Loft vacation 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 favorite
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, 136 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.

Guest favorite
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
4.94 out of 5 average rating, 180 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.

Top guest favorite
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, 146 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.

Guest favorite
A cozy living space features a small dining table with four chairs and a television mounted on a dresser. Natural light filters through two windows dressed with dark curtains, while a patterned area rug adds warmth to the wooden floor. A keyboard is positioned in a corner.
Loft in Wilmington
4.92 out of 5 average rating, 154 reviews

Quiet Empty Nest - North Wilmington

Forget your worries in this spacious and serene space. Short drive to train lines for explorers. Bellevue State Park 1 mile away with biking and hiking 27 miles of trails. Rockwood Museum & Brandywine Valley attractions all a short drive. This is the second floor with steeper narrower steps. A private entrance. There are window air conditioners in living room and bedroom. TV is basic with no cable (30+)channels. We look forward to making your stay enjoyable and comfortable

Top guest favorite
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, 117 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 favorite
The exterior of a rustic brick building is highlighted, featuring a charming balcony adorned with flower pots. A small seating area is visible at the entrance, surrounded by greenery. The warm facade reflects the historic character of the old town location.
Loft in Alexandria
4.82 out of 5 average rating, 413 reviews

Charming Loft Apt. Old Town Alexandria

Charming and rustic little apartment overlooking a beautiful restaurant garden in the heart of old town with its own balcony. Come stay in our quaint and cozy little loft apartment while visiting historic Alexandria! This is a unique place in an old building and you will never find anything like this in a hotel! One queen bed on the main level and the second bed is in the loft up a steepish ladder, so not suitable for small children or those with mobility issues.

Top guest favorite
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
4.9 out of 5 average rating, 375 reviews

Historic Bank Loft | King Bed | Luxury Spa Shower

Stay in a unique apartment inside the former historic Polish Bank, where a grand marble-columned façade welcomes you into a beautifully restored space blending timeless architecture with mid-century modern design. This 800-square-foot second-floor apartment features original vaulted ceilings, dramatic column-lined walls, and preserved details from the 1800s. Styled with modern furnishings, it offers a refined luxury stay full of character, history, and comfort.

Top guest favorite
A modern kitchen is displayed with a combination of light green and white walls. A large painting of a frog adorns one wall, while the black and white checkered floor complements the dark cabinets. A dining table with chairs and dinnerware is visible.
Loft in Salisbury
4.95 out of 5 average rating, 113 reviews

Retro Hipster: Close to downtown, dining and fun

Want to stay in a place with a Jazzy retro style?  This is the perfect place for you.  This renovated 2 bedroom, 2 bath apartment features beautiful riverfront views, high ceilings, wifi, smart TV’s and a bit of History.  This is part of a hotel from the Green Book era where Etta James and Billie Holiday both stayed. This space is perfect for business travelers, couples and families looking for place near in downtown Salisbury or a short drive from the beach.

Guest favorite
A charming brick exterior features a welcoming entryway with a covered porch. Lush greenery surrounds the home, enhancing its connection to the natural landscape. The building's architectural details are complemented by vibrant flowerpots and an American flag displayed on the side.
Loft in Washington
4.87 out of 5 average rating, 192 reviews

STUDIO SUITE IN THE TREE TOPS:ADAMS MORGAN,WOODLEY

Private living/sleeping space in home overlooking Rock Creek Park. Studio bedroom has a cathedral ceiling, sleeping loft and living eating space. Private bathroom. AC /heating unit. Separate study/ bedroom looks onto park. Access to spectacular roof deck, kitchen and family home with all amenities including laundry and parking: All in the heart of Adams Morgan/Kalorama Excellent for a single person and/or a couple: the loft stairs are steep LGBTQ friendly

Top guest favorite
Loft in Lusby
5 out of 5 average rating, 412 reviews

Designer owned Coastal getaway retreat

Enjoy our private, above-garage hideaway apartment with private beach access, fast WiFi, Smart TV, and cozy touches that make you feel at home. You have a private entrance. Come and go as you please! Note: We are a peanut-free and smoke free property. RELAX in our chic, private loft just minutes from Chesapeake beaches and 10 minutes from Solomons Island & Calvert Cliffs. You will have private access to our amazing beach just a 5 minute drive away.

Guest favorite
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
4.89 out of 5 average rating, 414 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 favorite
The open living area showcases hardwood floors and a light color palette. A gray armchair and a uniquely designed round chair are positioned near a glass table, decorated with a small plant. A dining table set for six is visible in the background, enhancing the spacious feel.
Loft in Washington
4.96 out of 5 average rating, 407 reviews

Loft Convention Ctr. Logan Cr. NW 1100sq. ft.

Inspiring loft style in the heart of Naylor/Blagden historical district. Much effort was given to preserve this 1870 carriage house’s landmark legacy. Hardwood floors throughout, tons of natural light, a gourmet kitchen and King bed! The house is set back in a quiet corner but just steps from the pulse of Shaw & Logan; a 1 min walk to convention center, 6 to Verizon ctr, 15 to White House & complimentary visitor parking pass, you WELCOME!

Popular amenities for loft rentals near Chesapeake Bay

Quick stats about loft rentals near Chesapeake Bay

  • Total vacation rentals

    Explore 30 vacation rentals in Chesapeake Bay

  • Nightly prices starting at

    Chesapeake Bay vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

  • Verified guest reviews

    Over 2,960 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Chesapeake Bay vacation rentals include wi-fi 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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