Vacation rentals with beach access in Saint Leonard

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Popular amenities for Saint Leonard beach access rentals

Apartment rentals with beach access

Guest favorite

Apartment in Port Republic

4.96 out of 5 average rating, 198 reviews

Serenity Suite on Chesapeake Bay

SarahRating, 5 stars1 month ago
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!
Guest favorite

Apartment in Cambridge

4.92 out of 5 average rating, 121 reviews

Little Slice of Cambridge. Newly listed, 2 bedroom

LauraRating, 5 stars3 weeks ago
Lovely spot in Cambridge with all the amenities of home. The hosts were kind and communicative.
Guest favorite

Apartment in Lexington Park

4.97 out of 5 average rating, 548 reviews

Historic St. Mary's City, MD

BrigidRating, 5 stars5 days ago
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!
Guest favorite

Apartment in North Beach

4.97 out of 5 average rating, 124 reviews

Bayside Oasis of Southern Maryland

MaryRating, 5 stars3 weeks ago
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.
Guest favorite

Apartment in Annapolis

4.96 out of 5 average rating, 25 reviews

Bayside Retreat

JaneRating, 5 stars2 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!
Guest favorite

Apartment in Deale

4.91 out of 5 average rating, 618 reviews

Romantic Wtrfrnt Flat+Solarium@Chesapeake Paradise

GraceRating, 5 stars2 months ago
Lovely spot. Just what we needed for the weekend.
Guest favorite

Apartment in Port Republic

4.93 out of 5 average rating, 115 reviews

Bayview Apartment with a private entrance.

RobertRating, 5 stars6 months ago
Very nice space. Quiet neighborhood. If you are looking for a quiet, relaxing place to stay, look no further.
Guest favorite

Apartment in Tappahannock

4.85 out of 5 average rating, 27 reviews

The Gresham House/River Views/Town of Tappahannock

Drew M.Rating, 5 stars1 month ago
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

Guest favorite

Home in Port Republic

4.93 out of 5 average rating, 14 reviews

Chesapeake Bay beach community

LuigiRating, 5 stars1 month ago
this was one of the best stay we had ! everything was perfect. I will go back again !
Guest favorite

Home in Colonial Beach

4.77 out of 5 average rating, 164 reviews

Riverhurst on the Potomac

WandaRating, 5 stars2 months ago
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!! ❤️❤️❤️
Guest favorite

Home in North Beach

5 out of 5 average rating, 126 reviews

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

AndrewRating, 5 stars1 week ago
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!
Guest favorite

Home in North Beach

4.91 out of 5 average rating, 45 reviews

Waterfront Beach House, 45 minutes to DC!

DennisRating, 5 stars4 months ago
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!
Superhost

Home in Piney Point

4.83 out of 5 average rating, 40 reviews

2 Bedroom Cozy Beach Cottage

JaneRating, 5 stars3 weeks ago
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.
Guest favorite

Home in Colonial Beach

5 out of 5 average rating, 23 reviews

Rio Vista along Potomac

MirkaRating, 5 stars2 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, 144 reviews

Beach Please! River cottage w/private beach & dock

RobertRating, 5 stars1 month ago
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.
Superhost

Home in Port Republic

4.81 out of 5 average rating, 27 reviews

Home by the Bay

JulianaRating, 5 stars3 months ago
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 reviews

Riverside Bliss: 2BR Downtown Haven

KirstenRating, 5 stars5 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 stars3 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.
Superhost

Condo in Cambridge

5 out of 5 average rating, 7 reviews

The Drinking Gourd: Stunning Cambridge Penthouse

AprilRating, 5 stars1 month ago
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!
Superhost

Condo in Cambridge

4.85 out of 5 average rating, 13 reviews

The Station House: Upscale Condo in Cambridge, MD

La TashiaRating, 5 stars2 months ago
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.
Guest favorite

Condo in Colonial Beach

4.98 out of 5 average rating, 41 reviews

Rooftop bay and river views

JamieRating, 5 stars1 week ago
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.
Guest favorite

Condo in Oxford

4.98 out of 5 average rating, 124 reviews

Cozy Oxford Getaway

GenevieveRating, 5 stars2 months ago
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!
Guest favorite

Condo in North Beach

4.94 out of 5 average rating, 17 reviews

Unbelievable beach views for 6

JamesRating, 5 stars1 month ago
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

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