House vacation rentals in Chesapeake and Ohio Canal

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Top-rated house rentals in Chesapeake and Ohio Canal

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite

An open living space is featured with high ceilings and a modern design. Two comfortable blue chairs are positioned around a central area rug, while a white dining table sits in the corner. A mounted TV is visible on a light-colored media console, complemented by natural light from multiple windows.

Home in Timonium

4.96 out of 5 average rating, 238 reviews

* Gorgeous New House w/ Luxury, Charm, & Comfort *

Imagine having your entire family or friends together all under the same roof enjoying a beautifully decorated, brand new house with loads of amenities. Well, imagine no more!!!! This home has it all – 4 beds (3 king / 1 queen) with plush mattresses & high end bedding & 2 baths, 3 smart TVs, washer/dryer closet, open living space w/ 20 ft ceilings leading to farmhouse style kitchen full of functionality & style, and awesome deck w/ sectional couch, mounted TV, montrous picnic table, & 2 heaters.

Guest favorite

A serene balcony features a small round table and two elegant chairs, providing a scenic view of Carr's Creek. The smooth stone flooring complements the bright surroundings, while the water glistens in the sunlight, reflecting the natural beauty of the area.

Home in Deale

4.97 out of 5 average rating, 29 reviews

Beautiful Waterfront Escape w/ Gorgeous Views

Escape to this stunning waterfront home on lovely Carr's Creek in Deale, MD. It offers four bedrooms and full bathrooms, two spacious living areas, two sunrooms, and a large fully stocked kitchen. You can birdwatch from the balcony, snuggle by the fireplace, soak in the hot tub, kayak, canoe, or play games and grill outdoors. Nearby, you can take a charter on the Chesapeake, kayak or hike at the Smithsonian Environmental Research Center, and enjoy local seafood restaurants and antique shopping.

Guest favorite

A historic cottage is depicted with white clapboard siding and a steeply pitched roof. An American flag is proudly displayed from the front door, which is framed by a simple porch. A white picket fence encloses the front yard, enhancing the property's inviting charm.

Home in Saint Michaels

4.85 out of 5 average rating, 121 reviews

Premier St Michaels Cottage- In Town Location

The truly special and restored historic Thomas Blades house is centrally located in the Town of St. Michaels on a quiet st. Shops, restaurants, museums and the Town park with its magnificent water views are steps away. It is a 2 bedroom 1.5 bath cottage with a large paneled family room and a large screened porch. Ideal for a small family or two couples, or a romantic getaway for two. Rate varies by day of the week and season. Discounts for stays of a week or more, or for "last minute" bookings.

Top guest favorite

A brick house is framed by a well-maintained lawn and leafy trees. A stone pathway leads to the front door, surrounded by greenery. The overall setting conveys a peaceful ambiance, enhanced by the dappled sunlight filtering through the branches.

Home in Charlottesville

4.97 out of 5 average rating, 130 reviews

Wakefield Ct | Private Parking spots | Fast WiFi

BRAND NEW LISITING! Cozy stay in an updated colonial style house on a quiet street. Short drive from great local spots along Downtown Cville, UVA Corner, Monticello, Blue Ridge Parkway, The Appalachian Trail, breweries and local wineries. An excellent choice for hosting small gathering with good yard space and pouch. A wonderful stay if you like to be close to all the attractions Cville has to offer, but still far enough to enjoy peace and quiet. Thank you, for your time and consideration.

Guest favorite

A charming house with a sloped roof is framed by a large tree, casting a gentle shade on the manicured lawn. Bright autumn leaves contrast against the clear blue sky, while a pathway leads to the welcoming entrance.

Home in Deale

4.88 out of 5 average rating, 100 reviews

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home

Fabulous 4-5 bedroom 3-bath house with spectacular views on a lush, waterfront point! Shady waterfront lawns & sunny pier, breezy open spaces, sparkling views, & wildlife. Hidden but close to services. Couples & groups love our wonderful, nature-filled spot, a fun, relaxing, serene retreat on the WEST shore of the Chesapeake (close proximity to D.C., Annapolis, Baltimore)! Crabbing, kayaks, fire pit on two country-like acres. See “NEW Amazing” for whole 6-7 bed 4 ba listing of same house.

Superhost

The house is positioned among leafy trees, featuring numerous large windows that brighten the interior. A spacious deck is visible, along with a hot tub. A stone fire pit surrounded by wooden chairs is located in the foreground, inviting outdoor gatherings.

Home in Montross

4.88 out of 5 average rating, 231 reviews

Lakefront/Dock, Woods, 3 Beaches, Kayaks, Hot tub

Our 3 bed/2 full bath+loft house sits in the woods surrounding a beautiful freshwater lake in a neighborhood on the stunning Potomac River! Come enjoy the nearby attractions or simply do nothing at all! We have kayaks/boats for your use right off the private dock. The community has 3 beaches: a private sandy lake beach with a swimming dock, a river-front sandy beach with 15 million+ old shark teeth, and a fossil cliff beach. Fishing! Hot tub on the patio! Bald eagle sightings! Theater Room!

Guest favorite

Home in Montross

4.93 out of 5 average rating, 200 reviews

The Glebe

This 3br 2ba home with own private beach is nestled off of the Potomac River and boasts serene and expansive views. Sunbathe on the private beach, cool off in the water, go fishing/crabbing from the dock, or just listen to the waves crash. Whatever it is, you’ll find it absolutely relaxing. Be sure to explore local wineries, breweries, shops and enjoy the community pool and tennis court. It's the perfect getaway house for couples/families or anyone looking for a serene weekend.

Guest favorite

Home in Cambridge

4.98 out of 5 average rating, 126 reviews

Waterfront Getaway w/ Pier - Sleeps 10, 4 bedrooms

Escape to our charming & serene waterfront retreat, perfectly situated on the picturesque Choptank River. This 4-bedroom home accommodates 10 guests w/ 7 comfortable beds & offers the ideal blend of relaxation & adventure. Our property comes fully equipped with bikes, kayaks, paddleboards & yard games for endless fun. Unwind and relax on the new pier. The river offers gorgeous sunrises and sunsets. Your perfect waterfront getaway awaits you!

Guest favorite

An inviting great room features a dark seating area with a large, round coffee table. A floor-to-ceiling stone fireplace adds texture beside a staircase leading to a loft. The space is illuminated by warm lighting, creating a cozy atmosphere.

Home in Martinsburg

4.82 out of 5 average rating, 123 reviews

Sunrise on the Potomac near Shepherdstown, WV

"Sunrise on the Potomac" has stunning waterfront views on 5-acres in a private community. 4 BRs + 3 BAs (sleeps 8). Great for a staycation, work-from-home alternative, or change of scenery. Just fully renovated and better than ever! Shepherdstown is a historic and artsy college town that balances natural beauty with a quirky, bohemian culture. Explore historic sites, boutique shopping, great restaurants, and other amenities.

Guest favorite

A spacious outdoor area features a wooden picnic table alongside several red and natural-colored lounge chairs arranged around a fire pit. Lush greenery surrounds the charming cabin, providing a serene and private setting for relaxation.

Home in Mineral

4.84 out of 5 average rating, 197 reviews

Lake Getaway ( no cleaning fee)

Relax, hike, boat and fish on the perfect getaway to Lake Anna, only an hour from Washington, DC. Our private lake oasis is the perfect space for couples, families, or friends to de-stress for the weekend. Located in a gated community, you will feel safe and have tons of privacy. Our cozy lake hideaway is only a five-minute walk from beach access and is designed with a beautiful front deck for kicking back.

Guest favorite

A two-story house features a neutral exterior with light grey siding and white trim. The entrance is framed by steps leading to a white door, complemented by a lantern. A small tree is visible in front, adding a touch of greenery to the setting.

Home in Annapolis

4.92 out of 5 average rating, 113 reviews

Historic Downtown House with Off Street Parking

Spacious living with all the modern amenities. Prime location - 1 block from the water, restaurants, and shops. Park your car off street (up to 3 cars) and you won't need it again! Gourmet kitchen fully stocked and ready for entertaining, enjoy the outdoor space. The whole group will enjoy easy access to everything from this centrally located place.

Superhost

A spacious bedroom features a large bed with a white quilted comforter and dark gray pillows. A wooden bench is positioned along one wall, and a small decorated tree stands nearby, providing soft lighting. The natural light enters through a large window with shades.

Home in Annapolis

4.73 out of 5 average rating, 122 reviews

West Annapolis SuperHost!

Welcome! We are eager to continue providing our quests with an upgraded experience. This is a one story house! Best of AirBnb! Perfect location close to art and culture, the city center, and parks. Great house for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). One block from Navy Marine Corps Stadium!

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What guests are saying

Beachfront Oasis with Amazing Views

4.89 out of 5 average rating, 63 reviews1 week ago

Michael's place was perfect for our spring break getaway. I really liked the laid back beach vibe and how kid friendly the house was. The kids were able to walk to beach themselves and had a great time on the trampoline! We loved seeing who could find the most shark teeth.

Home in Lusby

What guests are saying

Charming 3 bed/3 bath cottage centrally located

5 out of 5 average rating, 72 reviews2 weeks ago

If you are considering reserving a stay at Ashley's home in Charlottesville, immediately stop reading this review and click the button to reserve it - you will not be disappointed. Everything about our stay was first class - don't miss out, book your stay today!

Home in Charlottesville

What guests are saying

$254/Night 5 Bdr Cape Cod House Near Quantico

4.84 out of 5 average rating, 82 reviews1 month ago

We were guests for my son’s graduation from OCS in Quantico. Perfect location. Minutes to 95N. Peaceful with tons of space. Family and friends met up from four states. We cooked a ton. We’re able to get us all around the dining table, move about the kitchen, relax in the living room and spread out during quiet time. Absolutely fantastic stay! Manny helped us out when we needed him and was super responsive and kind. We had the best time and this house made it all possible. Thank you!

Home in Stafford Courthouse

What guests are saying

Solomons Yellow House - Waterfront

4.96 out of 5 average rating, 26 reviews3 months ago

Really enjoyed holiday get away . Place was located near water with great views. We enjoyed walking around the neighborhood was quaint. The town was was pretty with water on each side with the Christmas lights at night . We truly enjoyed our relaxing stay . Would definitely book again

Home in Solomons

What guests are saying

Fairview Beach Water-view, Water-access Getaway

4.93 out of 5 average rating, 56 reviews3 weeks ago

We really enjoyed our stay at Scott and Carrie‘s place. They were excellent host and kept in touch with us. The place is well located, close to the river and near enough to a really nice restaurant. Fairview Beach is a special community and we can’t wait to go back there! The house was perfect, clean and well equipped and in a great neighborhood!

Home in King George

What guests are saying

Modern River Relaxation

5 out of 5 average rating, 19 reviews2 months ago

This was a beautiful home with everything you need and more to feel at home! The hot tub was relaxing and the screened in porch made for a relaxing hang out area. The host was super friendly and responds right away! 10 out of 10 experience will be booking a stay here again in the future!

Home in Colonial Beach

What guests are saying

In Town, Rock Hall, Fenced-In Yard, 1 blk to Water

5 out of 5 average rating, 85 reviews2 weeks ago

Jim's place was perfect for a relaxing weekend getaway. We felt right at home, the beds were comfortable, kitchen was well stocked, and it was so nice to have a fenced yard so our dog could run around. Jim's place has all the amenities you would need plus a couple of extra touches (like a bottle of wine and snacks) to make it feel extra special.

Home in Rock Hall

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