Holiday houses in Sugarloaf Mountain

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Top-rated holiday rentals in Sugarloaf Mountain

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Top Guest favourite
The interior of the tiny home features warm wooden walls and a skylight, providing natural light. A compact kitchenette is visible, along with a seating area that includes two metal chairs. A sliding door offers a view into the outdoor space.
Home in Harpers Ferry
4.94 out of 5 average rating, 159 reviews

Spectacular View, PET FREE, Skylight and Hot Tub

Enjoy majestic views of the Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry, quiet peace no train noise unlike old town. Large patio, courtyard, firepit, hammock, "Mind Blowing" 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, or taking in beautiful scenery while enjoying a relaxing shower in our cedar outdoor shower under the sun or stars

Guest favourite
A treehouse is elevated among lush greenery, supported by sturdy wooden posts. A small deck extends from the entrance, leading to a spiral staircase. The exterior features dark blue siding and a metal roof, harmonizing with the surrounding forested environment.
Treehouse in Leesburg
4.96 out of 5 average rating, 409 reviews

Romantic Secluded Treehouse Stay in the Sky

Your cell# must match acct! Enjoy sounds of nature and view from our amazing treehouse nestled in the Poplar Trees surrounded by woods. Climb steep spiral staircase to a comfortable modern living area with kitchenette and another spiral staircase to a lovely bedroom with king size bed, bathroom and shower. Enjoy your morning coffee on side deck. During winter months you can see Sugarloaf Mountain in the distance. (Make sure to read the other details to note)booking a treehouse in a tree

Top Guest favourite
A stylish living area features hardwood flooring, a cozy gray couch, and a dark coffee table. Wall art and framed photographs adorn the walls, while large windows allow natural light to enter. A kitchen bar with stools is positioned alongside the living space.
Condo in Frederick
4.99 out of 5 average rating, 142 reviews

The Grand Delphey: Downtown Modern Penthouse

Enjoy this stylish condo located in the heart of downtown's Historic District. The condo resides within a beautiful mansion known as the The Grand Delphey with lounge rooms on the first level perfect for photo sessions or gathering. The unit has the ability to rent with 3 other units to SLEEP UP TO 16 PEOPLE! Please let us know if you would like to book the entire mansion for wedding parties or other events. Just steps away from wedding venues, Baker Park, the creek, downtown nightlife & shops!

Top Guest favourite
A living area features a patterned blue couch with decorative pillows and a wooden coffee table at its center. The room is well-lit by large windows, and a kitchen area is visible in the background, equipped with white cabinetry and stainless steel appliances.
Apartment in Frederick
4.96 out of 5 average rating, 125 reviews

Seven East Patrick

"7 East" Welcome to beautiful & historic Downtown Frederick, Maryland. Find yourself nestled among the tree tops above our lovely town...at "Square Corner", the intersection of Patrick and Market Streets. The commercial and financial heart of Frederick for over 250 years. Here, the National Road meets several important north-south roads leading to PA, Virginia, and Washington, D.C., all in under an hour drive! Entertainment and nightlife, historic sites & tours, enough for the whole family.

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, 249 reviews

'Waterfront' on 1796 Historic Farm

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
A spacious bedroom features a queen bed with decorative pillows, accompanied by two windows allowing natural light to enter. A small side table stands beside the bed, and a full-length mirror is positioned near a pair of elegant French doors, enhancing the room's brightness.
Guest suite in Frederick
4.94 out of 5 average rating, 108 reviews

Private Suite-Historic Frederick

This suite in our beautiful row home is centrally located in historic downtown Frederick and steps away from some of Frederick’s amazing restaurants, cafés, shops, pubs, parks & entertainment. This unit has a private entrance (up a spiral staircase) on the 2nd floor, with keyless entry. You will enter a spacious bedroom with a queen bed, gorgeous light, and a table for two. The luxury bathroom includes soaking tub, steam room, and walk-in shower. Unit includes Keurig, microwave & mini fridge.

Top Guest favourite
The image features a scenic view of Carroll Creek Promenade with outdoor seating visible along the water. The apartment interior showcases a bright living space with a comfortable bed, a modern kitchen with appliances, and a quaint desk area, all highlighted by natural light from the windows.
Apartment in Frederick
4.99 out of 5 average rating, 190 reviews

Carroll Creek Private Apt./Luxury King Bed

Within footsteps to Carroll Creek Promenade offering easy access to posh restaurants, fun Breweries, local shops and festivals galore! Modern remodel and furniture including a memory foam king bed. Enjoy your own apartment w/ wide open spaces & high ceilings that bring in fantastic light. Historic bldg. (circa 1840) with all the modern appointments to make your stay super comfortable & fun! Owners provide advice on their favorite places & restaurants! Easy self checkin. Free parking on site.

Guest favourite
An inviting living space features a cozy couch beside a wooden coffee table. Large windows with views of the forest enhance natural light. The kitchen area is equipped with essential appliances, while a rustic wood wall adds warmth to the atmosphere.
Treehouse in Waterford
4.94 out of 5 average rating, 646 reviews

Tranquil Treehouse

Nestled on a hillside overlooking the tributary to the Potomac this glammed out cottage has everything you need for a romantic getaway. Immersed just outside the tall glass walls is a private deck overlooking a forest. This property is from our Waterford reservations collection you might get lucky and see a couple of bald eagles on your visit. Enjoy indoor or outdoor shower. The treehouse is completely private and equipped with wifi, kitchen, king bed fire pit nearby and more. Book smart

Top Guest favourite
A scenic outdoor view showcases a wooden deck winding down to a lush landscape. Vibrant flowers and greenery adorn the space, while a hot tub is visible nearby. A beautiful sunset casts warm hues across the sky, offering panoramic views of the valley below.
Guest suite in Harpers Ferry
5 out of 5 average rating, 275 reviews

Luxury Mountain Getaway: Sunsets, Wines & Views.

Celebrate your special moment in chic elegance and 5-star amenities for adult couples only. You deserve the Sunset Rouge. It's a destination in a relaxed and romantic setting to escape anxiety of kids, city, and work. Let the fun décor and panoramic views inspire the writer and artist within. During the day, take flight with eagles at eye level. At night, gaze into the heavens to catch a falling star. Within 2 miles is Lake Shannondale with beach access provided by the Mountain Lake Club.

Guest favourite
Home in Adamstown
4.94 out of 5 average rating, 140 reviews

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Wizards and Humans are invited to experience the magic of Wizard's Escape. A magical home with an escape room twist as you immerse yourself in 2 thrilling themed escape rooms. Perfect for large family gatherings, bachelorette/bachelor/birthdays. Spend hours on our magical scavenger hunt throughout the castle to find the 7 cruxes. Weddings/ Events and Pool rental are an additional cost. Follow us on Insta or Fb for more videos/pics. Book your favorite Gamekeeper's Hut or airbnb next door.

Guest favourite
The exterior of a remodeled cottage is displayed, surrounded by trees and lush greenery. A spacious patio area features a table and chairs for outdoor seating. Large windows let in natural light, while a chimney adds character to the roofline.
Bungalow in Leesburg
4.92 out of 5 average rating, 155 reviews

Hilltop @ Shiloh

Hilltop sits on a park-like estate. This NEWLY REMODLED Bungalow is part of a charming duplex, offering a private entrance and exclusive outdoor seating. Enjoy stunning views of rolling hills, ponds, and lush landscaping. Stay and refresh your soul in our peaceful cottage or explore! Close to breweries, wineries, the C&O Canal for biking and hiking, and antique shopping at the popular Lucketts Store. Just 11 miles to historic Leesburg, VA, Morven Park, or 15 miles to Frederick, MD.

Top Guest favourite
A modern kitchen is highlighted by a spacious island featuring dark cabinetry and a white countertop. Bright pendant lights hang overhead, illuminating the area. A bouquet of fresh flowers adds a touch of color, while an array of appliances is visible in the open shelving.
Farm stay in Ijamsville
4.96 out of 5 average rating, 308 reviews

Beyond Your Expectations Farm Stay

Escape to our historic farm stay, where charm meets modern comfort. Enjoy the gourmet kitchen, unwind on the magnificent patio with a huge fire pit, and indulge in the infrared sauna. Perfect for families and friends, with an adorable kid's playhouse and games. Interact with friendly animals, immerse yourself in serenity, and experience the ultimate getaway near Whiskey Creek Golf Course in Ijamsville. Contact Fingerboard Farm directly for larger gatherings.

Popular amenities for Sugarloaf Mountain holiday rentals