
Guesthouse vacation rentals in Chesapeake and Ohio Canal
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Top-rated guesthouse rentals in Chesapeake and Ohio Canal
Guests agree: these guesthouse rentals 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.
FamilyLocationCleanliness
4.99 out of 5 average rating, 105 reviews
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.
FamilyLocationAccuracy
4.9 out of 5 average rating, 216 reviews
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.
LocationValueNearby
4.92 out of 5 average rating, 777 reviews
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.
FamilyLocationDecor
4.96 out of 5 average rating, 104 reviews
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.
LocationValueKitchen
4.96 out of 5 average rating, 184 reviews
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!
ValueLocationTV
4.96 out of 5 average rating, 342 reviews
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.
FamilyValueView
4.99 out of 5 average rating, 371 reviews
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.
LocationValueQuiet
4.99 out of 5 average rating, 167 reviews
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.
LocationFamilyKitchen
4.88 out of 5 average rating, 214 reviews
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.
ValueFamilyHeating
4.93 out of 5 average rating, 366 reviews
La Casita
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.
FamilyLocationCheck-in
4.97 out of 5 average rating, 233 reviews
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.
ValueFamilyPool
5.0 out of 5 average rating, 226 reviewsPopular amenities for Chesapeake and Ohio Canal guesthouse rentals
Family-friendly guest house rentals

Modern Farm Stay
FamilyValueNearby
4.97 out of 5 average rating, 262 reviews
Fox Hill Barn Guest Cottage Retreat
ValueFamilyOutdoor spaces
4.95 out of 5 average rating, 103 reviews
Historic Herndon In-law house, kitchen. By IAD.
ValueLocationHeating
4.76 out of 5 average rating, 237 reviews
Private Sunny Cottage with King Bed + Yard / Patio
LocationValueComfort
5.0 out of 5 average rating, 242 reviews
Private, above-ground studio
LocationFamilyView
4.95 out of 5 average rating, 200 reviews
Private Woodland Retreat | Near Downtown Frederick
FamilyLocationParking
4.96 out of 5 average rating, 108 reviews
Lovely one bedroom w/a fireplace & outdoor space
LocationFamilyView
4.93 out of 5 average rating, 119 reviews
Garden Suite
ValueLocationLong stay
4.96 out of 5 average rating, 210 reviewsGuest house rentals with a patio

DC Treehouse - Charming, private 1-bdrm ADU in DC
FamilyLocationAir conditioning
4.95 out of 5 average rating, 134 reviews
Cute cottage studio with full kitchen and laundry
LocationFamilyTV
4.99 out of 5 average rating, 317 reviews
Adorable 1-Bedroom guesthouse with free parking
LocationValueNearby
4.85 out of 5 average rating, 445 reviews
Cozy Historic Guest House
ValueFamilyHeating
4.94 out of 5 average rating, 133 reviews
A lovely cottage in The Plains, Virginia
FamilyLocationCleanliness
4.99 out of 5 average rating, 105 reviews
1 large room efficiency in detached garage.
FamilyValueRiver
4.99 out of 5 average rating, 177 reviews
Adorable English Basement on 15th St
FamilyLocationAccess
4.9 out of 5 average rating, 305 reviews
“LOVE SHACK” alley guesthouse in DC’s Hottest AREA
ValueLocationAccuracy
4.82 out of 5 average rating, 121 reviewsGuest house rentals with a washer and dryer

Modern Sugarland Apt-Metro/IAD
LocationFamilySleep quality
4.91 out of 5 average rating, 165 reviews
A Hidden Jewel in Loudoun County, Virginia
FamilyValueAccess
4.83 out of 5 average rating, 115 reviews
Modern Farmhouse Apartment. Close to Metro
ValueFamilyGetting around
4.94 out of 5 average rating, 238 reviews
NoVA guest house
ValueLocationCleanliness
4.97 out of 5 average rating, 114 reviews
English Basement in Renovated 110 y/o Row Home!
FamilyValueNearby
4.92 out of 5 average rating, 243 reviews
Plenty of room in Capitol Hill close to everything
LocationFamilyAccuracy
4.9 out of 5 average rating, 372 reviews
Skyhorse Retreat Guest House
FamilyLocationRiver
4.99 out of 5 average rating, 407 reviews
The Caretaker's Cottage-Historic Roundabout Hills
ValueFamilyHospitality
4.95 out of 5 average rating, 212 reviewsDestinations to explore
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