Pet-friendly vacation rentals in Saint Michaels

Very quiet and peaceful home. Jennifer was very helpful and extremely responsive. The home was very clean and spacious, they provide plenty of activities for your entertainment or it’s extremely easy to watch a movie and just relax. The home was exactly like the pictures, check in and out was very easy.

Leisa’s home suited our needs to a T!! We were in town to attend a wedding at the London Town and Gardens, which was just a half mile away. The rehearsal dinner in downtown Annapolis was also a short distance away. Everything was fresh and clean, the beds were comfortable, and the showers were really great. The lack of seating in the main room wasn’t a problem for us as we didn’t spend much time there during the day. The area around the pool looked really comfortable and inviting for guests staying during the summer season! Would stay there again.

We had the most beautiful Thanksgiving gathering at Casey’s Porch on the bay for an extended family reunion. The house is lovely - spacious, gorgeous and cozy at the same time. The views on the water were amazing. There were plenty of beds and ‘hang out’ spots for our tweens and teens, and 3 private baths for the adult couples were much appreciated. And our hosts could not have been more helpful and friendly. Thank you for giving us this opportunity to make more happy memories together!

Very Peaceful neighborhood Pauls house is very close to the water end of the road with nearly no traffic when we were there. neighborhood is extremely walkable loved having the porch, large gas grill and hot tub next to the home with view of the bay. All 3 rooms had large comfortable beds. house was clean. well kept. There is a retail center about 2. 5 miles away with a GIant" Grocery store and a few doors down a quality wine and spirit shop. My family loved the city of Annapolis and Very Happy we chose to stay at Pauls home.

The space was beautiful! The rooftop was my favorite, being able to read a book in the quiet. They always responded quickly and were so nice! They also saved a parking spot for us in the back which we didn’t end up using because parking was not an issue at all up front.

Great view if you are Sunset lover and Views. Nice Cozy even my 3 Frenchies and Wife a great time. Definitely would love to come in the Summer time.

We had such an amazing stay at the Woodland retreat. From the instructions to get in as well as the accommodations and even the recommendations Martha had given us, everything was fantastic. We would definitely stay here again if we should return to the area. We loved the privacy as well as the scenery. If you’re looking for a nice little getaway, that’s small private and comfortable. This is absolutely for you. Thank you both again for everything.

The place was perfect, clean, homey, comfortable and really unique. Loved the pool, cold plunge, sauna, screen porch. We had everything we needed from fresh flowers and cookies to convenient multiple charging stations by the beds. Loved the outdoor lighting and overall coziness of this place. Quiet and peaceful, sounds of the water lapping the shore, beautiful place to drink morning coffee and watch the sunrise. Also found some great sea glass on the beach!! Love, love, loved staying here :)

Brandon was a wonderful host. As we all know, things happen sometimes that are out of our control. When we arrived at his beautiful home, unfortunately there was a bit of miscommunication with his cleaners (totally not his fault) and they had not showed up that day. I told him right away and he not only got it cleaned while we were out running around, he cleaned it spotlessly himself!! I would give Brandon's home 5 stars because of what an amazing host he is, how clean the home was, location, parking and features of the home. There was more than enough towels, sheets, blankets, etc. We will definitely stay with him again. Thank you Brandon!

We were delightfully pleased with our stay here. The house was clean and comfortably fit our 3 adults and 2 kids. We were happy with the “extras” like having our linens and towels cleaned and wrapped in plastic, shampoo/conditioner, kitchen stocked with cookware, and the decor. The best part was the view and proximity to the water. The pictures do not do the sunset justice. We will definitely come back.

This home is worth it just for the beautiful views of the Chesapeake bay! It was a gorgeous space with plenty of seating for our family vacation. The master bedroom and bathroom were also a highlight for us. The large soaking tub fits two and the shower was amazing. It being winter we couldn’t make use of the kayaks but we loved the hot tub and there is a lovely park walking distance from the house. We drove into Annapolis and also spent a day in Baltimore as the house is in a great spot for driving to either. Can’t wait to check this place out in the summer!

We had a fantastic stay at Evan’s place. The cottage is beautiful and we really appreciated the lovely touches (fresh eggs, butter, dog biscuits). The property is beautiful and we enjoyed the calm waters of the bay and watching the ospreys. Highly recommend for a lovely and relaxing get away!

This was our second stay at Beach Please and it was just as delightful as the first! The house was again squeaky clean, thoughtfully decorated and had plenty of room for our multi-generational family to spread out. Grandparents appreciated the first floor master bedroom and kiddos loved the game room, and the crafts and puzzles upstairs. The neighborhood is peaceful and cozy, with beautiful views in every direction. The addition of the acoustic guitar for songs by the firepit was a major plus, as our ten year old is a music lover and almost brought her own. We had a great stay and would recommend this AirBnB to anyone! Grab a week (or two) and don't think twice.

Kristen’s place was seriously one of the best airbnb experiences I’ve had. Couldn’t recommend more if you’re in the DC area!

Second time, we have stayed at this AIRBNB. The host, Natalie is very helpful and welcoming! Both stays were awesome! The home is cozy and comfortable for our family. Amazing water views with a fenced yard for our dog. We enjoyed making a bonfire and roasting marshmallows. Highly recommend this home, and will stay again when we are in the area.

Beth & Ben were excellent hosts! They were always attentive, responsive, caring and very friendly. If I ever need to stay in the Arnold/Annapolis area again, I will definitely check to see if their place is available first. HIGHLY RECOMMEND!!!

Franco was always very quick to respond and accommodating to our requests. The house was beautifully decorated for the holidays, which was important to us as we were celebrating Christmas there. The house is in a very quiet area with a large yard.

Thank you for another great stay!

We walked in and felt at home. The space is open and bright with great nature views front and back. Every possible amenity is provided from gorgeous homemade quilts, many towels and pillows, to abundant paper products. Kitchen has everything (I have serious sink envy over that huge farmhouse stainless steel sink!). We spent a lot of time in the living room in the morning and the sunroom in the afternoon sun. Where ever you look, you have birds, deer, wild turkey and even the resident ground hog. At bedtime, you are in for a treat with the comfy mattresses, soft linens and did I mention the quilts? Not only are they art in and of themselves but snuggling up in one is luxury! The ambiance is excellent but what made our stay gold star worthy was our hosts- so easy to work with on check in/out, they made the time to personally do a meet and greet with us and- upon request we got to spend time with Burton the cat! They personify why Airbnb stays are bridges to meeting new friends.

Awesome place to stay with family. Great place to hangout, fish, crab, and catch oysters! Kim is a very responsive and friendly host. I highly recommend!

Erin's place was a great place to stay in Annapolis. My family was in town for Commissioning Week at USNA. Annapolis is a beautiful town with tiny streets, so being at this location aloud us to walk to the Yard and restaurants. Would definitely stay here again when in the area. Thanks again Erin for your hospitality.

Another great stay with a wonderful host in a lovely house on the water.

Such a lovely, comfortable home. Everything we needed. Loved the location. The neighborhood was extremely quiet and neighbors were friendly. There's a park with walking trails and lake half a mile walk away. The house was perfect. Relaxing. Comfortable beds and bedding. The record player was an added bonus, as were the puzzles and board games for the rainy days. Communication was excellent. Answered any questions quickly and was very helpful. Would definitely stay here again.

We booked this as my father was in failing health. When he passed we asked for an extension and Kim graciously helped us out and we stayed through the funeral.