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Calvert Area Rentals

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Results: 97 Rentals

  • Sweet Bamboo Beach Cottage
    From $277 per night (USD)

    VRBO

    Sweet Bamboo Beach Cottage

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    If you are looking for a sweet, comfortable and clean home for your stay while visiting our beaches or other Calvert Cou ...

    From $277 per night (USD)

    VRBO

    Details
  • Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
    From $449 per night (USD)

    Expedia

    Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to A Haven Away! Our home has 4 bedrooms (2 king beds + 2 queen beds). 2 mins to the beach, restaurants, and wet ...

    From $449 per night (USD)

    Expedia

    Details
  • Our Always Dreaming Cottage - The Bay At Your Back Steps
    From $403 per night (USD)

    VRBO

    Our Always Dreaming Cottage - The Bay At Your Back Steps

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to The Aways Dreaming Cottage with two bedrooms which sleeps four (4) – where dreaming is a pastime you will enj ...

    From $403 per night (USD)

    VRBO

    Details
  • Waterfront Cabin with Million Dollar View and Luxury Bath!  Find Shark's Teeth!
    From $204 per night (USD)

    VRBO

    Waterfront Cabin with Million Dollar View and Luxury Bath! Find Shark's Teeth!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Comfortable Chesapeake Bay Waterfront Historic Log Cabin in Exclusive Private Community where you can enjoy swimming, te ...

    From $204 per night (USD)

    VRBO

    Details
  • Waterfront, Private Beach, Peaceful Family Getaway
    From $534 per night (USD)

    VRBO

    Waterfront, Private Beach, Peaceful Family Getaway

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Experience the Chesapeake from your very own front row seat at Murphy Point on the Chesapeake. Watch dolphins, turtles, ...

    From $534 per night (USD)

    VRBO

    Details
  • Cozy Cedar Cottage-Beach Getaway
    From $242 per night (USD)

    Expedia

    Cozy Cedar Cottage-Beach Getaway

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Come enjoy our private community beach with one mile of shoreline, sandy beach and the Chesapeake Bay. Walk or drive to ...

    From $242 per night (USD)

    Expedia

    Details
  • Waterfront Wildlife Retreat on the Patuxent River
    From $337 per night (USD)

    VRBO

    Waterfront Wildlife Retreat on the Patuxent River

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This contemporary waterfront home, located on the Patuxent River, near the entrance to the Solomons Island Harbor, is ...

    From $337 per night (USD)

    VRBO

    Details
  • Block to beach. Enjoy relax and play in our gameroom
    From $398 per night (USD)

    VRBO

    Block to beach. Enjoy relax and play in our gameroom

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    11

    Great escape - Beautiful views of the Chesapeake Bay with community beach only a block away! 3 Bedroom plus bunk area. L ...

    From $398 per night (USD)

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    Details
  • Beach Combing & Relaxation
    From $263 per night (USD)

    VRBO

    Beach Combing & Relaxation

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Beach Access in this private beach community with one mile of beach! Summer is a wonderful time of year for a romantic g ...

    From $263 per night (USD)

    VRBO

    Details
  • Indoor pool and spa in contemporary French home secluded in surrounding woods
    From $1229 per night (USD)

    Expedia

    Indoor pool and spa in contemporary French home secluded in surrounding woods

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Contemporary all-brick French manor nestled within 16-acres of secluded woodlands. Indoor pool/spa with waterfall inside ...

    From $1229 per night (USD)

    Expedia

    Details
  • Harbor Cottage at the Chesapeake Bay - Dog Friendly Beach
    From $245 per night (USD)

    VRBO

    Harbor Cottage at the Chesapeake Bay - Dog Friendly Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Harbor Cottage. Relax on the deck overlooking the fishing and sailboats of Flag Harbor opening onto the Chesapeake Bay. ...

    From $245 per night (USD)

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    Details
  • Saint Leonard Long Beach Beach House
    From $333 per night (USD)

    Expedia

    Saint Leonard Long Beach Beach House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    BODHI'S BAY HOUSE - This home is just a few steps from the private community beach, fully stocked with everything you ne ...

    From $333 per night (USD)

    Expedia

    Details
  • Quiet Woodland cottage near St. Leonard's Creek
    From $173 per night (USD)

    VRBO

    Quiet Woodland cottage near St. Leonard's Creek

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Hilltop Cottage has newly installed wifi and cable TV with one loft bedroom with two twin beds. The main floor has one f ...

    From $173 per night (USD)

    VRBO

    Details
  • Guest Quarters at the Inn - 103
    From $237 per night (USD)

    Expedia

    Guest Quarters at the Inn - 103

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Guest Quarters at the Inn is a vacation rental site situated one block from the Chesapeake Bay in the historic and c ...

    From $237 per night (USD)

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  • Guest Quarters at the Inn  - 102
    From $237 per night (USD)

    VRBO

    Guest Quarters at the Inn - 102

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The Guest Quarters at the Inn is a vacation rental site situated one block from the Chesapeake Bay in the historic and c ...

    From $237 per night (USD)

    VRBO

    Details
  • Beachside Oasis with Beach Passes & King Suite by A Haven Away
    From $307 per night (USD)

    Expedia

    Beachside Oasis with Beach Passes & King Suite by A Haven Away

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Bay Haven, one of five A Haven Away getaways! This plant-filled oasis is in a quiet North Beach neighborhood, ...

    From $307 per night (USD)

    Expedia

    Details
  • Cozy Cottage 3 beds 2 baths W/ Outdoor grill!
    From $331 per night (USD)

    VRBO

    Cozy Cottage 3 beds 2 baths W/ Outdoor grill!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Lovely updated 3 bedroom 2 bathroom cottage walking distance to restaurants, shopping and the beach. Nicely decorated ho ...

    From $331 per night (USD)

    VRBO

    Details
  • Stunning  Chesapeake views from almost ever room, private  15 home community beach, fossils, 450 pier,crabbing,fishing
    From $523 per night (USD)

    Expedia

    Stunning Chesapeake views from almost ever room, private 15 home community beach, fossils, 450 pier,crabbing,fishing

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Free WiFi, kayak rentals. Our HOA precludes wedding or large gatherings. We are located on the Chesapeak's Bay Eastern ...

    From $523 per night (USD)

    Expedia

    Details
  • Spacious house, great deck & grill, close to boardwalk, shops, and restaurants.
    From $383 per night (USD)

    VRBO

    Spacious house, great deck & grill, close to boardwalk, shops, and restaurants.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Modern three-bedroom, two full bath home with half-bath and new furnishings. Quiet neighborhood easily accessible to Sa ...

    From $383 per night (USD)

    VRBO

    Details
  • Studio on the Bay.
    From $248 per night (USD)

    Expedia

    Studio on the Bay.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A studio apartment sits on a hill. You will have to walk up stairs from the parking oad and a grassy hill (can be consid ...

    From $248 per night (USD)

    Expedia

    Details
  • Club Carp North Beach
    From $341 per night (USD)

    VRBO

    Club Carp North Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Renovated throughout with three bedrooms and two full baths. This kid-friendly home has a large fenced yard with a swing ...

    From $341 per night (USD)

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    Details
  • Bay view from Calvert Cliffs, Solomons Island & State Park nearby
    From $301 per night (USD)

    Expedia

    Bay view from Calvert Cliffs, Solomons Island & State Park nearby

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    You will love this peaceful escape just steps from the beautiful Chesapeake Bay and Calvert Cliffs. Beaches, fossil hun ...

    From $301 per night (USD)

    Expedia

    Details
  • Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
    From $148 per night (USD)

    VRBO

    Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    LENGTH-OF-STAY CHANGE: Hi everyone! In the past, shorter stays were pretty common here, and I loved hosting all kinds of ...

    From $148 per night (USD)

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    Details
  • Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!
    From $812 per night (USD)

    Expedia

    Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    15

    The Mackall House is a spacious fully-remodeled six bedroom home with two primary suites, five full baths, and two half ...

    From $812 per night (USD)

    Expedia

    Details
  • Welcome to Hickory House on the Chesapeake Bay!
    From $243 per night (USD)

    VRBO

    Welcome to Hickory House on the Chesapeake Bay!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    Welcome to Hickory House on the Bay! Charming 2 bedroom, 1 bath cottage with seasonal views of the Chesapeake Bay is wit ...

    From $243 per night (USD)

    VRBO

    Details
  • The Blue Crab Beach House - Free beach passes 🦀
    From $314 per night (USD)

    Expedia

    The Blue Crab Beach House - Free beach passes 🦀

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to The Blue Crab just a few blocks from the Chesapeake Bay. :)6 You will enjoy staying at our newly renovated l ...

    From $314 per night (USD)

    Expedia

    Details
  • Discover tranquility near Calvert Cliffs
    From $663 per night (USD)

    VRBO

    Discover tranquility near Calvert Cliffs

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    In this quaint town of St. Leonard, you'll find our lovely 4-bedroom vacation house. Nestled just a short 18-minute driv ...

    From $663 per night (USD)

    VRBO

    Details
  • Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit
    From $435 per night (USD)

    Expedia

    Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Fully renovated waterfront cottage with private dock on Mill Creek in Lusby, MD. Located less than 45 miles from the ca ...

    From $435 per night (USD)

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    Details
  • Magnificent Water Front Property
    From $1027 per night (USD)

    VRBO

    Magnificent Water Front Property

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    Welcome to a magnificent custom waterfront retreat in the heart of Solomons, where luxury, tranquility, and Chesapeake B ...

    From $1027 per night (USD)

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    Details
  • Beach Home Away from Home Near Beaches & Popular Hangouts
    From $350 per night (USD)

    VRBO

    Beach Home Away from Home Near Beaches & Popular Hangouts

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Looking for a weekend getaway or somewhere to stay during business travel? Consider Serenity Beach House, a fully furnis ...

    From $350 per night (USD)

    VRBO

    Details
  • Cottage Located on the Patuxent River!
    From $393 per night (USD)

    VRBO

    Cottage Located on the Patuxent River!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Elegant Cottage located on the Patuxent River and only eight minutes from Running Hare Vineyard & Wedding Facility. Pro ...

    From $393 per night (USD)

    VRBO

    Details
  • Resort Style Country Living on the Patuxent River
    From $2120 per night (USD)

    VRBO

    Resort Style Country Living on the Patuxent River

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    This 6 bedroom/6.5 Bath, manor house has been completely renovated from its original 1782 historic state. It offers mode ...

    From $2120 per night (USD)

    VRBO

    Details
  • Mid-Century Modern on Private Beach, Designed by Award Winning Architect!
    From $380 per night (USD)

    VRBO

    Mid-Century Modern on Private Beach, Designed by Award Winning Architect!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Come enjoy living in mid-century modern style, with sweeping views of the Chesapeake Bay, all within a short drive from ...

    From $380 per night (USD)

    VRBO

    Details
  • Stunning Water Front Home with Private Dock and Beach and Sunsets
    From $609 per night (USD)

    Expedia

    Stunning Water Front Home with Private Dock and Beach and Sunsets

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    12

    Welcome to Martin's Landing, a stunning waterfront retreat, a very large and spacious 4-bedroom home designed for the ul ...

    From $609 per night (USD)

    Expedia

    Details
  • Relax & Unwind in a Historic 104-year-old farmhouse fully restored!
    From $203 per night (USD)

    VRBO

    Relax & Unwind in a Historic 104-year-old farmhouse fully restored!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Due to Medical issues, This is a Pet Free, Smoke & Vape Free house/property, please do not ask me to make an exception f ...

    From $203 per night (USD)

    VRBO

    Details
  • Blocks to the Boardwalk!
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    Expedia

    Blocks to the Boardwalk!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Park right in front of this beautiful cottage enclosed with a white picket fence. Everything is in walking distance fr ...

    Click For Pricing

    Expedia

    Details
  • Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
    From $286 per night (USD)

    VRBO

    Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A relaxing and peaceful guest house perfect for visiting family / attending events in the area, sight-seeing, nature lov ...

    From $286 per night (USD)

    VRBO

    Details
  • Cozy Cottage with access to and partially obstructed views of the bay.
    From $273 per night (USD)

    Expedia

    Cozy Cottage with access to and partially obstructed views of the bay.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Take it easy at this unique and tranquil getaway; with morning visits from deer in the yard, bald eagles and jet fighter ...

    From $273 per night (USD)

    Expedia

    Details
  • SoMD Cottage 1.5 acres of gorgeous coastal living!
    From $340 per night (USD)

    VRBO

    SoMD Cottage 1.5 acres of gorgeous coastal living!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to our Southern MD beach house. This 3 bedroom and 2 bath home is situated on nearly 1.5 acres of property where ...

    From $340 per night (USD)

    VRBO

    Details
  • Bayfront Home w/Hot Tub
    From $607 per night (USD)

    Expedia

    Bayfront Home w/Hot Tub

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Comfortable home with a million dollar view of the Chesapeake Bay. Pet friendly, outdoor hot tub, solo stove, and gourme ...

    From $607 per night (USD)

    Expedia

    Details
  • 5 bedroom, 8 bed, 3 story house a block from beach
    From $527 per night (USD)

    VRBO

    5 bedroom, 8 bed, 3 story house a block from beach

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    16

    This is a big house with a lot of windows, glass doors, and skylights that let an abundance of light in. Combine that, w ...

    From $527 per night (USD)

    VRBO

    Details
  • Luxury estate with jacuzzi and private pier
    From $415 per night (USD)

    Expedia

    Luxury estate with jacuzzi and private pier

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to the Blue Pearl - a luxurious river front estate with a private pier to catch crabs, fish, kayak, soak in the ...

    From $415 per night (USD)

    Expedia

    Details
  • Beach-Front Classic on the Chesapeake Bay
    From $793 per night (USD)

    VRBO

    Beach-Front Classic on the Chesapeake Bay

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    -- Skip lengthy travel and bridge traffic to the ocean. Avoid the crowds! -- 3 bedrooms with king beds, up to 6 people. ...

    From $793 per night (USD)

    VRBO

    Details
  • Amazing views from your beach front home. Over a mile of beach to explore!
    From $557 per night (USD)

    VRBO

    Amazing views from your beach front home. Over a mile of beach to explore!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Escape to “Aloha House,” our upscale beach-front home for sun-soaked fun on the Chesapeake Bay. “Aloha House” comes wit ...

    From $557 per night (USD)

    VRBO

    Details
  • Modern Solomons Cottage Rental - Walk to Island!
    From $295 per night (USD)

    VRBO

    Modern Solomons Cottage Rental - Walk to Island!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Embrace the essence of Chesapeake Bay living when you book this coastal vacation rental in Solomons, MD! Situated less t ...

    From $295 per night (USD)

    VRBO

    Details
  • Maryland Vacation Rental w/ Private Pool & Dock
    From $821 per night (USD)

    Expedia

    Maryland Vacation Rental w/ Private Pool & Dock

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    11

    Adventures await at this 4-bedroom, 2-bathroom Lusby, MD, vacation rental! This waterfront home features a private dock, ...

    From $821 per night (USD)

    Expedia

    Details
  • Two bedroom two bath home on charming  Solomons Island
    From $421 per night (USD)

    VRBO

    Two bedroom two bath home on charming Solomons Island

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Two bedroom 2-1/2 bath home on charming Solomons Island. Enjoy a glass of wine while watching sailboats go by on the upp ...

    From $421 per night (USD)

    VRBO

    Details
  • Beautiful Beach Boutique  2 Beaches, 1 lake, mature trees for beauty and privacy
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    Expedia

    Beautiful Beach Boutique 2 Beaches, 1 lake, mature trees for beauty and privacy

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    With a beach right behind my house. only eight miles from Solomon's Island. This is a great find. You can chill on the d ...

    Click For Pricing

    Expedia

    Details
  • \High Tide Tranquility\- Beach w/ BBQ
    From $335 per night (USD)

    VRBO

    \"High Tide Tranquility\"- Beach w/ BBQ

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to "High Tide Tranquility" , newly decorated coastal inspired 3 bedroom 2 bath. The main level boosts a Queen Ma ...

    From $335 per night (USD)

    VRBO

    Details
  • Osprey's Perch
    From $469 per night (USD)

    VRBO

    Osprey's Perch

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Osprey’s Perch! A kid & dog friendly house with 3 bedrooms, 2 full bathrooms, 4 private parking spaces, & a f ...

    From $469 per night (USD)

    VRBO

    Details
  • Private Chesapeake Bay Beach community…love to feel the sand between your toes?
    From $247 per night (USD)

    VRBO

    Private Chesapeake Bay Beach community…love to feel the sand between your toes?

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This stylish home is a fun place for your family or friends with its brand newly renovated interior on a full acre of pr ...

    From $247 per night (USD)

    VRBO

    Details
  • Comfy apt located at a nonprofit animal sanctuary. Come visit!
    From $166 per night (USD)

    VRBO

    Comfy apt located at a nonprofit animal sanctuary. Come visit!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to Gilly's Getaway, your home away from home on the premises of a working nonprofit animal sanctuary. This basem ...

    From $166 per night (USD)

    VRBO

    Details
  • Waterfront Views: Peaceful Chesapeake Bay Escape
    From $696 per night (USD)

    VRBO

    Waterfront Views: Peaceful Chesapeake Bay Escape

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    2,400 Sq Ft | Family-Friendly Amenities | Waxing Gibbous Phases of the Moon Views Over Chesapeake Bay Escape to a seren ...

    From $696 per night (USD)

    VRBO

    Details
  • Charming Waterfront Getaway with Private Dock
    From $529 per night (USD)

    Expedia

    Charming Waterfront Getaway with Private Dock

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Quiet, roomy home on an acre of heavily wooded land features everything you need to relax with family and friends. On Mi ...

    From $529 per night (USD)

    Expedia

    Details
  • Belle of the Chesapeake Bay
    From $391 per night (USD)

    VRBO

    Belle of the Chesapeake Bay

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Views of the Chesapeake Bay, access to private beaches, minutes away from hot spots like Calvert Cliffs and Solomon's Is ...

    From $391 per night (USD)

    VRBO

    Details
  • Private Waterfront Home with Dock in Solomons, MD
    From $420 per night (USD)

    Expedia

    Private Waterfront Home with Dock in Solomons, MD

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Located on Hungerford Creek in Solomon's, this cottage in the trees provides a beautiful place to gather in all seasons. ...

    From $420 per night (USD)

    Expedia

    Details
  • Our Bay House-Your Home Away from Home
    From $347 per night (USD)

    VRBO

    Our Bay House-Your Home Away from Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Make memories at this non smoking and family-friendly place located at Chesapeake Ranch Estates. This cozy, beautiful an ...

    From $347 per night (USD)

    VRBO

    Details
  • WATERFRONT!!! The River's Roost on The Patuxent River
    From $438 per night (USD)

    Expedia

    WATERFRONT!!! The River's Roost on The Patuxent River

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Situated right on the Patuxent River and offering endless opportunities for fun, this house is the most idyllic place to ...

    From $438 per night (USD)

    Expedia

    Details
  • Bay Charm. 2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil!
    From $378 per night (USD)

    VRBO

    Bay Charm. 2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Two-story house with 4 bedrooms, 2 baths, fully stocked kitchen, living room, Florida room, and yard with picnic table. ...

    From $378 per night (USD)

    VRBO

    Details
  • Family Luxury: 5BR, Beach, Kayaks, GameRm, Arcade, MovieRm, PingPong, Fire Pit
    From $837 per night (USD)

    Expedia

    Family Luxury: 5BR, Beach, Kayaks, GameRm, Arcade, MovieRm, PingPong, Fire Pit

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    14

    Escape to Helm Haven, a coastal retreat for 14. Our home features 3 King BRs, 1 Queen BR, & a bunk room and is by a priv ...

    From $837 per night (USD)

    Expedia

    Details
  • Lakefront Lusby Home w/ Fire Pit: 3 Mi to Beach!
    From $356 per night (USD)

    VRBO

    Lakefront Lusby Home w/ Fire Pit: 3 Mi to Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    10

    From enjoying afternoon picnics to making memories on the water, this Lusby vacation rental has everything you'll need f ...

    From $356 per night (USD)

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    Details
  • 4-BR Waterfront Turret Home
    From $709 per night (USD)

    Expedia

    4-BR Waterfront Turret Home

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to your dream getaway! Our enchanting home offers an unparalleled experience with its charming turret and breath ...

    From $709 per night (USD)

    Expedia

    Details
  • Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD
    From $125 per night (USD)

    VRBO

    Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Nestled in Port Republic just 10-30 minutes from beaches, rivers, hiking, local restaurants, museums, vineyards, and mor ...

    From $125 per night (USD)

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    Details
  • Rising Sun Bay View Cottage W/ Beach Views!
    From $449 per night (USD)

    Expedia

    Rising Sun Bay View Cottage W/ Beach Views!

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Your Chesapeake Bay Retreat! We’re thrilled to have you! Settle in and enjoy the spacious, comfortable layou ...

    From $449 per night (USD)

    Expedia

    Details
  • 4-bedroom house w/4 Full BTH and Jacuzzi in Prince Frederick
    From $249 per night (USD)

    VRBO

    4-bedroom house w/4 Full BTH and Jacuzzi in Prince Frederick

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Spacious & Stylish 4-Bedroom Home with 4 Private Bathrooms Discover the perfect blend of comfort, style, and convenienc ...

    From $249 per night (USD)

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    Details
  • Cozy Cottage By The Beach-Pet Friendly
    From $290 per night (USD)

    Expedia

    Cozy Cottage By The Beach-Pet Friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nestled a few blocks from the beach and boardwalk in North Beach. Our charming beach house is the perfect getaway for re ...

    From $290 per night (USD)

    Expedia

    Details
  • Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
    From $321 per night (USD)

    VRBO

    Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    This 2-level, 3-bedroom house is newly renovated, with an amazing view of the Chesapeake Bay! You’ll have 2 kings, 1 que ...

    From $321 per night (USD)

    VRBO

    Details
  • 3 bedroom, waterfront cottage on the shores of the Chesapeake Bay.
    From $722 per night (USD)

    Expedia

    3 bedroom, waterfront cottage on the shores of the Chesapeake Bay.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Chesapeake Bay Waterfront! Perfect Getaway! Classic Beach Style Home! On the North Beach Boardwalk! Evening strolls to r ...

    From $722 per night (USD)

    Expedia

    Details
  • Creekside Oasis
    From $344 per night (USD)

    VRBO

    Creekside Oasis

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Come relax with friends and family at this beautiful waterfront location. Creekside Oasis is exactly what the name state ...

    From $344 per night (USD)

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    Details
  • Chesapeake Bay Waterfront View
    From $475 per night (USD)

    VRBO

    Chesapeake Bay Waterfront View

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Indulge in your dream vacation at our one-of-a-kind bay house! This three-level home offers unmatched water views that w ...

    From $475 per night (USD)

    VRBO

    Details
  • Newly Renovated River Retreat w/Dock and Pool
    From $1135 per night (USD)

    VRBO

    Newly Renovated River Retreat w/Dock and Pool

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Enjoy this newly renovated 4BR/3.5 bath home in a peaceful wooded setting on St. Leonard's Creek with an indoor pool and ...

    From $1135 per night (USD)

    VRBO

    Details
  • Driftwood Haven, Chesapeake Bay views throughout
    From $555 per night (USD)

    Expedia

    Driftwood Haven, Chesapeake Bay views throughout

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Driftwood Haven is a charming updated cottage with unparalleled views of the Chesapeake Bay from nearly every room! Enjo ...

    From $555 per night (USD)

    Expedia

    Details
  • NEW! Peaceful Pet Friendly Chesapeake Escape
    From $372 per night (USD)

    VRBO

    NEW! Peaceful Pet Friendly Chesapeake Escape

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Unwind in this peaceful Chesapeake Bay retreat—nestled on a generous lot with mature trees and scenic surroundings, thi ...

    From $372 per night (USD)

    VRBO

    Details
  • Your Perfect Waterfront Oasis overlooking the Chesapeake Bay Awaits!
    From $924 per night (USD)

    Expedia

    Your Perfect Waterfront Oasis overlooking the Chesapeake Bay Awaits!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Your Perfect North Beach Getaway Awaits! Escape to this stunning 3-bedroom retreat, free parking and just a short stro ...

    From $924 per night (USD)

    Expedia

    Details
  • The Cozy Crab- Your Charming Haven in Lovely North Beach!
    From $224 per night (USD)

    VRBO

    The Cozy Crab- Your Charming Haven in Lovely North Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to The Cozy Crab! We’re so excited to host you here in the charming town of North Beach, Maryland, nestled on ...

    From $224 per night (USD)

    VRBO

    Details
  • Charming Beach Cottage Near Cafés & Shops
    From $372 per night (USD)

    Expedia

    Charming Beach Cottage Near Cafés & Shops

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Escape to this cozy 2-bedroom, 2-bath beach bungalow that comfortably accommodates up to 6 guests. Just steps from the b ...

    From $372 per night (USD)

    Expedia

    Details
  • Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
    From $851 per night (USD)

    VRBO

    Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Lakefront Midcentury A-Frame | Private Dock, Sauna, Deck, Kayaks & Views Escape to a private, lakefront mid-century A-f ...

    From $851 per night (USD)

    VRBO

    Details
  • The North Beach Retreat House
    From $533 per night (USD)

    Expedia

    The North Beach Retreat House

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Completely remodeled home! Walk to local restaurants, charter fishing/crabbing, community pier & small beach. Fully furn ...

    From $533 per night (USD)

    Expedia

    Details
  • CozyBeachRetreat 3 queen size beds. Sleeps 6; Outdoor Private Shower in Gazebo
    From $448 per night (USD)

    VRBO

    CozyBeachRetreat 3 queen size beds. Sleeps 6; Outdoor Private Shower in Gazebo

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Fully renovated 3BR,1BA home just a short walk to private Long Beach. Each bedroom has a queen bed. Features full kitche ...

    From $448 per night (USD)

    VRBO

    Details
  • Windows to the Sea, Beach House
    From $1211 per night (USD)

    VRBO

    Windows to the Sea, Beach House

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    14

    Welcome to "Windows to the Sea,' iust 15 steps to your private beach. Spacious, modern 5 bedroom and 3 full bathrooms. ...

    From $1211 per night (USD)

    VRBO

    Details
  • Quiet house on the beach with view of beautiful sunrise and sunset from bedroom.
    From $398 per night (USD)

    VRBO

    Quiet house on the beach with view of beautiful sunrise and sunset from bedroom.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Consider this house your home away from home while you visit Lusby. This superb property features three cozy bedrooms, e ...

    From $398 per night (USD)

    VRBO

    Details
  • Coastal Retreat Near Solomon’s Island, Water View & Semi-Private Beach, Sleeps 6
    From $449 per night (USD)

    Expedia

    Coastal Retreat Near Solomon’s Island, Water View & Semi-Private Beach, Sleeps 6

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Coastal Drum Point Retreat Near Solomons Island Water Views • Semi-Private Beach • 3 Bed / 3 Bath • Sleeps 6 Enjoy rel ...

    From $449 per night (USD)

    Expedia

    Details
  • 3-bedroom house in serene Lusby with refreshing AC, heat, outdoor fireplace
    From $422 per night (USD)

    VRBO

    3-bedroom house in serene Lusby with refreshing AC, heat, outdoor fireplace

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Lusby is waiting for you at this 3-bedroom house. Inside, guests find a queen bed and a twin bed and a full bed perfect ...

    From $422 per night (USD)

    VRBO

    Details
  • Beachfront! Family Friendly, Shark Tooth Hunting & Panoramic Bay Views
    From $890 per night (USD)

    Expedia

    Beachfront! Family Friendly, Shark Tooth Hunting & Panoramic Bay Views

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Enjoy Panoramic Chesapeake Bay views from your living room and balcony. Close enough to the city to be spontaneous — far ...

    From $890 per night (USD)

    Expedia

    Details
  • Chesapeake Cottage  w/ water views
    From $316 per night (USD)

    VRBO

    Chesapeake Cottage w/ water views

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Immerse yourself in tranquility in our charming cottage, nestled in the heart of Prince Frederick, a short drive away fr ...

    From $316 per night (USD)

    VRBO

    Details
  • Cozy Cabin with Ocean Views near Chesapeake Beach, Maryland
    From $275 per night (USD)

    VRBO

    Cozy Cabin with Ocean Views near Chesapeake Beach, Maryland

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    This charming and rustic cabin sits at the top of a soaring cliff on the stunning coastline of the Chesapeake Bay, Maryl ...

    From $275 per night (USD)

    VRBO

    Details
  • Beach House w/TheaterRm, GameRm, Outdoor Shwr
    From $573 per night (USD)

    VRBO

    Beach House w/TheaterRm, GameRm, Outdoor Shwr

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Nestled within a 3-4 minute short stroll from the beach, this home is a perfect getaway for families including both kids ...

    From $573 per night (USD)

    VRBO

    Details
  • Walk to the Boardwalk from This Bay Beach House with Porch TV and Firepit
    From $449 per night (USD)

    Expedia

    Walk to the Boardwalk from This Bay Beach House with Porch TV and Firepit

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Escape to Maryland’s hidden beach town. Spend your mornings walking to the boardwalk for coffee, your afternoons on the ...

    From $449 per night (USD)

    Expedia

    Details
  • Sunrise Veranda-Back Creek Villa with Sunroom
    From $226 per night (USD)

    VRBO

    Sunrise Veranda-Back Creek Villa with Sunroom

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Wake up to unforgettable sunrises over Back Creek at this private upper-level duplex, perfectly located in the heart of ...

    From $226 per night (USD)

    VRBO

    Details
  • Solomons Spacious 6-BD Family Home with Hot Tub
    From $450 per night (USD)

    VRBO

    Solomons Spacious 6-BD Family Home with Hot Tub

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    14

    Summary: Wake up in the heart of Solomons Island, where waterfront restaurants, charming shops, and local attractions a ...

    From $450 per night (USD)

    VRBO

    Details
  • Coastal retreat with direct beach access and sweeping Chesapeake Bay water views
    From $396 per night (USD)

    VRBO

    Coastal retreat with direct beach access and sweeping Chesapeake Bay water views

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Just steps to a private beach—no one is closer! Enjoy sweeping Bay views from the front deck, hunt for ancient shark tee ...

    From $396 per night (USD)

    VRBO

    Details
  • Water Views •Walk to Private Beach• 2 King Beds • Sleeps 8
    From $380 per night (USD)

    VRBO

    Water Views •Walk to Private Beach• 2 King Beds • Sleeps 8

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Escape to the Chesapeake Bay and enjoy beautiful water views, unforgettable sunrises, and all the comforts of home at Ba ...

    From $380 per night (USD)

    VRBO

    Details
  • Modern Bay Home a few blocks from Boardwalk
    From $444 per night (USD)

    VRBO

    Modern Bay Home a few blocks from Boardwalk

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Enjoy a relaxing coastal getaway just minutes from North Beach, MD and the Chesapeake Bay. Perfect for summer days fille ...

    From $444 per night (USD)

    VRBO

    Details
  • Lusby 5BD Family Home with Private Beach Access
    From $393 per night (USD)

    VRBO

    Lusby 5BD Family Home with Private Beach Access

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    11

    Summary: Enjoy a relaxing stay in this spacious 5BR/3BA home in Lusby, MD, perfect for families and groups. Located in ...

    From $393 per night (USD)

    VRBO

    Details
  • Calvert Cottage w/ beach passes
    From $339 per night (USD)

    VRBO

    Calvert Cottage w/ beach passes

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Escape to Calvert Cottage, a charming and beautifully refreshed vacation home in the heart of Calvert County, Maryland. ...

    From $339 per night (USD)

    VRBO

    Details
  • Adorable 2-bedroom house with AC in charming Lusby
    From $346 per night (USD)

    Expedia

    Adorable 2-bedroom house with AC in charming Lusby

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Your cozy getaway awaits in Lusby at this lovely house. Inside, guests find two comfortable bedrooms featuring a king be ...

    From $346 per night (USD)

    Expedia

    Details
  • Home by the Bay: Chesapeake Bay Western Shore
    From $352 per night (USD)

    VRBO

    Home by the Bay: Chesapeake Bay Western Shore

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Come enjoy the serenity of the Chesapeake Bay at Western Shore. Enjoy the beauty of Southern MD. Listen to the waves and ...

    From $352 per night (USD)

    VRBO

    Details