Vacation rentals with beach access in Saint Leonard
Find and book unique beach access rentals on Airbnb
Top-rated beach access rentals in Saint Leonard
Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Saint Leonard beach access rentals
Apartment rentals with beach access
Apartment in Port Republic
4.96 out of 5 average rating, 198 reviewsSerenity Suite on Chesapeake Bay
Had a great time and hope to visit again! Everything was as described, host was very accommodating. Everything was clean and ready for us. There beach is beautiful, a very short drive away and we had it practically to ourselves. We also managed to find 15 shark teeth while there!
Apartment in Cambridge
4.92 out of 5 average rating, 121 reviewsLittle Slice of Cambridge. Newly listed, 2 bedroom
Lovely spot in Cambridge with all the amenities of home. The hosts were kind and communicative.
Apartment in Lexington Park
4.97 out of 5 average rating, 548 reviewsHistoric St. Mary's City, MD
Patrick's place was very cute and beautiful. Right by the water with enough space and privacy to enjoy a family weekend trip. The view of the water was beautiful, wish we could have come when it was warmer so we could enjoy the kayaks and the water more. Thank you!
Apartment in North Beach
4.97 out of 5 average rating, 124 reviewsBayside Oasis of Southern Maryland
My husband and I enjoyed our stay here so much! The apartment is cheerful, bright and welcoming. The view overlooking the neighborhood really adds to the charm. The location is excellent - close to the boardwalk, but still very private. For those who love morning sunshine like me - this place has it. We also appreciated the convenient check-in and check-out times. We would definitely like to stay again.
Apartment in Annapolis
4.96 out of 5 average rating, 25 reviewsBayside Retreat
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!
Apartment in Deale
4.91 out of 5 average rating, 618 reviewsRomantic Wtrfrnt Flat+Solarium@Chesapeake Paradise
Lovely spot. Just what we needed for the weekend.
Apartment in Port Republic
4.93 out of 5 average rating, 115 reviewsBayview Apartment with a private entrance.
Very nice space. Quiet neighborhood. If you are looking for a quiet, relaxing place to stay, look no further.
Apartment in Tappahannock
4.85 out of 5 average rating, 27 reviewsThe Gresham House/River Views/Town of Tappahannock
I had a lovely time during my stay. The home was neat, clean and located in the heart of town. Dayna was proactive and responsive. And I look forward to my next visit. Thank you again.
House rentals with beach access
Home in Port Republic
4.93 out of 5 average rating, 14 reviewsChesapeake Bay beach community
this was one of the best stay we had ! everything was perfect. I will go back again !
Home in Colonial Beach
4.77 out of 5 average rating, 164 reviewsRiverhurst on the Potomac
We had such a wonderful stay for our Mother-Daughter weekend! The home was spacious, worked beautifully for the six of us! Sitting on the beautiful front porch watching the sun come up over the river was amazing! Great place for a family stay!! ❤️❤️❤️
Home in North Beach
5 out of 5 average rating, 126 reviewsWaterfront, Dog-friendly, Hot Tub, Peleton, Bikes
We had a fantastic time in North Beach, and Kimberly was literally the best host I've ever had. We came up to celebrate our engagement (which my fiance didn't know at the time I booked) and when I told Kimberly in a 1:1 message, she left champagne and two glasses for us, along with a very sweet message (all without giving anything away to my now-fiance)! She also generally went above and beyond in communications with us, giving us great recommendations and being super responsive. The house itself is also amazing, with gorgeous views of the bay (especially at sunrise), really clean and comfortable accommodations, and a very nice and well-maintained hot tub. And even free snacks! Finally, the town of North Beach is indecently charming, with laid back but really tasty food options, a wonderful boardwalk / beach, and really cool wildlife nearby. Thanks again Kimberly for helping create some really precious moments for us!
Home in North Beach
4.91 out of 5 average rating, 45 reviewsWaterfront Beach House, 45 minutes to DC!
We had such a wonderful time at Jacqueline's place! The house provides a lot of space and there are lots of besch amenities to take along when you take the kids to the beach. No need to bring anything from home really. The place is close to restaurants, the beach, a smalp supermarket and other things to do. But not too close to hear the noise. It faces the bay and is on a dead end street, so you mainly have the sound of the water. Jacqueline is a great communicator, gave lots of tips and is really friendly. We very much recommend this place!
Home in Piney Point
4.83 out of 5 average rating, 40 reviews2 Bedroom Cozy Beach Cottage
We thought this was a charming cottage-- beds were comfortable and nicely done, everything clean and neat. We would like to go back in the summer to enjoy the screened-in porch and the walkable neighborhood so close to the water. We know the area and were there for a family reunion. It worked out beautifully tho' only 3 people actually slept at the cottage.
Home in Colonial Beach
5 out of 5 average rating, 23 reviewsRio Vista along Potomac
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!
Home in Montross
4.99 out of 5 average rating, 144 reviewsBeach Please! River cottage w/private beach & dock
Pictures don't do the place justice. The house itself is adorable, vintage cottage feel, well stocked. House also supplies so many activites....darts, pools table, tons of books, puzzles and board games, TV. The outside is the star though. Double decker back porches. Amazing view.....so worth getting up at sunrise!! Very peaceful neighborhood. Plus lots of water activities included.....canoe, kayak, paddle board, fishing poles, crab cage, fire pit, and large four person hot tub. This place is ideal for family get together or peaceful time away. We enjoyed our anniversary weekend away! Thank you.
Home in Port Republic
4.81 out of 5 average rating, 27 reviewsHome by the Bay
My husband, dog, and I spent a long weekend at this house to celebrate my birthday. The views are stunning, making it a perfect place to relax, recharge, and take in the beauty of the water. The beach is just a few minutes away (head down the hill and take a left at the stop sign). It’s a private beach, and you’ll need a code to unlock the gate, but once inside, you’ll find soft sand and calm waters—perfect for families. At seven months pregnant, I found the environment incredibly comfortable and peaceful. Michael was quick to respond and very helpful, and the house exceeded our expectations—even better than the pictures! Since we love cooking, we were thrilled with the variety of appliances and kitchen tools. The sunroom was our favorite spot to unwind and enjoy the scenery. Overall, a wonderful experience, and we look forward to returning with our baby next time! Thank you very much, Michael!
Condo rentals with beach access
Condo in Colonial Beach
4.29 out of 5 average rating, 7 reviewsRiverside Bliss: 2BR Downtown Haven
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 reviewsCharming Coastal Getaway In Downtown!
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, 7 reviewsThe Drinking Gourd: Stunning Cambridge Penthouse
Our stay at “The Drinking Gourd” was wonderful! The property was exactly as pictured and very comfortable. Jennifer’s guidebook for the property & area was super helpful. Jennifer was very responsive whenever we reached out to her. The location is perfect! Right by RAR Brewing with plenty of shops, restaurants, etc. within walking distance. Would definitely recommend if you’re looking for a spot in Cambridge!
Condo in Cambridge
4.85 out of 5 average rating, 13 reviewsThe Station House: Upscale Condo in Cambridge, MD
We had a peaceful stay at Jennifer’s place. The place was accessible to a lot of local restaurants and one of a kind shops. We truly enjoyed a local spot just a 4 mins walk in town called Black Water. They specialize in breakfast and we ate there both mornings of our stay, reservations are recommended but we managed to get seated arriving at 9:00 on both Saturday and Sunday. The bed was very comfortable and we rested well. Jennifer provided very detailed checkin instructions and even checked in to make sure our arrival went well. The home was in great condition and very clean.
Condo in Colonial Beach
4.98 out of 5 average rating, 41 reviewsRooftop bay and river views
Had a great weekend at Brandon's house! Awesome location walkable to lots of stuff, house was comfortable, and well-equipped. Brandon was a super communicative host and responded immediately to help us resolve an issue with a ceiling fan - fantastic experience and we'd definitely stay here again.
Condo in Oxford
4.98 out of 5 average rating, 124 reviewsCozy Oxford Getaway
We had a wonderful extended stay in this cute, clean and comfortable, flavors of Eastern Shore accommodation. We visited with family in nearby Easton and enjoyed the natural beauty of Oxford, the town park and sunsets. Our host was available and responsive to every little need we had. The Oxford Market right next door made it so easy to pick up deli items and other sundries. We did miss having a washer & dryer because of our longer stay, but having family nearby made it work for us. We loved the place!
Condo in North Beach
4.94 out of 5 average rating, 17 reviewsUnbelievable beach views for 6
This was our first time visiting this part of the the western shore, and we loved this community and this property. Leland could not have been more engaing, helpful, and was an excellent host. The property was perfect for our needs and perfectly located and appointed. We loved this stay, and hope to get to stay here again in the future.
Quick stats about vacation rentals with beach access in Saint Leonard
Total rentals
20 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
- Baltimore Vacation rentals
- Ocean City Vacation rentals
- Cape May Vacation rentals
- Wildwood Vacation rentals
- Richmond Vacation rentals
- Rehoboth Beach Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Rentals with beach access United States
- Rentals with beach access Maryland
- Rentals with outdoor seating Saint Leonard
- House rentals Saint Leonard
- Monthly Rentals Saint Leonard
- Rentals with a washer and dryer Saint Leonard
- Rentals with a patio Saint Leonard
- Family-friendly rentals Saint Leonard
- Kid-friendly rentals Saint Leonard
- Rentals with beach access Calvert County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes