Vacation rentals in St. Mary's County

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Top cities to explore in St. Mary's County

Sunset at the park

California

Vacation Rentals
California
Took a break from training to explore the lighthouse. Found this gem on the way. Not the best weather but it was an adventure. #beachbound

Piney Point

Vacation Rentals
Piney Point

Top vacation rentals in St. Mary's County

Tiny, Funky, and Full of Love - Welcome to the Love Shack

Tiny, Funky, and Full of Love - Welcome to the Love Shack

12.07 mi from city center
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A hot tub is featured at this apartment, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Washer
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

13.37 mi from city center
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

9.59 mi from city center
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This cottage features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
Kitchen
Washer
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

21.64 mi from city center
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Limo/town car service, a garden, and a picnic area are available at this cottage. There's fun for all ages with a playground and an arcade/game room, and childcare is an added bonus. Laundry facilities and barbecue grills are also provided.
Kitchen
Washer
Private Beach Front Getaway at The Sunshine Beach Cottage.

Private Beach Front Getaway at The Sunshine Beach Cottage.

21.67 mi from city center
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This cottage includes a garden and laundry facilities.
Kitchen
Washer
4BDRM River front house with Private Beach in Hollywood

4BDRM River front house with Private Beach in Hollywood

2 out of 5
8.2 mi from city center
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This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Waterfront Solomons Apartment

Waterfront Solomons Apartment

9.84 mi from city center
$254 nightly
The price is $269 total per night
$269 total
Nov 10 - Nov 11
Total with taxes and fees
This apartment featured laundry facilities and barbecue grills.
Pool
Kitchen
The Cozy Crab- Your Charming Haven in Lovely North Beach!

The Cozy Crab- Your Charming Haven in Lovely North Beach!

29 mi from city center
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This vacation home includes a garden and barbecue grills.
Kitchen
Air conditioning
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

15.03 mi from city center
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This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

17.19 mi from city center
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A garden is available at this cabin.
Pool
Kitchen
Cheery, Peaceful Water Front Cabin on Winery Grounds

Cheery, Peaceful Water Front Cabin on Winery Grounds

22.02 mi from city center
$200 nightly
The price is $218 total per night
$218 total
Nov 10 - Nov 11
Total with taxes and fees
This cabin includes a garden and barbecue grills.
Kitchen
Pet friendly
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

31.26 mi from city center
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This vacation home features an outdoor pool and a hot tub. There's a sauna on site, and laundry facilities and barbecue grills are also offered.
Pool
Hot Tub
Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier

27.16 mi from city center
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An outdoor pool is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Kitchen
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

29 mi from city center
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This vacation home features an outdoor pool and a hot tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Laundry facilities are provided for your convenience.
Pool
Hot Tub
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

28.15 mi from city center
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This vacation home features an outdoor pool and a hot tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. There's a sauna on site, and laundry facilities and concierge services are also offered.
Pool
Hot Tub
Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown

Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown

17.91 mi from city center
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This vacation home features a water park and laundry facilities.
Kitchen
Washer
Spacious waterfront home with dock and sunset view

Spacious waterfront home with dock and sunset view

43.92 mi from city center
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

28.74 mi from city center
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

The Best Way to Find Vacation Rentals in St. Mary's County 

How cheap is a vacation rental in St. Mary's County?


You can find St. Mary's County vacation rentals from just $218 per night. 


How do you look for the best vacation rental deals in St. Mary's County with Travelocity?


Simply enter your travel dates and filter by price, property type, bedrooms, amenities, and more. We put all the best deals in one place, so it’s easy to find your perfect stay. You’ll always find incredible deals on St. Mary's County vacation rentals with Travelocity. 


Are cancellations free on vacation rentals with Travelocity?


You may be able to cancel your St. Mary's County vacation rental for free. Cancellation policies differ between properties so check the terms of your stay before you book. Travelocity offers many flexible cancellation options as well as book now, pay later deals for peace of mind.


What types of vacation rentals are available in St. Mary's County?


Whether you’re in search of adventure, planning a romantic getaway, or booking a trip for the whole family, you’re sure to find the perfect St. Mary's County vacation rental. Check out our tempting selection of resorts, apartments, vacation homes, condos and more and start building a trip to really look forward to, whatever your budget and your wish list.


What are the benefits of booking a short-term rental in St. Mary's County?


Whether you’re a winter wanderer or planning a summer sojourn, St. Mary's County vacation rentals make for a great trip—find one at Travelocity for a fantastic price. With a range of amenities on offer, like swimming-pools, free WiFi, breakfast included, pet-friendly options and many more, it’s easy to book a vacation rental that checks all the boxes. And with Travelocity’s easy filtering system, you’ll find yours in no time. 


Where can I find vacation rentals in St. Mary's County?


Take your pick from the excitement of the big St. Mary's County cities. Or escape to nature in the miles of greenery that are waiting for you. Browse a selection of the best deals with Travelocity, enter your travel dates, or check out the map view to find a hidden gem. 


How do I find a family-friendly vacation rental in St. Mary's County?


Simply enter your travel dates and hit search. From here, you can filter to find your family-friendly stay, as well as a range of other amenities, such as hot tubs, pools, and even waterparks. 


Why is Travelocity the best site to find your St. Mary's County rentals?


Travelocity takes care of everything, bringing incredible deals on an impressive selection of accommodation into one simple-to-use portal. And because we always source incredible deals, you can make a saving on many bookings. Travelocity makes it easy.


How do I cancel my vacation rental with Travelocity?


It’s simple. Just contact the property manager. You’ll find their contact information in the itinerary section of your Travelocity account. In many cases, you may be able to get a full refund if you cancel before the cancellation deadline. Deadlines differ between properties, so it’s always best to check before you book. To find out more, visit the Customer Service PortalOpens in a new window.