
Calvert Area Rentals
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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)VRBO
- 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
- 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
- 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)VRBO
- 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
- 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
- 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)Expedia
- 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
- 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
- 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
- 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
- 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
- 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
- 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)VRBO
- 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
- 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)VRBO
- 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
- 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
- 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
- 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
- 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)Expedia
- 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)VRBO
- 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
- 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
- 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
- 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
- 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
- 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
- Click For Pricing
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 PricingExpedia
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- Click For Pricing
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 PricingExpedia
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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)VRBO
- 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
- 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)VRBO
- 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
- 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)VRBO
- 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
- 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
- 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
- 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)VRBO
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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

































































































