottage you can see no other dwellings except those in the valley far below. Lay in bed and watch the sun rise from the East. 60 mile views with a monarch waystation off the deck. Relax in the hot tub or sit around the fire pit. Bathroom has a spa feel with rainfall showerhead. Close to Marriott Ranch for horse trail rides and surrounded by wineries!

Charming 3BR Farmhouse • Wine Country Getaway

Welcome to Badby Wood Farmhouse, a charming retreat nestled in the heart of Fauquier County. Inspired by the timeless charm of an English village, this lovingly restored 1915 gem sits on six peaceful acres of open pasture and tranquil woodland—ideal for quiet getaways, family retreats, or a romantic weekend. With 3 inviting bedrooms and 2.5 bathrooms, the property sleeps 8 comfortably. Badby Wood offers a warm, welcoming escape in the heart of rural America. Proudly veteran owned and operated.

"The Love Nest" - Stunning Views in Wine Country!

The Love Nest overlooks the Shenandoah Valley and perches high on a mountain with thousands of acres on all sides including the Thompsons Wildlife Reserve & Appalachian Trail. Wake up watching a beautiful sunrise while sipping coffee from your porch with glorious mountain views. The Love Nest is a great place to rest, relax, & recharge in a quiet, tranquil setting. Located just three miles off Rt. 66, it is centrally located near wineries, hiking, sightseeing, events, restaurants, and more!

Beautiful mountain cabin, lake, recreational areas

Blue Mountain Cabin is situated at 1,700 feet. Fish, swim, walk to nearby private Deer Lake. Located in Front Royal on Blue Mountain near Skyline Drive, Skyline Caverns, Wildlife Management Area, Appalachian Trail, G.W. National Forest, Fox Meadow Winery. Horseback riding nearby. Near the town of Front Royal, city of Winchester and outdoor movie theatre in Stephens City. Element on Main Street, Spelunker's and Melting Pot Pizza, local favorites. We offer wi-fi, landline phone, TV, views!

John Pope Cabin Browntown Va. We now have Starlink

Our cabin, located in the foothills of the Appalachian Mountains is uniquely positioned overlooking a large open field where hawks hunt and bears leisurely stroll. Our neighbors have horses that peer over the fence (nosy) pet them but don’t feed them, please. Our cabin was built in 1865 by a Confederate soldier returning from the Civil War. Eleven children were born and raised in John Pope Cabin. Our cabin is rustic. An inviting front porch with swing is waiting for you @walnuthillcabin

Virginia Wine Country Retreat 60 mi. from DC

Quiet and serene, this Wine Country Retreat in Fauquier County is an easy 60 mile drive from DC. Enjoy privacy and natural beauty in a 4-BR, 6,000 SF home on 11+ acres, with gorgeous views of the foothills of the Blue Ridge Mountains. Lovely antiques and modern amenities, WiFi, washer/dryer, gourmet kitchen. 1st floor BR, 3 more upstairs. Large deck for cookouts or stargazing! Perfect for groups doing winery tours, a "girls get-away" weekend, family gatherings, corporate retreats.

Herb Cottage-Elegant Cabin plus Optional Farm Tour

Our beautifully restored cabin is the perfect place to relax and enjoy the unique setting of our regenerative conservation farm and the local countryside and vineyards. This elegant cabin offers a charming kitchenette and accessible bathroom while retaining its pre-Civil War character with original wood floors and beams. Curl up in front of the wood stove or enjoy sundowners on the covered deck looking out on our lush pastures or next to the firepit and shared pool and hot tub.

The Wizard's Chalet • Cozy nature escape • Hot Tub

Looking for a fun getaway in a relaxing, secluded spot? Come visit The Wizard's Chalet, a cozy & upgraded cabin located in the Shenandoah Valley just one mile from Shenandoah River access and a few miles from restaurants, wineries, basketball & volleyball courts, and more! With a fully stocked kitchen, three cozy bedrooms, high speed WIFI, hot tub, and several beautiful outdoor gathering spaces, this magical cabin is perfect for couples, friends, or the entire family!

Middleburg Wine Country Retreat on 135 Acres

Escape to Virginia Wine & Horse Country at LiveEdge, a newly renovated retreat on a private 135-acre farm just minutes from Middleburg. Surrounded by rolling countryside, wineries, breweries, and renowned equestrian destinations. Enjoy a chef's kitchen, spa-like baths, bright bedrooms with scenic views, and a spacious deck ideal for grilling and unwinding after a day of wine tasting, dining, shopping, or exploring Hunt Country. High-speed fiber internet included.

The Lodge at Turkey Creek

Your low-tech getaway awaits in the heart of the coveted Virginia Piedmont horse & wine country! Nestled in the woods at the end of a half mile private drive you will find quiet & solitude. Your tranquil sanctuary includes a charming lower level apartment and patio. Located in the midst of expansive horse farms, quaint towns, idyllic scenery, mountains and wineries. Only 40 min to Shenandoah Nat’l Park & 20 min to Sky Meadows State Park.

Cobbler Mountain Revival | Historic Farmhouse+View

Step into history at Cobbler Mountain Revival—a restored 1904 farmhouse at the base of Cobbler Mountain in Virginia wine country. This unique home is filled with antiques, historical figurines, and curated relics. Perfect for history lovers, hikers, and serenity seekers, it offers mountain views, trail access, and is steps from Cobbler Mountain Cellars Cidery. Enjoy modern amenities wrapped in the charm of early 20th-century craftsmanship.

Large Modern House, VA Wine Country

6 adult bedrooms containing 7 adult beds, 1 kids' room containing 4 kids’ beds, 3.5 bathrooms. Clean, new modern house on 2 beautiful private acres just a mile from several of Virginia's best wineries. Not far from horse shows, Sky Meadow State Park, Middleburg, Paris, Marshall, and other charming towns. No pets, no exceptions, additional guests (beyond the first 8) cost $90 per person per night (plus taxes and fees, if applicable).