House holiday rentals in Saint Leonard

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Popular amenities for house rentals in Saint Leonard

House rentals with a pool

Superhost
Home in Edgewater
4.91 out of 5 average rating, 147 reviews

House in Edgewater Maryland

CarmenRating, 5 stars6 days ago
It was amazing.The pool is so fun.We had bad weather but we were still a little inside.The location is quiet and beautiful. We will come back for sure. Thank you
Superhost
Home in Queenstown
4.81 out of 5 average rating, 157 reviews

Bay Breeze Retreat

TobyRating, 5 stars4 weeks ago
Fabulous views of Chesapeake Bay, pool was great, deer everywhere, house was spacious with three living areas. Would definitely stay there again.
Guest favourite
Home in Cambridge
4.97 out of 5 average rating, 116 reviews

Gorgeous, waterfront home - Perfect for Families.

DavidRating, 5 stars3 weeks ago
Clare and Chris could not be nicer and easier to work with. My family/friends have been getting together since 1994 and have been to many great Airbnb's and VRBO's. My group could not stop telling me how great of a week we had. The primary features that were import to us which the house scored big are as follows: It has a dock (we arrived via boat), The kitchen is big, laid out for many "Cooks", The kitchen was open to the dining room table, The dining room table is open to the sitting areas, The pool was clean and inviting, The fire pit with seasoned firewood was a big hit for our group, All the beds were comfortable, The bedrooms were large and comfortable, The baths were clean, modern & large and The location to "What to do in Cambridge" is only 7-10 miles away. We made prearrangements: Richardson Maritime Museum to have a guided tour with David Williams on Friday and Spocott Windmill with George Radcliff. Both of these tours were fascinating. Our weekend was 5-Stars.
Guest favourite
Home in Lusby
4.91 out of 5 average rating, 81 reviews

Spacious and private waterfront, sleeps 10

MichaelRating, 5 stars2 months ago
The location for this house is beautiful! We loved the private dock and spacious backyard. We stayed in late March so it was a bit cold some days but we still had a great time using the provided Kayaks and sitting on the dock and watching the beautiful surroundings. The location was perfect to have some s'mores nights around the firepit. The hosts were VERY responsive. The few times I had questions they replied within minutes and were very accomodating with our requests. They were very proactive with instructions and generously mentioned a foldable crib for the infant in our group - although we had our own that we used. The kitchen had all of the dinnerware and cookware that we needed for the meals that we made. The living areas were open and inviting. It was perfect for our group. One thing to watch for is the very steep driveway. It took a few times to get used to. We would definitely stay there again when we visit our family in the area.
Top guest favourite
Home in Lusby
5 out of 5 average rating, 19 reviews

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

AlanRating, 5 stars5 days ago
Our family had such a great time staying at MJ's place last year that we came back again this summer. As before, we all loved the view, pool, firepit, grilling on the deck, and walking down to the neighborhood beach. The house was very clean and the kitchen was well-stocked. All the beds were comfortable, and all bedrooms had well-functioning blinds/shades, which is really helpful when putting younger kids to bed. The lower level bathroom had been renovated since our last stay which was a great bonus. We are looking forward to returning next summer!
Guest favourite
Home in Montross
4.99 out of 5 average rating, 156 reviews

Beach Please! River cottage w/private beach & dock

LisaRating, 5 stars2 weeks ago
Our family had beautiful weather on our vacation! Everything was as described, Mary & Shelly thought of everything. We would highly recommend.
Superhost
Home in Port Republic
4.78 out of 5 average rating, 23 reviews

Family Friendly: Hot Tub, Grill, Pool & More!

TakishaRating, 5 stars3 weeks ago
This was one of the most well equipped houses I have ever stayed in. The hosts were very easy to communicate with and responded quickly to each contact. I highly recommend this place!!
Guest favourite
Home in Fort Washington
4.92 out of 5 average rating, 156 reviews

5 BEDR, Inground Pool+Billiard Table, Close To D.C

TheresaRating, 5 stars1 week ago
Daniel’s Home was beautiful and he made this special event for me and my family able to celebrate my sons 26th Heavenly Birthday a success We were very comfortable and it really felt like home the pool was very clean and the Home was very spacious and squeaky clean I would love to Book Daniel again He was a very nice and friendly Host that responded to any questions we had he made communication easy me and my family really enjoyed our self and yes he’s reasonable and you definitely get what you paid for and more Thank you again Daniel

Weekly house rentals

Guest favourite
Home in Lusby
4.89 out of 5 average rating, 65 reviews

Beachfront Oasis with Amazing Views

NguyetRating, 5 stars1 month ago
We had such a wonderful stay! The kitchen was incredibly well stocked—honestly better than my own at home—with 5-6 large pots, an Instant Pot, every spice you could think of,peelers (which saved me!), and both a NutriBullet and a regular blender. It made cooking for the family a breeze. The kid had a blast on the trampoline, and we all loved the easy beach access with calm waters perfect for swimming all day and kayaking. The beach was also perfect for a peaceful morning run, and at night we could see the lighthouse light on the water. The porch quickly became our favorite spot—we gathered there to watch a rainstorm and were treated to a stunning double rainbow. The sky was full of stars at night, creating such a peaceful atmosphere. The grill on the porch made cooking super convenient. We enjoyed being close to a large park where we played pickleball. The beds were large and comfortable—everyone slept really well. Michael was a fantastic host—very attentive and accommodating.
Guest favourite
Home in Saint Leonard
4.96 out of 5 average rating, 95 reviews

Large home w/ 6 bedrooms, 2 kitchens, and hot tub!

MeredithRating, 5 stars1 month ago
It was a great place to stay for a mini-family gathering! Shelly even provided a booklet with local restaurants and activities in the area.
Guest favourite
Home in Prince Frederick
4.9 out of 5 average rating, 10 reviews

Chesapeake Escape

LuzRating, 5 stars3 days ago
We had a great stay! The place was really clean and had great views of the beach.
Superhost
Home in Saint Leonard
4.75 out of 5 average rating, 12 reviews

Waterfront! The River's Roost on the Patuxent!

AlexandrosRating, 5 stars4 months ago
My wife, 4 year old son and I enjoyed a week at John’s beautiful home on the Patuxent River. The house and property were perfect and the views were amazing every day. The house had everything we needed and we felt right at home. He was very responsive and helpful when we had questions. We look forward to staying here again in the summer!
Top guest favourite
Home in Port Republic
5 out of 5 average rating, 38 reviews

Coastal Haven- Beach w/ BBQ

KarenRating, 5 stars1 month ago
My family had a wonderful stay at this BNB. Lots of space for everyone. Big rooms, really nice kitchen. It was very neat and clean. The neighborhood access to the beach was a plus. The neighborhood is very nice and convenient to the highway.
Top guest favourite
Home in Prince Frederick
5 out of 5 average rating, 16 reviews

Downs By The River

JeffRating, 5 stars2 weeks ago
We had a very enjoyable stay at this perfect River House. The place was warm and comforting, with some of the most amazing views you can find. We arrived shortly after check in time, and easily let ourselves in with the lock box code & key. Everything inside looked just like the pictures, and we weren't disappointed! If you're looking for some beautiful river views, right on the water, with your own private water access and dock, this is the place for you. We were in town for a wedding a few houses down, and this place couldn't have been any better for us. We were able to walk to & from, which was a huge bonus for after the reception...Cheers :) We enjoyed eating out a couple times in town, and really liked Brick Wood Fired Bistro & Traders Seafood Steak & Ale. We would highly recommend this property for anyone looking for a peaceful river stay, and will surely return someday in the future! Thanks for your hospitality!
Guest favourite
Home in Port Republic
4.9 out of 5 average rating, 29 reviews

Magical Bayfrnt Home, Pier, Beach, Fossils, trails

RebeccaRating, 5 stars3 weeks ago
the photos of this place do not do it justice! it's a beautiful spot and so well furnished. a lot of airbnbs these days are furnished with cheaper stuff, but this place goes the whole 9 yards! couches and beds are very comfortable and the decorations make it very homey. the garden and yard are very well kept, our dog loved romping around. The private beach area was absolutely lovely and we were able to find many many shark tooth fossils, which is exactly what we came for. Alicia was very communicative even before we arrived and gave the best recommendations and service to us. She was also super flexible with check in and check outs. We will definitely be back again!
Superhost
Home in Lusby
4.88 out of 5 average rating, 16 reviews

Chesapeake Bay Waterfront View

GloriaRating, 5 stars2 weeks ago
My family and I had a wonderful time! The home is private, clean, and peaceful. I recommend it to anyone seeking a private waterfront home.

Private house rentals

Top guest favourite
Home in Hollywood
4.99 out of 5 average rating, 80 reviews

Waterfront Home: Osprey Getaway

DamarisRating, 5 stars1 week ago
⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️ We came here to celebrate my daughter graduating from HS. This place is perfectly prepared and exactly as described. In a nutshell, the home is brand new and beautifully designed, yet tastefully simple, all in an amazing-looking and peaceful setting. Garrett and Lauren thought about everything. I am so used to renting AirBNBs and always having to pack extra "stuff" in case the towels end up being too thin, or the bed sheets below standards. THAT WAS NOT THE CASE here. The hosts made sure to have high-quality and clean linens, towels, appliances, furniture, mattresses, you name it... They did not cut corners, which reflects the utmost respect to guests. Wonderful experience. Thank you, Garrett and Lauren, for the awesome home, kindness, and above and beyond attention before, during, and after our stay.
Top guest favourite
Home in Mechanicsville
5 out of 5 average rating, 76 reviews

Waterfront. Spacious. HotTub. Kayaks. DogFriendly.

MelanieRating, 5 stars3 weeks ago
Jess' place is fantastic! Truly, our favorite AirBnB to date. We will return when we are visiting the area again. We loved how clean, spacious, and peaceful the home is inside and the beautiful spaces to relax and enjoy outside, too. All five of us had space to spend quality time together and on our own throughout our stay. Very thoughtfully furnished, proactive communication, and simple check-in and out! 10/10.
Guest favourite
Home in Chesapeake Beach
4.95 out of 5 average rating, 21 reviews

Mid-Century Modern: Direct Private Beach Access

LauraRating, 5 stars2 weeks ago
We returned to this gorgeous home for a second time this summer for a full week’s stay. Not only is the home, landscaping and views beautiful, the house is well equipped with everything we needed for a very comfortable stay, especially the kitchen. We enjoyed finding shark teeth on the private beach, relaxing in the hammock and taking drives into town which is just a short trip away. Nicholas was a super helpful and responsive host. Thank you for your hospitality and sharing your beautiful home! We’ll be back next year!
Top guest favourite
Home in Huntingtown
4.96 out of 5 average rating, 53 reviews

House near Patuxent River

JasonRating, 5 stars4 weeks ago
Erik is an excellent host. The pictures don’t do this place justice. Highly recommended and we will stay again.
Guest favourite
Home in Lusby
4.99 out of 5 average rating, 89 reviews

Waterfront with sweeping bay view & private beach

RahinRating, 5 stars4 weeks ago
We recently stayed at Colin’s Airbnb in Lusby, MD, and it was an absolute gem. Nestled right by the ocean, the home was quaint, peaceful, and filled with charm. The views and the serenity of the surroundings made our getaway feel truly special. Colin was a wonderful host—quick to respond, kind, and genuinely pleasant to chat with. When we reached out for local bakery recommendations for our daughter’s birthday cake, he gladly shared a few. We ended up choosing one and couldn’t have been happier—the cake was perfect! The home itself was cozy and comfortable. The IKEA bedding added a clean, modern touch and made for a restful night’s sleep. There was just the right amount of space for the three of us to relax and enjoy our time together. Thank you, Colin, for making our stay memorable—we’d love to return someday!
Superhost
Home in Lusby
4.88 out of 5 average rating, 43 reviews

Waterfront home with three bedrooms,3 full baths

AlyssaRating, 5 stars1 week ago
Really great place with all the amenities of home!
Top guest favourite
Home in Solomons
5 out of 5 average rating, 27 reviews

4-BR Unique Waterfront House - Your Perfect Escape

SueRating, 5 stars2 weeks ago
The home was perfect! Nice large kitchen and family room area. Beds were very comfortable and there was all the amenities we needed. The yard and water views were wonderful. While we didn’t get a ton of time to enjoy the property because we were attending a wedding In Lexington Park on the water, the home was perfect for getting ready for the event. We were grateful for an early check-in time. We would definitely come back!
Top guest favourite
Home in Lusby
4.93 out of 5 average rating, 15 reviews

Riverview Retreat

Helena LightRating, 5 stars4 weeks ago
This served as a low key weekend retreat for us. We unplugged and enjoyed being in each other’s company. Being on the river, surrounded by trees and birdwatching was exactly what we needed. The kitchen was well appointed so we were able to enjoy family favorite activities (cooking together and playing board games).

Destinations to explore

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  4. Calvert County
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