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Chesapeake bay, maryland, usa

307 accommodations found

1140 Bay Highlands Dr

800 m to the beach
Sleeps 18 pers.5 bedrooms
BalconyGardenParkingKitchen
FREE cancellation
from
£501
per night

Buckroe Bungalow · #Buckroe Bungalow ~Escape to the Beach 2mins Away!

8 km to the beach
Sleeps 8 pers.3 bedrooms1,250 m²
BalconyGardenParkingKitchen
FREE cancellation
9.6 · Fantastic
from
£80
per night
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Waterfront Kent Island Retreat | 5Br, Sleeps 12 | Near Weddings & Annapolis

5.8 km to the beach
Sleeps 12 pers.5 bedrooms279 m²
GardenKitchenInternet
FREE cancellation
from
£193
per night

Upscale home with parking for 4 cars in driveway. Walk to downtown.

1.8 km to the beach
Sleeps 10 pers.4 bedrooms260 m²
GardenTerraceParkingInternet
FREE cancellation
9.9 · Fantastic
104 reviews
from
£420
per night
Book on Vrbo

Grandview- Main House

Sleeps 9 pers.4 bedrooms197 m²
PoolBalconyGardenParking
FREE cancellation
9.6 · Fantastic
39 reviews
from
£461
per night
Book on Vrbo

Promise Point, Bay Front home with dock 3Br 2Ba surrounded by water

10.4 km to the beach
Sleeps 12 pers.3 bedrooms
GardenTerraceParkingInternet
FREE cancellation
10 · Fantastic
9 reviews
from
£204
per night
Book on Vrbo

The B&B of Anchorage - Skipjack

Sleeps 2 pers.1 bedroom
PoolGardenInternet
FREE cancellation
10 · Fantastic
9 reviews
from
£219
per night
Book on Vrbo

Bicycles, Beach Toys, Kayaks, Chairs & Umbrella - 6 blocks to Beach!

8.7 km to the beach
Sleeps 12 pers.4 bedrooms
BalconyGardenParkingInternet
FREE cancellation
9.8 · Fantastic
18 reviews
from
£405
per night
Book on Vrbo

Relax or Play on the Choptank River!

Sleeps 2 pers.1 bedroom
PoolGardenKitchen
FREE cancellation
10 · Fantastic
5 reviews
from
£233
per night
Book on Vrbo

Luxury Coastal Farmhouse Waterfront W/ Heated Pool

Sleeps 6 pers.3 bedrooms
GardenKitchenInternet
FREE cancellation
10 · Fantastic
6 reviews
from
£918
per night
Book on Vrbo

Annapolis Bayfront Home

1.5 km to the beach
Sleeps 12 pers.5 bedrooms278 m²
Hot tubGardenTerraceParking
10 · Fantastic
from
£1,134
per night
Book on Vrbo

Luxurious waterfront home - Cèilidh

Sleeps 7 pers.4 bedrooms297 m²
GardenParkingInternet
FREE cancellation
10 · Fantastic
22 reviews
from
£618
per night
Book on Vrbo

Leatherbury Point Bed and Breakfast

6.1 km to the beach
Sleeps 6 pers.2 bedrooms
PoolGardenTerraceParking
FREE cancellation
10 · Fantastic
19 reviews
from
£211
per night
Book on Vrbo

Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

2.2 km to the beach
Sleeps 6 pers.3 bedrooms92 m²
Hot tubGardenTerraceParking
FREE cancellation
9.9 · Fantastic
76 reviews
from
£278
per night
Book on Vrbo

Shore Beats Work ..... Direct Beachfront!

1.3 km to the beach
Sleeps 8 pers.4 bedrooms200 m²
BalconyParkingInternet
FREE cancellation
9.5 · Fantastic
4 reviews
from
£513
per night
Book on Vrbo

River House looking at the Chesapeake Bay/Monthly Rental

2.9 km to the beach
Sleeps 8 pers.4 bedrooms
GardenTerraceParkingInternet
FREE cancellation
9.9 · Fantastic
26 reviews
from
£300
per night
Book on Vrbo

A Vacation Away From It All-Family And Pet Friendly

Sleeps 12 pers.5 bedrooms445 m²
GardenKitchenInternet
9.9 · Fantastic
30 reviews
from
£651
per night
Book on Vrbo

Private+Cozy-3br+2ba-1mile to Historic Downtown Saint Michaels

Sleeps 6 pers.3 bedrooms
GardenTerraceParkingInternet
FREE cancellation
10 · Fantastic
6 reviews
from
£219
per night
Book on Vrbo

National Historic home w/ Serene & Quiet Setting

Sleeps 4 pers.2 bedrooms92 m²
BalconyGardenParkingInternet
FREE cancellation
9.7 · Fantastic
37 reviews
from
£172
per night
Book on Vrbo

Beach House The Real Thing! Direct Beachfront!

1.3 km to the beach
Sleeps 4 pers.2 bedrooms111 m²
TerraceParkingInternet
FREE cancellation
9.2 · Fantastic
29 reviews
from
£381
per night
Book on Vrbo

The Cottage at Heron Cove is a Cozy waterfront cottage on a Secluded Peninsula

Sleeps 5 pers.3 bedrooms69 m²
GardenTerraceParkingInternet
FREE cancellation
10 · Fantastic
37 reviews
from
£217
per night
Book on Vrbo

Annapolis -Eastport - -3 Bedroom- 3 bath with parking

1.7 km to the beach
Sleeps 8 pers.3 bedrooms250 m²
GardenTerraceParkingInternet
FREE cancellation
10 · Fantastic
13 reviews
from
£611
per night
Book on Vrbo

Bonfire by the Creek

3.6 km to the beach
Sleeps 5 pers.3 bedrooms
GardenParkingInternet
FREE cancellation
9.8 · Fantastic
50 reviews
from
£139
per night
Book on Vrbo

Peaceful Waterfront Retreat ~ 23 Private Acres With Dock & Pool

Sleeps 17 pers.4 bedrooms278 m²
PoolGardenTerraceParking
FREE cancellation
9.8 · Fantastic
58 reviews
from
£637
per night
Book on Vrbo

Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels

Sleeps 4 pers.2 bedrooms132 m²
GardenTerraceParkingInternet
FREE cancellation
10 · Fantastic
98 reviews
from
£233
per night
Book on Vrbo

Simply Panache Place B

7 km to the beach
Sleeps 6 pers.2 bedrooms83 m²
ParkingInternet
9.5 · Fantastic
11 reviews
from
£292
per night
Book on Vrbo

Waterfront Condo- Eastport Annapolis- Next to Spa Creek Draw Bridge & Ayc

2 km to the beach
Sleeps 2 pers.2 bedrooms92 m²
PoolBalconyParkingInternet
FREE cancellation
from
£204
per night
Book on Vrbo

Historic Waterfront Home With Big Views Of The Chesapeake Bay

11.6 km to the beach
Sleeps 6 pers.3 bedrooms
BalconyGardenParkingInternet
FREE cancellation
9.9 · Fantastic
35 reviews
from
£223
per night
Book on Vrbo

Historic Beach Front Home: Victorian Elegance. Large Rooms with Amazing bay view

8.8 km to the beach
Sleeps 12 pers.5 bedrooms292 m²
GardenParkingInternet
FREE cancellation
9.9 · Fantastic
53 reviews
from
£563
per night
Book on Vrbo

Tastefully decorated fully-equipped Eastport Annapolis house with water views

1.4 km to the beach
Sleeps 6 pers.3 bedrooms176 m²
Hot tubGardenTerraceInternet
10 · Fantastic
47 reviews
from
£367
per night
Book on Vrbo

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