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.

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Top Guest favourite

An inviting living area features a white brick fireplace, providing warmth and focus. Two brown armchairs are positioned around a round table with decorative items. A doorway leads to a bright bedroom, illuminated by natural light, enhancing the cozy atmosphere of the space.

Guesthouse in Washington

4.93 out of 5 average rating, 117 reviews

Lovely one bedroom w/a fireplace & outdoor space

Unwind with the whole family in this stylish& serene retreat.location is unbeatable! Just steps from the RedLine train & multiple bus routes, getting around is effortless. Nearby, you’ll find Whole Foods, Wegmans, CVS, Target, a library, parks & great restaurants.This beautifully renovated apt is entirely private & sleeps 3, featuring a cozy bedroom with queen bed & a comfortable sofa bed. Enjoy a private entrance and an outdoor patio, perfect for relaxing. near Georgetown, national mall & more.

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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 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 Washington

4.99 out of 5 average rating, 102 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.

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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 out of 5 average rating, 138 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.

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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 Washington

4.98 out of 5 average rating, 308 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.

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Superhost

The entrance features double French doors that open into a well-lit microhouse. A welcome mat is positioned at the threshold, while a small decorative statue stands nearby. Inside, a modern seating area is visible, accompanied by a central area rug that provides warmth to the wooden floor.

Guesthouse in Washington

4.88 out of 5 average rating, 458 reviews

Ingraham Alley Inn - A Quiet & Cozy Micro House

Our microhouse in 16th St Heights is the perfect home base for exploring the city. We're close to Rock Creek Park, the many restaurants and coffee shops of Petworth and Columbia Heights, and just a short bus ride from the downtown tourist sites. 16th St Heights is worthy of a little exploration in its own right, with a fantastic farmers market, beloved local eateries like Moreland’s Tavern and Highlands Café, and miles of forested bike/jogging trails in Rock Creek Park just a short walk away.

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Top Guest favourite

A spacious living area is highlighted by a large flat-screen television and a comfortable blue couch adorned with red accent pillows. A dining island with high-backed chairs is visible, leading to a bright kitchen equipped with modern appliances and ample cabinetry.

Guesthouse in Alexandria

4.97 out of 5 average rating, 113 reviews

NoVA guest house

One bedroom guest house, with spacious living area, full kitchen, large dining island, and one full bathroom. Convenient to Washington DC and Old Town Alexandria, Virgnia. Quiet, wooded neighborhood, enjoy your own little house on a beautifully landscaped 1/2 acre lot. Private outdoor sitting area and fully stocked kitchen. All folks are welcome to stay in our comfortable retreat, close-in to the city, yet feels like the country! Lots of amenities in this newly built cottage - come visit!

FamilyValueQuiet

Guest favourite

The image illustrates a charming tiny home nestled among trees, featuring a spacious bluestone patio with outdoor seating and a fire pit. In the background, a gas grill is positioned nearby. Lush green grass surrounds the area, creating a serene and inviting setting.

Guesthouse in Annapolis

4.95 out of 5 average rating, 210 reviews

Lil’ House - A Serene Tiny Home Experience

Newly renovated, immaculate two room tiny home. A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnished, blue stone patio with fire pit situated in a sunny opening in the mature tree canopy. Super comfy queen Murphy bed offers easy conversion of the well lit and modern main living space from living room & kitchen by day to main sleeping quarters at night. The adjoining room is a well appointed full bath and dressing area.

LocationFamilyBarbecue

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 Fort Washington

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.

ValueFamilyWalkability

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, 360 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.

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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 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.

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