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, 199 reviews

Serenity Suite on Chesapeake Bay

JulieRating, 5 stars3 weeks ago
Lori is a wonderful host and the suite was lovely. The property is beautiful- not only is it overlooking the bay but is host to nesting eagles! We woke up to a gorgeous sunrise each morning. It’s centrally located on the peninsula- beaches are close by.
Superhost

Apartment in Cambridge

4.91 out of 5 average rating, 123 reviews

Little Slice of Cambridge. Newly listed, 2 bedroom

LesleyRating, 5 stars1 month 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.
Guest favorite

Apartment in Lexington Park

4.97 out of 5 average rating, 550 reviews

Historic St. Mary's City, MD

ElizabethRating, 5 stars4 weeks ago
Thanks for a beautiful stay! The dock and the view from the dock are delightful :)
Guest favorite

Apartment in North Beach

4.97 out of 5 average rating, 124 reviews

Bayside Oasis of Southern Maryland

MaryRating, 5 stars2 months 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 stars3 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 Colonial Beach

4.95 out of 5 average rating, 63 reviews

Belair Cottage

KaleighRating, 5 stars2 months ago
This getaway was a great spot to have a girls weekend. Despite going in colder temperatures, the water was still so peaceful and sitting on the dock was an added bonus. The Airbnb itself was very clean, tidy and comfortable.
Guest favorite

Apartment in Deale

4.91 out of 5 average rating, 618 reviews

Romantic Wtrfrnt Flat+Solarium@Chesapeake Paradise

GraceRating, 5 stars3 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 stars8 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 Port Republic

4.93 out of 5 average rating, 14 reviews

Chesapeake Bay beach community

LuigiRating, 5 stars2 months ago
this was one of the best stay we had ! everything was perfect. I will go back again !
Guest favorite

Home in Dunnsville

5 out of 5 average rating, 19 reviews

Luxury house with private beach

BriannyRating, 5 stars2 months ago
This place is stunning clean, peaceful, beautiful, PERFRCT!!! My family and I had a great time at Blake's house. The neighborhood is quiet, it is the perfect place to enjoy and relax, my husband and my brother in law were like kids fishing all day (catching and release), all of us had a lot of fun. The rooms are huge! there's a lot of space everywhere. Definitely we will come back.
Guest favorite

Home in Colonial Beach

4.77 out of 5 average rating, 164 reviews

Riverhurst on the Potomac

WandaRating, 5 stars3 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 Chesapeake Beach

4.91 out of 5 average rating, 11 reviews

Mid-Century Modern: Direct Private Beach Access

TammyRating, 5 stars1 month ago
Absolutely incredible location for bay sunrises. The house was clean and very well stocked. Beds were comfortable and towels super soft. I would recommend this location for anyone looking for some quiet.
Guest favorite

Home in North Beach

5 out of 5 average rating, 130 reviews

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

KathrynRating, 5 stars4 days ago
We had a wonderful weekend at Kimberly’s beautiful home! The waterfront location was amazing with spectacular views from the whole first floor, second floor master bedroom and third floor gym! The house was beautifully decorated, had everything we needed and was spotless. We loved the hot-tub (and little basket of towels and wine glasses for use in the hot-tub) and the fireplace in both living room and bedroom. Perfect and cozy for our chilly January weekend. The welcome snacks and drinks - as well as birthday beer left for my husband - was so thoughtful and such a nice touch. We loved being able to walk to several great restaurants, bakeries and the town boardwalk. We thoroughly enjoyed our stay at this home!!
Superhost

Home in Piney Point

4.83 out of 5 average rating, 41 reviews

2 Bedroom Cozy Beach Cottage

JaneRating, 5 stars2 months 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 stars3 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, 148 reviews

Beach Please! River cottage w/private beach & dock

CarolRating, 5 stars3 weeks ago
We were at Mary & Shelly’s place for new years eve. Just family that included 3 couples, a single adult, two dogs and one 3-months old baby. For us it was perfect. The house is big, clean, and wonderful. It’s right by the river and he has a lot of things to do. I am sure this location gets fully booked during summer. But we had a great time during this time of the year as well. We had a bonfire, we made fondue, and we played games and music. I would 100% recommend this place to anyone looking to rest and recharge away from the city. It was easy to find and a quick drive from Alexandria, Virginia. Mary and Shelly were very responsive and accommodating. Great hosts five stars for them!

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 stars6 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 stars5 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.
Guest favorite

Condo in Cambridge

5 out of 5 average rating, 8 reviews

The Drinking Gourd: Stunning Cambridge Penthouse

MelissaRating, 5 stars1 month ago
The condo is amazing. Beautiful old building with high ceilings. Perfect mix of updated amenities but super cool unique original touches. The location is perfect… you can walk to restaurants and bars. We had a great night!
Superhost

Condo in Cambridge

4.85 out of 5 average rating, 13 reviews

The Station House: Upscale Condo in Cambridge, MD

La TashiaRating, 5 stars3 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

4.95 out of 5 average rating, 44 reviews

Rooftop bay and river views

QuianaRating, 5 stars1 month ago
My family and I absolutely loved our stay! The place felt comfortable the neighborhood was pleasant. Brandon's kitchen was well-stocked with all the kitchen utensils needed for cooking and baking . The little touches, like having makeup remover wipes available, were really appreciated. And the view from the rooftop was simply amazing! Communication with Brandon was perfect. He was easy to reach and very responsive to any questions we had. The kids had a blast playing basketball across the street – thanks so much for making sure the ball was inflated, that was a lifesaver! Overall, we had a wonderful stay and would definitely recommend this place to others.
Guest favorite

Condo in Oxford

4.98 out of 5 average rating, 124 reviews

Cozy Oxford Getaway

GenevieveRating, 5 stars4 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

4.95 out of 5 average rating, 19 reviews

Unbelievable beach views for 6

JoshuaRating, 5 stars1 month ago
A phenomenal place in a beautiful location. You won’t get a better view than offered here, and there was plenty of space for a whole family to stay. The hosts were extremely responsive and pleasant to talk with, and accommodating to my last minute request to stay. Would 100% recommend and we will be back for sure!

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