Vacation rentals with breakfast in Talbot County

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Top-rated breakfast rentals in Talbot County

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A charming two-story inn is illuminated at dusk, showcasing a serene swimming pool in the foreground. The architectural details feature a mix of windows and porches, while outdoor seating areas are positioned nearby for relaxation.

Private room in Saint Michaels

4.64 out of 5 average rating, 14 reviews

George Brooks House #3 King Jacuzzi

Historic Inn 1/2 mile outside of the town - a fabulous colonial seaport with lots of restaurants and shops. Outstanding Maritime Museum. Our inn has won two prestigious preservation awards. Featuring hand carved mahogany furniture with Queen or King beds, private bathrooms with tiled showers, full 3 course breakfast, swimming pool, hot tub and bikes. This is our King bedroom # 3 downstairs (15' by 25') with two person whirlpool tub, gas fireplace, 40" TV + DVD. Private bathroom with shower.

Guest favorite

A comfortable living room features plush seating arrangements, including reclining chairs and a spacious sofa. A coffee table sits in the center, complemented by a large television mounted above a brick fireplace. Bookshelves filled with titles line the walls, adding a cozy touch.

Home in Easton

5 out of 5 average rating, 70 reviews

4 bdrm, 3 bath, 2,700 sqft whole house on 1 acre

Bring the whole family to my spacious house. 3 bathrooms for everyone to get ready. 2 king beds and 2 queen beds across 4 bedrooms. Huge living room, kitchen, and dinning room. Enjoy a sun room and fenced in back yard. Fresh eggs from backyard chickens. Merry Maids regularly cleans the bathrooms and kitchen. The basement, garage, and shed are for storage, and are not part of the rental. While quiet just outside of the city, there maybe some highway noise or farm animal noise. Large driveway

A spacious bedroom features a four-poster bed draped in colorful bedding, complemented by warm wooden furniture. A subtle fireplace adds a cozy element, while decorative window treatments and a floral arrangement provide a touch of charm. Soft lighting enhances the room's inviting atmosphere.

Private room in Saint Michaels

4.86 out of 5 average rating, 22 reviews

George Brooks House B&B # 2 Queen

Historic Inn 1/2 mile outside of the town - a fabulous colonial seaport with lots of retail shops and restaurants plus the Chesapeake Bay Maritime Museum. Our inn has won two prestigious local and state preservation awards. Featuring hand carved mahogany furniture with Queen or King beds, private bathrooms with tiled showers, full 3 course breakfast, swimming pool, hot tub and bikes. This is our Queen bedroom # 2 downstairs (12' by 15') with fireplace just off of our parlor and garden room.

Superhost

Private room in Trappe

5 out of 5 average rating, 33 reviews

The Anchorage Bed & Breakfast

B&B Use Permit No. BB 23-1 Welcome to the Maryland Eastern Shore! Your home away from home is a room in a late Federal Telescopic Tidewater Style Bed & Breakfast called The Anchorage, circa 1800 facing the Choptank River. There are also 3 other rooms available at the B&B if traveling in groups or with family members. We are located right outside the historical town of Trappe very close to Easton, Oxford, Cambridge, and St. Michaels. Rooms include a daily continental breakfast.

Top guest favorite

A two-story house features gray siding with white trim and a balcony accessed by stairs. An umbrella is positioned over the outdoor seating area, providing shade. Large windows illuminate the space, and a comfortable railing surrounds the deck, offering a peaceful setting.

Guest suite in Tilghman Island

4.97 out of 5 average rating, 149 reviews

Black Walnut Cove Retreat, Tilghman Island

Our waterfront studio retreat is a birdwatchers paradise. Located on beautiful Black Walnut Cove at the southern tip of Tilghman Island, you will be in a quiet neighborhood surrounded by water. Enjoy a quiet walk or bike ride along the Chesapeake Bay shoreline. You will have access to our dock and small boat ramp. Crabbing and fishing are a delight. Please note: 1) There is a 3-nt. minimum on holiday weekends. 2) Children between the ages of 1 and 5 are not permitted

Superhost

Private room in Trappe

5 out of 5 average rating, 30 reviews

The Anchorage Bed & Breakfast

B&B Use Permit No. BB 23-1 The Anchorage is a late Federal Telescopic Tidewater Style B&B circa 1800 facing the Choptank River. It's a waterfront property with gorgeous views of the water and a private beach. Special March Rates!! There are also other rooms available if traveling with other people. We are located right outside the historical town of Trappe very close to Easton, Oxford, Cambridge, and St. Michaels. Rooms include a daily continental breakfast.

Top guest favorite

A serene riverside view is captured during sunset, showcasing vibrant hues of pink, purple, and orange reflecting on the calm water. The silhouettes of trees frame the scene, enhancing the tranquil atmosphere.

Home in Easton

4.93 out of 5 average rating, 84 reviews

Miles River Guest House near Easton & St. Michaels

Miles River Guest House is an elegant private guesthouse on the Miles River with 4 bedrooms. Rented only to one party at a time with air conditioning, a large master suite with king size bed, private bath with great views. The great room has a leather sofa, mahogany bar, kitchen, HD flat screen TVs, Juke Box (set to free play) and gas logs fireplace. It has has a private swimming pool, dock, 2-person kayak and canoe. Local and state taxes 10% will be added.

Private room in Cambridge

Albanus Philips Inn Empress Suite

Escape on an adventurous trip in the Empress Room. Decorated with an Egyptian motif, it's exotic flair will have you thinking of distant lands. The room includes extensive woodwork, original fixtures, and a walk-in closet. Includes the sitting room. Please note that while the Albanus Phillips Inn offers a variety of room styles and sizes, we limit the amount of reservations to ensure an adequate level of quality and service.

Private room in Stevensville

4.97 out of 5 average rating, 76 reviews

Private 2 bedroom suite

Perfect for families or wedding party guests who want to share a suite with 2 Queen bedrooms, a full bath with mini kitchen area & amenities. This is 1 of 3 listings for this house space. Book this to get the suite with both bedrooms and 1 bath. There is an additional twin bed I can set up in the larger room if you need to add a 3rd person for that room, so potentially room for 5 people for the suite.

Guest favorite

A welcoming living area features a brown leather sofa centered on a wooden coffee table, adorned with flowers. A green front door is visible on the left, leading to an entryway. Adjacent dining space can be seen through an archway, with a chandelier above a dining table.

Home in Cambridge

4.87 out of 5 average rating, 52 reviews

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.

Superhost

Private room in Trappe

5 out of 5 average rating, 38 reviews

The Anchorage Bed & Breakfast

Located on the mighty Choptank River, The Mayflower features a comfortable King Size bed wi-fi, table with 4 chairs, and a private bathroom with a shower. There is also a fridge, coffee maker, blender, and dishes. We also offer a waterfront setting, kayaks, breakfast, a pool that is open seasonally, and plenty of space to relax.

Superhost

Private room in Trappe

5 out of 5 average rating, 27 reviews

The Anchorage Bed and Breakfast

Located on the mighty Choptank River, The Skipjack features a comfortable King Size bed, a large couch, mini fridge, coffee maker, wi-fi and a private bathroom with a shower. We also offer a beachfront setting, kayaks, breakfast, a pool that is open seasonally, and plenty of space to relax.