
Guesthouse holiday rentals in Chesapeake and Ohio Canal
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Top-rated Guesthouses in Chesapeake and Ohio Canal
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

Darth Vader's Studio Tree House with Free Parking
Indulge in luxury, privacy, and serenity in our newly built studio apt. Discover perfection: with a private entrance, abundant light, premium amenities, and blazing-fast Wi-Fi, you may never want to leave. Located in a quiet neighborhood, this private flat is the perfect pied-à-terre from which you can explore The District. Inside: no detail has been overlooked, and no expense spared, fully stocked with everything you need; and when you step outside you are a short ride to the heart of the city.
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The Guest Suite
Open floor plan studio with parking & easy access to Old Town Alexandria, Nat’l Harbor, and DC via public transit, or with your own car. Located in a quiet neighborhood, the suite house has its own outdoor deck with a private seating & dining area. Inside is just over 500 sqft and has a large couch, twin and queen size beds, kitchenette, full bath with tub and desk and chair for remote workers. Additional inflatable twin mattress available by request. Well behaved and house trained pets welcome.
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Urban Cottage, MD minutes from DC/National Harbor
Come and enjoy our spacious detached cottage,lounge on your private back deck overlooking private parkland forests. A real urban escape in an excellent location! Just a few blocks away from the MGM Resort / Casino, National Harbor, and shopping. Across the river from historic Alexandria and 10-minutes from Washington,DC. Great for a solo adventure,couples,and friends (up to 4 guests). Enjoy the seasonal steam house and personal wood-burning stove if you book in the cold months.
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Palisades Carriage House #peacelove&parking
Enjoy this newly built, luxurious carriage house. Close to everything and in one of D.C.'s nicest neighborhoods, making your visit seamless & fun. We have free and abundant street parking (no hourly limit), a Starbucks, playground, a park and several other restaurants within a short walking distance. The Palisades is a quiet, peaceful neighborhood close to downtown D.C. We are located 3 miles from Georgetown, 1.5 miles from American U, and 5 miles from the National Mall.
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Trailside Chalet (A storybook chalet with hot tub)
The Trailside Chalet is situated on the W and OD Trail, halfway between Leesburg and Purcellville, Va - an ideal base location for visiting wineries, breweries, and the pastoral countryside of Loudoun County. The chalet will put you just steps from the trail for walking/cycling/horseback riding. Relax and enjoy the amenities of one-of-a-kind interior including wood burning fireplace and peaceful surroundings with hot tub. A perfect getaway for a couple or family.
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Walk to museums and restaurants. Free Parking.
Recently updated three level townhome. New modern kitchen, new stainless steel appliances, new floors throughout the place. Large bedroom with a king-sized bed, large additional three bedrooms: one with a queen bed and two with twin beds. We can fit comfortably up to 8 people. Two full bathrooms and one half bathroom. Super Kids friendly. One block to the Wharf, waterfront restaurants, concert venues and bars. 10 to 15 minute walk to museums. Happy to host you!
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Waterfront-View of Bay from your Bed
Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.
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Garden View, 1 Bedroom and a Loft.
Relax and unwind at this peaceful and charming retreat, nestled in a quiet neighborhood. Located just minutes from Route 50, I-95, and Downtown Annapolis, Garden View is ideally situated for exploring Naval Academy sports, the Renaissance Festival, Boat Shows, and golf at The Preserve. If you prefer staying in, the fully equipped kitchen and free Wi-Fi make it easy to work or cook from the comfort of your space.
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Beautiful Private carriage house bedroom AUPark.
This is a private spacious second floor bedroom in the carriage house with a full bathroom, dining table and closet and brand new mini split AC unit. The first floor has a small kitchenette equipped with a microwave, cooktop. coffee machine, refrigerator, countertop oven, and sink. The house is located in the safe and convenient AUPark neighborhood. On site parking is available. We live in the main house.
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Historic Carriage House with 1BR Loft
Historic 1-1/5 story carriage house in the heart of Rockville, MD. Located at the back of our property (detached from our main residence)- guest parking, private entrance, and covered outdoor patio with furniture available upon request. Modern but cozy decor. Comfortably sleeps 2 in king size bed, room for an additional guest on living room futon. Short 0.7 mile walk to Rockville Metro and Town Center.
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The Little House
The Casita is a free-standing cottage with a private entrance in the yard behind the main house in North Arlington with parking. It is a charming, newly renovated studio-sized space with a bathroom with shower, kitchenette and great light five minutes from D.C. by car. Supermarket, restaurants, buses, taxis, and Bikeshare are within one block. One mile from Washington Metro. Adults only.
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Coastal Waterfront 1 Bedroom Cottage
This waterfront cottage is located 2 miles from Historic Downtown Annapolis and the United States Naval Academy, making it easy to plan your visit. It is located right on the South River in a quiet neighborhood. There is a full outdoor seating and patio area with a grill and fire pit. It has a full kitchen, 1 bedroom, washer/dryer and can sleep up to 4 with the pull-out sleeper couch.
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Popular amenities for Chesapeake and Ohio Canal guesthouses
Family-Friendly guesthouses

Modern Farm Stay
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Fox Hill Barn Guest Cottage Retreat
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Historic Herndon In-law house, kitchen. By IAD.
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Private Sunny Cottage with King Bed + Yard / Patio
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Private, above-ground studio
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Private Woodland Retreat | Near Downtown Frederick
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Lovely one bedroom w/a fireplace & outdoor space
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Garden Suite
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Guesthouses with a patio

DC Treehouse - Charming, private 1-bdrm ADU in DC
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Cute cottage studio with full kitchen and laundry
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Adorable 1-Bedroom guesthouse with free parking
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Cozy Historic Guest House
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A lovely cottage in The Plains, Virginia
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1 large room efficiency in detached garage.
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Adorable English Basement on 15th St
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“LOVE SHACK” alley guesthouse in DC’s Hottest AREA
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Guest house rentals with a washing machine and dryer

Modern Sugarland Apt-Metro/IAD
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A Hidden Jewel in Loudoun County, Virginia
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Modern Farmhouse Apartment. Close to Metro
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NoVA guest house
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English Basement in Renovated 110 y/o Row Home!
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Plenty of room in Capitol Hill close to everything
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Skyhorse Retreat Guest House
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The Caretaker's Cottage-Historic Roundabout Hills
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