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.

1 of 1 pages1 / 1

Top Guest favourite

A spacious living area is adorned with large windows allowing natural light. Comfortable seating includes a floral-patterned sofa, armchairs, and a coffee table. A cozy bed is visible through an opening, complemented by soft drapes that frame the garden view.

Guesthouse in Northwest Washington

4.96 out of 5 average rating, 209 reviews

Garden Suite

This light-filled, quiet and private Garden Suite is an extension of the house, with a separate entrance, overlooking garden and pool, and a wooded area. The Unit has two rooms which are partially separated by a beautiful stone wall. The rooms offer every comfort needed for a stay, whether it is a weekend or longer. The Garden Suite does not have a kitchen. Cleveland Park is a historic neighborhood, boasting great restaurants, shops and lovely walks nearby, such as Rock Creek Park and the zoo.

LocationFamilyPool

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

4.99 out of 5 average rating, 101 reviews

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.

ValueLocationSleep quality

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

4.9 out of 5 average rating, 208 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.

ValueLocationComfort

Top Guest favourite

The recently renovated stone cottage features rustic charm with a modern metal roof. Large windows invite natural light, and the outdoor patio area is equipped with seating and an umbrella for shade, surrounded by greenery and trees.

Guesthouse in Middleburg

5.0 out of 5 average rating, 133 reviews

18th Century Middleburg Cottage

This recently renovated 2-story 18th Century stone cottage is the perfect blend of rustic and luxury, featuring stone walls, exposed beams, wood floors, a stone patio and outdoor fireplace, as well as Mountain views. Property includes kitchen, bathroom, and a living space with wood stove and dining table. Upper floor features bedroom and additional reading room. Cottage is just minutes from historic Middleburg in the heart of horse and wine country, perfect for relaxing or recharging getaways.

ValueLocationAccuracy

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

4.91 out of 5 average rating, 162 reviews

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.

FamilyLocationCleanliness

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

4.98 out of 5 average rating, 307 reviews

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.

ValueFamilyDecor

Guest favourite

An aerial view captures a vibrant organic vegetable garden surrounded by a black wooden fence. The garden features neatly arranged raised beds filled with various plants, along with gravel pathways. A shaded seating area is visible, alongside a shed and open green space beyond.

Guesthouse in Middleburg

4.96 out of 5 average rating, 100 reviews

Fox Hill Barn Guest Cottage Retreat

Enjoy the lovely setting of this romantic spot in nature, just minutes from the historic charm of Middleburg. Set on a tranquil horse property, this cottage offers a serene retreat amidst rolling pastures and breathtaking views. Whether you're a nature enthusiast, equestrian, remote worker, or seeking a romantic getaway, this is your ideal destination. Enjoy nearby wineries, breweries, scenic trails, and the delightful town of Middleburg—only 3 minutes away. Life is too short. Enjoy!

ValueLocationBathroom

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

4.92 out of 5 average rating, 775 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.

ValueFamilyParks

Guest favourite

The timber-framed chalet is surrounded by vibrant flower gardens, showcasing various colorful blooms. Large windows and a balcony enhance the exterior, framed by trees creating a natural backdrop. A patio area with seating is visible in the foreground, inviting guests to enjoy the peaceful surroundings.

Guesthouse in Hamilton

4.96 out of 5 average rating, 181 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.

FamilyLocationAmenities

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

4.99 out of 5 average rating, 359 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.

ValueLocationCheckout

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

4.88 out of 5 average rating, 211 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.

ValueLocationHospitality

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

4.97 out of 5 average rating, 229 reviews

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.

FamilyValueNearby