Vacation rentals in Millwood

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Top-rated vacation rentals in Millwood

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

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Top guest favorite
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, 85 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 favorite
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
4.96 out of 5 average rating, 157 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 favorite
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.

Guest favorite
A comfortable living area is furnished with a sectional sofa and a classic armchair, complemented by an area rug. Decorative artwork adorns the shelves, and natural light fills the space through large windows, creating a welcoming environment for relaxation.
Home in Berryville
4.92 out of 5 average rating, 25 reviews

Purple Iris 3b 2b private oasis nr river/mountain

Come get away and relax in this stunningly decorated one level light-filled home on its own private oasis. “Purple Iris” is a magical place with an artistic feel & several modern amenities. Perfect location for visiting local wineries, taking a hike & going to small town shops & restaurants in downtown Berryville. Awesome fully stocked kitchen & outdoor deck with grill! You will LOVE it! Skyline Drive - 20 min Harpers Ferry- 20 min Shenandoah River - 5 min DC - 1.5 hr. Pets are welcome!

Top guest favorite
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, 163 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 favorite
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 favorite
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, 153 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 favorite
A spacious bedroom is furnished with a large bed covered in a crisp white duvet. Two bedside lamps flank the bed on dark wood nightstands. Natural light enters through a window, and neutral gray walls complement the cozy atmosphere.
Home in Winchester
4.98 out of 5 average rating, 248 reviews

Colonial Getaway Near Old Town Historic Winchester

Colonial style home- enjoy a spacious home with large living room, dining room, kitchen, 3 bedrooms and 2.5 bathrooms. Perfect for a family or a longer stay. Just a few miles drive to Old Town Winchester which includes numerous restaurants, bars, shopping and some kind of event... like the Shenandoah Apple Blossom Festival! Our house is located about 65 miles West of Washington D.C. Near by to other scenic attractions as well- Shenandoah National Park, Luray Caverns, and Harper's Ferry!

Top guest favorite
A well-lit deck hosts a modern soaking tub, surrounded by forest views. Steps lead down from the deck, which is adorned with warm lighting that highlights the natural wood. The evening sky offers soft hues as the sun sets beyond the trees.
Home in Harpers Ferry
4.97 out of 5 average rating, 133 reviews

Gorgeous cabin on Blue Ridge

Atop the Blue Ridge close to Harper’s Ferry and Virginia wine country this airy retreat overlooks the idyllic Shenandoah. Our two-person soaking tub on a magnificent deck, huge firepit, gorgeous vintage interior, grand piano, and warm pine ceiling and floors, give you the perfect place to get away from city life for a bit. Full kitchen. Two bedrooms plus a big couch that could sleep someone else in a pinch, and a cozy little fireplace top it all off! Just steps to the Appalachian Trail.

Top guest favorite
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!

Top guest favorite
An inviting living area features a brick accent wall with a mounted flat-screen TV above a rustic fireplace. A collection of spice jars is displayed on a wooden shelf, adding a touch of charm. A cozy cowhide rug lies on the hardwood floor, enhancing the space.
Townhouse in Winchester
4.95 out of 5 average rating, 107 reviews

Brewhouse renovated row house steps from downtown

Situated in the heart of downtown Winchester, you'll be within walking distance of a vibrant brewery, delicious restaurants and local culture. The Brewhouse is a perfect blend of modern comfort and original architecture. Incredible care has been taken to create a vintage space and a real haven for beer lovers! Whether you are visiting for business or pleasure you will love this one of a kind spot and we look forward to ensuring that your stay is nothing short of exceptional !

Guest favorite
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, 318 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!

Popular amenities for Millwood vacation rentals