Vacation rentals in Dickerson

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Dickerson

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

%{current} / %{total}1 / 1
Top guest favorite
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, 150 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

Top guest favorite
Cabin in Dickerson
5 out of 5 average rating, 15 reviews

Town and Country Getaway (MD-DC-VA)

Situated on 8 acres on MoCo’s Agricultural Reserve, this home is a peaceful oasis with nearby wineries, the Potomac, and C&O canal. This cozy house is fully stocked so you can spend quality time with loved ones, and read on the deck enjoying the wildlife, and take a short drive to Washington D.C., Leesburg, Sugarloaf Mountain, and the Royce Hanson Conservation Park. Enjoy hiking, biking, fishing, casual and fine dining, golf, Lewis Orchards, Homestead Farm, and the Countryside Artisan Studios.

Guest favorite
A spacious living room is highlighted by warm wood flooring and soft overhead lighting. A cozy sofa, accompanied by decorative pillows, faces a media unit. A large artificial Christmas tree stands in the corner, with a few decorative items visible on a nearby shelf.
Home in Boyds
4.95 out of 5 average rating, 38 reviews

Spacious Cozy Suite

This is a very spacious walk-out basement . The kitchen is equipped with an induction cooker, coffee machine, microwave, etc. There is also a washing machine and dryer for your use. The two cozy bedrooms have a queen-size bed and a double bed respectively, and a private bathroom. The bedroom is equipped with a dressing table, sofa, sheets, quilts and pillows. The bathroom is equipped with bath towels, towels, shampoo and shower gel, etc. WiFi and parking are also free. License No.: STR25-00107.

Top guest favorite
A bright bedroom features rustic wooden walls with horizontal stripes, complemented by large windows bringing in natural light. A spacious bed with white linens is paired with decorative pillows. A dresser and bedside table are positioned nearby, along with a fan for added comfort.
Cabin in Leesburg
5 out of 5 average rating, 11 reviews

Cabin On Fern Ridge

Escape to our newly renovated stylish 2-bedroom cabin in DC’s Wine Country, Cabin On Fern Ridge is a Waterford Reservations Elite Property Perfect for couples, families or solo retreat, it blends modern comfort with rustic charm. Enjoy private wooded property, king size beds, and a fully equipped kitchen. Relax on the fenced stone patio with outdoor fireplace. Cabin is ideal for visiting the areas best attractions wineries, breweries, hiking and more or simply unwinding in nature's embrace.

Top guest favorite
An open living space features a modern seating area with a brown leather sofa and two patterned ottomans. A small table with bar stools stands against the wall, complemented by a kitchenette area. A flat-screen TV is mounted nearby, with a door leading to the outdoors.
Guest suite in Leesburg
4.97 out of 5 average rating, 63 reviews

The Studio @ Shiloh

**The Studio @ Shiloh sits on a park-like estate. Originally a garage, The Studio has been NEWLY REMODELED. Enjoy beautiful views with rolling hills, ponds, and lush green landscaping. Come stay and refresh your soul in our peaceful studio apartment or GO and have fun! Convenient to breweries, wineries, C&O Canal for biking or hiking, and antique shopping at the popular Lucketts Store. 11 miles south to historic downtown Leesburg, Virginia or 15 miles north to historic Frederick, Maryland.**

Guest favorite
A modern kitchen and living area are showcased within an open layout. Sleek countertops and stainless-steel appliances are present in the kitchen, along with a bar seating area. A comfortable seating arrangement faces a television, while natural light streams through large windows.
Apartment in Leesburg
5 out of 5 average rating, 24 reviews

Owl’s Nest at Shiloh | King Bed

Tucked away on Furnace Mountain, Owl’s Nest is your perfect escape from the everyday hustle. This charming apartment blends rustic comfort with modern amenities, offering a peaceful stay for a romantic getaway or solo retreat. Enjoy morning coffee with birdsong on the balcony, curl up with a book and some tea, or solve a mystery with a game of Clue. Located nearby well known Lucketts Antique shops, hiking, biking & river excursions. 11 miles to Leesburg, VA, and 15 miles to Frederick, MD.

Top guest favorite
The exterior of a red brick building is shown, featuring a striking peaked roof and multiple windows. A shaded porch is visible at the entrance, adorned with potted plants. Lush greenery surrounds the property, and a gravel path leads up to the structure.
Farm stay in Leesburg
5 out of 5 average rating, 89 reviews

The Forge on Sunnyside Farm

Sunnyside Farm offers a luxurious stay in a beautifully restored historic forge. You’ll be greeted by the farm’s delightful hosts, Jimmy and Dean, two friendly Potbelly pigs. Beautiful cows forage right outside your door. The Forge features exposed wooden beams, brick walls, and cozy furnishings. The interior is designed with plush bedding, a fully equipped kitchen, and spacious living reminiscent of yesteryear. Breweries, wineries and famous antique stores nearby offer entertainment.

Top guest favorite
A bright living area is presented, featuring two armchairs and a sofa, arranged around a circular coffee table. Natural light floods in through four windows, accentuating the hardwood floors and a patterned rug adorned with starfish. Decorative plants add a touch of greenery to the space.
Home in Gaithersburg
4.95 out of 5 average rating, 38 reviews

Entire Modern & Cozy Private Basement w/Amenities

Relax in our private, secluded basement suite, complete with a private cozy bedroom, newly renovated full bathroom, kitchen, and private entrance. This clean, one-bedroom suite in Gaithersburg, MD, is conveniently located near - - Germantown (9 miles ) - Damascus(3 miles), - Clarksburg (6 miles), - Washington DC (33miles) -Shady Grove Metro - 16 miles It is perfect for both short stays and longer visits. You'll have full privacy while we reside in the upper two levels of the home.

Top guest favorite
A dining area features a glass-top table surrounded by four chairs, with two in dark blue upholstery. A black cabinet displays decorative items, while a plush area rug adds texture to the beige carpet. Two framed art pieces brighten the space with color.
Apartment in Great Falls
4.95 out of 5 average rating, 85 reviews

Wooded Retreat in Great Falls

Escape to this wooded retreat in Great Falls, perfect for nature lovers and adventure seekers. This basement apartment boasts a dining area with sunlit windows showcasing vibrant forest views, a spacious living room, and a cozy bedroom. Enjoy easy access to hiking, biking, and outdoor fun in the parks just minutes away. Relax in the great outdoors experience the shops and dining in the nearby village. A perfect blend of nature and adventure awaits at this charming getaway.

Guest favorite
The exterior of a spacious estate is presented, surrounded by lush landscaping and trees showcasing autumn colors. A stone and siding facade is highlighted, along with a large patio area and manicured lawns. Walkways lead to various sections of the property.
Home in Frederick
5 out of 5 average rating, 8 reviews

Luxury Home on 300 Acre Estate

Escape to this 3-bedroom, 3-bathroom luxury estate located on 300 acres backing to Sugarloaf Mountain. Blending historic charm with modern updates, the home comfortably sleeps up to 10 guests. Enjoy hiking nearby trails, the C&O Canal, golfing, and biking, with Downtown Frederick just a short drive away. Unwind on the patio under the stars after a day of adventure. Perfect for nature lovers seeking a luxurious, serene getaway. Book now for an unforgettable retreat!

Guest favorite
A century-old country house is shown from a distance, framed by expansive green lawns and trees. The structure features a rustic exterior with a red metal roof, a brick chimney, and a large sunroom that opens to the backyard. Scenic hills are visible in the background.
Home in Barnesville
4.98 out of 5 average rating, 47 reviews

The Crooked Camel

Century-old country house in Maryland near the DC metro area. Come relax or enjoy local adventures! Easy access to great cycling, boating, hiking, wineries and breweries, and nature. The house is furnished with interesting decor from 30 years spent overseas. 3 rooms available, sleeping a maximum of 6 adults, and two bathrooms. Nearby MARC train line, visitors should expect to hear passing trains. Manager lives on-property in a separate building.

Top guest favorite
A winding pathway made of pavers is bordered by lush greenery, including large leaves and blooming hydrangeas. The pathway leads through a garden, creating a natural and inviting entrance to the property.
Guest suite in Leesburg
4.99 out of 5 average rating, 227 reviews

Suite GG ~ Relax & Enjoy

Let this cozy above-garage apartment be your home away from home. Located in Lucketts, VA we are within a short distance to the small artsy town of Leesburg, local wineries, breweries, antique stores, shopping outlets, hiking, biking and canoeing/kayaking on the Potomac River. Our spacious, fully-furnished apartment with private entrance sits above a detached garage and features a lovely raised deck overlooking the back gardens.

Popular amenities for Dickerson vacation rentals

  1. Airbnb
  2. United States
  3. Maryland
  4. Montgomery County
  5. Dickerson