Vacation rentals with breakfast in Talbot County

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Top-rated breakfast rentals in Talbot County

Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Easton

5 out of 5 average rating, 52 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

Guest favorite

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.

Guest favorite

Guest suite in Tilghman Island

4.96 out of 5 average rating, 135 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, 29 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.

Guest favorite

Home in Easton

4.93 out of 5 average rating, 82 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.

Guest favorite

Private room in Trappe

4.94 out of 5 average rating, 18 reviews

B&B - Bounty

Located on the mighty Choptank River, The Bounty features a comfortable Queen Size bed with a water view, 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. There are plenty of attractions, events, crabbing, fishing, golfing, and food and music festivals going on all year. We are happy to recommend things to do or see while you are here.

Home in Chester

Crab Alley Bay - 3 Bedroom 2 bath waterfront home

Take it easy at this unique and tranquil getaway. We’re located on the eastern side of Kent Island. Our home is on a point which gives us 270 degrees of water views. Guests often describe our place as a slice of heaven, quite, beautiful, and relaxing. We have (3) bedrooms and (2) full baths. Enjoy the water views from inside or out. We are 20 minutes from Annapolis, 35 minutes to Easton. Several supermarkets & plenty of awesome restaurants.

Guest favorite

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

Home in Cambridge

4.84 out of 5 average rating, 45 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, 26 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.