Cottage vacation rentals in St. Mary's County
Find and book unique cottages on Airbnb
Top-rated cottage rentals in St. Mary's County
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for St. Mary's County cottage rentals
Cottage rentals with a hot tub
Cottage in Saint Leonard
4.98 out of 5 average rating, 92 reviewsHot Tub, Block to Beach, Fire Pit, Screened deck
Feb 3 – 10
Cottage in Montross
4.91 out of 5 average rating, 58 reviewsLakefront/Dock, Cove, Boats, HotTub, Woods & Beach
Mar 7 – 14
Cottage in Heathsville
4.9 out of 5 average rating, 71 reviewsWaterfront Cottage w Private Beach & Hot Tub
Nov 7 – 14
Cottage in Scotland
4.93 out of 5 average rating, 15 reviewsHays Beach House - Hot Tub - Private Beach
May 28 – Jun 4
Cottage in Heathsville
4.89 out of 5 average rating, 18 reviewsWaterfront Heathsville Cottage w/ Dock & Hot Tub!
Jan 31 – Feb 7
Pet-friendly cottage rentals
Cottage in Lexington Park
4.82 out of 5 average rating, 83 reviewsTrinity Oaks Farm (Formerly D and D Farm)
Oct 18 – 25
Cottage in Leonardtown
4.85 out of 5 average rating, 65 reviewsGorgeous Sunsets & Waves Heard from Bed. Why Wait?
Jul 25 – Aug 1
Cottage in Montross
4.94 out of 5 average rating, 17 reviewsHarbor Cottage
Jan 18 – 25
Cottage in Lottsburg
4.9 out of 5 average rating, 88 reviewsCharming Waterfront Home with Expansive Views
Nov 28 – Dec 5
Cottage in Montross
4.97 out of 5 average rating, 96 reviewsNewly Renovated 2BR Waterfront Cottage with Dock
Jun 23 – 30
Cottage in Saint Leonard
4.92 out of 5 average rating, 87 reviewsSpacious Beachfront Retreat w/Dock
Jan 23 – 30
Cottage in Heathsville
4.9 out of 5 average rating, 52 reviewsSummer Crab Fish River Chesapeake Bay Dock Kayaks
Aug 12 – 19
Cottage in Lusby
4.72 out of 5 average rating, 273 reviewsChesapeake Bay Cottage
Sep 27 – Oct 4
Private cottage rentals
Cottage in Saint Leonard
4.96 out of 5 average rating, 81 reviewsCozy Cedar Cottage~Beach Retreat
Jul 14 – 21
Cottage in Cobb Island
4.97 out of 5 average rating, 76 reviewsHappy Hour~Riverfront, countyside, private pier
Feb 28 – Mar 7
Cottage in Lusby
5.0 out of 5 average rating, 30 reviewsCottage near Bay in Cove Point
Oct 2 – 9
Cottage in Kinsale
5.0 out of 5 average rating, 17 reviewsRiver + Beach Front Cottage 4 BR ADA Northern Neck
Dec 14 – 21
Cottage in Heathsville
4.88 out of 5 average rating, 97 reviewsCottage with a view!
Nov 1 – 8
Cottage in Cobb Island
4.94 out of 5 average rating, 34 reviews"Where Eagles Soar" Let magic and memories begin.
Sep 11 – 18
Cottage in Lottsburg
4.96 out of 5 average rating, 53 reviewsEnchanting Edge of the World Cottage
Sep 24 – Oct 1
Cottage in Heathsville
4.83 out of 5 average rating, 58 reviewsRiverfront Retreat with PRIVATE POOL and BEACH!!
Sep 29 – Oct 6
Destinations to explore
- Cottage rentals Virginia Beach
- Cottage rentals Maryland
- Beachfront rentals St. Mary's County
- Rentals with a fireplace St. Mary's County
- Rentals with pools St. Mary's County
- Rentals with outdoor seating St. Mary's County
- Apartment rentals St. Mary's County
- Rentals with a kayak St. Mary's County
- Rentals with beach access St. Mary's County
- Rentals with a fire pit St. Mary's County
- Pet-friendly rentals St. Mary's County
- Monthly Rentals St. Mary's County
- Rentals with breakfast St. Mary's County
- Rentals with a hot tub St. Mary's County
- Kid-friendly rentals St. Mary's County
- House rentals St. Mary's County
- Waterfront rentals St. Mary's County
- Rentals with a patio St. Mary's County
- Rentals with a washer and dryer St. Mary's County
- Rentals with lake access St. Mary's County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom