
Loft holiday rentals near Chesapeake Bay
Find and book unique loft rentals on Airbnb
Top-rated loft rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

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.

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!

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.

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.

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.

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.

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!

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.

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.

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
Family-friendly loft rentals

Bull Island Getaway!

In the heart of Scott's Addition!

Country Loft. Private, comfy, special.

Beautiful 1-bedroom Loft in Fan District

Stylish Historic Apartment - Queen Bed, Fast WiFi,

Perfect for visiting Washington DC!

The Cheriton Loft

NYC Style Loft in Wilmington, DE.
Loft rentals with a washing machine and dryer

Nicely Appointed 1 Bedroom Loft Apartment

102 in Cockade City Flats Licensed

Louise Hand Laundry | Logan Circle | Rare & Iconic

Cozy City Loft walk to JHH & Fells (pets welcome)

The Pond Apartment

Cashville Studio

Loft at Fountain Park - Prime Downtown Location

Trestles - Loft #5 - 8 min walk to the beach
Other loft holiday rentals

Secluded Annex in Historic Church Hill

Downtown Bethesda Hideaway

Waterfront Barn Loft with Modern Cabin Vibe

Downtown Richmond/2 Bed Loft

Deluxe corner apartment with riverfront views

The AlleyLight - Havana Oasis

Private Loft Retreat with Free Parking!

Cute loft;Heart-of-City;120in Movie Screen;Parking
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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- Loft rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
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- Water Country USA
- First Landing State Park
- Buckroe Beach
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