Vacation rentals with beach access in Saint Leonard

Find and book unique beach access rentals on Airbnb

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Popular amenities for Saint Leonard beach access rentals

Apartment rentals with beach access

Guest favorite
Apartment in Annapolis
4.94 out of 5 average rating, 17 reviews

Crow’s Nest Cottage - Down Under: Chesapeake Bay

RickRating, 5 stars1 month ago
I cannot say enough about Paul! Proactive, great recommendations and an all-around fantastic fellow! My children, two dogs, and I had a wonderful time and would come back in a heartbeat! The place itself is immaculate and has a gorgeous view of the Chesapeake Bay. Minutes from the Naval Academy and an easy ride to the Greenbelt metro so we could catch a DC United game in the city.
Top guest favorite
Apartment in Port Republic
4.97 out of 5 average rating, 202 reviews

Serenity Suite on Chesapeake Bay

ShelleyRating, 5 stars6 days ago
This is a beautiful spot! The sunrise over the bay was stunning. Lori is a fantastic host and even helped us unload our luggage. She has everything you need for away from home - the bathrooms have shampoo and body wash - water in the fridge - and some snacks!
Superhost
Apartment in Cambridge
4.91 out of 5 average rating, 124 reviews

Little Slice of Cambridge. Newly listed, 2 bedroom

LesleyRating, 5 stars4 months ago
We had a winter visit and despite it being freezing outside the house was nice and toasty and we appreciated the fast hot water for showering. No fenced yard for our dog but it's a nice area to walk around. Central location, close to restaurants. Would stay again.
Top guest favorite
Apartment in Lexington Park
4.97 out of 5 average rating, 558 reviews

Historic St. Mary's City, MD

MatthewRating, 5 stars2 weeks ago
We had a very enjoyable place in such a unique space -- right on the water with an amazing pier. The hosts made excellent recommendations.
Guest favorite
Apartment in North Beach
4.97 out of 5 average rating, 127 reviews

Bayside Oasis of Southern Maryland

NancyRating, 5 stars3 weeks ago
Wonderful space, clean, walking distance to lots of attractions. This is our second stay here and it won’t be our last! Can’t wait to come back.
Top guest favorite
Apartment in Annapolis
4.96 out of 5 average rating, 25 reviews

Bayside Retreat

JaneRating, 5 stars6 months ago
Wow! Absolutely beautiful place in a lovely private community. Walkable to water views. Easy drive to all things Annapolis. Clean, quiet, and safe for a solo traveler. Kathleen was kind and helpful and has thought of everything to make this a perfect stay for her guests. Parking was easy and off street. Comfortable bed and furniture. Truly felt like I was home! Don’t hesitate to book!
Superhost
Apartment in North Beach
4.87 out of 5 average rating, 76 reviews

Spacious Beach House Top Floors - Walk Everywhere!

AmyRating, 5 stars17 months ago
Stayed here for 5 days while our floors were being refinished. Great place for 2 people who are working from home. Loved the loft where I could getaway and do some yoga. And the sectional sofa was perfect for 2 people to fully lounge and watch TV. We had everything we needed for a longer stay and were very comfortable. Also appreciate that this place is pet friendly and we could bring our cat.
Top guest favorite
Apartment in Port Republic
4.93 out of 5 average rating, 115 reviews

Bayview Apartment with a private entrance.

RobertRating, 5 stars11 months ago
Very nice space. Quiet neighborhood. If you are looking for a quiet, relaxing place to stay, look no further.

House rentals with beach access

Guest favorite
Home in Colonial Beach
4.78 out of 5 average rating, 166 reviews

Riverhurst on the Potomac

JimRating, 5 stars1 week ago
We had a great stay at Cameron’s home. Even though the weather didn’t cooperate we were able to spend a lot of time on back patio which felt like we were almost outside. Cameron was nice enough to let us check in early. Overall great time and looking forward to next time. Thanks again Cameron.
Guest favorite
Home in Chesapeake Beach
4.94 out of 5 average rating, 17 reviews

Mid-Century Modern: Direct Private Beach Access

AmitRating, 5 stars1 week ago
Great stay with a "warm and cozy" feel. Nick's communication was great, we had everything and more we could ask for. Great snacks and plenty of cooking supplies. Views were great and we look forward to visiting again!
Top guest favorite
Home in North Beach
5 out of 5 average rating, 134 reviews

Waterfront, Dog-friendly, Hot Tub, Peleton, Bikes

HeatherRating, 5 stars1 month ago
This home and views are just gorgeous! Outstanding host with too many thoughtful extras to count! Charming town with good restaurants, a few cute shops, and great boardwalk by the beach. I hope we get an opportunity to visit again!! You won’t regret booking this place!
Top guest favorite
Home in Colonial Beach
5 out of 5 average rating, 23 reviews

Rio Vista along Potomac

MirkaRating, 5 stars6 months ago
We had an amazing stay at this riverside house! The views were absolutely breathtaking, especially at sunrise and sunset. The house was clean, cozy, and well-equipped with everything we needed for a comfortable stay. Being so close to the water made it feel like a peaceful retreat. Highly recommend for anyone looking to relax and enjoy nature!
Guest favorite
Home in Montross
4.99 out of 5 average rating, 150 reviews

Beach Please! River cottage w/private beach & dock

AudreyRating, 5 stars2 weeks ago
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.
Superhost
Home in Colonial Beach
4.88 out of 5 average rating, 26 reviews

Radiant 2 bedroom house close to the beach!

EarlRating, 5 stars3 days ago
This house was amazing. Super clean with lots of amenities. Every detail was thought out to make our stay feel like home. Our kids loved the bunk beds and the UNO and Jenga games. The location was just right, close enough to everything without being right on top of it all. We did not have any issues but when I did reach out to Eboni she responded right away and it was a holiday weekend too. I would definitely recommend this house and looking forward to coming back this summer.
Superhost
Home in Saint Leonard
5 out of 5 average rating, 3 reviews

Waterfront Home, Spectacular View & Private Beach!

AmberRating, 5 stars1 month ago
I had a wonderful stay at this beautiful house over looking the bay! The views all around the property were absolutely stunning, creating such a peaceful and relaxing atmosphere. I was on a work trip with several coworkers, and the house was incredibly comfortable and spacious —it truly felt like home. The space was clean, safe, and well-maintained, making it the perfect retreat after long workdays. The kitchen was fully stocked with everything needed to prepare a large family meal, which was a huge plus. Most importantly, our host was amazing—she was incredibly kind, attentive, and thoughtful, anticipating our needs before we even had to ask. I would absolutely stay here again and highly recommend this property to anyone looking for a serene and welcoming getaway. Thank you, for such a great experience!
Top guest favorite
Home in Colonial Beach
4.98 out of 5 average rating, 51 reviews

6 Bd 4Ba - Steps to Shops & Shore - Pet Friendly

MendyjoRating, 5 stars2 days ago
Are stay included two families that are in-laws and it was 11 of us total and we had an absolute beautiful weekend it was great the house I cannot say enough about how immaculate and perfect it is how accommodating Megan is how she has so many things that are there that she didn't even tell you and listen the amenity section literally you don't need to bring anything with you but yourself in your clothes we will definitely be back here again for another stay as extended family and I couldn't say more about how wonderful the place is

Condo rentals with beach access

Condo in Colonial Beach
4.29 out of 5 average rating, 7 reviews

Riverside Bliss: 2BR Downtown Haven

KirstenRating, 5 stars9 months ago
This place worked wonders for our family vacation. the place is very new and updated with 2 full bathrooms that were clean and spacious for beach time and baths with kids. colonial beach is a hidden gem in a historic little town that seems as though at one point was hustling and bustling but isn't quite as popular as it once was but trying to come back. if your a family looking for a uncrowded beach and some activities to do in the area then this place is great! we actually read about this place being in the heart of historic downtown. only thing we would have loved to see with this place is some outdoor patio spot at the home directly to be able to sit outside together. the location does not really have any night life during the week, not even on 4th of July. we went out at 9 pm and the bar closed at 10 pm which seemed way too early for a Thursday and holiday and being on the beach.
Condo in Colonial Beach
4.75 out of 5 average rating, 8 reviews

Charming Coastal Getaway In Downtown!

TimRating, 5 stars7 months ago
After a little miscommunication on the arrival time, everything was at it should be or better. Great location, clean, responsive well worth it. Great experience and will be back regularly.
Condo in Cambridge
5 out of 5 average rating, 10 reviews

The Drinking Gourd: Stunning Cambridge Penthouse

AliviaRating, 5 stars2 months ago
Our stay was great! We went to the dive bar for dinner it was super cute! Then we went to the brewery for drinks. The location was great. The apartment was super clean and beautiful. We would stay again!
Condo in Cambridge
4.86 out of 5 average rating, 14 reviews

The Station House: Upscale Condo in Cambridge, MD

DevonRating, 5 stars5 months ago
Loved our stay here in this cute private apartment. Parking was easy. Neighborhood was adorable, lots of restaurants and the marina all super close by. Downtown Cambridge is pretty quiet, so still very peaceful despite being close to everything. The only thing to note is that there is an historic government building nearby that chimes it's bell every hour. If you are s light sleeper, bring earplugs.
Superhost
Condo in Oxford
4.98 out of 5 average rating, 125 reviews

Cozy Oxford Getaway

KathleenRating, 5 stars6 months ago
Our visit is always wonderful not only for the lovely setting and convenience of being in town, but for the gracious hospitality. Not only are Chris and Kate welcoming and attend to any needs, their staff at the Oxford Market are also marvelous folks. The cottage is a great fit for my elderly parents as it is all on one floor. The location is perfect as you can walk to many delightful places. My Dad enjoyed getting the newspaper and homemade muffins each morning. Just perfect! Thank you! Katie Dodds
Superhost
Condo in North Beach
4.95 out of 5 average rating, 20 reviews

Unbelievable beach views for 6

DavidRating, 5 stars3 weeks ago
Our stay at this Airbnb was absolutely wonderful. The location is fantastic right on the water across from the small beach that is available and right on the boardwalk. We used this for a getaway with my wife, and we spent a lot of time just sitting on the balcony people watching and enjoying the beautiful view of the water. The owners were very responsive answering questions and the instructions to get in were very easy. We were walking distance from anywhere you would like to go- restaurants, Café, ice cream, the boardwalk, and the small beach on the bay right across the street. We were also a very short car ride or a bike ride away from another boardwalk on the bay and the Chesapeake beach Railway Trail through the marshes. The condo was very clean and well equipped. Decorations were lovely and everything felt brand new and spacious. There were two bedrooms and while we didn’t use one of them, the bed that we slept in very comfortable. We definitely recommend!
Superhost
Condo in Colonial Beach
4.96 out of 5 average rating, 47 reviews

Rooftop bay and river views

Destinations to explore