Waterfront holiday rentals in Southern Maryland
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Southern Maryland
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Southern Maryland
Waterfront apartment rentals
Flat in Occoquan
4.87 out of 5 average rating, 433 reviewsHarry’s River View couples relax, historic town
Flat in Lexington Park
4.97 out of 5 average rating, 513 reviewsHistoric St. Mary's City, MD
Flat in Crownsville
4.98 out of 5 average rating, 166 reviews“River Sweet" Private Apartment
Flat in Grasonville
4.89 out of 5 average rating, 176 reviewsHalcyon house. Lovely views on MD eastern shore.
Flat in Deale
4.91 out of 5 average rating, 614 reviewsRomantic Wtrfrnt Flat+Solarium@Chesapeake Paradise
Flat in Chester
4.97 out of 5 average rating, 234 reviewsCozy Waterfront Apartment Chester, MD
Flat in Alexandria
4.87 out of 5 average rating, 250 reviewsThe Duke Suite at Prince Street Inn
Flat in Colonial Beach
4.95 out of 5 average rating, 41 reviewsBelair Cottage
Waterfront house rentals
Home in Montross
4.91 out of 5 average rating, 147 reviewsTranquil River Home
Home in Reedville
4.96 out of 5 average rating, 205 reviewsWaterfront FamilyFriendly Home Improved for 2023
Home in Reedville
4.98 out of 5 average rating, 121 reviewsSunkissed Cottage-private, natural waterfront home
Home in Montross
5.0 out of 5 average rating, 123 reviewsBeach Please! River cottage w/private beach & dock
Home in Colonial Beach
4.81 out of 5 average rating, 129 reviews*WATERFRONT BEACH HOUSE PARADISE*
Home in Montross
4.95 out of 5 average rating, 220 reviewsStunning Lake House Retreat on the Potomac River
Home in Lexington Park
4.96 out of 5 average rating, 141 reviewsPrivate beach retreat in historic St. Mary's City
Home in Heathsville
4.93 out of 5 average rating, 123 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Waterfront apartment rentals
Apartment in Annapolis
5.0 out of 5 average rating, 10 reviewsCharming Annapolis Waterfront Condo
Apartment in Crisfield
4.85 out of 5 average rating, 33 reviews3 Bedroom Waterfront Condo with Pool and Boat slip
Apartment in Washington
4.76 out of 5 average rating, 21 reviewsHistorical Georgetown Modern Penthouse 12 min DCA
Apartment in Annapolis
4.73 out of 5 average rating, 71 reviewsAmazing Views from Spa Creek 2BD Condo with Pool
Apartment in Annapolis
4.96 out of 5 average rating, 219 reviewsAnnapolis Waterfront Condo - Unit #: A-203
Apartment in Washington
5.0 out of 5 average rating, 3 reviewsLuxury studio in Georgetown with private parking
Apartment in Crisfield
5.0 out of 5 average rating, 24 reviewsBreathtaking Waterfront Condo with Boat Slip
Apartment in Fairfax
4.53 out of 5 average rating, 15 reviewsLovely 2-bedroom condo with pool and gym
Destinations to explore
- Baltimore Holiday rentals
- Ocean City Holiday rentals
- Richmond Holiday rentals
- Rehoboth Beach Holiday rentals
- Arlington Holiday rentals
- Charlottesville Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Waterfront rentals United States
- Waterfront rentals Washington
- Waterfront rentals Baltimore
- Waterfront rentals Maryland
- Waterfront rentals Maryland
- Rentals with lake access Southern Maryland
- Bed and breakfasts Southern Maryland
- Private suite rentals Southern Maryland
- Rentals with a cinema Southern Maryland
- Family-friendly rentals Southern Maryland
- Fitness-friendly rentals Southern Maryland
- Apartment rentals Southern Maryland
- Rentals with an accessible-height toilet Southern Maryland
- Monthly Rentals Southern Maryland
- Rentals with an EV charger Southern Maryland
- Rentals with a firepit Southern Maryland
- Guest house rentals Southern Maryland
- Rentals with a washing machine and dryer Southern Maryland
- Rentals with a patio Southern Maryland
- Cottage rentals Southern Maryland
- Townhouse rentals Southern Maryland
- Smoking-friendly rentals Southern Maryland
- Rentals with a kayak Southern Maryland
- Rentals with pools Southern Maryland
- Rentals with a fireplace Southern Maryland
- Pet-friendly rentals Southern Maryland
- Beachfront rentals Southern Maryland
- Rentals with outdoor seating Southern Maryland
- Flat rentals Southern Maryland
- Rentals with beach access Southern Maryland
- Rentals with a hot tub Southern Maryland
- House rentals Southern Maryland
- Rentals with breakfast Southern Maryland
- Family-friendly rentals Southern Maryland
- 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