Cottage holiday rentals in Warren County

Shenandoah Riverfront - Happy Peach Cottage

Come relax at The Happy Peach! Nestled at the base of the Massanutten Mountains on the North Fork of the Shenandoah River (100 feet of frontage), this cozy house is the perfect base for adventures or a restful getaway. Fishing, hiking, rafting, antique shopping, wine tasting, caverns & historic sites are some options. Our 2-bedroom house is an ideal getaway for a small group or family and only a 90-minute drive from DC. And, there's high-speed fiber optic internet for to stay connected.

Bluebird Cottage at Shenandoah

Nestled in the hills of the Blue Ridge Mountains you will be delighted at this unique and tranquil getaway. Enjoy scenic views while sipping a glass of wine from any of the short distance local wineries, a hot cup of coffee, or your favorite spirit from the comfort of your own front porch or back deck. The Bluebird Cottage is your destination to reconnect with nature and ease your busy lifestyle. Hike the nearby Appalachian trails, visit local caverns, or go tubing in the Shenandoah River.

Shenandoah Escape, Hot Tub, Kid-Friendly, Hiking

Step into our tranquil retreat, a charming cottage overlooking breathtaking Shenandoah. From the wrap-around porch, soak in sweeping vistas of lush greenery and the Shenandoah river creating an idyllic backdrop for relaxation. Inside, find comfort in cozy furnishings and thoughtful touches, inviting you to unwind and recharge. Whether you're savoring a morning cup of coffee or embarking on an adventure along nearby hiking trails, this peaceful haven offers an escape into nature's embrace.

The VUE - On Top of Paradise

Situated on a mountainside, the Vue blends luxury with nature. The spacious deck offers stunning mountain views, while the open-concept kitchen and living area with a grand fireplace make it feel like home. Hot tub with mountain views! With no steps at the entrance, it's designed for easy access. You'll reach The Vue via a well-maintained gravel road. 4WD or AWD is recommended from November to April, though 2WD is usually fine the rest of the year. Parking for 3 vehicles is provided.

New! Family cottage w/ fast WiFi & pet friendly.

We are centrally located near some of the best attractions in VA. The Famous Apple House is only 5 mins away. The home features a gourmet kitchen - fully stocked. Gig WiFi, 3 nicely sized bedrooms. Traverse downstairs we have big screen tv, board games, ping pong, or play on the popular arcade machines. Have a glass of wine on the deck or make s’mores near the fire pit. There is a little bit for everyone here. We would love to host you for your next getaway. Message me anytime!

Country Elegance overlooking the Shenandoah River

This beautiful home, which we have named The Snug, is a guest favorite in our Rolling River Holidays rental portfolio! The house was designed and built by the owner of the property, Frank O'Reilly, and not a detail was left out. The house is located on a stunning ten acre river site on the 108 acre Rolling River Farm, and is nestled in the trees. Walk out of the back of the house, onto any of the three levels of decks and patios and be met by lovely views of the Shenandoah River.

Riverfront Paradise-HotTub-Sauna-ColdPlunge-FirePt

Welcome to Ultimate River Paradise, a secluded retreat with 300 ft of private Shenandoah River frontage! Relax in the hot tub, unwind in the wood-burning Cedar Sauna with the Riverview, or gather by the firepit under the stars. Enjoy a movie room, shuffleboard, ping-pong, trampoline, and outdoor deck with stunning views. Sleep in luxury with three king beds and enjoy a fully equipped kitchen. Escape, unwind, and create unforgettable memories—book your stay today!

The Apple Mountain House

Perched on a mountainside, this 4BR, 3BA retreat offers breathtaking views of rolling farmland and a river. Relax on the spacious deck, soak in the hot tub, or enjoy the rec room with a poker table and dart board. The open living space features floor-to-ceiling windows, a cozy fireplace, and a modern kitchen. With high-speed WiFi, Smart TVs, and a fire pit, it's the perfect getaway. Wake up to the view of a lifetime! AWD is recommended Nov-April

The Cottage at Shenandoah Valley Golf Club

This 2 level cottage has a master suite and bath on the first level with a spacious kitchen and living room with access to the deck that overlooks the Blue Ridge Mountains and golf course. The walk out basement offers a large common room with 2 queen sleep sofas, a full bath and patio to relax on. On Friday Night from April through October enjoy our Fire Pit Friday's at the main club house with Food, Drinks, and Live Music.