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Little Slice of Cambridge. 2 bedroom, pet friendly

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”.

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.

Happy Campers Waterfront Suite

Come and experience a relaxing getaway at our Waterfront Suite! Happy Campers is located near the corner of the Choptank River and the Chesapeake Bay, surrounded by acres of farm land. You will enjoy quiet days, whether you choose to lounge on chairs by the water and birdwatch or walk or bike down the lane to explore quiet back roads and beautiful country scenery. A short 15 minute drive into the town of Cambridge offers unique shops and restaurants, sightseeing and nearby Blackwater Refuge.

SUPER WATER-VIEW 1 BEDROOM APT/CAMBRIDGE MARYLAND

This is a beautiful furnished water view one bedroom apartment located just 50 feet from the Choptank River and only a few blocks from the Cambridge Yacht Club. This is the perfect location for visiting professionals, vacation escapes from the Baltimore/Washington area and for sports events like the Ironman. It has great views of the Choptank from almost every room. It is tastefully furnished with antiques, has a private deck with water view, has CAC, WiFi, TV, stereo, and washer/dryer.

3Br/1Ba Pondview Langsdale House

Experience the charm of historic Easton at The Pondview Langsdale House—a restored 1300-sq-ft, 3BR/1BA retreat with a private balcony and pond views. This upper-level apartment features modern comforts while honoring its 19th-century roots. Experience all this while being within walking distance from downtown Easton's major attractions. Your stay supports Halo's Haven Rescue, as hosts use proceeds to save animals in need. Enjoy downtown's attractions or simply relax with serene pond views.

Crow’s Nest Cottage - Down Under: Chesapeake Bay

Crow’s Nest Cottage - Down Under: 3BR/1BA garden-level duplex with fenced Zen garden, natural bamboo, gas BBQ grill, brand new gourmet kitchen, sleeps 8. TV in all BR’s, steps to Chesapeake Bay waterfront. Sandy beach, protected swimming lagoon, park, bbq grills & picnic tables. Enjoy coastal Maryland’s beautiful flora & fauna. Nature lovers paradise, lower-level duplex (5 steps down) in waterfront community, access to pier, boat ramp, kayaks. Best vacation rental holiday home

Charming Apt. in St. Michaels

Welcome to Lucky Duck II! Enjoy a renovated, two-story private apartment in the heart of St. Michaels, located on Talbot Street in the historic 1850s McMillan House. Our cozy British-inspired retreat sleeps 4 with a private queen bedroom and full bath upstairs, plus a sleeper sofa and half bath downstairs. Enjoy a kitchenette, bar area, free WiFi & YouTube TV. Best of all, you're steps from the Miles River, restaurants, shops, museums & everything St. Michaels has to offer!

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.

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

Welcome to Lucky Ducks Studio! Enjoy a renovated, private 2nd-floor studio in the heart of St. Michaels, located on Talbot Street in the historic 1850s McMillan House. Our cozy British-inspired retreat sleeps 4 with a queen bed, queen sleeper sofa, full bath with a charming clawfoot tub & gorgeous industrial-style kitchen. Best of all, you're steps from the Miles River, restaurants, shops, museums, breweries & wineries. Free WiFi & YouTube TV!

Downtown St. Michaels | Porch + Pet-Friendly

Stay in the heart of St. Michaels at this stylish 3-bedroom retreat, just steps from boutique shops, waterfront dining, and historic charm. Relax on the private porch, enjoy a spacious open layout, and bring your pup along — dogs are welcome here! Whether it’s a romantic getaway, friends’ weekend, or family trip, this walkable downtown escape blends modern comfort with small-town charm for an unforgettable stay on Maryland’s Eastern Shore.

Turn of the Century Gracious Living

Beautifully restored, historic, 1st floor apartment in Cambridge, MD is just 2 blocks from the magnificent Choptank River. It is within walking distance to the downtown restaurants, shops and waterfront city parks. You’ll love the high ceilings, beautiful trim and lovely architectural features. This entire first floor apartment with a lovely front porch is ideal for couples, solo adventurers, business travelers, and families (with kids).

Cambridge Apt in Walkable Neighborhood

Waterfront Setting | Close to Local Eats Explore the quiet side of the Chesapeake Bay with your closest travel buddy at this 1-bedroom, 1-bath vacation rental apartment in Cambridge, Maryland! Spend your days stepping back in time at the area's museums and historical sites, or book a boat tour and set sail on the Choptank River. After fun-filled days of exploration, head back to unwind in the comfort of this cozy abode. Book today!