Holiday rentals in Millwood

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Top-rated holiday rentals in Millwood

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

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Top guest favourite
The modern cabin is illuminated at night, showcasing a welcoming exterior with a spacious porch. Large windows allow for glimpses of the interior, and the hot tub is positioned on the deck, enhancing the outdoor living experience.
Cabin in Front Royal
5.0 out of 5 average rating, 241 reviews

The Bella Vista House

This modern cabin offers a beautiful view of the Shenandoah Valley and is a perfect getaway home! To experience an unforgettable moment on the porch, make yourself a cup of coffee and enjoy peace and tranquility. Inside you will find an open floor plan with soaring ceilings, a well-stocked kitchen and an amazing wall of windows! Minutes from the Shenandoah River (w access to road boat ramp), Shenandoah National Park, Skyline Drive, wineries, river sports, horseback-riding, Luray Caverns & more.

Top guest favourite
A charming single-story house is surrounded by lush greenery and features a welcoming front porch with white railing. A gravel pathway leads to the entrance, framed by carefully maintained flower beds and the privacy of a wooden fence. Ample outdoor space is visible.
Home in Boyce
4.99 out of 5 average rating, 84 reviews

Cottage on the Shenandoah

Situated along the banks of the Shenandoah River and base of the Blue Ridge Mountains--perfect for your escape to nature! Nearby attractions include the Blue Ridge Wildlife Center, Sky Meadows State Park, the State Arboretum, & Appalachian Trail. Whether you're looking for outdoor adventures or a relaxing getaway, you will find it here. Only 20-25 minutes from the historical and walking attractions of Winchester, Front Royal, Middleburg, wineries, breweries, and a five star French restaurant.

Guest favourite
A cozy fire pit is surrounded by six white Adirondack chairs, creating an inviting gathering space. Soft lighting is provided by lanterns, while the cottage can be seen in the background, framed by trees under a dusky sky.
Cottage in Boyce
4.95 out of 5 average rating, 155 reviews

Pets? YES! Hot Tub | Fast Wi-Fi | Fire Pit

Moonflower Cottage is a historical farmhouse nestled on two rolling acres in Virginia's wine country. Visit the area's top vineyards, dining, and antique shops. Float down the Shenandoah River. Cap your day sipping cabernet as the sun sets and the cottage blooms like the moonflowers that grow wildly. Bathe in the warm glow of string lights under the grapevine arbor or enjoy a relaxing soak in the spa. Young or old, you are sure to find the vintage that you are looking for at Moonflower Cottage.

Guest favourite
Home in Millwood
5.0 out of 5 average rating, 9 reviews

Peony Place renovated farmhouse in horse country

Enjoy a healing retreat in the Shenandoah Valley. You will love your stay in this renovated 2BR 1BA farmhouse on a cut flower & peony farm near the historic village of Millwood VA! Nice fully equipped kitchen & newly tiled bath w/shower. Great front porch w/ swing & rear deck for grilling and fire pit. Appalachian Trail & Bears Den (hiking), museums, u-pick orchards and tubing. The Virginia State Arboretum is a couple miles away. Not far from D.C. EV charger for hybrid/electric vehicles.

Top guest favourite
A well-appointed kitchen features a central island with a marble countertop, surrounded by wooden cabinets and modern appliances. Natural light floods in through large windows, illuminating the dining area with a small table and four chairs. A patterned rug adds warmth to the wooden flooring.
Cottage in Berryville
4.99 out of 5 average rating, 161 reviews

Guest Cottage on Historic Estate & Cattle Farm

Fully restored c.1900 farm house on 190 acre estate, ~1 hr from D.C. Cottage is situated at end of a farm road (past the main house and barns), very private w/ creek and cows right outside. Enjoy walks on the farm, local hikes, breweries & wineries, pick-your-own fruit farms, tubing on the Shenandoah, restaurants, antique shops, and more. 1 queen bdrm and bath on 1st flr, 2nd queen bdrm & loft with twin beds on 2nd flr. wifi, fire pit, small grill. Over 25 only, Max 4 adults. 1 SMALL DOG ONLY.

Top guest favourite
A stone house with a metal roof is highlighted, surrounded by green trees and a grassy area. A covered porch extends along the front, supported by white columns. A paved pathway leads to the entrance, emphasizing the house's rustic charm in a serene rural setting.
Home in Berryville
4.98 out of 5 average rating, 80 reviews

The Hill House at Stubblefield

Enjoy spectacular views of the Blue Ridge from this meticulously crafted stone house. The Hill House is situated on 40 acres in beautiful Clarke County, Virginia, and offers easy access to any outdoor activity your heart desires. This getaway is 2 miles from a public boat landing, and is surrounded by pastoral views and country roads in all directions. The Hill House is on Stubblefield Farm, which has its origins dating back to 1792. Come enjoy local wineries, breweries, and antique shops.

Top guest favourite
An expansive wooden deck is showcased in a serene wooded setting, featuring a fire pit surrounded by six chic lounge chairs. A hot tub sits nearby, with trees framing the background, creating a peaceful ambiance during twilight.
Chalet in Bluemont
4.99 out of 5 average rating, 89 reviews

Emberwood - Hot tub+Sauna+Cold Plunge+Geo Dome

Emberwood is a boutique 2BR/1BA mountain chalet with a reading/sleeping loft. Ideal for a couples’ retreat or small family getaway, this charming property features professionally-designed interiors and an outdoor nature spa with hot tub, sauna, cold plunge, fire pit, and geodesic stargazing dome on six private acres with mountain views. Emberwood sleeps up to 6, and is located within 15 minutes of multiple nature hikes, wineries, breweries, restaurants, and local artisans' shops and galleries.

Top guest favourite
The living area features large triangular windows that provide ample natural light and views of surrounding greenery. A comfortable sofa and armchairs are arranged around a modern coffee table on a textured area rug, with a dining area visible in the background.
Home in Front Royal
4.94 out of 5 average rating, 152 reviews

Hot tub, prime leaf peeping and more! Gorgeous 4BR

This gorgeous chalet perched on a high hill is surrounded with trees and features an enormous wrap-around deck, HOT TUB, wood-burning fireplace, huge smart TVs and a GAME ROOM for adults and kids with every fun game you can imagine- pool, ping pong, PacMan video arcades, darts and more. Each bed is new and there are king beds and trundle beds to accommodate visitors of all ages. Please note there is an extra charge of $75 for first dog, $25/ea for 2nd/3rd (2nd/3rd dog fees charged later).

Top guest favourite
Cabin in Front Royal
4.97 out of 5 average rating, 119 reviews

Shenandoah Riverfront Cabin - Eagle Sightings

Welcome to Ukiyo River House, a true haven of tranquility and adventure! Revel in great bird watching, kayaking, river floats, nearby hikes, Skyline Drive, the close proximity to local breweries, vineyards, horseback riding, Downtown Front Royal, Middleburg shopping, farm to table restaurants, apple/fruit orchards, wildlife center, golf, fishing, antique shopping, events at the fair grounds and much more. Wake up to birdsongs and relish the river view from the spacious front porch!

Guest favourite
A classic A-frame cabin is surrounded by trees, featuring a spacious deck with comfortable lounge seating. Soft lighting accentuates the inviting outdoor space, while large glass doors provide a glimpse into the cozy interior. The modern roof complements the rustic wooden facade.
Cabin in Front Royal
4.95 out of 5 average rating, 317 reviews

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!

Guest favourite
Home in Winchester
4.92 out of 5 average rating, 26 reviews

Cozy 3BR Retreat w/ Patio, Fire Pit & Yard

Your cozy home away from home in Winchester! Whether you're visiting family, working nearby, exploring the Shenandoah Valley, or just looking for a relaxing getaway, this bright and welcoming home is the perfect place to unwind. Enjoy comfortable bedrooms, a fully equipped kitchen, fast WiFi, a spacious backyard with a large patio, and all the comforts of home—all in a quiet neighborhood just minutes from shopping, dining, wineries, hiking, and Old Town Winchester.

Top guest favourite
Cabin in Front Royal
4.97 out of 5 average rating, 78 reviews

The Foxwood Cabin | Hot Tub, Screened Porch, Grill

Escape to this cozy 2BR/2BA cabin in Front Royal, VA! Relax in the private hot tub on the screened-in porch, unwind in the stylish open-concept living space, or enjoy the peaceful surroundings from the spacious deck. The king suite and twin bedroom with a desk make it perfect for couples, families, or remote work. Conveniently located near scenic hiking trails and local wineries, this is your perfect nature retreat. Book now for a relaxing or romantic getaway!

Popular amenities for Millwood holiday rentals