Holiday rentals in Loudoun Heights

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Top-rated holiday rentals in Loudoun Heights

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Top guest favourite
The exterior of a contemporary home is showcased, featuring large windows that allow natural light to filter inside. Surrounding the entrance, colorful planters filled with various plants add a touch of greenery to the gravel pathway.
Flat in Harpers Ferry
4.97 out of 5 average rating, 170 reviews

The Boundary House Apartment

Located on this one of a kind spot, the front of the home is considered Historic Harpers Ferry, and the back Historic Bolivar. Either way you look at it you are centrally located within walking distance. On a private road it is not only private, it is quiet. There is a quaint bakery at the top of Boundary Street to the right and to the left there are 2 restaurants, and the local band hot spot. You will find this spot VERY spacious as it is a 1 bed, 1 bath, full kitchen that is almost 1000 sq ft.

Top guest favourite
Cottage in Harpers Ferry
4.97 out of 5 average rating, 118 reviews

Town Square Cottage | Walk to all of downtown HF

This charming cottage was built in 1837 as the original firehouse of Harper's Ferry. The town square is outside your front door, and it is a short walk to the National Historical Park, restaurants, cafes, and shopping. A perfect blend of location and history, the cottage has many modern updates including queen size bed, pull out couch, fast WIFI, washer/dryer, smart tv, and a secure shed for bike storage. Ladder in the kitchen leads to locked storage area. Living space is all on the first floor.

Top guest favourite
The tiny cabin, elevated and nestled among lush greenery, features a screened porch that glows warmly in the evening light. Surrounding foliage creates a natural setting, enhancing the sense of privacy and tranquility. A winding path leads up to the entrance, framed by trees and plants.
Tiny home in Harpers Ferry
4.97 out of 5 average rating, 592 reviews

Retro Tiny Cabin in the Trees

Glamping in Harpers Ferry! Elevated 8' x 16' cabin in a lush garden property surrounded by trees. Full bathroom w/rain showerhead. King bed can be converted to 2 twins if requested. 1940s vintage decor. Minifridge, microwave, toaster, coffeemaker, elec kettle, minigriddle. NO STOVE. Opens to an 8' x 16' screened porch w/ceiling fan, comfy seating, kitchen table & sink. Private spot yet in walking distance to many HF activities & dinner restaurants. Indoor/outdoor living & in-town convenience.

Top guest favourite
A charming red structure is nestled near a tranquil pond, surrounded by lush greenery and flowering plants. A windmill is visible in the background, complementing the rural landscape, while a gravel path leads toward the entrance of the building.
Farm stay in Lovettsville
4.99 out of 5 average rating, 267 reviews

‘Waterfront’ Farm Escape for Hikers & Wine Lovers

Feel refreshed when you stay in this rustic gem! The Springhouse is nestled in the rolling hills of Northern Virginia’s Wine Country! Originally constructed in the early 1800's, the structure was built over a natural spring that was used for refrigeration. Water from the spring maintains a constant cool temperature throughout the year while also filling a pond. The original stone well, channel and stone flooring are all intact for guests to explore and experience how our ancestors lived.

Top guest favourite
Farm stay in Knoxville
4.99 out of 5 average rating, 173 reviews

1813 circa Historical Farmhouse

Nestled atop a knoll with breathtaking views of rolling hills, pastures and beautiful South Mountain, our farm is your peaceful home away from home. Swing on the wrap around porch, or enjoy dinner on our 800 sq ft back patio. If adventure is more your thing, you will enjoy the walking trails, creeks and ponds. Guests will have exclusive access to the farmhouse and surrounding 2 acres. The remaining 27 acres is a working farm, with seasonal farm activity. Guests may explore the whole farm.

Top guest favourite
Treehouse in Shepherdstown
4.97 out of 5 average rating, 414 reviews

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Top guest favourite
Home in Harpers Ferry
4.96 out of 5 average rating, 109 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 favourite
An elevated view captures a spacious living area, featuring large triangular windows that invite natural light. A stone fireplace is framed by two blue sofas, accompanied by a wooden dining table with black chairs. The patio area is visible through the glass doors, extending the living space outdoors.
Chalet in Purcellville
4.98 out of 5 average rating, 123 reviews

Chalet at Harpers Ferry for Family Gatherings

Imagine waking up in your private, gated mountain vacation home nestled in nature yet minutes from history & adventuring. The upper level is your private en-suite retreat with a comfy mattress, superb linens & spa like bath. Settle in to the cozy reading alcove & enjoy the mountain vistas. On the main level is a mobility friendly queen bedroom, full bath, kitchen, dining room, & living room. Relax in the hot tub or at the fire-pit & enjoy mountain views & starry nights.

Top guest favourite
Home in Sharpsburg
4.96 out of 5 average rating, 230 reviews

Steps to Winery and Battlefield – 1 Acre Retreat

Unwind at this breathtaking 1-acre hilltop retreat overlooking Antietam Battlefield and lush vineyards. Perfect for a romantic escape or family getaway, our newly remodeled home offers stunning views from the deck, cozy interiors, and easy access to Antietam Creek Vineyards—just a short walk away. Explore nearby trails, relax by the outdoor fire pit under the stars, and enjoy the peaceful setting while experiencing all the comforts of home.

Top guest favourite
A modern cabin is positioned on a gravel path, surrounded by tall trees shrouded in mist. Large windows are visible along the façade, and a circular window adds unique architectural interest. A wood-fired hot tub is situated nearby, providing a serene outdoor setting.
Cabin in Front Royal
4.99 out of 5 average rating, 429 reviews

Mountaintop Retreat with Wood Fired Hot Tub

Doah House is a private retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. A calm container for rest and observation, the pace softens, shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing the light, the air, the sound. Each day feels different. The forest shifts, and you might, too.

Top guest favourite
A modern kitchen area features wooden cabinetry and a central island with a dark countertop. The space is accented by orange pendant lights and a vibrant yellow wall. Silver appliances, including a coffee machine, are visible along with a small potted plant on the countertop.
Home in Harpers Ferry
4.94 out of 5 average rating, 746 reviews

Eclectic & Romantic - Walk to Historic Downtown!

Eclectic space full of little treasures I’ve picked up during my travels. You will find the place cozy enough for a reset and recharge weekend but also inspiring for gatherings and celebrations. Take advantage of the books, games and excellent SONOS system in the house as well as outside on the patio. This place is great for music lovers and people who enjoy a change from the ordinary.

Guest favourite
The cottage features a welcoming exterior with a mix of orange and cream siding. Large windows allow natural light to fill the interior, while the front porch provides a shaded entry. A landscaped yard with trimmed shrubs surrounds the home, set against a backdrop of bare trees.
Cottage in Leesburg
4.93 out of 5 average rating, 288 reviews

The Cottage at Stone Tower Winery

The Cottage at Stone Tower Winery is a fully renovated, one-bedroom house located only an hour from DC, 30 minutes from Dulles Airport, and 15 minutes from Leesburg. The home is perfectly situated to enjoy a peaceful stay in the country and serves as an ideal location to explore the Northern Virginia wine region and historic Loudoun County.

Popular amenities for Loudoun Heights holiday rentals