St. Mary's County Vacation Rentals

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Top cities in St. Mary's County

A lighthouse and a historic building with a porch, surrounded by a grassy area and trees.
Vacation RentalsVacation Rentals
Vacation RentalsVacation Rentals

Piney Point

Piney Point

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

Piney Point MD
Guests staying at this apartment enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free apartment building also has a garden.
Hot Tub
Washer
Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay

Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay

Dameron MD
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Waterfront Relaxing Getaway

Waterfront Relaxing Getaway

Coltons Point MD
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills. RV, bus, and truck parking is available.
Kitchen
Washer
Private sand beach on Chesapeake Bay--Great for Kids--Sunrise/Sunset Views

Private sand beach on Chesapeake Bay--Great for Kids--Sunrise/Sunset Views

Heathsville VA
Guests staying at this cottage have access to laundry facilities, a water dispenser, and a garden. This beach cottage also has barbecue grills.
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

Hague VA
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this beach vacation home include laundry facilities, barbecue grills, and a garden.
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Lottsburg VA
At this cottage, guests have access to an arcade/game room, laundry facilities, and a garden. This golf cottage also has barbecue grills.
Bright and airy waterfront getaway

Bright and airy waterfront getaway

Benedict MD
$361 nightly
The price is $382 total per night
$382 total
Aug 2 - Aug 3
Total with taxes and fees
Guests staying at this vacation home have access to a garden and barbecue grills.
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.

Benedict MD
$260 nightly
The price is $287 total per night
$287 total
Aug 3 - Aug 4
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
Bay Front Small Contemporary

Bay Front Small Contemporary

Reedville VA
At this vacation home, guests have access to features like laundry facilities. This beach vacation home also has barbecue grills.
Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly

Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly

Fishing Creek MD
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Fishing Creek MD
Guests staying at this cottage have access to a garden and barbecue grills.
3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Saint Leonard MD
$257 nightly
The price is $273 total per night
$273 total
Aug 11 - Aug 12
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This vacation home also has barbecue grills.
Blue Heron Cottage is cozy & convenient. Renovated March 2023!

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

Colonial Beach VA
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Private Chesapeake Bay Beach community…love to feel the sand between your toes?

Private Chesapeake Bay Beach community…love to feel the sand between your toes?

Port Republic MD
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Rest & Recharge, A-frame Cabin on Winery Grounds

Rest & Recharge, A-frame Cabin on Winery Grounds

Colonial Beach VA
$248 nightly
The price is $270 total per night
$270 total
Aug 3 - Aug 4
Total with taxes and fees
Guests staying at this cabin have access to a garden and barbecue grills.
Stunning Chesapeake views from almost ever room, private 15 home community beach, fossils, 450 pier,crabbing,fishing

Stunning Chesapeake views from almost ever room, private 15 home community beach, fossils, 450 pier,crabbing,fishing

Port Republic MD
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!

Smith Island MD
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.
The Blue Crab Beach House - Free beach passes 🦀

The Blue Crab Beach House - Free beach passes 🦀

North Beach MD
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
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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.

Hotel Options in St. Mary's County

    avid hotel California - Lexington Park by IHG

    avid hotel California - Lexington Park by IHG

    23274 Three Notch Road California MD
    $91 nightly
    The price is $101 total per night from Aug 31 to Sep 1
    $101 total
    Aug 31 - Sep 1
    Total with taxes and fees
    9.4/10 Exceptional! (170 reviews)
    Sleep Inn & Suites California MD

    Sleep Inn & Suites California MD

    23428 Three Notch Rd California MD
    $99 nightly
    The price is $110 total per night from Aug 24 to Aug 25
    $110 total
    Aug 24 - Aug 25
    Total with taxes and fees
    8.4/10 Very Good! (211 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
    $95 nightly
    The price is $106 total per night from Aug 30 to Aug 31
    $106 total
    Aug 30 - Aug 31
    Total with taxes and fees
    7.8/10 Good! (1,003 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 $101 and $382 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. 


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