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Saint Mary's Area Rentals

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Results: 172 Rentals

  • Waterfront House with Dock, Kayaks, & Sailboat!
    From $441 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 $441 per night (USD)

    VRBO

    Details
  • Your private beach retreat in historic St. Mary's
    From $373 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 $373 per night (USD)

    Expedia

    Details
  • Waterfront Cabin!
    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 Pricing

    Expedia

    Details
  • Waterfront Scotland Beach Retreat w\/Private Beach!
    From $830 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 $830 per night (USD)

    Expedia

    Details
  • Spacious Gorgeous Waterfront Home With Sunset View
    From $383 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 $383 per night (USD)

    VRBO

    Details
  • Summerlee at Scotland Yards
    From $490 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 $490 per night (USD)

    Expedia

    Details
  • Private Beach Front Getaway at The Sunshine Beach Cottage.
    From $316 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 $316 per night (USD)

    VRBO

    Details
  • Serenity Bay-Relaxing, Spacious House-Private Pool-6 bdrms-5baths
    From $651 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 $651 per night (USD)

    Expedia

    Details
  • Stylish, Panoramic River Views , Waterfront Modern Home 1 Hr to D.C.
    From $275 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 $275 per night (USD)

    VRBO

    Details
  • Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC
    From $265 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 $265 per night (USD)

    Expedia

    Details
  • Kentigern at Scotland Yards
    From $400 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 $400 per night (USD)

    VRBO

    Details
  • Tanera Moor at Scotland Yards
    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 Pricing

    Expedia

    Details
  • Kentigern Shed at Scotland Yards
    From $286 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 $286 per night (USD)

    VRBO

    Details
  • Seascair at Scotland Yards
    From $275 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 $275 per night (USD)

    Expedia

    Details
  • Culag at Scotland Yards
    From $202 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 $202 per night (USD)

    VRBO

    Details
  • Inchgarth at Scotland Yards
    From $500 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 $500 per night (USD)

    Expedia

    Details
  • Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
    From $270 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 $270 per night (USD)

    VRBO

    Details
  • Waterfront Relaxing Getaway
    From $185 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 $185 per night (USD)

    Expedia

    Details
  • Blue Heron on Little Kingston Creek
    From $173 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 $173 per night (USD)

    VRBO

    Details
  • Peaceful room in farm fields of Leonardtown area
    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 Pricing

    VRBO

    Details
  • **FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
    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

    Details
  • Southern Maryland Potomac River Woodland Cottage, Polite Pets welcomed
    From $218 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 $218 per night (USD)

    Expedia

    Details
  • Piney Point, private , Beach Front Cottage
    From $320 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 $320 per night (USD)

    VRBO

    Details
  • Historic, Elegant, Luxurious.
    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 Pricing

    Expedia

    Details
  • Waterfront Ridge Retreat Cabin on St Jeromes Creek
    From $222 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 $222 per night (USD)

    VRBO

    Details
  • Gorgeous Sunsets & Waves Heard From Bed. Why Wait?
    From $288 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 $288 per night (USD)

    VRBO

    Details
  • Beautiful Dog-Friendly Retreat with Spacious Deck
    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 Pricing

    VRBO

    Details
  • Charming Duplex in the heart of Leonardtown\n
    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

    Details
  • Sun-Dappled Waterfront Home on Potomac River!
    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

    Details
  • 2 Bedroom Cozy Beach Cottage with Beach Access
    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

    Details
  • Paradise by the water with a private pool
    From $400 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 $400 per night (USD)

    VRBO

    Details
  • Charming Waterfront Escape with beach and pier for fishing and crabbing
    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

    Details
  • Beachfront overlook apartment with panoramic view.
    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

    Details
  • Potomac Vista Cottage by the Small Pond
    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

    Details
  • WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
    From $349 per night (USD)

    VRBO

    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 $349 per night (USD)

    VRBO

    Details
  • Potomac River Getaway at McKays Beach
    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

    Details
  • Come relax yourself a while
    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

    Details
  • Charming Rustic Boathouse right on the water!
    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

    Details
  • 1.5 hours from D.C. - No Bay Bridge - Indoor Pool - Private Beach - Sunsets
    From $639 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 $639 per night (USD)

    VRBO

    Details
  • Dameron Farm on the Water - Private Pool
    From $1096 per night (USD)

    Expedia

    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 $1096 per night (USD)

    Expedia

    Details
  • 2 Acre Oasis with Private Beach! Family and dog friendly!
    From $538 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 $538 per night (USD)

    VRBO

    Details
  • The Hideaway in Hays Beach on the Chesapeake Bay with Broadband Internet!
    From $351 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 $351 per night (USD)

    VRBO

    Details
  • Horseshoe Point in St. Marys City, MD
    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

    Details
  • Perfect location rental for quiet vacation get away or writer's paradise.
    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

    Details
  • Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger
    From $458 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 $458 per night (USD)

    VRBO

    Details
  • Quaint fishing retreat on the lower Potomac Piney Pt
    From $110 per night (USD)

    Expedia

    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 $110 per night (USD)

    Expedia

    Details
  • Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
    From $439 per night (USD)

    VRBO

    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)

    VRBO

    Details
  • 𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
    From $346 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! expansive views of the Chesapeake Bay, wildlife, sandy beach, ...

    From $346 per night (USD)

    VRBO

    Details
  • Breton Bay Family Getaway
    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

    Details
  • Waterfront Getaway-Beach, Canoe and Boat Dock!
    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

    Details
  • Sunrise Cottage with stunning views of the Chesapeake Bay
    From $309 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 $309 per night (USD)

    VRBO

    Details
  • Chesapeake Charm
    From $242 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 $242 per night (USD)

    VRBO

    Details
  • Pizza Friday
    From $403 per night (USD)

    VRBO

    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 $403 per night (USD)

    VRBO

    Details
  • El  Camino
    From $141 per night (USD)

    Expedia

    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 $141 per night (USD)

    Expedia

    Details
  • Riverside House w\/ Kayaks, Piano & Fireplace
    From $524 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 $524 per night (USD)

    VRBO

    Details
  • Stunning sunsets Leonardtown apartment
    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

    Details
  • Hays Beach House - Hot Tub - Private Beach
    From $562 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 $562 per night (USD)

    VRBO

    Details
  • Waterfront Maryland Vacation Home: Private Beach!
    From $285 per night (USD)

    Expedia

    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 $285 per night (USD)

    Expedia

    Details
  • Waterfront Cottage in Piney Point w\/ Kayaks!
    From $229 per night (USD)

    VRBO

    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 ...

    From $229 per night (USD)

    VRBO

    Details
  • Six minutes to Pax River Gate! \n
    From $165 per night (USD)

    Expedia

    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)

    Expedia

    Details
  • Secluded River Front Cottage
    From $275 per night (USD)

    VRBO

    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 $275 per night (USD)

    VRBO

    Details
  • Just a getaway piece of property
    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

    Details
  • Waterfront at the Pines of Canoe Neck
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    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 ...

    Click For Pricing

    VRBO

    Details
  • Fun in the sun
    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

    Details
  • Beach Club: your own private \Caribbean\ resort
    From $850 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 $850 per night (USD)

    VRBO

    Details
  • Potomac River Crabbing & Fishing Paradise
    From $168 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 $168 per night (USD)

    VRBO

    Details
  • Turtle Cove at Cedar Cove Marina
    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

    Details
  • Beach House on the Potomac River only 90 minutes from the Nations Capital.
    From $781 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 $781 per night (USD)

    VRBO

    Details
  • Sí Paradise, waterfront home!
    From $649 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 $649 per night (USD)

    VRBO

    Details
  • 3 Bedrooms Relaxing Rustic House on Saint Thomas CreeK
    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

    Details
  • Waterfront cottage with private pier, fireplace, and large yard.
    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

    Details
  • WATERFRONT 3000 SQFT HOME W\/ PIER, WRAP PORCH, KAYAK, PADDLE BOARD, FIRE PIT
    From $335 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 $335 per night (USD)

    VRBO

    Details
  • Unbeatable water views in this spacious Potomac River home
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    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 Pricing

    VRBO

    Details
  • Cozy clean apartment in the heart of Leonardtown!
    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

    Details
  • Wicomico riverside home with access to fishing pier, boat drop - dog-friendly
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    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 Pricing

    Expedia

    Details
  • Vacation Rental House Situated on Chesapeake Bay
    From $245 per night (USD)

    Expedia

    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 $245 per night (USD)

    Expedia

    Details
  • Historic Rosecroft
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    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 Pricing

    VRBO

    Details
  • Scenic Sunsets star lite sky between Pax River and Wash DC
    From $144 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 $144 per night (USD)

    Expedia

    Details
  • Water's Edge Cottage -- Luxury Retreat -- 180 Degree Potomac Views
    From $342 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 $342 per night (USD)

    VRBO

    Details
  • Waterfront Rock Point Vacation Rental w\/ Sunroom!
    From $152 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 $152 per night (USD)

    Expedia

    Details
  • Tranquil Private Getaway Minutes to Patuxent River
    From $154 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 $154 per night (USD)

    VRBO

    Details
  • Beach Front and 'Perfectly Placed'
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    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 ...

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    VRBO

    Details
  • Luxury Lakefront with Pier.
    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 Pricing

    Expedia

    Details
  • Beachy Maryland A-Frame: Steps to Chesapeake Bay!
    From $316 per night (USD)

    Expedia

    Beachy Maryland A-Frame: Steps to Chesapeake Bay!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Escape to enchanting Scotland, MD, and immerse yourself in the tranquility of this charming 3-bedroom, 2-bathroom A-fram ...

    From $316 per night (USD)

    Expedia

    Details
  • Waterfront Leonardtown Retreat w\/ Dock Access!
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    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 ...

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    VRBO

    Details
  • Charming cottage on Chesapeake Bay with private sand beach and 1 acre to play on
    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

    Details
  • Charming Waterfront Cottage with Sunset Views
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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 Pricing

    Expedia

    Details
  • Waterfront Paradise with Pool & Hot Tub plus 4 King Beds & 4 Full baths
    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

    Details
  • Pet-Friendly Mechanicsville Retreat w\/ Deck!
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    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 Pricing

    VRBO

    Details
  • Sunrise Waterfront Cottage with Dock & Kayaks!
    From $263 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 $263 per night (USD)

    Expedia

    Details
  • 18-Acre Waterfront Sanctuary: Peace & Privacy
    From $132 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 $132 per night (USD)

    VRBO

    Details
  • Waterfront Cottage w\/ Incredible Views
    From $330 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 $330 per night (USD)

    Expedia

    Details
  • Bay Front Beach House\n
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    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 Pricing

    VRBO

    Details
  • Saint Cozy Cottage Waterfront
    Click For Pricing

    VRBO

    Saint Cozy Cottage Waterfront

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    About this space A relaxing waterfront escape awaits at Saint Cozy Cottage! This charming home offers private decks, ama ...

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    VRBO

    Details
  • Bay House by AvantStay | Waterfront, Pier, Pond
    From $676 per night (USD)

    VRBO

    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 $676 per night (USD)

    VRBO

    Details
  • Bay Estate by AvantStay | Waterfront, Private Pond
    From $1047 per night (USD)

    Expedia

    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 pinnacl ...

    From $1047 per night (USD)

    Expedia

    Details
  • Bay Cottage by AvantStay | Waterfront, Pier, Pond
    From $296 per night (USD)

    VRBO

    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 $296 per night (USD)

    VRBO

    Details
  • \Serenity\-St. Patrick's Creek w\/ private pier
    From $284 per night (USD)

    Expedia

    \"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)

    Expedia

    Details
  • Secluded lake front home in Southern Maryland - Fish, Kayak, Relax
    From $350 per night (USD)

    VRBO

    Secluded lake front home in Southern Maryland - Fish, Kayak, Relax

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Prepare to relax! Come and enjoy this veteran owned, private waterfront home either from the end of the pier or from the ...

    From $350 per night (USD)

    VRBO

    Details
  • Direct waterfront access to the Chesapeake Bay
    From $621 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 $621 per night (USD)

    VRBO

    Details