Chesapeake Beach, Maryland Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Chesapeake Beach, Maryland on RentalSaver.com!

Chesapeake Beach Rentals

From $175 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 $175 per night (USD)
VRBO
$Huge Beach Bungalow w\/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants$
From $373 per night (USD)
Expedia
Huge Beach Bungalow w\/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This huge, newly designed home has 4 bedrooms (2 king beds + 2 queen beds). It is a few minutes to the beach, restaurant ...
From $373 per night (USD)
Expedia
From $407 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 $407 per night (USD)
VRBO
From $250 per night (USD)
Expedia
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
It was “MAGIC” when I discovered this town years ago. Beautiful sunrises right here on the Chesapeake Bay & glorious “mo ...
From $250 per night (USD)
Expedia
$Luxury Cottage w\/ Bay & Boardwalk Views--steps from the water$
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VRBO
Luxury Cottage w\/ Bay & Boardwalk Views--steps from the water
Bedrooms:
2
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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VRBO
$North Beach 'Blue Heron Bungalow' w\/ Backyard$
From $255 per night (USD)
Expedia
North Beach 'Blue Heron Bungalow' w\/ Backyard
Bedrooms:
4
Bathrooms:
2
Sleeps:
7
Live like a local at this North Beach vacation rental! This 2-bedroom, 3.5-bathroom home hosts plenty of space for you a ...
From $255 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Guest Quarters at the Inn - 101
Bedrooms:
1
Bathrooms:
0
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 $224 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Guest Quarters at the Inn - 103
Bedrooms:
1
Bathrooms:
0
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 $216 per night (USD)
Expedia
From $216 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 $216 per night (USD)
VRBO
From $262 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 $262 per night (USD)
Expedia
From $264 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 $264 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Plant-Filled Oasis Near Beach Town with Passes & Tips
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to A Haven Away! Relax in a plant-filled oasis which offers the perfect setting to unplug, relax, and connect wi ...
From $387 per night (USD)
Expedia
From $157 per night (USD)
VRBO
Lovely 3 bedroom 2 bath cottage Sleeps 6 just a few blocks from the water
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Looking for a clean neat quaint home to stay while visiting the North Beach, Chesapeake Beach area? Well honey you have ...
From $157 per night (USD)
VRBO
From $222 per night (USD)
VRBO
Spacious house, great deck & grill, close to boardwalk, shops, and restaurants.
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Modern three-bedroom, two full bath home with half-bath and new furnishings. Quiet neighborhood easily accessible to Sa ...
From $222 per night (USD)
VRBO
From $231 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 $231 per night (USD)
VRBO
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Expedia
Charming Villa
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Find your Zen at "Morning Promise" . A completely renovated waterfront villa on the Chesapeake Bay. Morning Promise fa ...
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Expedia
$Adorable Beach Cottage w\/ Hot Tub & Tropical Bar!$
From $214 per night (USD)
VRBO
Adorable Beach Cottage w\/ Hot Tub & Tropical Bar!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
With calm bayside waters, plenty of fishing opportunities, and a variety of family-friendly attractions, Chesapeake Beac ...
From $214 per night (USD)
VRBO
From $230 per night (USD)
Expedia
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 $230 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
From $220 per night (USD)
Expedia
BeachWalk Cottage - Charm by the Chesapeake Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lovely place to build a memorable experience. It is where you want it to be! Calvert Co. Is surrounded on East side by ...
From $220 per night (USD)
Expedia
$Coastal Pet-Friendly Cottage < 1\/2 Mi to Beaches$
From $99 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 $99 per night (USD)
VRBO
From $845 per night (USD)
Expedia
Bayfront Home with Amazing Rooftop Deck!
Bedrooms:
5
Bathrooms:
5
Sleeps:
15
Large, comfortable home is made for family and friend gatherings, lodging for wedding or graduation guests and work offs ...
From $845 per night (USD)
Expedia
From $165 per night (USD)
VRBO
Three Blocks to the Boardwalk!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Park right in front of this beautiful cottage enclosed with a white picket fence. Everything is in walking distance fr ...
From $165 per night (USD)
VRBO
From $161 per night (USD)
Expedia
Hideaway By The Bay - Sunroom, bay view, propane fire pit, 6ft tall wood fence
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to Hideaway By The Bay! Make yourself at home, get nice and cozy and kick back by the Bay! As the host and hom ...
From $161 per night (USD)
Expedia
$Bayfront Home w\/Hot Tub$
From $500 per night (USD)
VRBO
Bayfront Home w\/Hot Tub
Bedrooms:
3
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 $500 per night (USD)
VRBO
From $169 per night (USD)
Expedia
Private First Floor of Duplex Walking Distance to Everything!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
The home is a upstairs/downstairs duplex with two separate and private units that have been lovingly renovated and resto ...
From $169 per night (USD)
Expedia
From $266 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 $266 per night (USD)
VRBO
From $225 per night (USD)
VRBO
Spacious 4 Bdr Home Chesapeake Beach
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 $225 per night (USD)
VRBO
From $211 per night (USD)
VRBO
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 $211 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Sea La Vie
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful beach house right in the heart of it all...beach, boardwalk and restaurants. Walk out the door and you are sec ...
From $250 per night (USD)
Expedia
From $299 per night (USD)
VRBO
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 ...
From $299 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Family-Friendly Chesapeake Beach House with Deck!
Bedrooms:
2
Bathrooms:
1
Sleeps:
7
Complement your next great getaway to Chesapeake Beach with a stay at this well-equipped and ideally situated vacation r ...
From $136 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
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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 ...
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Expedia
$Osprey's Perch\n$
From $237 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 $237 per night (USD)
VRBO
$Walk to Bay, Family + Dog Friendly, Fenced Yard, Beach Passes - 3BD\/2BA -$
From $201 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 Bay House! We hope you enjoy this bay escape as much as our family does. Our end-unit townhome is in a q ...
From $201 per night (USD)
VRBO
From $408 per night (USD)
VRBO
3-BR Getaway on the Chesapeake Bay
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Summary: Welcome to Your Serene Chesapeake Bay Retreat! ✪ Waterfront ✪ Walking distance to restaurants and other attr ...
From $408 per night (USD)
VRBO
From $210 per night (USD)
Expedia
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 $210 per night (USD)
Expedia
From $230 per night (USD)
VRBO
Cute North Beach Bungalow blocks from the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sweet 1930’s bungalow fully remodeled with all necessary amenities for a perfect Chesapeake getaway. A few blocks from t ...
From $230 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Charmingly restored, dog-friendly retreat with great deck & walkable location
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
The North Beach Getaway - Bottom-Floor Retreat Our calendar is updated in real-time & our nightly rates are accurately ...
From $175 per night (USD)
Expedia
From $271 per night (USD)
VRBO
The jewel of the Chesapeake Bay
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Enjoy a relaxing vacation with your family and discover why North Beach is considered the crown jewel of the Chesapeake ...
From $271 per night (USD)
VRBO

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Chesapeake Beach Rentals

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Results: 41 Rentals