St. Mary's County Vacation Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

St. Mary's County Vacation Rentals

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

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

Guests staying at this vacation home enjoy a hot tub, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
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

Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**

**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**

At this vacation home, guests have access to an arcade/game room, laundry facilities, and a garden.
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

This cottage offers an arcade/game room, laundry facilities, and local meal delivery service. Transportation is made easy with limo/town car service. Other amenities at this family-friendly cottage include a garden, a picnic area, and barbecue grills.
Kitchen
Washer
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

$271 nightly
The price is $299 total per night
$299 total
Aug 24 - Aug 25
Total includes taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
Free WiFi
Air conditioning
Waterfront Solomons Apartment

Waterfront Solomons Apartment

$284 nightly
The price is $302 total per night
$302 total
Sep 5 - Sep 6
Total includes taxes and fees
At this apartment, guests have access to features like laundry facilities. This family-friendly apartment building also has barbecue grills.
Pool
Kitchen
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Guests of this vacation home enjoy features like a water park and laundry facilities.
Kitchen
Washer
Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!

Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!

At this vacation home, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Pool
Kitchen
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

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

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
BEACH COTTAGE BY THE SEA....

BEACH COTTAGE BY THE SEA....

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Cheery, Peaceful Water Front Cabin on Winery Grounds

Cheery, Peaceful Water Front Cabin on Winery Grounds

$220 nightly
The price is $239 total per night
$239 total
Sep 8 - Sep 9
Total includes taxes and fees
Guests staying at this cabin have access to a garden and barbecue grills.
Kitchen
Pet friendly
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

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

At this cabin, guests have access to a garden.
Pool
Kitchen
Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!

At this vacation home, guests have access to laundry facilities, local meal delivery service, and a garden. Helpful staff is there to provide tour or ticket assistance, as well as offer insight about the area. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer
Spacious waterfront home with dock and sunset view

Spacious waterfront home with dock and sunset view

At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

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

At this vacation home, guests have access to an outdoor pool, a sauna, and a hot tub. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this beach vacation home include an arcade/game room, laundry facilities, and local meal delivery service.
Pool
Hot Tub
The Cozy Crab- Your Charming Haven in Lovely North Beach!

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

Guests staying at this vacation home have access to barbecue grills and a garden.
Kitchen
Air conditioning
Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier

At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Pool
Kitchen
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

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

This vacation home offers an outdoor pool, a sauna, and a hot tub. Additional amenities include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in St. Mary's County
View all properties
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.

Hotel Options in St. Mary's County

    Holiday Inn Express & Suites Lexington Park-California by IHG

    Holiday Inn Express & Suites Lexington Park-California by IHG

    45260 Abell House Lane, California, MD
    $123 nightly
    The price is $137 total per night from Sep 11 to Sep 12
    $137 total
    Sep 11 - Sep 12
    Total includes taxes and fees
    9.2/10 Wonderful! (601 reviews)
    Island Inn & Suites, Ascend Hotel Collection

    Island Inn & Suites, Ascend Hotel Collection

    16810 Piney Point Road, Piney Point, MD
    $94 nightly
    The price is $105 total per night from Sep 1 to Sep 2
    $105 total
    Sep 1 - Sep 2
    Total includes taxes and fees
    8.4/10 Very Good! (592 reviews)
    La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

    La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

    22769 Three Notch Rd, California, MD
    $93 nightly
    The price is $103 total per night from Sep 14 to Sep 15
    $103 total
    Sep 14 - Sep 15
    Total includes taxes and fees
    7.6/10 Good! (1,000 reviews)

Orbitz makes it easy to find vacation rentals in St. Mary's County 

🏠 What is the best price for a St. Mary's County vacation rental?


St. Mary's County rentals range between $103 and $302 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in St. Mary's County can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next St. Mary's County getaway. Orbitz filters your search results so you can find the best St. Mary's County vacation rental for you. We have tons of options.


🏠 Are cancellations free on St. Mary's County vacation rentals with Orbitz?


You may be able to cancel or amend your St. Mary's County vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in St. Mary's County?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in St. Mary's County by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in St. Mary's County?


When you book a St. Mary's County vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


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


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across St. Mary's County—with plenty of hidden gems. We also have plenty of inventory in St. Mary's County main cities and near popular attraction spots.


🏠 Why should I book my St. Mary's County vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream St. Mary's County vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


More Places To Stay in St. Mary's County

Recommended Vacation Rental Locations