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Chesapeake Beach Rentals

From $143 per night (USD)
VRBO
Coastal Pet-Friendly Cottage < 1/2 Mi to Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to Chesapeake Beach and relax effortlessly thanks to this 2-bed, 1-bath cottage! Sporting a spacious fenced-in ba ...
From $143 per night (USD)
VRBO
From $142 per night (USD)
Expedia
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 $142 per night (USD)
Expedia
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VRBO
360 Degree Bay Views Craftsman!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Beautiful contemporary on top of hill. 360 degree Bay Views from almost every room! Large entertainers' deck with unobst ...
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VRBO
From $310 per night (USD)
Expedia
The Lazy Crab Beach House - Free beach passes
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to The Lazy Crab Beach House just a few blocks from the Chesapeake Bay. Escape from reality and enjoy everythin ...
From $310 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Unbelievable beach views for 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This beautiful second-floor unit with 2 bedrooms and 1 bathroom is the perfect spot to enjoy a front row seat to stunnin ...
From $296 per night (USD)
VRBO
From $365 per night (USD)
Expedia
Cozy 1st Level Beach House - Walk Everywhere
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Summary: Tucked away in the heart of North Beach, this original 1940s colonial-style home is a delightful blend of moder ...
From $365 per night (USD)
Expedia
From $389 per night (USD)
VRBO
Charming Beach House Top Floor - Walk Everywhere!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Summary: Tucked away in the heart of North Beach, this original 1940s colonial-style home comes fully restored! Up a fli ...
From $389 per night (USD)
VRBO
From $158 per night (USD)
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 ...
From $158 per night (USD)
Expedia
From $289 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 $289 per night (USD)
VRBO
From $305 per night (USD)
Expedia
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 $305 per night (USD)
Expedia
From $222 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 $222 per night (USD)
VRBO
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Expedia
Luxury Cottage w/ Bay & Boardwalk Views--steps from the water
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Where new Luxury meets Cottage history and charm. Stay in one of the only cottages right on the Boardwalk that features ...
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Expedia
From $187 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 $187 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Guest quarters at the inn - 205
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Guest Quarters at the Inn is a vacation rental site situated one block from the -Bay in the historic and charming to ...
From $226 per night (USD)
Expedia
From $226 per night (USD)
VRBO
Guest quarters at the inn - 204
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 $226 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Walk to Beach! King Bed & Free Beach Passes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Bay Haven at A Haven Away! Relax in a fully-equipped, plant-filled oasis with a king bed primary suite that o ...
From $292 per night (USD)
Expedia
From $685 per night (USD)
VRBO
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 $685 per night (USD)
VRBO
From $419 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 $419 per night (USD)
VRBO
From $271 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 $271 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Guest Quarters at the Inn - 101
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 $197 per night (USD)
Expedia
From $197 per night (USD)
VRBO
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 $197 per night (USD)
VRBO
From $304 per night (USD)
VRBO
North Beach Cottage - Walk to Chesapeake Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience life like a local with a stay at this 3-bedroom, 2-bathroom vacation rental cottage in North Beach. This 100- ...
From $304 per night (USD)
VRBO
From $257 per night (USD)
VRBO
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 $257 per night (USD)
VRBO
From $622 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 $622 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Three-bedroom home with four decks overlooking the Chesapeake Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Consider this charming house your home away from home while you visit North Beach. With 3 bedrooms including 2 queen bed ...
From $300 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Quick walk to the beach! Fire pit, Corn hole, Games & More!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This quaint 2-bedroom, 2-bath bungalow comfortably sleeps 6 guests and is perfect for families, friends, or anyone seeki ...
From $374 per night (USD)
Expedia
From $360 per night (USD)
VRBO
The North Beach Retreat House
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Completely remodeled home! Walk to local restaurants, charter fishing/crabbing, community pier & small beach. Fully furn ...
From $360 per night (USD)
VRBO
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Expedia
Beautiful home in walkable beach town near DC & Herrington Harbor Yacht Club!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Fantastic location for this remodeled 2-story home! A quick drive to Washington DC , Baltimore, Annapolis and the Natio ...
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Expedia
From $236 per night (USD)
VRBO
Just steps away from the Boardwalk & Beaches, Walkable to Entertainment!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Just a few steps from the Boardwalk along the beach of North Beach (passes included), walkable to eateries, bakery, ice ...
From $236 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Charming Stay Near the Bay- w/Beach Passes!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax in this charming pet friendly 3BR, 2BA North Beach retreat- perfect for families, couples, and small groups. Walk ...
From $284 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Charming 4 Bdr 3 Bath Chesapeake Beach Home 2 king beds, a queen and bunk bed
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
4 bedroom home with 3 full baths that can comfortably sleep 9 in Chesapeake Beach, MD. Less than a mile from the bay. Th ...
From $321 per night (USD)
VRBO
From $562 per night (USD)
Expedia
Bayfront Home w/Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Comfortable home with a million dollar view of the Chesapeake Bay. Pet friendly, outdoor hot tub, solo stove, and gourme ...
From $562 per night (USD)
Expedia
From $242 per night (USD)
VRBO
The Blue Crab Beach House - Free beach passes
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to The Blue Crab just a few blocks from the Chesapeake Bay. You will enjoy staying at our newly renovated luxury ...
From $242 per night (USD)
VRBO
Click For Pricing
Expedia
Waterfront Home On The Chesapeake Bay
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy waterfront home. Watch the sunrise on the Chesapeake Bay. 2 bedroom/1 bathroom in the center of town within walking ...
Click For Pricing
Expedia
From $200 per night (USD)
VRBO
Sweet Gumball Cottage North Beach MD Free Beach Pass!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful 2 Queen Bedroom- 1 Bathroom Cottage within walking distance to The Chesapeake Bay Boardwalk and Restaurants! ...
From $200 per night (USD)
VRBO
From $174 per night (USD)
VRBO
1 Mi to Boardwalk: Convenient North Beach Apt!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Dog Friendly w/ Fee | Remote-Work Ready Bay breezes, beach days, and an apartment that feels like your own hideaway awa ...
From $174 per night (USD)
VRBO
From $327 per night (USD)
VRBO
Steps to Sand • 3BR Coastal Gem
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bring the whole family, pets too! This charming 3BR/1.5BA North Beach cottage offers water views from the porch and cozy ...
From $327 per night (USD)
VRBO
Click For Pricing
Expedia
Bay Views in Heart of North Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Walls of windows & wrap around decks on 3 levels in this 4 story contemporary Bay View home in the center of downtown No ...
Click For Pricing
Expedia
$Osprey's Perch\n$
From $272 per night (USD)
VRBO
Osprey's Perch\n
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 $272 per night (USD)
VRBO
From $266 per night (USD)
VRBO
Walk to Bay, Family + Dog Friendly, Fenced Yard, Beach Passes - 3BD/2BA
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to the Sunny Sea Gull! We hope you enjoy this bay escape as much as our family does. We're new to VRBO - check u ...
From $266 per night (USD)
VRBO
From $429 per night (USD)
VRBO
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 $429 per night (USD)
VRBO

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Chesapeake Beach Rentals

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Results: 41 Rentals