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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 Eastport
4.88 out of 5 average rating, 104 reviews

King George Downtown Annapolis Getaway

LindsayRating, 5 stars4 weeks ago
A great airbnb! Location couldn't be better - and the unit was clean, and well appointed. We would for sure rent from Julie again!
Top guest favorite
Apartment in Stevensville
5 out of 5 average rating, 48 reviews

Heron Roost

EmilyRating, 5 stars4 days ago
This was unanimously our family's favorite AirBnB! Dana and Mike are the dream hosts! Our accommodations prior to our scheduled arrival were cancelled last minute and they immediately jumped in to help. They were extremely considerate of our privacy whilst being right next door but also quick to respond when we reached out to them. We could not of asked for a better mini-vacay in the middle of our travels. The beautiful surroundings, welcoming accommodations and hosts, attention to detail throughout amenities and decor, and impeccable cleanliness were top-notch. We really enjoyed the heated pool too. The kitchen and grill were easy to navigate and stocked with all essential items needed to prepare meals. The Monocle Meat Company and Lovepoint Deli & Wine are great local shopping options. If cooking is not in your plans, Avanti has amazing pizza. Thank you Dana and Mike for going above and beyond to make us feel at home! Heron Roost is now our must stay place when visiting MD.
Superhost
Apartment in Cambridge
4.91 out of 5 average rating, 129 reviews

Little Slice of Cambridge. Newly listed, 2 bedroom

JoanRating, 5 starstoday
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.
Top guest favorite
Apartment in Lexington Park
4.97 out of 5 average rating, 568 reviews

Historic St. Mary's City, MD

AnnaRating, 5 stars1 day ago
Our second time here! An absolutely adorable gem of an Airbnb with the nicest hosts and most beautiful garden and dock on the River! Great restaurant recommendations, super comfortable beds, and lovely living room. Perfect for families visiting the beloved St. Mary’s River.
Top guest favorite
Apartment in Colonial Beach
4.92 out of 5 average rating, 53 reviews

Sail Away To - Beachfront Views & Private Balcony

PadmanabhamRating, 5 stars2 weeks ago
Great place with fantastic views of the Potomac . Close to many dining options within walking distance. We went for a Memorial Day weekend and had a great time. I highly recommend.
Guest favorite
Apartment in North Beach
4.97 out of 5 average rating, 130 reviews

Bayside Oasis of Southern Maryland

PaulRating, 5 stars2 weeks ago
Sherril’s Bayside Oasis is an absolutely beautiful studio apt!!! It was spotless, comfy, and uniquely decorated. The location is convenient to the beach and within walking distance to plenty of shops and great restaurants and bars. Everything was smooth from check-in to departure. We had a wonderful stay and will most definitely check the availability of this rental when we visit North Beach again.
Top guest favorite
Apartment in Annapolis
4.96 out of 5 average rating, 28 reviews

Bayside Retreat

CaitlinRating, 5 stars1 day ago
Fantastic getaway, perfect for a couples trip! Kathleen’s attention to detail was unlike any other Airbnb host I’ve experienced - from a stocked fridge, binder of recommendations, bathroom essentials, and more - she truly thought of everything! We would absolutely stay again. The home was spotless and the small beach in the neighborhood is lovely to spend a sunny day outside!
Superhost
Apartment in North Beach
4.87 out of 5 average rating, 79 reviews

Spacious Beach House Top Floors - Walk Everywhere!

Syeda HaleemaRating, 5 stars3 weeks ago
We had such a fantastic time at Maria's place! The instructions were clear, the house was beautiful and as described and the location was great! Maria was also a very responsive and helpful host! We will definitely recommend this place to others and come back in the future.

House rentals with beach access

Guest favorite
Home in Hague
4.97 out of 5 average rating, 161 reviews

Osprey's roost: Spring and summer 2025

JimRating, 5 stars3 weeks ago
This is our third year (or is it four?) renting David and Johanna's place for the Lake Marshall Disc Golf Open week. As usual, they were great hosts, very responsive, very helpful, great communicators, looked out for us and more. We look forward to future stays!.
Guest favorite
Home in Montross
4.92 out of 5 average rating, 206 reviews

The Glebe

KateRating, 5 stars1 month ago
A great stay on the river. The kitchen was well equipped and the rest of the house was comfortable. The screened in porch and access to the dock/beach/river was our favorite part. Our dogs were in HEAVEN. The location is rather remote, so recommend bringing any food you'll want as there are no close stores or restaurants.
Top guest favorite
Home in North Beach
5 out of 5 average rating, 140 reviews

Waterfront, Dog-friendly, Hot Tub, Peleton

AnnaRating, 5 stars2 weeks ago
We had the most amazing weekend. All of Kimberly’s recommendations were right on the money, and we were so impressed by the cleanliness, comfort and beauty of the home! Watching the sunrise over the water every morning from the front porch was heavenly!
Guest favorite
Home in Saint Leonard
4.95 out of 5 average rating, 58 reviews

Block to beach! Relax, enjoy views & game room.

MeganRating, 5 stars5 months ago
This is a lovely and friendly home - which is no surprise as it matches my impression of the owners! My family created a spontaneous plan to visit this area and Terri & Bo accommodated us very graciously despite the short notice. Their home is lovely, well-equipped and designed for family fun. It is convenient to all the wonderful activities in the area, in particular the fossil hunting, which was the draw for our crew. Although we found fossil's on our own, Terri's information directed us to a guide who was extremely knowledgable and added a great deal to our experience. I would highly recommend this home for a getaway at any time of year. The area is well-known as a summer destination, but we visited over New Year's and loved exploring the beautiful beaches in the off-season.
Superhost
Home in Scotland
4.9 out of 5 average rating, 132 reviews

Spacious Gorgeous Waterfront Home with Sunset View

AlisonRating, 5 stars5 days ago
This home is just as advertised...it is very large, great for several families vacationing together! Our group was small so we didn't even make use of all of the space. The house is right on Tanner Creek which is just beautiful for sitting on the dock and relaxing, paddleboarding and kayaking, birdwatching, etc. It's also about a mile from Lookout Point State Park which is absolutely gorgeous. Restaurants and grocery stores are few and far between in this area, so it's a good idea to bring your own food, and the kitchen is well stocked with pots and pans for cooking. If you are looking for a place to relax in a calm and beautiful setting, this is it!
Guest favorite
Home in Montross
4.99 out of 5 average rating, 155 reviews

Beach Please! River cottage w/private beach & dock

SarahRating, 5 stars1 week ago
My family and I stayed here for a week for our family vacation. We are a group of 8 (6 adults and 2 kids) and there was plenty of room for all of us. We barely left the house because with the beautiful view, dock, beach area, canoe, kayaks, hot tub, game room/ library, corn hole, and fire pit we all had plenty to keep us entertained. Everyone loved Mary & Shelly’s place, and it provided the perfect space for us to enjoy the river and each other’s company!
Top guest favorite
Home in Colonial Beach
4.97 out of 5 average rating, 124 reviews

Sunnyside Up - Dog Friendly Waterfront Cottage

PaulaRating, 5 stars1 week ago
Both Dan and Scott could not have been better hosts. This is our 2nd year in a row staying at the Sunnyside Up cottage and we couldn’t have picked a better place. The cottage is quaint and clean. It is fully stocked and has everything you could need for a few nights stay. The communication was excellent and the instructions were very clear for checking in and out. We will definitely return for another stay in the future. The best part about the Sunnyside Up cottage are the views of the river! They are gorgeous!!
Top guest favorite
Home in Tracys Landing
4.99 out of 5 average rating, 212 reviews

The Little Gypsy BoHome

Jane AnnRating, 5 stars1 week ago
Wonderful place - pictures do not do it justice. Home is spotless and beautifully furnished! We had a great time relaxing on our babymoon. Lots of great restaurants close by and so much to do at the house you never have to leave. Really appreciated the details such as the coloring station and ample beach towels. Hope to stay again in the future!

Condo rentals with beach access

Private room in Eastport
4.68 out of 5 average rating, 158 reviews

Jorge's inn

SeanRating, 5 stars2 months ago
Jorge has a great spot for you and is one of the nicest people you will ever meet … 100% recommend!!
Condo in Colonial Beach
4.29 out of 5 average rating, 7 reviews

Riverside Bliss: 2BR Downtown Haven

KirstenRating, 5 stars11 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 stars9 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
4.81 out of 5 average rating, 16 reviews

The Station House: Upscale Condo in Cambridge, MD

MahiberyRating, 5 stars1 month ago
I had an amazing stay at Jen’s apartment! The space was exactly as described—clean, stylish, and super comfortable. The bed was cozy, the kitchen had everything we needed, and the little touches (like the kid’s Conner and lots of board games ) really made a difference. The location was perfect—close to everything but still peaceful at night. Communication with the host was smooth and fast, and they were incredibly helpful with local tips. I’d absolutely stay here again and highly recommend it to anyone visiting beautiful Cambridge!
Guest favorite
Condo in Cambridge
5 out of 5 average rating, 13 reviews

The Drinking Gourd: Stunning Cambridge Penthouse

MelanieRating, 5 stars3 weeks ago
We had a great stay at Jen's place! It was very spacious and comfortable, and walkable to downtown Cambridge which had plenty of restaurants and bars to explore. The beds were comfortable and the amenities were as described. Jen was a very responsive host and helped out with all our questions. She also offered lots of local recommendations in Cambridge and the surrounding area. I'd definitely recommend Jen's place if you find yourself in Cambridge, MD :)
Guest favorite
Condo in Colonial Beach
4.96 out of 5 average rating, 49 reviews

Rooftop bay and river views

JarrettRating, 5 stars1 month ago
Brandons place was amazing! A 5 story palace that gave everyone staying here a lot of space. Walkable to the local spots for drinks and food. Please stay at this place if you have high standards and love a home-like spot. Thank you brandon
Guest favorite
Condo in Oxford
4.98 out of 5 average rating, 127 reviews

Cozy Oxford Getaway

MelanieRating, 5 stars1 week ago
Oxford is my favorite place to visit on the Eastern shore and I love staying in this little place near the town park. it's so peaceful and close to everything. I love connecting with the locals I've met on my travels. I look forward to returning!
Guest favorite
Condo in North Beach
4.96 out of 5 average rating, 23 reviews

Unbelievable beach views for 6

BriannaRating, 5 stars2 weeks ago
So close to the beach. Tranquil. Clean. So responsive. I want to stay here everytime I come. We had a lovely time.

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