Loft holiday rentals near Chesapeake Bay

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Top-rated loft rentals near Chesapeake Bay

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

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Top guest favourite
A modern apartment features a treehouse-style deck that is surrounded by leafy trees. The exterior showcases a combination of dark wood and neutral siding, while large windows allow natural light to enter the space.
Loft in Riva
4.96 out of 5 average rating, 134 reviews

New Loft w/South River view from treehouse deck!

Enjoy the quiet Sylvan Shores neighborhood and a view of the South River and bridges in this new modern apartment that has a treehouse style deck for relaxing and enjoying the outside. The unit is served by a separate entrance and free street parking. Bring your kayak or stand-up-paddleboard, or try your luck at fishing! The TV is upgraded to a 55". Downtown Annapolis is just 6 miles away and offers cultural attractions, bars and restaurants, historical tours and access to the Naval Academy.

Top guest favourite
A scenic view of a tree-lined residential circle is captured, showcasing iconic Victorian architecture. Historic homes line the curve of the road, with colorful foliage adding warmth to the scene under a bright blue sky.
Loft in Washington
4.98 out of 5 average rating, 121 reviews

Modern 2BR Treetop Oasis on Historic Logan Circle

Guests describe our Airbnb as an ideal balance of modern living and historic charm. This extraordinary, light-filled, airy loft apartment is the top 2 floors of our private home, an iconic Logan Circle Victorian. It peers out onto the treetops of Logan Circle Park and neighboring historic homes. Totally private with its own entrance, the apartment is accessed by elevator. We are in the heart of the Nation's Capital, within easy walking, cycling, or transit distance to all the city has to offer.

Guest favourite
The spacious living area features a comfortable grey sofa and a stylish armchair, paired with a marble coffee table. A modern kitchen is visible, equipped with stainless steel appliances and bar seating for two. Natural light fills the space, highlighting the white wooden beams and brick walls.
Loft in Alexandria
4.95 out of 5 average rating, 169 reviews

The Riverfront Loft

Riverfront loft in the heart of Old Town, steps from Potomac River and King St! New construction studio apartment in a 19th century warehouse with a private roof deck, modern appliances, marble countertops, plush furniture, eat-in kitchen. Great for entertaining, biz travel (fiberoptic 100 MB/sec speed), a romantic getaway, or a week of sightseeing in the nation's capital and water taxi to DC, National Harbor/MGM. Sleeps two comfortably in king bed with option for two more on pull-out couch.

Guest favourite
Loft in Alexandria
4.89 out of 5 average rating, 251 reviews

Romantic chalet Old Town Alexandria

Welcome to Old Town Alexandria! Just minutes from downtown DC and DCA airport! Right in between the subway and the river, this apartment is the entire top floor of a historic 1880’s building right on King St. It is a loft apartment with a full bath and kitchen w/ large living room space. Bedroom is separate but access to bathroom is through the bedroom. This is a romantic spot with west facing windows where you can sit at the bar with your glass of wine watching the sunset! Pets stay for free!

Top guest favourite
A comfortable beige sofa is positioned against a light-colored wall. It features decorative cushions with intricate patterns. A small lamp on an adjacent table provides soft illumination, enhancing the cozy setting. A plant is placed nearby, adding a touch of greenery to the area.
Loft in Salisbury
4.96 out of 5 average rating, 139 reviews

Tree Top Loft

Studio apartment is located on a wooded lot in a quiet neighborhood within 4 miles of Salisbury University & Downtown! Off street parking at entrance patio & a flight of stairs leads up to the apartment, which includes a queen size bed, full kitchen with full size refrigerator, 4 burner electric stove, full size washer and dryer. Bathroom includes shower, toilet and vanity, perfect for a week or weekend stay! We are located near Ocean City, Maryland, Assateague National Seashore.

Top guest favourite
A modern barn-style exterior is shown with a soft twilight glow. Inside, a cozy loft bedroom features a spacious bed adorned with decorative pillows. A bright dining area is visible, highlighting wooden accents and seating. Two playful goats are seen exploring their cozy enclosure.
Loft in Pocomoke City
4.98 out of 5 average rating, 113 reviews

Cozy Barn Loft: Country Views & Central to Beaches

Relax and recharge as you soak in the country views while enjoying this cozy space. A private entrance leads upstairs to the loft, located above our renovated barn. Enjoy your days at the beach, boating, fishing, birding, and more. Return home to be greeted by goats as you pull in the drive. Coffee, tea, and farm fresh eggs will be waiting for your arrival. Centrally located between the beaches of Chincoteague, Va and Ocean City, MD. Beach gear provided as well.

Guest favourite
A modern kitchen area features sleek cabinetry and a gray granite countertop, complemented by a round dining table with white chairs. Natural light floods the space, highlighting the warm wood flooring and exposed brick wall.
Loft in Washington
4.9 out of 5 average rating, 389 reviews

Serene Flat at U/14th St in Shaw on Quaint Swann

Luxurious, private and comfortable retreat in the heart of the most bustling part of DC in the U Street/14 Street corridor. Steps to the best of city living, while on one of the most beautiful, quiet streets in DC, enjoy this award winning, sunny 1 BR penthouse flat. As architects, we've designed beautiful spaces in DC, so expect gorgeous finishes and thoughtful touches throughout. Beautiful modern renovation to historic brick walled home.

Top guest favourite
A peaceful sleeping area features a neatly made bed with floral-patterned bedding in blue tones. A wooden nightstand holds a book and a small plant, while a warm light illuminates the wall, creating a cozy ambiance.
Loft in Lusby
5 out of 5 average rating, 394 reviews

Welcome Outage Workers Chic Loft | Rest and Relax

Outage worker welcome: 1 guest. orefer night sleeper as we will come and go thru garage during the day and the dog will bark..We cant guarantee quiet daytime sleeping conditions Relax in a chic, private loft just 5 minutes from Chesapeake beaches and 10 minutes from Solomons Island & Calvert Cliffs. Enjoy our private, above-garage hideaway with private beach access, fast WiFi, Smart TV, and cozy touches that make you feel at home.

Top guest favourite
A scenic view of the property showcases a spacious driveway leading to the charming private efficiency apartment above the garage. Lush greenery, vibrant trees, and landscaped gardens flank the path, contributing to the peaceful ambiance of the secluded surroundings.
Loft in Frederick
4.95 out of 5 average rating, 387 reviews

Cozy Pine Tree Nest

This is a private, upstairs efficiency apartment over garage with stunning space features luxury laminate plank flooring, split unit a/c and heat, cherry wood beams harvested from the property, a full bathroom with tile/stone shower, pine ceilings, recessed lighting and a large deck to watch the amazing sun rises. Within minutes from Gambrill State Park, the Appalachian trail, restaurants, shopping, and downtown!

Top guest favourite
The living area features a small, two-seater sofa accompanied by a handmade side table. A smart TV sits on a light wood console, and a pet bed is available on the floor. Large windows allow natural light to illuminate the space, enhancing the neutral wall tones.
Loft in Frederick
4.93 out of 5 average rating, 139 reviews

Free Parking, Dogs, Walk to Breweries & Coffee

Looking for a peaceful, walkable stay in Frederick? This 400 square foot downtown Frederick flat is one block from downtown, yet tucked on a quiet street with private parking, pet amenities, and thoughtful extras. Many of our guests return year after year — and once you visit, you’ll see why. Free parking in a dedicated spot on a gravel lot behind the home, which is a 2 minute walk to the front door.

Top guest favourite
A tranquil waterfront scene captures the vibrant colors of a sunset reflecting on the calm water. The sky is filled with dramatic orange and pink clouds, while silhouettes of trees and distant structures are visible along the shoreline.
Loft in White Stone
4.99 out of 5 average rating, 106 reviews

Serenity

Enjoy the natural serenity of this spacious waterfront hideaway on the historic Antipoison Creek (so named by Capt John Smith), minutes to the Chesapeake Bay by boat or car. The area offers boating, fishing, a nature trail and an abundance of wildlife (deer, turkeys, waterfowl, bald eagles, osprey. otters and more) on this 7 acre property. Water views, king bed, sofa and full kitchen with dinette.

Top guest favourite
A spacious bedroom features a King size bed with layered bedding and a plush throw. A decorative area rug complements the hardwood floors. Large windows and elegant vaulted ceilings highlight the room's architecture. A stylish chandelier hangs above, offering soft lighting.
Loft in Baltimore
4.89 out of 5 average rating, 353 reviews

Historic Bank Fells Point

A spectacular marble columned facade of the former Polish Bank invites you to enter this apartment designed with mid century modern furniture . The 800 square foot 2nd floor apartment features original vaulted ceilings and columned walls from the 1800s and many of the original features from its former life as a bank, all the while blending modern furniture to create a hip vintage vibe.

Popular amenities for loft rentals near Chesapeake Bay

Quick stats about loft rentals near Chesapeake Bay

  • Total holiday rentals

    Explore 20 holiday rentals in Chesapeake Bay

  • Nightly prices starting at

    Chesapeake Bay holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,910 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Chesapeake Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chesapeake Bay rentals

  • 4.9 Average rating

    Chesapeake Bay stays are highly rated by guests – averaging 4.9 out of 5!

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