Compare Southern Maryland Vacation Rentals

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Southern Maryland Rentals

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

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

27.83 mi from city center
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

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

18.4 mi from city center
This vacation home offers an outdoor pool, a sauna, and a hot tub. Additional amenities include laundry facilities, a garden, and barbecue grills.
Pool
Hot Tub
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**

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

34.69 mi from city center
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

36.35 mi from city center
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 water dispenser, 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

11.82 mi from city center
At this cabin, guests have access to a garden.
MD/DC/VA Hideaway - Oasis /Jacuzzi w/ 4-bedroom/3-Bath in Fort Washington

MD/DC/VA Hideaway - Oasis /Jacuzzi w/ 4-bedroom/3-Bath in Fort Washington

21.25 mi from city center
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and a garden. This vacation home also has barbecue grills.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

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

16.75 mi from city center
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
El Camino

El Camino

31.88 mi from city center
At this cabin, guests have access to barbecue grills.
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

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

21.18 mi from city center
Guests of this vacation home enjoy features like a water park and laundry facilities.
Kitchen
Washer
Waterfront Solomons Apartment

Waterfront Solomons Apartment

19.47 mi from city center
$254 nightly
The price is $269 total per night
$269 total
Sep 30 - Oct 1
Total with 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
High River Bank with $1M Sunset View, 3 min to College

High River Bank with $1M Sunset View, 3 min to College

28.73 mi from city center
$417 nightly
The price is $419 total per night
$419 total
Sep 30 - Oct 1
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, a water dispenser, and barbecue grills.
Kitchen
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

28.82 mi from city center
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
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.

Southern Maryland Large Group Rentals

How to Book Vacation Rentals in Southern Maryland



🏠 What is the best price for Southern Maryland vacation rentals?

Southern Maryland vacation rentals range in price, starting at $269 per night.


🏠 What types of vacation rentals in Southern Maryland can I rent?

Orbitz offers a wide range of Southern Maryland rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Southern Maryland condo rentals.


🏠 Is it free to cancel my Southern Maryland vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Southern Maryland vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Southern Maryland. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Southern Maryland?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Southern Maryland apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Southern Maryland?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Southern Maryland package deals will get you even more savings.

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