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Cozy Guest House Near Park

This lovely guest house is located in the historic district of Cambridge within 3 blocks to the Great Marsh/Gerry Boyle waterfront park. This cozy space includes a full kitchen with dishes, living space with reclining sofa, new Bedstory medium firm bed separated by an antique armoire as well as a large bathroom. You will have a private parking area and separate entryway through a private courtyard. Less than 1 mile to historic Cambridge. Near the start of annual races and waterfront activities.

Madison Bay Club House

Your own private 190' pier. Bring your boat and the family to this peaceful place to stay. Located on the water on Madison Bay, south of Cambridge. The laid back idyllic rural fishing village will make you immediately relax. Bay views from every room. Beautiful sunsets. Your own beach to relax or launch kayaks. A bird watchers paradise location with cultural and historical significance close by. A short drive to Blackwater National Wildlife Refuge and the Harriet Tubman birthplace and museum.

New, Chic River Bungalow in Historic District

Once a beloved flower shop for 70+ years, this renovated bungalow is new and debuts on Airbnb this year. One block from the river and a five-minute walk to Cambridge’s lively downtown—galleries, shops, and dining at your doorstep. Inside, breezy coastal chic, open-plan living and dining, plus a dedicated workspace. The new chef’s kitchen has granite counters, a center island/seating. Two en-suite bedrooms with luxe beds ensure comfort. Unwind in the lush garden—your ideal home-away-from-home.

Peaceful Historic House Near Water, with Hot Tub!

Peaceful 3 bedroom/1.5 bath Victorian house near the water. Located in Historic West End, this 1900 house has been recently renovated to accentuate its historic charm while delivering all the modern comforts. Just a short walk from Long Wharf Park, the Choptank River Lighthouse, and downtown Cambridge with great restaurants and shops. Amenities include air conditioning/heating, a hot tub, WIFI, a back deck and grill, front porch with rocking chairs, and a fire pit with Adirondack chairs.

Rosses Chance Guest House

This lovely guest cottage is located on a historic 16 acre waterfront estate on Hudson Creek that includes a main house, barn, pool, dock and pond. Built in the 18th century tidewater style, the guesthouse is charming and well decorated and completely self efficient. A special place for your romantic getaway at any season of the year. Recently cell phone service has improved and is reliable. However, in the country, WiFi internetl can be slow at times as well as the Wifi TV streaming.

The Place in Cambridge-Spring is in the Air!

Beautifully located, a clean crisp poolhouse cottage with key extras.! Queen bed, full kitchenette, and beautiful bath. Enjoy the lovely in-ground pool & poolside seating ( open May 1st - Sept. 30th) Perfect for couples or small families. A block from the Choptank River, 1/2 mile walk downtown to shops and dining. Experience the Eastern Shore of the Chesapeake from a new perspective-it's your stay! The Place in Cambridge, sometimes, the best experiences come in simple packages.

Blackwater Tiny Cabin on Snakehead Creek

The Solar Powered Tiny Cabin is located on a farmette, making your visit even more memorable! Just a 5 min drive from Blackwater Refuge! It's an affordable and unique way to visit and enjoy all that Cambridge and Blackwater Refuge have to offer! The Tiny Cabin is located 50 steps away from Pitcher Dam Creek which leads to the Little Blackwater! Kayaks on site! Bring your fishing rod to catch popular Snakeheads! 15 minute drive to Route 50, downtown Cambridge, shopping and dining!

School Street Retreat: Cozy, artsy, central home

School Street is the perfect spot to launch adventures around Cambridge and the Eastern Shore. You get a full house with two bedrooms, two full bathrooms and beautiful native gardens. Just blocks from Great Marsh Point for boating, fishing, play and river access. Less than a mile to downtown historic Cambridge and the lighthouse/market. Quick drives to Easton, Vienna, Blackwater and more. Also provides great access to historic sites in the area. Come rest, relax and explore!

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Cottage on Solitude Creek, Hot Tub (open), Fire Pit, Pool (Not Heated -closed Oct-June) Convenient to St. Michaels, Easton, Oxford - this beautiful cottage has a fully equipped kitchen, patio with private hot tub and gas grill. Waterfront. Host resides on property, but will give you your privacy. *PLEASE NOTE: property complies with zoning of Talbot County which enforces a 3-night minimum and 4 guest max. NO DOGS ALLOWED No Parties #STRN-23-51

Charming cottage, FP, 1 blk water, historic area

A peaceful oasis near the water in the center of Cambridge. Tucked away at the end of a cul-de-sac with historic connections, this private, charming antique-filled cottage is steps away from the river. Enjoy three comfortable bedrooms all with en-suite bathrooms, and 2 living areas w/ fireplace and view of the Choptank River, with plenty of room for family and friends to entertain. Close to all amenities, Gerry Boyle Park and the waterfront.

Talbot Corner: Dog-Friendly 3-Bedroom Home

No cleaning fee, plenty of space, quiet neighborhood! Escape to this charming, single-level home with 3 bedrooms, a separate office (with doors), high-speed wifi, a large FENCED-IN backyard (very pet friendly!), garage, and a patio with picnic table. Gas fireplace, fully-equipped kitchen, washer/dryer, plenty of parking! Two blocks to the river and park, great for bikers, runners and kayakers.

Comfort by the Creek

Single family home located on quiet cul-de-sac with access to creek via community pier. This beautiful property is the perfect destination for all and any events in the Cambridge area. Enjoy a fun evening at home with board games, watch the sunset at the nearby creek, visit the city, or partake in the activities this historical area offers!