Cottage holiday rentals in James River

Cozy Mountain Cottage on Brew/Wine Trail-King Bed

Welcome to the Sugah Shack, a cozy, beautifully appointed new construction cottage nestled in the foothills of the Blue Ridge Mountains! Located midway on the Brew Ridge Trail, but 500 yards off the byway, so guests have a quiet retreat. Perfect for romantic getaways, destination telework space, or families exploring this outdoor paradise community. Stunning property boasts beautiful vistas with sweeping 300-degree mountain and a year-round calendar of outdoor activities. GAS FIREPLACE/FIREPIT

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.

Shenandoah River Retreat

New guest cottage with gorgeous view of the Massanutten and Blue Ridge Mountains, access to the South Fork of the Shenandoah River. Sit on the porch and soak it all in, enjoy the river, and local activities King size bed, gas range/fireplace, all new appliances Wi-Fi and TV for local stations and Roku. Surrounded by farm land, bucolic setting. 4.5 miles from Merck, 2.5 miles from Coors, 3.5 miles from Massanutten Resort, 14 miles to Shenandoah National Park, 13 miles to JMU. No pets or smoking

Idyllic Cottage Retreat

⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.

Evening breeze cottage, nestled in the woods

Experience the perfect blend of comfort, tranquility, and tradition in this beautifully maintained home, steeped in a rich heritage of faith and family. Whether you're seeking a peaceful, cozy retreat to unwind or a welcoming base during your time in the area, this home provides an inviting atmosphere where you can truly relax. With its warm, quiet ambiance and pristine cleanliness, it offers an ideal sanctuary for both short stays and longer visits, ensuring your stay is restful and memorable.

Oasis in the Blue Ridge Rt. 151 Brew Ridge Trail

Welcome to the Glass Hollow Cottage! Come make yourself at home and enjoy the rustic charm of our custom hand-built cottage. A perfect getaway for a couple or friends who want a 1-of a-kind destination. Adventure and R & R await you!!! Enjoy the well stocked kitchen & the bright, clean, cheery ambience.... everything you need to feel at home & then some. Prime location: Just minutes to Rt. 151/Brew Ridge Trail, dozens of popular wineries/breweries, Wintergreen Resort & Shenandoah Nat. Park.

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views

Welcome to Towler Cottage, a getaway in the heart of Route 151 in Afton. The cottage is within minutes from the best wineries and breweries, great local trails, and the Blue Ridge Parkway! Relax in the hot tub on the rear deck, or sit out by the fire pit and gaze at the stars. Enjoy great mountain views from the front porch rocking chairs. With one bedroom with a queen bed, plus a pull-out couch in the living room, the cottage is perfect for couples. Located 25 minutes from Charlottesville.

Vintner’s Vineyard Cottage near W&L,VMI

Escape to the Vintners Guest House, a bespoke retreat perched on a hill & offers sweeping views of our vineyards & mountains. Adjacent to our on-site tasting room, this sanctuary features an expansive covered porch with Adirondack chairs, a firepit, and a fenced backyard. Inside, a wood-burning fireplace adds warmth, and a gas grill awaits al fresco delights. It's the perfect spot to unwind with a cup of coffee or a glass of wine. Come, be our guest, and experience the epitome of serenity.

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.

The Ivy Rose Tea House, 15 min to Cville & Mtns

Welcome to The Ivy Rose Tea House in the heart of Ivy, located just 15 minutes to Charlottesville, Crozet and Route 151 (also known as Brewery Trail). This is a unique property located on 3 acres right along Route 250. The wrap around covered deck on 3 sides offer privacy, views and a relaxing place to enjoy a meal outside or morning coffee. This character rich home was built for the guest who wants a cozy experience in the country. Fully equipped kitchen. We would love to welcome you!

TooFine Lakehouse, pet friendly waterfront cottage

Cute & cozy (tiny) waterfront cottage nestled in a pine forest. Situated on an almost 3 acre point on the Diascund Reservoir this is THE perfect spot to get away from it all & still be in the middle of everything! Options abound - fishing from the dock, bird watching, canoeing, roasting marshmallows around the fire pit, swinging in the hammocks, napping on the screened in porch, grilling on the patio, reading in the loft, playing games (inside & out), or just chill & feel the vibe.

The Maury River Treehouse

Welcome to The Maury River Treehouse! This luxury timber frame cabin sits on the banks of the Maury River. The Treehouse was built almost entirely by local craftsmen this is a must see! Located 9 miles from Lexington, Washington & Lee and Virginia Military Institute. It's a fisherman's friend, paddlers paradise or just a relaxing retreat! The timber frame construction, stone fireplace, gourmet kitchen and park like setting will take your breath away! You won’t want to leave!