Guesthouse holiday rentals in Chesapeake and Ohio Canal

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Chesapeake and Ohio Canal

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite

The exterior of a modern gray guesthouse showcases a private entrance with a Juliet balcony above. A paved parking space accommodates two cars, and landscaping features trees and shrubs providing a serene environment.

Guesthouse in Northwest Washington

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.

ValueFamilyQuiet

4.99 out of 5 average rating, 105 reviews

Guest favourite

The studio features a spacious layout with a queen-size bed adorned in vibrant teal bedding. A twin bed is positioned nearby, complemented by decorative pillows. Natural light fills the room, accentuated by large windows on either side. A comfortable couch and side tables complete the inviting setting.

Guesthouse in Alexandria

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.

ValueLocationPets

4.9 out of 5 average rating, 216 reviews

Superhost

The in-law house exterior is shown, featuring a light green façade with multiple windows. A wooden deck is visible at the entrance, with stairs leading to a landscaped yard adorned with flower beds and shrubs. The area is surrounded by trees, providing a serene environment.

Guesthouse in Herndon

Historic Herndon In-law house, kitchen. By IAD.

Entire in-law house w/ full kitchen and bathroom. Over 800 sqft. The house has a bedroom. You have the entire place to yourself and your family/friends. Keypad on the entrance so you can come and go whenever you please. Free parking. Verizon Fios TV, Gigabit WiFi Internet (speed varies). In-room climate control with central air and heat. -walk to downtown Herndon -close to FFX Parkway ~8 mins to Reston Town Center ~10 mins to Wiehle-Reston metro ~10 mins to Dulles Airport ~30 mins to Wash D.C.

LocationFamilyHospitality

4.76 out of 5 average rating, 237 reviews

Guest favourite

A bright and open living space features a striped sofa with a wooden coffee table and decorative wicker baskets. A dining area with modern chairs is complemented by a patterned wall art piece. Natural light streams in from the doorway, enhancing the inviting atmosphere.

Guesthouse in Herndon

Modern Sugarland Apt-Metro/IAD

Welcome to our stylish basement apartment, perfect for modern travelers. Whether you're here for work or leisure, this space has you covered. Situated minutes from the Metro, Airport, and major work centers. The apartment features a desk with dual monitors, keyboard, mouse, and 1GB internet. At night, relax in the plush king-size bed. A convertible futon couch with a 65-inch TV, awaits your binge-watching sessions. A washer/dryer and full kitchen, w/refrigerator and stove complete the space.

ValueLocationOutdoor spaces

4.91 out of 5 average rating, 165 reviews

Top Guest favourite

An open dining and living area is showcased, featuring a modern white dining table with grey chairs. A large sectional sofa provides seating, accompanied by a television mounted on the wall. Natural light filters through the window, enhancing the airy ambiance of the space.

Guesthouse in Brookland

Gorgeous Two-Story Guesthouse w/ Driveway & W/D

This spacious cottage is the perfect home base for families, couples, or professionals exploring DC. Start the day with breakfast made in a fully stocked chef's kitchen. Take a short walk to the Rhode Island Ave metro (Red Line), Catholic University, trendy Brookland restaurants, breweries, yoga studio, and grocery store. Rent a bike from Capital Bikeshare and hop on the nearby Metropolitan Bike Trail. At night, relax with a glass of wine around a cozy fire pit table on our cobblestone patio.

ValueLocationLaundry

4.98 out of 5 average rating, 314 reviews

Superhost

The interior of the cottage features a vaulted wooden ceiling with beams, creating an open atmosphere. A spacious sectional sofa faces a wood-burning stove. The kitchen is equipped with modern appliances, while light streams through large windows draped in sheer curtains.

Guesthouse in National Harbor

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.

FamilyLocationBathroom

4.92 out of 5 average rating, 777 reviews

Top Guest favourite

An inviting living space features a green sofa paired with a fluffy white ottoman. A modern kitchen is visible in the background, showcasing black and white tile accents. Natural light fills the area, highlighting the staircase that leads to the upper level.

Guesthouse in Northwest Washington

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.

FamilyLocationLong stay

4.96 out of 5 average rating, 106 reviews

Top Guest favourite

The image captures a serene evening scene by the pool with a view of the setting sun over the water. Sunlight filters through trees, creating a warm glow. Poolside lounge chairs are visible, along with a clear pool reflecting the colorful sky.

Guesthouse in Stevensville

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.

FamilyValuePets

4.99 out of 5 average rating, 371 reviews

Top Guest favourite

Guesthouse in Annapolis

Coastal Waterfront 1 Bedroom Cottage

Enjoy a peaceful waterfront getaway just 2 miles from Historic Downtown Annapolis and the U.S. Naval Academy. Located directly on the South River in a quiet neighborhood, this charming cottage features a full kitchen, 1 bedroom, washer/dryer, and sleeper sofa for up to 4 guests. Relax on the private patio with outdoor seating, grill, and fire pit, or enjoy the beautiful river views. Perfect for exploring Annapolis or simply unwinding by the water.

FamilyLocationLayout

5.0 out of 5 average rating, 226 reviews

Top Guest favourite

A spacious bedroom features a large bed with white bedding, positioned near a set of windows offering views of the outdoors. A small dining table with two chairs is placed to one side, and a modern lamp sits on a nightstand beside the bed.

Guesthouse in Northwest Washington

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.

ValueLocationPets

4.88 out of 5 average rating, 215 reviews

Top Guest favourite

The living area features a sleek black sofa facing an orange accent wall. Two blue chairs are positioned nearby, complemented by a coffee table with a decorative tray. A large artwork adorns the wall above the seating, and natural light enters through a window, enhancing the space.

Guesthouse in Rockville

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.

ValueLocationIndoor spaces

4.93 out of 5 average rating, 366 reviews

Top Guest favourite

The charming exterior of a white cottage is displayed, featuring a prominent front door framed by a small porch and two large windows. A landscaped garden with colorful flowers and greenery surrounds the entrance, complemented by a stone pathway and decorative gravel.

Guesthouse in Arlington

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.

LocationFamilyAir conditioning

4.97 out of 5 average rating, 234 reviews