Apartment vacation rentals in Talbot County

Little Slice of Cambridge. Newly listed, 2 bedroom

You’ll be staying right in the center of the Historic district, close enough to walk to town and enjoy shopping or some of the great restaurants. Just two blocks from the water, a short stroll to the lighthouse or down to the water front and enjoy the park. This newly listed 2 bedroom , pet- friendly apartment has everything you will need to explore the history, food and waterfowl found in this area. Park your boat here. We can’t wait for you to experience Cambridge and relax in the “West End”.

Charming Studio in the heart of St. Michael's, MD.

Welcome to Lucky Ducks Studio! Enjoy a fully renovated furnished studio in the heart of St. Michael's, MD. Located on Talbot Street in the historic 1850’s McMillian House, the 2nd floor studio offers couples a cozy "British" style experience that sleeps 4 (queen size bed & sofa that transitions to queen), a full bath with a claw tub and a gorgeous industrial style kitchen. Your steps away from the Miles River, shopping, museums, restaurants, breweries and wineries. Free WIFI and YouTube TV.

Boutique by the Bay

Completely renovated and exquisitely decorated, this one bedroom apartment has a private entrance from the main house and features a modern farmhouse vibe. Fully equipped kitchen with new glass top stove, large walk-in shower and queen sleeper sofa make this perfect for a couple or family. Located 9 miles south of the Bay Bridge, off of Route 8 on Kent Point Road ,this location is convenient for weddings at the Chesapeake Bay Beach Club or Swan Cove. Access to large in-ground pool included.

Blue Crab Lodge

Welcome to your charming and cozy short-term rental above the heart of St. Michaels' vibrant community! Nestled right above the delightful aroma of freshly brewed coffee, this unique and inviting space offers the perfect blend of comfort and convenience. Stepping outside, you'll find yourself in the heart of St. Michaels' quaint streets. The rental's prime location provides easy access to the town's boutique shops, waterfront promenades, and a diverse array of restaurants.

⋘ Lakeside Apartment ⋙| Private+Cozy Setting |

This unique apartment above the 3 car garage sleeps 4 and is part of the elegant house sitting on 17 private acres in historic Wye Mills with access to a lake. This place is perfect for kayaking, fishing and an overall countryside experience abundant with wildlife. Wye Mills is home to the historic Old Wye Grist Mill which is still in operation as it has been since 1682! Come experience lakeside apartment living.

Cozy 3rd Floor Apartment in Historic West End

Freshly updated 1000 sq ft 3rd fl apt with birds eye view of the beautiful Choptank River. Located in the heart of the Historic District you are close to everything in town. Soho-like soaring ceilings... living/dining area, one bedroom, large kitchen & large bath. Full-sized washer/dryer. Cable TV and excellent WI-FI. Light and airy. Perfect for couple or single guest. Sorry no kids or pets.

Studio in Downtown – Walk to Everything!

The Spring and Summer weekends are filling fast with guest coming to explore our fabulous little town. Welcome to a distinctive studio retreat nestled in the historic heart of Saint Michaels. Perfectly designed for couples seeking a cozy escape, this space blends the charm of local history with modern comfort, embodying the town's quaint yet vibrant spirit.

1886 Guest House Apartment

The 1886 Guest House, a Victorian gem in the heart of Easton's historic district, is in the process of being restored to its former glory and is ready to welcome guests of all races, religions, genders, and sexual orientations to our beautiful town. There's no better location to enjoy all that Easton has to offer.