St. Marys County

Boutique Hotels in St. Marys County

Select your dates to find boutique hotels in St. Marys County with stylish design and local charm

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Top Boutique Hotels in St. Marys County

Check out our pick of great boutique hotels for your travel
Most Booked
Lowest price
Closest to downtown
Highest Rated
99
Hotels in Ridge
Featured facilities: Bar
Amazing
78 reviews
9.5/10
1 night
From CAD 452
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23
Hotels in St. Marys County
Magnificent 26-acre waterfront property just off the Potomac River. This secluded, quiet, waterfront oasis guesthouse is the perfect weekend retreat. There is 1 bedroom and 1 bathroom in the house. There is also a pullout couch. There is a large dock for hanging out / sunbathing. There is not a full kitchen, but there is an outdoor grill and coffee. You are surrounded by nature - this is a true escape! If you're looking for the perfect weekend getaway, this is it! *Wifi is spotty! Do not rely on it!*The space:El Camino sits between the main house and a barn. The main house is a separate rental property. The barn will be locked and is not for guest's use. Please take a look at the arial photos at the end of the listing to see the proximity of the main house to El Camino. There is a front porch that overlooks Jutland Creek which leads out to the Potomac River. The dock beautiful - there are always eagles, osprey and heron flying across the water; crabs and fish swimming by the dock, and very few properties in sight. It is a very peaceful getaway.Guest access:Guests have access to the grounds and the shared dock. They do not have access to the main house or the porch on the main house.Neighborhood description:* On Saturday's, in the summer months, from 9am - 1pm, there is a farmer's market on Three Notch Road.* There is an abundance of hiking trails, state parks, and beaches within 10 minutes of the property.* Download the app AllTrails to find some great hikes!* The property is a 30 minute drive from Giant, Harris Teeter, and Walmart. Grab your groceries before you arrive so that you can relax and enjoy your stay.* The property is a 5 minute drive from Dollar General.* The property is a 5 minute drive from St. Mary's College Of Maryland.* The property is a 10 minute drive from Point Lookout State Park.* The property is a 25 minute drive from St. Mary's River Park.* The property is a 5 minute drive from Elm's Beach Park.* The property is a 30 minute drive from Solomon's Island.* The property is a 30 minute drive from St. George's Island.* The property is a 5 minute drive from St James Deli (fresh pizza, subs, coffee, beer, wine, liquor, and snacks).* The property is a 5 minute drive from Pier450 (fine dining).* The property is a 5 minute drive from Rod N Reel (the closest gas station).About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:* NO FIREWORKS.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
41 reviews
10/10
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26
Hotels in St. Marys County
Escape to this pleasant studio in picturesque Piney Point. This cozy retreat offers an amazing waterfront view. A comfortable open-plan flow with living room area, a queen bed anchoring a sleeping corner, and the futon creates distinct sitting quarters and additional sleeping space. With amenities like AC, WiFi, Smart TV, a kitchenette, and a washer and dryer, guests can relax and unwind in this gorgeous setting. The bathroom is equipped with all the essentials you need. Additionally, enjoy kayaking, fishing, crabbing from the shared pier, as well as grilling, riding bikes, and playing outdoor games like cornhole and horseshoes. Our place is equipped for both long and short stays to make your holiday one to remember.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Smoking is allowed outside only in a designated smoking area by the firepit. Cigarette butts must be fully extinguished and properly disposed of..Cannabis is NOT allowed.,All guests must complete a liability waiver form before operating bikes, pedal boats, and kayaks..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
8 reviews
10/10
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49
Hotels in St. Marys County
A beautiful, peaceful property located on the Western shore of the Chesapeake Bay in St Mary’s County Maryland just 5 miles North of Pt Lookout State Park. From the front yard, it’s a short less than 1 minute walk to the beach and Chesapeake Bay shoreline. The property is setup with everything needed for you and your friends and family to enjoy a comfortable stay during each season of the year. New this year is hot water in the outdoor rinse off area. Now you can enjoy a hot outdoor shower! Read prior Guest Reviews on VRBO and Google Map and photos and comments on social media to decide if the property will suit your needs while away from home. It has for 100 families over the past 9 years! “Peaceful, cozy, comfortable, everything you need, great back yard, relaxing, great spot if you need to work during your trip, the twin-size swing in the gazebo is so relaxing, WiFi works throughout the property even on the back porch and in gazebo, loved making s’mores outside, short walk to the sand, beautiful place to take walks and enjoy a run, we rode bikes and had so much fun” are all comments we see in Guest Reviews and in the Guestbook. See more reviews photos and information on Google Maps, FB and Instagram pages. Pt Lookout State park, two local marina’s to drop in your boat, kayaks, life jackets, Shopping, tourist and Maryland historical sites and museums and full-menu and Bar/Restaurants including Courtney’s which features the freshest seafood meals and Pier 450 and SALT are also nearby and feature Chef created menus and gorgeous water views. Parents are encouraged to shop ahead and bring your groceries with you on the first day because once you arrive, you won’t want to leave to spend any time in a grocery store! (Instacart, Walmart and Target are available for deliveries) The sand, water, grass, sunrise and sunset views, the birds, deer, fox, turtles, frogs, crabs and fish are all waiting for you. Game Room full of fun in the backyard is a great spot to hang out and play Pool and darts, corn hole and Giant Jenga. Call or write with any questions, peace in the “land of pleasant living” of St Mary’s County Maryland is waiting for you and your friends and family. Disclosure: RING floodlight security cameras are installed at each of the 3 entry doors of the house and driveway. A (non-floodlight) camera is installed at the privately marked entrance doors of the “Tool Shed”. The contents of the “tool side” of the backyard shed are private, not for Guest access or use. The water level in the back of the property is in view of (2) RING (non-floodlight) cameras.About pets:No pets allowed, service animals permitted.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Adult-supervised children LOVE the house/property.About customRules:Nightly Rate based on 4 adults. Reservation over (4) adults may incur add’l p/ night cost. This ensures costs associated w/ groups are covered..Misuse of outdoor campfire ring, propane firepit and/or Illegal activity of any kind = all guests immediately vacate property, no refund.,Smoking/vaping indoors incurs $750 smoke damage fee payable immediately and vacate property without refund..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.Outdoor only smoking/vaping (legal substance only).About minBookingAge:Minimum age to rent: 25.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 40,Inquire w/ Owners: RE: events at The Hideaway!.
Outstanding
42 reviews
10/10
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59
Hotels in St. Marys County
Featured facilities: Swimming Pool
Outstanding
55 reviews
9.8/10
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26
Hotels in Leonardtown
This bright, stylish duplex is the perfect base to explore St Mary’s county. Nestled in downtown Leonardtown , this contemporary living space has everything to make you feel at home – WiFi, Netflix, washer and dryer, queen size beds in 2 of the 3 bedrooms, two twin beds in the 3rd. Kitchen is well equipped with just about everything you might need including basic spices, sugar and cooking oil. Spend your evenings relaxing on the back deck under the soft lighting.Master and secondary bedroom each has a new (as of 02/2022) queen mattress. Third bedroom has a 2 twin beds. Sectional couch in the living room. Dining table with seating for six plus kitchen island has additional seating for two. Back deck has a bistro table and seating for two. Half bathroom downstairs, two full bathrooms upstairs. Laundry room has newly upgraded front loading washer and dryer. 65” Smart tv downstairs, plus smart tvs in every bedroom. Queen air mattress available upon request. Wifi speeds are over 400 mbps download and 50 mbps upload.Home is centrally located in Leonardtown within walking distance of several restaurants and shopping. Two off street parking spots are located directly out front along with additional street parking.Please let me know if you are bringing any pets when booking.No food allowed upstairs.While I do find that the area is not noisy there is a fire station appx 2 blocks away and if there is an emergency they will activate the sirens and you will hear them inside the house.About pets:Pets allowed: dogs and cats less than 20 lbs per pet (limit 2 pets total).65 pet fee.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
12 reviews
10/10
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20
Hotels in St. Marys County
Escape to your own slice of paradise with our recently renovated 3-bedroom detached rambler guesthouse boasting breathtaking water views and direct access to serenity. Step into luxury with a brand-new kitchen and bathrooms, ensuring your comfort and convenience throughout your stay.Nestled just a mile away from a pristine public beach, and a short drive from bustling shopping centers, town squares adorned with delectable dining options, and charming boardwalks, our vacation home promises the perfect blend of relaxation and adventure.Indulge in a week of tranquility, whether you're casting a line for the catch of the day, trying your hand at crabbing, or simply basking in the sun at the nearby sandy shores. Embrace the freedom to dine in or explore the culinary delights of the area, all within easy reach. The guesthouse shares a private driveway with the main residence with parking up to 5 cars. The outdoor space, including a massive yard, pier and boathouse, is also shared sometimes with the main residence. We understand that your furry friend is part of the family, which is why we welcome small dog (less than 50 lbs) for an additional $50 fee per stay. Please remember to keep our property pristine by picking up after your pet daily.Your comfort is our priority, which is why we provide the essential basics like a bottle of shampoo, shower gel, bathroom towels for 8, and a a roll of kitchen paper towels, bathroom tissues, laundry and dishwasher detergents along with basic cookware, cups, and plates in the kitchen. Please use laundry machines to reuse the towels if you stay longer need more towels. Again, kitchen supplies are very basic, for some guests need to do serious cooking, may have to bring your own kitchen supplies and spices or buy them at nearby supermarkets or shops.The residence is located in a quiet neighborhood and so we only allow parties on a case-by-case approval basis. Your dream vacation awaits at our home-away-from-home!About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).$50 charge per stay.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:The house allowed to have maximum 8 people, but more comfortably fits 6 people overall..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Amazing
23 reviews
9.6/10
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13
Hotels in Leonardtown
This cozy one bedroom apartment is the perfect place to unwind & relax. Located in the heart of downtown Leonardtown, the Retreat at Fenwick is steps away from many delicious dining opportunities, unique and fun shopping at local boutiques, and fun entertainment experiences. It includes free wifi, a full kitchen & complimentary coffee bar, a charming eat-in dining space, full size pull out sofa bed, a cozy electric fireplace, a sleek workspace, and whimsical bunkbeds that are great for kids!Where you'll sleepBedroom1 queen bedLiving room1 sofa bed, 1 bunk bedWhat this place offersKitchenWifiDedicated workspaceFree parking on premisesTVWasherPaid dryer – In buildingAir conditioningBathtubSecurity cameras on property. This property is on the second level and does require stairs to access it. About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
6 reviews
10/10
Check Availability
46
Hotels in St. Marys County
Welcome to Paradise Point where you’ll be surrounded by sweeping water views. The Potomac River is on one side of the house and Blake Creek is on the other. In the middle of these two bodies of water is a private beach where you can relax, swim, fish and explore. You’ll see diving ospreys and soaring eagles as you sip your morning coffee or explore the creek by kayak. Our house is great for families, children and well-mannered dogs. As the (unfiltered) pictures show, the sunsets are absolutely spectacular! The expansive yard has a fire pit with Adirondack chairs and plenty of room to set up the cornhole boards. Behind the garage you’ll find a screened-in room that is a perfect spot for a crab feast, playing darts or just hanging out. This room is a great for kids and teenagers to hang out at night while the adults enjoy the cozy house. The pier on the river, as well as the platform on the back creek are yours to use. The boat lift is not part of the rental but you can tie up to any of the other pilings. Bring your fishing rods!!About pets:Pets allowed.Max 2 well-mannered dogs (no big "barkers" please).About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.We have six children, thus the six twin beds!.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
85 reviews
10/10
Check Availability
54
Hotels in St. Marys County
Magnificent 26-acre waterfront property just off the Potomac River. This secluded, quiet waterfront oasis boasts four-bedroom and two-full baths with large picture windows offering panoramic water views from almost every room. The large updated kitchen features stainless appliances, ample cabinetry, granite countertops, and a breakfast nook. There is a large sunny dock, a brand new pizza oven, kayaks and a canoe to enjoy the water. If you're looking for the perfect weekend getaway, this is it!The space:Pizza Friday sits between the guest house and a barn. The guest house is a separate rental property. The barn will be locked and is not for guest's use. Please take a look at the arial photos at the end of the listing to see the proximity of the Pizza Friday to the guest house. The dock beautiful - there are always eagles, osprey and heron flying across the water; crabs and fish swimming by the dock, and very few properties in sight. A corn-hole set can be found in the storage bin next to the back porch. Puzzles and board games can be found in the closet of the bunk bed room. It is a very peaceful getaway.Neighborhood description:* On Saturday's, in the summer months, from 9am - 1pm, there is a farmer's market on Three Notch Road.* There is an abundance of hiking trails, state parks, and beaches within 10 minutes of the property.* Download the app AllTrails to find some great hikes!* The property is a 30 minute drive from Giant, Harris Teeter, and Walmart. Grab your groceries before you arrive so that you can relax and enjoy your stay.* The property is a 5 minute drive from Dollar General.* The property is a 5 minute drive from St. Mary's College Of Maryland.* The property is a 10 minute drive from Point Lookout State Park.* The property is a 25 minute drive from St. Mary's River Park.* The property is a 5 minute drive from Elm's Beach Park.* The property is a 30 minute drive from Solomon's Island.* The property is a 30 minute drive from St. George's Island.* The property is a 5 minute drive from St James Deli (fresh pizza, subs, coffee, beer, wine, liquor, and snacks).* The property is a 5 minute drive from Pier450 (fine dining).* The property is a 5 minute drive from Rod N Reel (the closest gas station).About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:* NO FIREWORKS.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
117 reviews
10/10
Check Availability
See All Boutique Hotels in St. Marys County

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