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House vacation rentals in St. Mary's County

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Top-rated house rentals in St. Mary's County

Guests agree: these houses are highly rated for location, cleanliness, and more.

Guest favorite
Home in Hague
Osprey's roost: Summer 2023
Hidden treasure! Come join the osprey along the Potomac River in the Northern Neck of Virginia! This 4 bedroom/3 bath custom home is at the end of a quiet lane and sits on a point of land between the Potomac River and Blackbeard’s Pond, making for magnificent river views from sunrise to sunset. Enjoy swimming, canoeing, Bocce on the lawn, barbecue on the deck! Osprey’s Roost is the perfect retreat to rest and recharge, ideal for a romantic week away, a girls’ weekend or a family gathering!
Oct 8 – 15
$225 per night
4.97 out of 5 average rating, 144 reviews
Guest favorite
Home in Montross
Beach Please! River cottage w/private beach & dock
Come unwind at "Beach, Please!" Our renovated cottage on the river with a private beach and dock is waiting for you! What's there to do? There's boating, fishing, crabbing, bird watching, tanning, and hammock-napping. Need more? Ok, antique shops, breweries, wineries, live music, crab boils and oyster fests. Still need more? Cornhole, can jam, horseshoes, hiking, and swimming and tennis at the community pool. That's not all, so just trust us - you will LOVE your time in Montross, Virginia!
Sep 19 – 26
$404 per night
5.0 out of 5 average rating, 115 reviews
Superhost
Home in Scotland
Spacious Gorgeous Waterfront Home with Sunset View
Dreamy weekends on the water, the perfect getaway for the entire family and friends in the southern tip of St Mary’s peninsula. This gorgeous newly remodeled house with 5 Bedroom 3.5 Bath sleeps 10 very comfortably. Wake up with amazing water views and access to the water with your own private pier. Spend your day crabbing, fishing, kayaking, or paddle boarding. Amazing beaches at Point Lookout State Park, just a few minutes away. High speed internet, WiFi, and cable.
May 15 – 22
$335 per night
4.91 out of 5 average rating, 105 reviews

Popular amenities for St. Mary's County house rentals

House rentals with a pool

Guest favorite
Home in Montross
The Glebe
Nov 18 – 25
$203 per night
4.93 out of 5 average rating, 160 reviews
Guest favorite
Home in Lusby
Historic Rousby Hall, Waterfront, Patuxent River
Aug 13 – 20
$750 per night
5.0 out of 5 average rating, 110 reviews
Guest favorite
Home in Lexington Park
Serenity Bay-Relaxing, Spacious House-Private Pool
Mar 8 – 15
$286 per night
4.93 out of 5 average rating, 61 reviews
Superhost
Home in Saint Marys City
Historic Rosecroft
Aug 9 – 16
$869 per night
4.92 out of 5 average rating, 52 reviews
Guest favorite
Home in Hollywood
Riverhouse
Aug 23 – 30
$101 per night
4.83 out of 5 average rating, 24 reviews
Guest favorite
Home in California
Waterfront home with pier near Solomon's Island
Mar 5 – 12
$191 per night
4.93 out of 5 average rating, 14 reviews
Guest favorite
Home in Montross
Waterfront+Kayak+Gameroom+Arcade+Firepit+EV/Dog OK
Sep 26 – Oct 3
$409 per night
5.0 out of 5 average rating, 41 reviews
Guest favorite
Home in Fishing Creek
Bay Front Villa on Chesapeake
Nov 6 – 13
$887 per night
4.89 out of 5 average rating, 9 reviews
Guest favorite
Home in Montross
River Retreat
Sep 10 – 17
$950 per night
4.96 out of 5 average rating, 55 reviews
Guest favorite
Home in Montross
Waterfront Dock, Hot Tub, Beach, Pool, Kayaks, SUP
Aug 1 – 8
$888 per night
4.96 out of 5 average rating, 69 reviews
Guest favorite
Home in Lusby
Spacious and private waterfront, sleeps 10
Jun 26 – Jul 3
$269 per night
4.91 out of 5 average rating, 65 reviews
Guest favorite
Home in Lottsburg
Heron Harbor
Jan 13 – 20
$563 per night
4.96 out of 5 average rating, 69 reviews

Weekly house rentals

Guest favorite
Home in Heathsville
Waterfront Potomac & Chesapeake Bay 2 Kayaks Dock
Jul 28 – Aug 4
$281 per night
4.93 out of 5 average rating, 119 reviews
Guest favorite
Home in Lexington Park
Horseshoe Point - Waterfront - St. Marys River
Aug 14 – 21
$400 per night
4.98 out of 5 average rating, 107 reviews
Guest favorite
Home in Ridge
Beautiful waterfront home with spectacular views!
May 6 – 13
$132 per night
4.98 out of 5 average rating, 127 reviews
Superhost
Home in Montross
Potomac Waterfront Home and Estate
Jan 21 – 28
$235 per night
4.84 out of 5 average rating, 129 reviews
Superhost
Home in Montross
Lakefront/Dock, Woods, 3 Beaches, Kayaks, Hot tub
Jan 9 – 16
$349 per night
4.88 out of 5 average rating, 208 reviews
Guest favorite
Home in Montross
All about the VIEW! Feb/Mar rates just reduced !
Oct 7 – 14
$197 per night
4.96 out of 5 average rating, 130 reviews
Guest favorite
Home in Lusby
Coastal Oasis On The Chesapeake, King Bd sleeps 12
May 29 – Jun 5
$467 per night
4.99 out of 5 average rating, 109 reviews
Guest favorite
Home in Solomons
Perfect spot for a Vacay!
Apr 12 – 19
$248 per night
4.89 out of 5 average rating, 124 reviews
Guest favorite
Home in Lusby
Cove Point Beach Home 1 &1/2 blocks to Beach
Aug 31 – Sep 7
$190 per night
5.0 out of 5 average rating, 126 reviews
Guest favorite
Home in Newburg
The River House, a Wicomico Beach Retreat
Apr 17 – 24
$183 per night
4.92 out of 5 average rating, 103 reviews
Guest favorite
Home in Lusby
Cove Point Beach Cabin
Oct 29 – Nov 5
$150 per night
4.98 out of 5 average rating, 256 reviews
Guest favorite
Home in St. Leonard
Cozy Cottage on the Chesapeake Bay
Feb 18 – 25
$203 per night
4.91 out of 5 average rating, 160 reviews

Private house rentals

Guest favorite
Home in Piney Point
Living on Island Time
Oct 7 – 14
$168 per night
5.0 out of 5 average rating, 46 reviews
Superhost
Home in Leonardtown
Waterfront Cottage w/ Incredible Views
Aug 18 – 25
$169 per night
5.0 out of 5 average rating, 8 reviews
Guest favorite
Home in Solomons
The Little House on Back Creek
Nov 7 – 14
$250 per night
5.0 out of 5 average rating, 32 reviews
Guest favorite
Home in Dameron
Peace Point - Waterfront, Secluded, Home w/hot tub
Apr 9 – 16
$195 per night
5.0 out of 5 average rating, 69 reviews
Guest favorite
Home in Piney Point
Waterfront New Piney Point A-Frame
Dec 8 – 15
$191 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Leonardtown
Oyster House Waterfront Retreat - 90 min to DC
Mar 2 – 9
$295 per night
5.0 out of 5 average rating, 16 reviews
Guest favorite
Home in Hollywood
Waterfront Home: Osprey Getaway
Aug 13 – 20
$305 per night
5.0 out of 5 average rating, 32 reviews
Guest favorite
Home in Scotland
Bay Front Beach House
May 15 – 22
$346 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Home in Solomons
Roomy 6 bedroom home in the heart of Solomons, MD
Mar 10 – 17
$180 per night
4.98 out of 5 average rating, 54 reviews
Guest favorite
Home in Saint Leonard
Blue Pearl-Luxury estate with private dock/jacuzzi
Sep 26 – Oct 3
$370 per night
5.0 out of 5 average rating, 31 reviews
Guest favorite
Home in Mechanicsville
Stylish waterfront retreat, 1 hr from DC
Dec 3 – 10
$228 per night
4.96 out of 5 average rating, 55 reviews
Superhost
Home in Drayden
Spacious and peaceful w/ private beach & boat ramp
Feb 10 – 17
$314 per night
4.84 out of 5 average rating, 38 reviews

Destinations to explore