Holiday rentals with breakfast in Talbot County

To literally the BEST host in all air bnb land! This is my second time staying here and she is fantastic as always. House is so easy to find, close to the wedding venues. Pristine clean and comfortable rooms. Has everything you could need to feel at home and a fabulous breakfast in the morning. I felt like we were spoiled at a bed and breakfast. She has the most kind personality and always so sweet, we can’t wait to come back again!

We absolutely LOVED our stay with Lindy. Her home is so comfortable and private. We enjoyed the deer in the backyard and having coffee admiring her beautiful garden. The bed was super comfy, with many thoughtful amenities including fresh flowers. She made us an amazing fresh fruit salad and delicious breakfast. The neighborhood is quiet and serene with scenic places to run and enjoy the view of the bay. Thank you Lindy! We'll be back!

Elizabeth is an amazing host. Very responsive and helpful. We were participating in a race that was in a park .5 miles from the house so the location was good.

This place was perfect for our girls weekend getaway. Only about 15 minutes to Saint Michael’s and surrounded by the most beautiful landscape. We loved the jukebox and having access to the pool and dock. The sunsets were incredible and Will and Dorothy were excellent hosts! The space is a little outdated but everything was clean and comfy and we truly felt right at home.

Lindy’s home was as described! Everything was spotless, cozy and actually roomier than we could’ve hoped for. She had flexibility with our schedule, prepared a lovely breakfast for us, had thoughtful touches and was very kind. We’re grateful to have been able to stay and would highly recommend for future guests!

Thank you Kyle for the quick and friendly responses and manors. We felt very welcome and comfortable, lots of room to spread out, conveniently located for all our needs. Would stay there again for sure.

We absolutely LOVED our stay with Lindy. Her home is so comfortable and private. We enjoyed the deer in the backyard and having coffee admiring her beautiful garden. The bed was super comfy, with many thoughtful amenities including fresh flowers. She made us an amazing fresh fruit salad and delicious breakfast. The neighborhood is quiet and serene with scenic places to run and enjoy the view of the bay. Thank you Lindy! We'll be back!

Hosts are awesome and take excellent care of their property and guests.

We loved our stay at this bed and breakfast. It was the perfect place to spend the weekend in St. Michaels since it's in a historic and peaceful setting and right by town for restaurants and the harbor. It was a great place to relax and was very easy to go in and out during the weekend. Check-in and check-out was very easy plus a great breakfast and lots of available beverages.

I'm super picky but this place was exceptional. The space was immaculate. Wonderful stay. Beautiful property. Bright, spacious apartment complete with a kitchen, dining table and even washer and dryer. The bed was super comfortable and the shower had great water pressure. Breakfast was yummy! Very kind hosts who accepted a last-minute booking. Enjoyed sitting around the fire pit watching a beautiful sunset over the Choptank River. Easy access to various small towns in the area. Great experience and would definitely stay again!

The Anchorage was perfect for racing at Ironman Maryland but would also be great for peaceful weekend getaway. Woody met us upon arrival for a tour of the property as well as providing great local dinner recommendations. The location was peaceful with great views out over the Choptank River and made for a idyllic morning breakfast setting (including Woody's world famous corn muffins!) You won't be disappointed staying here aside from the fact you will want to stay longer.

Beautiful, unique and scrumptious hand-crafted breakfasts (locally sourced and in season) were spectacular! Pristine, comfortable, relaxing. Lots of activity options on site (kayaks, golf balls, painting, hammocks, croquet, bikes, swimming pool, huge private river front space). Woody and Michelle are lovely and do everything they can to make guests comfortable on site, and they recommend local spots to enjoy. Blue Ruin in Cambridge was a major highlight - we never would have found it if they hadn't suggested it. The Anchorage 1800 is the perfect place to bring friends & family and make it a group trip weekend!

Great location. Beautiful grounds by the river. Clean and comfortable rooms. Great breakfasts. Every suggestion for local attractions, dining and sightseeing locations made by the hosts were spot-on. It’s a lovely place for a relaxed, enjoyable getaway.

Lovely, quiet, safe, country inn. We visited in off season so pool and hot tub were not operating. Felt at home, nicely appointed, beautifully restored house. Checking in was a breeze. Will called ahead of time to say he'd be out for a few minutes, but he left instructions so we could walk in and get settled our comfortable room. He arrived shortly after we did, we had a nice talk, he told us about the restaurants and some house procedures, then left for the night. So, we had the inn to ourselves. Next morning he arrived and made breakfast of our choice. Very good, fresh and healthy. We had great conversation while we ate. We'd easily stay here again, and highly recommend staying here.