Vacation rentals with breakfast in Talbot County

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Top-rated breakfast rentals in Talbot County

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Home in Royal Oak

Waterfront, Pool, Dock, Stunning Views! Sleeps 10

License No. ST-575-PRO 2022 Deep water dock will accommodate a 52' yacht! Catch fresh fish and go crabbing, and two kayaks are available. The views are wide open and can be enjoyed from most rooms.The sparkling pool is adjacent to a large porch where you can watch the kids, have a crab feast, or just enjoy the expansive water views. Celebrate the end of a perfect day by viewing the sunsets.You may arrive by water, MLW depth is 4 1/2-6 feet/end of the dock. Will accommodate 40 ' sailboats.

Aug 23 – 30

ﺩ.ﺇ3,553 per night

Superhost

Room in Trappe

5.0 out of 5 average rating, 32 reviews

B&B - Santa Maria

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.

Mar 21 – 28

ﺩ.ﺇ975 per night

Superhost

Room in Trappe

5.0 out of 5 average rating, 25 reviews

The Anchorage B&B - Skipjack

Mar 22 – 29

ﺩ.ﺇ910 per night

Guest favorite

Guest suite in Tilghman Island

4.96 out of 5 average rating, 114 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

Nov 21 – 28

ﺩ.ﺇ543 per night

Superhost

Room in Trappe

5.0 out of 5 average rating, 28 reviews

B&B Sequoia Suite

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.

Mar 29 – Apr 5

ﺩ.ﺇ1,211 per night

Guest favorite

Home in Easton

4.93 out of 5 average rating, 72 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.

Feb 9 – 16

ﺩ.ﺇ1,456 per night

Superhost

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.

Oct 1 – 8

ﺩ.ﺇ1,893 per night

Apartment in Cambridge

4.47 out of 5 average rating, 32 reviews

The Captain's Retreat

Enjoy beautiful water views of the Choptank River- located in Cambridge, Maryland. The Captain's Retreat is in the historic district, this is a second floor apt and a short walk to all of the downtown historical land marks, restaurants and museums. There is a small public beach and water access in front of The Captain's Retreat. We also offer two kayaks which can be launched from the public access point.

Sep 29 – Oct 6

ﺩ.ﺇ454 per night

Guest favorite

Room in Trappe

4.94 out of 5 average rating, 16 reviews

B&B - Bounty

Come and see the sun set on the Choptank River! The Bounty features a comfortable Queen Size bed with a water view, wi-fi and a private bathroom with a shower. There are plenty of attractions, events, crabbing, fishing, golfing, and food and music festivals going on all year as well as charter fishing, SUP classes, and boat rentals. We are happy to recommend things to do or see while you are here.

Mar 6 – 13

ﺩ.ﺇ922 per night

Home in Cambridge

4.82 out of 5 average rating, 34 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.

Mar 2 – 9

ﺩ.ﺇ783 per night

Home in St. Michaels

Luxury Waterfront St. Michaels Home

Baydream Believer is situated on a tributary of the Chesapeake Bay 2 miles from town. The property offers beautiful views, a relaxing park-like natural atmosphere....a mini-resort. WEEKLY RENTALS DURING SUMMER MONTHS MEMORIAL DAY TO LABOR DAY (PLEASE INQUIRE FOR OCCASIONAL OPPORTUNITIES FOR LESSER NIGHT STAYS) THREE NIGHT MINIMIUM OTHERWISE.

Apr 17 – 24

ﺩ.ﺇ3,794 per night

Guest favorite

Bed and breakfast in Oxford

5.0 out of 5 average rating, 24 reviews

The Ruffled Duck House, Room 2

We are a family-owned Bed & Breakfast centrally located in the heart of historic Oxford! This is one of three rooms available in the house; featuring a queen sized bed and a private bathroom with tub and shower. Please note that the bathroom, while private, is NOT ENSUITE! It is located across the hallway from bedroom.

Aug 23 – 30

ﺩ.ﺇ497 per night