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Saint Mary's City holiday rentals

We found 75 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Saint Mary's City to find one that's perfect for your trip. Holiday rentals offer the amenities that you expect for your family, friends or furry companion, such as a pool and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Saint Mary's City

Showing deals for:18 Dec - 25 Dec

Exterior
Property grounds
Room
Marina
Exceptional
(9 reviews)

Houseboat on Solomons Island

Solomons

8% off
AU$3,179
for 7 nights, 1 houseboat
AU$454 per night
includes taxes & fees
Houseboat on Solomons Island
Enjoy morning coffee or evening drinks on the private waterfront deck
Wake up to serene water views from the primary suite
Interior
Private waterfront setting with direct access to the shoreline
Exceptional
(21 reviews)

🏖Chesapeake Bay Retreat – Private Beach • Fire Pit • WiFi • 2 Homes in 1

Scotland

8% off
AU$7,508
for 7 nights, 1 home
AU$1,073 per night
includes taxes & fees
🏖Chesapeake Bay Retreat – Private Beach • Fire Pit • WiFi • 2 Homes in 1
Interior
Private kitchen
Dining
Room
Exceptional
(24 reviews)

WATERFRONT 3000 SQFT HOME W/ PIER, WRAP PORCH, KAYAK, PADDLE BOARD, FIRE PIT

Piney Point

7% off
AU$5,171
for 7 nights, 1 home
AU$739 per night
includes taxes & fees
WATERFRONT 3000 SQFT HOME W/ PIER, WRAP PORCH, KAYAK, PADDLE BOARD, FIRE PIT
Property grounds
Piney Point Light House and underwater park with German U-Boat is 5 miles away.
There is extra bedding for each room and it is all washed between each guest.
A dining room table expands to 12 seats with a view. Two extensions not show.
Exceptional
(66 reviews)

Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning Sunset

Tall Timbers

12% off
AU$2,910
for 7 nights, 1 cottage
AU$416 per night
includes taxes & fees
Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning Sunset
View of the lagoon and Chesapeake bay from the living room.
French doors from kitchen go to backyard wrap-around deck
Entryway from front door showing ramp and steps from living room to kitchen area
Dining room showing steps to loft. Dining room seats 8-10
Wonderful
(22 reviews)

Serenity Bay-Spacious House-Prv Pool-6 bdrms-5baths-Hot Tub-AskAbout 2NightStays

Lexington Park

5% off
AU$7,205
for 7 nights, 1 home
AU$1,029 per night
includes taxes & fees
Serenity Bay-Spacious House-Prv Pool-6 bdrms-5baths-Hot Tub-AskAbout 2NightStays
Stairs leading to bedrooms
Coffee, tea, cream, and sugar provided
Front porch
Side view
Exceptional
(16 reviews)

Two bedroom two bath home on charming Solomons Island

Solomons

8% off
AU$3,412
for 7 nights, 1 apartment
AU$487 per night
includes taxes & fees
Two bedroom two bath home on charming Solomons Island
The deck is for your use
View from driveway
Interior
Kitchen is stocked with pots pans, dishes etc
Exceptional
(17 reviews)

Solomons Island with views of harbor!

Solomons

8% off
AU$2,099
for 7 nights, 1 apartment
AU$300 per night
includes taxes & fees
Solomons Island with views of harbor!

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Take in the riverfront beauty of Saint Mary's City

Come and experience Saint Mary's City and its jazz, history and museums. This city's university setting, local tours and riverfront draw many visitors. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Saint Mary's City

Do you want to find things to do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Saint Mary's City has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Michael P. O'Brien Athletics and Recreation Center (0.5 mi / 0.8 km)
  • Breton Bay Golf Course (13.9 mi / 22.4 km)
  • Chesapeake Hills Golf Course (13.5 mi / 21.7 km)
  • Hague Winery (14.4 mi / 23.1 km)
  • Port of Leonardtown Winery (14.5 mi / 23.4 km)

Exploring the natural landscape of Saint Mary's City

Whether you're looking for adventure or just want to spend some time taking in the scenery, Saint Mary's City is a great place to spend some time outside. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Elms Beach Park (3.8 mi / 6 km)
  • Saint George Island Beach (5.6 mi / 8.9 km)
  • Piney Point Beach (5.8 mi / 9.4 km)
  • St. Mary's River State Park (8.1 mi / 13.1 km)
  • Confederate Memorial Park (9.4 mi / 15.1 km)
  • Cove Point Beach (13.6 mi / 22 km)

Frequently asked questions

What is the best area to stay in Saint Mary'S City when booking a holiday rental?
When considering a holiday rental in Saint Mary's City, the best area to stay is often around the historic district. This neighbourhood is rich in culture and history, making it an ideal base for exploring the region. Visitors will find themselves close to the renowned Historic St. Mary's City, an outdoor museum that offers fascinating insights into the early historic life of Maryland. The area also boasts beautiful waterfront views along the St. Mary's River, great for leisurely walks or picnics.In terms of holiday rentals, the historic district typically offers a variety of options, ranging from charming cottages to more spacious homes, suiting different group sizes and preferences. Staying in this part of Saint Mary's City not only allows easy access to local attractions but also immerses guests in the area's unique heritage and natural beauty.
When is the best time to visit Saint Mary'S City for a holiday rental?
The best time to visit Saint Mary's City for a holiday rental is during the peak season from July to September. This vibrant period attracts families and history enthusiasts, eager to explore the rich heritage of this charming town. With warm summer temperatures averaging around 25 to 30 degrees Celsius, visitors can comfortably enjoy outdoor activities, including scenic walks along the waterfront and visits to the historic sites like the reconstructed 17th-century settlement.July stands out as the most popular month, offering a lively option with various events and activities that cater to all ages. Visitors can take part in local culture, participate in festivals, and take full advantage of the beautiful weather for picnics and exploration.For those seeking a more budget-friendly option, consider planning your trip in December. While this month is quieter, it presents a unique opportunity to enjoy the tranquillity of the area, with fewer crowds and a chance to appreciate the peaceful winter landscape.
What are the top attractions in Saint Mary'S City?
In Saint Mary's City, visitors can immerse themselves in rich history and natural beauty. The Historic St. Mary's City is a living history museum where you can explore the early historic settlement, complete with reconstructed buildings and friendly interpreters who bring the past to life. Nearby, the St. Mary's College of Maryland offers picturesque waterfront views and a vibrant campus atmosphere.Nature enthusiasts can enjoy the serene landscapes at the nearby Point Lookout State Park, which features hiking trails, picnic areas, and stunning views of the Chesapeake Bay. Additionally, the local area is dotted with charming waterfront spots and restaurants that highlight the region's seafood, providing a great blend of recreation and relaxation for travellers.
Are all fees included in the Saint Mary's City holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Saint Mary's City holiday homes with parking?
Stayz offers a wide selection of holiday homes in Saint Mary's City with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Saint Mary's City holiday homes?
You can find great discounts on holiday homes in Saint Mary's City on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Saint Mary's City holiday home booking on Stayz?
To find Saint Mary's City holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Saint Mary's City?
A long-stay holiday home in Saint Mary's City is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Saint Mary's City holiday home?
Book your Saint Mary's City holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Saint Mary's City?
Prices for holiday homes in Saint Mary's City vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Saint Mary's City to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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