Holiday rentals with outdoor seating in Saint Michaels

Beautiful location and home to spend over Memorial Day weekend. The house had everything we needed and was a comfortable stay. Brandon was very nice and accommodating.

Stayed here Memorial Day Weekend with my family of 4 and dog and had the most lovely time! The house is very clean and conveniently located to everything! Thomas was an excellent and communicative host. We will most certainly stay here again!

This was our third trip to this home, and we still love it! The home is exactly as described and walkable to everything in town. We appreciate that we were able to bring our dog to enjoy it as well. Is a quiet retreat that we fully enjoy.

This air b&b is in a beautiful setting with plenty to do (kayaking, hot tub, fire pits, bird watching, etc). It's also very centrally located so we could easily get to more populated areas in no time. The most stunning part of the house is the master suite in my opinion which is on the upper level (the upper level is shared with another apartment, but you don't really hear the air b&b tenants of this suite and it's completely separate with a separate entrance). Stunning views from both the master bedroom and the bath tub in the master suite! The downstairs is also quite lovely with two regular bedrooms, one small bedroom, and a sun room that has a pull out couch (we didn't use it). It's a lovely house to entertain in. It has personal photographs to the owner downstairs that speak to the family's history. The owner is communicative. The overall experience was quite lovely. We'd be happy to return.

This was our second time staying at Kimberly’s home, and it was just as magical as we remembered. The views of the water are absolutely stunning—whether you’re enjoying your morning coffee or winding down in the evening, it’s hard to look away. The location is perfect: peaceful but just a short walk to shops and restaurants. We also really appreciated the Peloton and treadmill—such a bonus for staying active during our trip. Everything was spotless and thoughtfully prepared. Honestly, we didn’t want to leave. Already looking forward to our next visit!

The River House was phenomenal, a beautifully furnished place with large riverfront lawn and private boat launch. Exceptionally clean and well-stocked with everything you could think of for a comfy stay (fluffy towels, extra paper products, cleaning supplies, blankets, tons of pillows). Kitchen is as beautiful as the photos, and amply stocked with everything from ziplocs to pyrex to measuring cups and baking tools. The kayaks and canoe were easy to access and use. Easy place to paddle in a calm and quiet tributary. Highly recommend Lindy’s seafood a mile away. Host has compiled a guidebook with lots of local business recs and info. You will not be disappointed with a stay at this awesome retreat.

Laurie’s place was just liked it is described. It’s located in a beautiful area and walkable to all the attractions in Annapolis Maryland. I would recommend it and I would stay there again if ever back in Annapolis! Thanks for wonderful stay!

We had a wonderful stay in Easton. The house was perfect for our visit. Pristinely clean, comfortable, well stocked and the setting was peacefully beautiful. Everything about our stay exceeded our expectations.

It was a great and very calm place to stay!

awesome place im looking to return in a few weeks hopefully I could book again. amazing spot.

Very responsive host. The side yard is very nice for people with dogs that travel. Location is very nice but DC traffic during rush hour can be rough but this can be planned for. Would stay again.

What a calm and peaceful private retreat! My fiancée and I spent a couple of days enjoying the brisk bay breezes and beautiful sunsets at Vickie’s. Everything was exactly as advertised and Vickie (and Scott) are true treasures—extremely responsive and thoughtful hosts who want you to have everything you need. Plus, their knowledge of the area gave us a great introduction to Leonardtown. So much more to the area than we thought! Whether birdwatching from “the best view on the block” or reflecting on the glider by the bay, we loved every moment of quiet and can’t wait to visit again. Thank you!

Had an amazing stay here! Bob and Beth were extremely responsive hosts and provided a lot of clear instructions on how to find the carriage house. It was very clean and spacious and had a great coffee set up. The surrounding gardens are so lovely! Was quiet and walkable to the local downtown area

We rented A Little Slice of Cambridge because of the Iron Man competition held that weekend. It was convenient to the venue...and allowed to walk to the competition and nearby restaurants. Pamela was a wonderful host...communicating easily. The rental was well stocked with toiletries, dishes, pots and pans and extras. The house was comfy and the beds comfortable. An enjoyable stay...unfortunately, we weren't able to stay for more sightseeing...although I did walk down to the Lighthouse and beautiful wharf.

This space is absolutely stunning. The natural light, the calm atmosphere, and the beautiful design all made it feel like a peaceful retreat. The gas fireplace was my favorite feature. It brought so much warmth and comfort to the space. What really impressed me was how well it is set up for longer stays. Everything was thoughtfully included, from the efficient washer and dryer to the kitchen area, steamer, and other essentials that made my business trip easy. The hosts were kind, attentive, and made everything feel smooth. I felt right at home and definitely recommend this place.

This place was so peaceful. I really felt comfortable and relaxed. It’s a very beautiful area.

Perfect location for exploring Annapolis attractions via walking including Naval Academy and downtown. A bonus for me, all areas were wheelchair accessible (except balcony). Very clean and well maintained! Bed was super comfy!

Benjamin was a very responsive host.

Celia was one of the most accommodating hosts that I have encountered. She allowed an early check-in and late checkout. She had apples, bananas and nuts for snacks in addition to coffee beans and even a couple of containers of milk, so I didn’t have to run out for coffee. The space is in a historic house in the Capitol Hill neighborhood. It was quiet and there was a nice, private porch outback, which was a great spot for reading. The neighborhood itself is lovely with well maintained yards. A Metro station is about 1/2 mile away which allows easy access to all parts of DC. We were so happy with the accommodations, so I highly recommended Celia’s place.

Chris was a great host making check in and out so easy and flexible! The location of the place was perfect for walking to the market and to get coffee! The space was exactly like the pictures and perfect for a quick getaway with my fiance! Recommend this place!

Love this clean calm space-the balcony was wonderful. Mark was super responsive, checked in on us and we had everything we needed-especially in the kitchen. Great location for walking to restaurants and stores. Will definitely stay again!

We absolutely loved our stay in this beautiful condo. Pristinely clean and spacious with everything we needed to be comfortable. We loved the modern decor and appreciated the extra thoughtful amenities. A wonderful place to return to after a long day of walking in DC. We would definitely stay here again and would highly recommend it to others.

very nice place and very well situated. It is clean, decorated with taste (lovely plants) and has everything you need! beds are also very comfortable. I definitely recommend!

Great apartment! Sean’s apartment is very comfortable and tastefully decorated. It is completely quiet at night and the bed is good. There is a good vibe in the neighbourhood and the apartment is less than five minutes from a Green Line metro station that will take you directly to the best art museums in the city. Sean and his co-hosts are very helpful and responsive. I hope to come back to Washington one day and if that happens, I will definitely try to book Sean’s apartment again. Thank you Sean, Megan and Loren for all your helpfulness and a lovely stay!