House vacation rentals in St. Mary's County

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Popular amenities for St. Mary's County house rentals

House rentals with a pool

Guest favorite
Home in Montross
4.99 out of 5 average rating, 94 reviews

Waterfront+Kayaks l Beach+Pool l Gameroom+Firepit

ShikufaRating, 5 stars2 weeks ago
We had an amazing trip and truly enjoyed every moment of our stay! The house was absolutely perfect clean, cozy, and had everything we needed. From the comfortable beds to the well-stocked kitchen and relaxing outdoor space, it was the perfect home away from home. We appreciated all the thoughtful touches and would definitely love to come back. Highly recommend!
Guest favorite
Home in Ridge
4.89 out of 5 average rating, 56 reviews

Waterfront Paradise with a Private Pool

KathyRating, 5 stars3 months ago
It was absolutely wonderful staying at Joanne's home. It was very comfortable and loved the outdoor firepit. Very peaceful and lovely home. We would love to come back again for another visit.
Guest favorite
Home in Montross
4.97 out of 5 average rating, 87 reviews

Waterfront Gem: Dock, Hot Tub, Beach, Pool, Kayaks

NoraRating, 5 stars3 months ago
Andrea was extremely proactive and responsive to our questions, even reaching out ahead of time to make sure we were aware of work being done and arranged for late check-out, a huge help for our group. The local recommendations were really appreciated, and it's such a beautiful location along the water.
Top guest favorite
Home in Lusby
5 out of 5 average rating, 15 reviews

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

DeniseRating, 5 stars6 months ago
The area and view are beautiful and the home's decor is welcoming. The home was very comfortable for our family group and had a VERY well-stocked kitchen. The master bed was VERY comfortable as were the rest of the beds. My husband and I slept well. We all felt at home. MJ was very responsive when I had questions and communicated about the property in clear, concise language. The host provided many outdoor recreation opportunities, which included paddleboards, kayaks, and life jackets. There was a nice sized pool but we were visiting out of season so we did not use it. The exercise room downstairs has a lot of equipment. We all enjoyed our time together. Our family is asking to come back again next year. Thanks for a great stay!
Guest favorite
Home in Lusby
4.92 out of 5 average rating, 79 reviews

Spacious and private waterfront, sleeps 10

MichaelRating, 5 stars3 weeks 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.
Guest favorite
Home in Port Republic
4.95 out of 5 average rating, 19 reviews

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

JosueRating, 5 stars1 week ago
Me and some friends stayed here and we all loved it. More than enough space and so much stuff/activities from movie nights to playing pool to hitting the hot tub and more to do in the house! We would definitely stay here again and the host was great.
Guest favorite
Home in Fishing Creek
4.95 out of 5 average rating, 37 reviews

Bay Front Villa on Chesapeake

RskRating, 5 stars3 months ago
Overall it was great stay. Laura was ready to accommodate my group of 22 ppl and had ample space. It was quiet and private place and we enjoyed the weather a lot. Clean place
Top guest favorite
Home in Montross
5 out of 5 average rating, 13 reviews

Water View Cozy Getaway- beach/Kayak/fishing/pool

SharenRating, 5 stars6 months ago
it was right across the street from the beach. It was a great time. Easy to walk to the beach. Kite flying was fun. Great place for your family.

Weekly house rentals

Superhost
Home in Lusby
4.87 out of 5 average rating, 45 reviews

Spacious Lakefront Cottage w/ Private Pier

KyleRating, 5 stars1 week ago
Awesome place and looked like the pictures. Crabbing was easy and kayaks were a lot of fun. Don’t use the elevator
Guest favorite
Home in Solomons
5 out of 5 average rating, 33 reviews

4 BR/4 BA on Solomon’s Island, Walk to Everything!

DavidRating, 5 stars5 months ago
Lovely, well-stocked home with spacious, very functional coming area. Cristin was very responsive!
Top guest favorite
Home in Reedville
4.95 out of 5 average rating, 236 reviews

Waterfront FamilyFriendly Home Improved for 2023

BethRating, 5 stars1 week ago
We thoroughly enjoyed our stay at Karen's place! For most of the time the weather was rainy, windy and chilly, so we did not get to enjoy the outdoors as we would have liked. But the views were still amazing - made even more dramatic and beautiful with the dark and stormy skies! The home was cozy and comfortable - a real treat to be there! Would definitely return to this amazing place!
Guest favorite
Home in Lottsburg
4.95 out of 5 average rating, 40 reviews

Waterfront Escape!

EmilyRating, 5 stars1 month ago
Ryan’s home was lovely. Perfect for our family. Ryan thought of every detail to make our stay seamless and relaxing. His home was clean and well kept, but the personal touches made it even more lovely. We will definitely be back.
Superhost
Home in Piney Point
4.83 out of 5 average rating, 6 reviews

Serene and Peaceful Getaway

Dave And NancyRating, 5 stars4 months ago
Lots of space inside. Kitchen well furnished, with new appliances. Bathrooms were spacious, both with huge walk-in showers. Water temperature was lukewarm, at best. Water heater needs adjustment. Bed configuration was strange. Master bedroom had two single beds, with no flexibility to put beds together. Only one TV in 3 BR home. Overall great accommodations, away from busy streets and noisy neighbors.
Top guest favorite
Home in Fishing Creek
5 out of 5 average rating, 18 reviews

Waterfront Sunrise Farmhouse near Blackwater NWR

NoahRating, 5 stars4 days ago
Awesome place to stay with family. Great place to hangout, fish, crab, and catch oysters! Kim is a very responsive and friendly host. I highly recommend!
Guest favorite
Home in Lusby
4.87 out of 5 average rating, 138 reviews

The Calvert Cliffs Cottage

AustinandAllenaRating, 5 stars1 month ago
Our other reservation canceled on us at the very last minute. We were in a panic but these host accommodated us last minute. We were super grateful. The house was a fun older home. We had one question for the host and they responded in less than 5 minutes. It was the perfect split between Solomon’s and PF for our work trip.
Guest favorite
Home in Lusby
4.99 out of 5 average rating, 84 reviews

Waterfront with sweeping bay view & private beach

CharlesRating, 5 stars6 months ago
Second time staying here and you can’t beat the location. If you love being on the water and are looking for a nice escape, this is your place. Colin is a great host too. Highly recommend to everyone !

Private house rentals

Top guest favorite
Home in Montross
4.98 out of 5 average rating, 54 reviews

Private Lake Home! Hot Tub, Swim from Dock, Boats

LoganRating, 5 stars5 months ago
Beautiful home with a lot of amenities, including lake access with kayak, peddle boat and canoe. As well as a hot tub! David provided us with household instructions ahead of time and listed surrounding restaurants and grocery stores. Would love to stay again
Superhost
Home in Hague
4.89 out of 5 average rating, 9 reviews

Riverside Dreams -golfcart-screened porch-views

JenniferRating, 5 stars3 weeks ago
We absolutely loved the house, the host and the view! The home was comfy and well equipped. Our only regret was coming on a night the neighborhood restaurant was closed (Mon-Wed) if we had been more prepared I would have brought food to make at the house as the closest food at night was 35-40 min away, no fault of the host at all. Every thing else was perfect. Would love to come back on a weekend and soak up the views and steamed shrimp at the restaurant nearby!
Guest favorite
Home in Saint Leonard
4.96 out of 5 average rating, 92 reviews

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

BonnieRating, 5 stars4 months ago
This place was amazing! The space held me and my whole family with all of our babies! They even had a high chair and extra pack and play too. We loved the games! Such a great experience!
Superhost
Home in Saint Leonard
5 out of 5 average rating, 3 reviews

Waterfront Home, Spectacular View & Private Beach!

AmberRating, 5 stars1 month ago
I had a wonderful stay at this beautiful house over looking the bay! The views all around the property were absolutely stunning, creating such a peaceful and relaxing atmosphere. I was on a work trip with several coworkers, and the house was incredibly comfortable and spacious —it truly felt like home. The space was clean, safe, and well-maintained, making it the perfect retreat after long workdays. The kitchen was fully stocked with everything needed to prepare a large family meal, which was a huge plus. Most importantly, our host was amazing—she was incredibly kind, attentive, and thoughtful, anticipating our needs before we even had to ask. I would absolutely stay here again and highly recommend this property to anyone looking for a serene and welcoming getaway. Thank you, for such a great experience!
Top guest favorite
Home in Piney Point
5 out of 5 average rating, 102 reviews

Living on Island Time

DeliaRating, 5 stars4 days ago
We loved our stay here!! The host was amazing, extremely accommodating and knowledgeable about the area. The house was gorgeous and we overall had a great time between there, the water, and the local restaurant.
Guest favorite
Home in Montross
4.96 out of 5 average rating, 70 reviews

Waterfront home, private dock

TatianaRating, 5 stars4 months ago
We had a wonderful get away from the city. House was warm and comfortable. Our host was extremely helpful and professional. Highly recommend to everyone.
Guest favorite
Home in Scotland
5 out of 5 average rating, 8 reviews

Water House at Scotland Beach

PatrickRating, 5 stars4 months ago
A wonderful home. Outdoor setting was stunning and private. The house was incredibly comfortable and beautifully decorated. We visited for Thanksgiving week, with our grown kids. Kitchen had all the basics and we brought extra items for the special meal. Living and dining spaces were comfy and warm, with lots of entertainment options. Wifi was strong, accommodating several of us working - very appreciated! Bedrooms were very comfy. Master was huge, with gorgeous views of the water. Heat and hot water were plentiful. The instructions & descriptions provided were outstanding. Lastly, we appreciated that the home welcomed pets, complete with dog toys & bed :-). Thank you for a fantastic family vacation.
Top guest favorite
Home in Lusby
4.99 out of 5 average rating, 207 reviews

Cove Point Cottage with Chesapeake Bay views

AmiRating, 5 stars4 months ago
thanks so much for the lovely stay. I thought it was so sweet they reached out to ask if it was okay to do some light decorations for christmas. I appreciate the consideration and loved them. when I arrived at the home one of the smoke detectors was chirping and I offered to replace it if they could tell me where some batteries were. bill came over right away and took care of the chirping detector. I really appreciate that.

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