Saint Mary's Area Rentals
- From $403 per night (USD)
VRBO
Waterfront House with Dock, Kayaks, & Sailboat!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Set sail on an unforgettable vacation with this 4-bedroom, 2-bath California vacation rental as your home-away-from-home ...
From $403 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Your private beach retreat in historic St. Mary's
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Nestled next to historic St Mary's City and a lovely state park, your Lucas Cove Beach home awaits you with your own pri ...
From $390 per night (USD)Expedia
- Click For Pricing
Expedia
Waterfront Cabin!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to the Cozy Cabin!! By offering kayaks, swimming, crabbing, fishing, a beautiful ambiance for drinks and dinner ...
Click For PricingExpedia
- From $687 per night (USD)
Expedia
Waterfront Scotland Beach Retreat w\/Private Beach!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Amazing Chesapeake Bay views are abundant from this tasteful, newly constructed waterfront beach house! With totally uno ...
From $687 per night (USD)Expedia
- From $370 per night (USD)
VRBO
Spacious Gorgeous Waterfront Home With Sunset View
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Dreamy weekends on the water, the perfect getaway for the entire family and friends in the southern tip of St Mary’s pen ...
From $370 per night (USD)VRBO
- From $484 per night (USD)
Expedia
Summerlee at Scotland Yards
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Allow the summer to entice and beguile you. Meaning ‘summer wanderer’ in Gaelic, this villa-styled chateau holds a vibra ...
From $484 per night (USD)Expedia
- From $322 per night (USD)
VRBO
Private Beach Front Getaway at The Sunshine Beach Cottage.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to your own private oasis on the beach! This cozy and inviting 2 bedroom, 1 bathroom cottage is situated right o ...
From $322 per night (USD)VRBO
- From $644 per night (USD)
Expedia
Serenity Bay-Relaxing, Spacious House-Private Pool-6 bdrms-5baths
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Spacious, relaxing, and scenic bay-view house with canoe/kayak access to the Chesapeake Bay. Six bedrooms and 5 full ba ...
From $644 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Stylish, Panoramic River Views , Waterfront Modern Home 1 Hr to D.C.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
A luxurious waterfront retreat with quality stainless appliances, pillowtop and double memory foam bed, cotton rich shee ...
From $283 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
A luxurious waterfront retreat with quality stainless appliances, pillowtop and double memory foam bed, cotton rich shee ...
From $277 per night (USD)Expedia
- From $561 per night (USD)
VRBO
Kentigern at Scotland Yards
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Gaelic for “Chief lord,” the Kentigern rental is the beaming tribute to the Scotland Yards’ creator’s father, Kenneth. R ...
From $561 per night (USD)VRBO
- Click For Pricing
Expedia
Tanera Moor at Scotland Yards
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Tanera Moor is a tribute to the seascape wonder of the Tanera Mòr in Scotland, UK. An abundance of trees provides a ...
Click For PricingExpedia
- From $284 per night (USD)
VRBO
Kentigern Shed at Scotland Yards
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Whether you’re reclining on the plush chaise in the glass-paneled sunroom, or nestled in the soft pillow of sand just ou ...
From $284 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Seascair at Scotland Yards
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This idyllic bungalow is perfect for holiday and winter retreats. Whether you meditate on the sands or enjoy the air con ...
From $265 per night (USD)Expedia
- From $197 per night (USD)
VRBO
Culag at Scotland Yards
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Modest and cozy, this one-bedroom, one-bath cottage is a sweet reminder of the classic love song of summer. Culag transl ...
From $197 per night (USD)VRBO
- From $636 per night (USD)
Expedia
Inchgarth at Scotland Yards
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
A cozy and welcoming retreat set on the precipice of a rustic nature. An artist’s escape, Inchgarth can easily accommoda ...
From $636 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Create your own adventure when staying at the Cove House in Southern Maryland. Located on St. George Creek (convenient t ...
From $335 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Waterfront Relaxing Getaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Relax with the view of colorful sunsets while sitting waterside on the hammock. Bring the whole family to enjoy roasting ...
From $206 per night (USD)Expedia
- From $216 per night (USD)
VRBO
Blue Heron on Little Kingston Creek
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Recently renovated 2 br,1 bath waterfront (downstairs) apartment, with full kitchen and bath, loaded with amenities from ...
From $216 per night (USD)VRBO
- Click For Pricing
VRBO
Peaceful room in farm fields of Leonardtown area
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This is one guest room in a family home, serving weary travelers since 2013. In the spirit of true BnBs, the owner enjo ...
Click For PricingVRBO
- From $380 per night (USD)
VRBO
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 10
The Creekside Hideaway is a 2 bedroom, 2.5 baths waterfront Property located on the St. Jeromes Creek. Come and enjoy a ...
From $380 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Southern Maryland Potomac River Woodland Cottage, Polite Pets welcomed
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Tall Timbers, the community, is actually a forgotten Maryland treasure where time stands still. It consists of two rows ...
From $199 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Piney Point, private , Beach Front Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy yet spacious one story 3 bedroom, (King, Queen, and two twin beds) private beach front cottage. Beautiful state of ...
From $325 per night (USD)VRBO
- Click For Pricing
Expedia
Historic, Elegant, Luxurious.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Susannah’s Watch is a historic family estate that has been converted into a unique Bed & Breakfast and wedding venue on ...
Click For PricingExpedia
- From $208 per night (USD)
VRBO
Waterfront Ridge Retreat Cabin on St Jeromes Creek
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A unique and rustic cabin, this Ridge vacation rental offers a secluded retreat! The cabin features 2 bedrooms, a loft, ...
From $208 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Gorgeous Sunsets & Waves Heard From Bed. Why Wait?
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
12 miles to downtown Leonardtown, sunsets over the Potomac can be seen through most of the home. You're able to dine lo ...
From $279 per night (USD)VRBO
- Click For Pricing
VRBO
Beautiful Dog-Friendly Retreat with Spacious Deck
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Chesapeake Bay Abode Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
Click For PricingVRBO
- From $254 per night (USD)
Expedia
Charming Duplex in the heart of Leonardtown\n
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This bright, stylish duplex is the perfect base to explore St Mary’s county. Nestled in downtown Leonardtown , this cont ...
From $254 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Sun-Dappled Waterfront Home on Potomac River!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your private waterfront oasis awaits at this charming 3-bedroom, 2-bathroom house in Scotland, MD. Unwind on the spaciou ...
From $227 per night (USD)VRBO
- From $133 per night (USD)
Expedia
2 Bedroom Cozy Beach Cottage with Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Come and relax at "The Beach Hive" Cottage! Approximately 70 miles from Washington D.C., 14 miles from Patuxent River N ...
From $133 per night (USD)Expedia
- From $463 per night (USD)
VRBO
Paradise by the water with a private pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
BRAND NEW! We just bought this amazing retreat!! Set on three acres of spectacular waterfront property, there’s everythi ...
From $463 per night (USD)VRBO
- From $718 per night (USD)
VRBO
Charming Waterfront Escape with beach and pier for fishing and crabbing
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
This southern Maryland location is filled with charm and history. St. George Island is site of the first battle in Mary ...
From $718 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Beachfront overlook apartment with panoramic view.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
View the water from above in this exclusive two person abode. The kitchen is fully equipped with copper pots, microwave, ...
From $220 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Waterfront retreat with private dock - 90 min to DC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This charming, waterfront property is situated on over an acre of scenic beauty. You'll enjoy stunning views from every ...
From $350 per night (USD)VRBO
- From $139 per night (USD)
VRBO
Potomac Vista Cottage by the Small Pond
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming 2 Bedroom 2 Bath located 20 ft from the Maryland Potomac Shore with expansive views across the river to Virgini ...
From $139 per night (USD)VRBO
- From $356 per night (USD)
Expedia
WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Little Red Oyster House on St. Clements Bay is a 3 bedroom , 2 bathroom cottage that sleeps 6 guests. This pictures ...
From $356 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Potomac River Getaway at McKays Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
1930's remodeled 2 bedroom, 1 bath beach cottage. Sleeps 6. Two twin beds, one queen and a queen size hide-a-bed. Dish ...
From $150 per night (USD)VRBO
- From $248 per night (USD)
VRBO
Come relax yourself a while
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Brand new 750 sq ft in-law apartment set up in a very efficient setting with open living space and jack-n-jill bathroom. ...
From $248 per night (USD)VRBO
- From $105 per night (USD)
VRBO
Charming Rustic Boathouse right on the water!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the Boathouse!! By offering kayaks, swimming, crabbing, fishing, a beautiful ambiance for drinks and dinner s ...
From $105 per night (USD)VRBO
- From $543 per night (USD)
VRBO
1.5 hours from D.C. - No Bay Bridge - Indoor Pool - Private Beach - Sunsets
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to an exceptional private home on St. George Island--just 1.5 hours from Washington, DC (without going over the ...
From $543 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Dameron Farm on the Water - Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
15 Acre Waterfront Farm Saltwater heated pool (seasonal)! - Saltwater heated pool (seasonal)! - Private Beach - Contactl ...
From $900 per night (USD)VRBO
- From $550 per night (USD)
VRBO
2 Acre Oasis with Private Beach! Family and dog friendly!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Paradise Point where you’ll be surrounded by sweeping water views. The Potomac River is on one side of the ho ...
From $550 per night (USD)VRBO
- From $353 per night (USD)
VRBO
The Hideaway in Hays Beach on the Chesapeake Bay with Broadband Internet!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Read “Guest Reviews” to see if The Hideaway is the best for your Family! A uniquely Maryland “Chesapeake Bay Cottage” ex ...
From $353 per night (USD)VRBO
- From $317 per night (USD)
VRBO
Horseshoe Point in St. Marys City, MD
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Waterfront Peninsula on the St. Marys River. Horseshoe Point is a private 3 acre peninsula on the St. Marys River adjac ...
From $317 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Perfect location rental for quiet vacation get away or writer's paradise.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous wooded property on the Potomac River. Overlooking St. Clement's Island - the birthplace of Maryland. Space incl ...
From $200 per night (USD)VRBO
- From $440 per night (USD)
VRBO
Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Free Wifi - Private Beach - Contactless Check-In - Pet Friendly - Tesla Charger - Linens, Soaps and Shampoo Provided. ...
From $440 per night (USD)VRBO
- From $144 per night (USD)
VRBO
Quaint fishing retreat on the lower Potomac Piney Pt
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Wollongong, our Potomac Oasis! We are a NEWLY RENOVATED fishing retreat directly on the shores of Historic S ...
From $144 per night (USD)VRBO
- From $439 per night (USD)
Expedia
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Beautiful views of the Chesapeake Bay from the large deck and water views from every room. Two master bedroom suites an ...
From $439 per night (USD)Expedia
- From $380 per night (USD)
VRBO
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
I INVITE YOU TO COME RELAX ON OUR PRIVATE BEACH PARADISE! Our cottage is directly on the sand, giving you access to the ...
From $380 per night (USD)VRBO
- From $429 per night (USD)
VRBO
Breton Bay Family Getaway
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 8
This is a great spot right on Breton Bay, offering sweeping views of the bay and its opening to the Potomac from its sha ...
From $429 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Waterfront Getaway-Beach, Canoe and Boat Dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape your busy lives and vacation on our private beach. “Mark’s Beach House” offers incredible water views from every ...
From $295 per night (USD)VRBO
- From $292 per night (USD)
VRBO
Sunrise Cottage with stunning views of the Chesapeake Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience beautiful sunrises, a symphony of birds and wildlife, and peaceful tranquility. Sunrise Cottage features an o ...
From $292 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Chesapeake Charm
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Not ready for summer to end? Extend it with a long weekend at the Chesapeake Charm! This creek side home has just what y ...
From $225 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Stunning sunsets Leonardtown apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Breton Bay Breezeway is an one bedroom efficiency apartment that overlooks Breton Bay. This luxury apartment is dec ...
From $125 per night (USD)VRBO
- From $432 per night (USD)
VRBO
Riverside House w\/ Kayaks, Piano & Fireplace
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Fall in love with The Seafarer. This 5-bed, 2.5-bath colonial home has beautiful views from every room! The vacation ren ...
From $432 per night (USD)VRBO
- From $412 per night (USD)
Expedia
Pizza Friday
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Magnificent 26-acre waterfront property just off the Potomac River. This secluded, quiet waterfront oasis boasts four-be ...
From $412 per night (USD)Expedia
- From $174 per night (USD)
VRBO
El Camino
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Magnificent 26-acre waterfront property just off the Potomac River. This secluded, quiet, waterfront oasis guesthouse is ...
From $174 per night (USD)VRBO
- From $591 per night (USD)
VRBO
Hays Beach House - Hot Tub - Private Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Toasty Hot Tub - Free Wifi - Private Beach - Contactless Check-In - Pet Friendly - Tesla Charger - Linens, Soaps and S ...
From $591 per night (USD)VRBO
- From $377 per night (USD)
VRBO
Waterfront Maryland Vacation Home: Private Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled on a sprawling farm along the Potomac River, this historic vacation rental in Ridge, MD, is perfect for your nex ...
From $377 per night (USD)VRBO
- Click For Pricing
Expedia
Waterfront Cottage in Piney Point w\/ Kayaks!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Treat your family to a picturesque Maryland escape when you book this 3-bedroom, 1.5-bath vacation rental in Piney Point ...
Click For PricingExpedia
- From $165 per night (USD)
VRBO
Six minutes to Pax River Gate! \n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Comfortable. quiet place for business travelers. Near all dining on route 235. Long sidewalk for runners. Pet friendly ...
From $165 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Secluded River Front Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Looking for a quiet peaceful getaway? Look no further! Welcome to your home away from home. Our home sits on over 2 a ...
From $315 per night (USD)Expedia
- From $251 per night (USD)
VRBO
Relaxing waterfront cottage, St. George Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
We have plenty of space in our relaxing cottage right here on St. George Island, Maryland. Relax in our sunroom, fish fr ...
From $251 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Just a getaway piece of property
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy of a unique experience, away from the hectic city life, Amish market and farmers market minutes away, enjoy the Ma ...
From $175 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Waterfront at the Pines of Canoe Neck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Welcome to "The Pines at Canoe Neck" a private waterfront experience with the farm feel. Enjoy the 75 foot dock with fis ...
From $125 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Fun in the sun
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Come enjoy this beautiful camper with lots of toys for adults and children. If you are looking for a quiet peaceful geta ...
From $250 per night (USD)VRBO
- From $641 per night (USD)
VRBO
Sí Paradise, waterfront home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Sí Paradise! Wake up to an amazing beach-front sunrise. It has the Potomac River in front and behind, it's pr ...
From $641 per night (USD)VRBO
- From $853 per night (USD)
VRBO
Beach Club: your own private \"Caribbean\" resort
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Summary: Beach Club, nestled in the "Caribbean" shores of Piney Point Maryland, guarantees guests an unforgettable resor ...
From $853 per night (USD)VRBO
- From $162 per night (USD)
VRBO
Potomac River Crabbing & Fishing Paradise
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your stay at Toney's Landing begins each day at sunrise when an endless array of fowl and fish swoop onto your lines, sw ...
From $162 per night (USD)VRBO
- From $65 per night (USD)
VRBO
Turtle Cove at Cedar Cove Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kick back and relax in this calm and stylish space. This month-to-month furnished rental includes water, electric, sewe ...
From $65 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Beach House on the Potomac River only 90 minutes from the Nations Capital.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Beautiful spacious modern house on the Potomac River with private beach and unobstructed water views. Absolutely gorgeo ...
From $650 per night (USD)VRBO
- From $350 per night (USD)
Expedia
3 Bedrooms Relaxing Rustic House on Saint Thomas CreeK
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our peaceful getaway on Saint Thomas Creek and the Patuxent River. A place to be, feel & experience relaxatio ...
From $350 per night (USD)Expedia
- From $274 per night (USD)
VRBO
Waterfront cottage with private pier, fireplace, and large yard.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Sitting on the waterfront, Capturing the moment of sunrise, Waiting for the sunset on the pier. This is a hundred-year-o ...
From $274 per night (USD)VRBO
- From $334 per night (USD)
VRBO
WATERFRONT 3000 SQFT HOME W\/ PIER, WRAP PORCH, KAYAK, PADDLE BOARD, FIRE PIT
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Southern Maryland Treasure - Peaceful retreat with lots of room for large family gathering or weekend getaway. Enjoy bea ...
From $334 per night (USD)VRBO
- Click For Pricing
VRBO
Unbeatable water views in this spacious Potomac River home
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Relax and unwind in a modernly decorated beachhouse on the widest portion of the Potomac River. Sit on the back porch, ...
Click For PricingVRBO
- Click For Pricing
Expedia
Wicomico riverside home with access to fishing pier, boat drop - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Wicomico River Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingExpedia
- Click For Pricing
VRBO
Historic Rosecroft
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Magical. That’s the most often used descriptor of Rosecroft by visitors for the past 400 years. Dating back to 1639, 20+ ...
Click For PricingVRBO
- From $135 per night (USD)
VRBO
Cozy clean apartment in the heart of Leonardtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
This cozy one bedroom apartment is the perfect place to unwind & relax. Located in the heart of downtown Leonardtown, t ...
From $135 per night (USD)VRBO
- From $283 per night (USD)
VRBO
Vacation Rental House Situated on Chesapeake Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Watch the sunrise over Chesapeake Bay as you sip your morning coffee from the deck of this 2-bedroom + loft, 2-bathroom ...
From $283 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Scenic Sunsets star lite sky between Pax River and Wash DC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Blue Crab Cottage welcomes you to the scenic Wicomico River with the ‘best sunsets' in the county. Wake up to wonder wa ...
From $214 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Water's Edge Cottage -- Luxury Retreat -- 180 Degree Potomac Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the newly renovated Water's Edge Cottage, offering what may be the best views on the Potomac. We are excited ...
From $325 per night (USD)VRBO
- From $177 per night (USD)
Expedia
Waterfront Rock Point Vacation Rental w\/ Sunroom!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Located in beautiful Bushwood, MD, this charming 3-bedroom, 1-bath vacation rental house is the perfect getaway for expl ...
From $177 per night (USD)Expedia
- From $178 per night (USD)
VRBO
Tranquil Private Getaway Minutes to Patuxent River
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the very best of Patuxent River from the comfort & convenience of this peaceful private retreat! Perfectly situ ...
From $178 per night (USD)VRBO
- Click For Pricing
VRBO
Beach Front and 'Perfectly Placed'
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
About this space Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully ap ...
Click For PricingVRBO
- Click For Pricing
VRBO
Waterfront Leonardtown Retreat w\/ Dock Access!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Boasting an unbeatable, waterfront location with ample space for rest and relaxation, this Leonardtown retreat is ready ...
Click For PricingVRBO
- From $300 per night (USD)
Expedia
Charming cottage on Chesapeake Bay with private sand beach and 1 acre to play on
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
We bought this place during COVID as an escape from the city & pandemic. As we fixed it up, it quickly became our sanct ...
From $300 per night (USD)Expedia
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Expedia
Charming Waterfront Cottage with Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Nestled on the Potomac River is the vintage cottage “Pine Needle Nest.” This 100-year-old pristinely redesigned cottage ...
Click For PricingExpedia
- From $590 per night (USD)
Expedia
Waterfront Paradise with Pool & Hot Tub plus 4 King Beds & 4 Full baths
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Holly Knoll is the perfect getaway for families. This stunningly beautiful, private and secluded waterfront home is you ...
From $590 per night (USD)Expedia
- Click For Pricing
VRBO
Pet-Friendly Mechanicsville Retreat w\/ Deck!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Chesapeake Bay area awaits when you book this 3-bedroom, 3-bath Mechanicsville vacation rental! This bright home fea ...
Click For PricingVRBO
- From $264 per night (USD)
Expedia
Sunrise Waterfront Cottage with Dock & Kayaks!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to nature at this secluded, waterfront retreat adjacent to Point Lookout State Park. Grab your coffee and watch ...
From $264 per night (USD)Expedia
- From $178 per night (USD)
VRBO
18-Acre Waterfront Sanctuary: Peace & Privacy
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your waterfront retreat in Southern Maryland, where over 18 acres of natural beauty and tranquility await. Ne ...
From $178 per night (USD)VRBO
- From $164 per night (USD)
Expedia
Tiny at St. George Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy the lovely setting of this romantic spot in nature. This tiny house you have one queen bed and one bunk bed. You w ...
From $164 per night (USD)Expedia
- From $894 per night (USD)
VRBO
Direct waterfront access to the Chesapeake Bay
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Pleasure Point Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $894 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Waterfront Cottage w\/ Incredible Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Our dreamy waterfront getaway is the perfect spot for you to fully unwind and relax. Located directly on the waterfront ...
From $320 per night (USD)Expedia
- Click For Pricing
VRBO
Bay Front Beach House\n
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Take it easy at this unique and tranquil getaway. Located at the southernmost tip of a peninsula formed by the confluen ...
Click For PricingVRBO
- From $782 per night (USD)
Expedia
Bay House by AvantStay | Waterfront, Pier, Pond
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Introducing Bay House, a pinnacle of luxury nestled in Dameron, Maryland, offering an exclusive waterfront experience on ...
From $782 per night (USD)Expedia
- From $1043 per night (USD)
VRBO
Bay Estate by AvantStay | Waterfront, Private Pond
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
This is a buyout of two listings (Bay House and Bay Cottage) for a total of 7 bedrooms. Introducing Bay Estate, a pinna ...
From $1043 per night (USD)VRBO
- From $269 per night (USD)
Expedia
Bay Cottage by AvantStay | Waterfront, Pier, Pond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Introducing Bay Cottage, a one-of-a-kind escape nestled in Dameron, Maryland, offering an exclusive waterfront experienc ...
From $269 per night (USD)Expedia
- From $284 per night (USD)
VRBO
\"Serenity\"-St. Patrick's Creek w\/ private pier
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to "Serenity”, newly renovated and decorated luxury 4 bedroom 3.5 bath. This property is located directly on St. ...
From $284 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury Lakefront with Pier.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Living Room Gas Fireplace: Cozy up by the fire in the living room or the master bedroom, perfect for those cooler evenin ...
Click For PricingExpedia