Top Vacation Rentals in Chesapeake Bay ᐅ Instant booking

Sun, Mar 28 ±3 - Sun, Mar 28 ±3

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Maryland

Chesapeake Bay

Vacation apartment for 7 people, with balcony - 1

Park Place - Comfy Condo Close to Beach

300 yd to city/town center

Sleeps 7 pers.3 bedrooms1,798 ft²

BalconyParkingInternet

FREE cancellation

Cottage for 4 people, with terrace and yard - 1

Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!

4.2 mi to city/town center

Sleeps 4 pers.2 bedrooms

YardTerraceParkingInternet

FREE cancellation

Secure dataPowered by HoliduReliable service

Vacation house for 14 people, with terrace - 1

Waterfront Paradise on the Eastern Shore of Chesapeake Bay

2.8 mi to city/town center

Sleeps 14 pers.6 bedrooms4,596 ft²

PoolTerraceParkingInternet

FREE cancellation

Vacation house for 8 people, with yard and terrace, with pets - 1

Relaxation awaits! Potomac River Waterfront Home.

4 mi to city/town center

Sleeps 8 pers.3 bedrooms1,733 ft²

YardTerraceParkingInternet

FREE cancellation

Vacation apartment for 2 people, with terrace - 1

Room on river with sunset views and private beach!

5.3 mi to city/town center

Sleeps 2 pers.1 bedroom

TerraceParkingInternet

FREE cancellation

Cottage for 4 people, with yard and balcony - 1

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

5.8 mi to city/town center

Sleeps 4 pers.2 bedrooms990 ft²

BalconyYardParkingInternet

FREE cancellation

Vacation house for 7 people, with yard and terrace - 1

Cozy Cottage - quaint and comfy - 5 blocks to the beach, 1 block to Mason Ave.

350 yd to city/town center

Sleeps 7 pers.3 bedrooms

YardTerraceParkingInternet

FREE cancellation

Vacation house for 6 people, with yard, with pets - 1

Waterfront Getaway with Dock

350 yd to city/town center

Sleeps 6 pers.3 bedrooms

YardParkingInternet

FREE cancellation

House boat for 4 people, with terrace - 1

Cass-Away Luxury Houseboat

650 yd to city/town center

Sleeps 4 pers.2 bedrooms

TerraceParkingInternet

FREE cancellation

Vacation apartment for 3 people, with balcony - 1

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

0.9 mi to city/town center

Sleeps 3 pers.1 bedroom484 ft²

BalconyParkingInternet

FREE cancellation

Vacation house for 3 people, with yard, with pets - 1

Cozy home w/fenced in yard-Dog Friendly with Pet fee. 2 block walk to downtown!

250 yd to city/town center

Sleeps 3 pers.2 bedrooms1,098 ft²

YardTerraceParkingInternet

FREE cancellation

Vacation house for 12 people, with yard, with pets - 1

The Fishing Cottage located on a Scenic Eastern Shore farm

3.6 mi to city/town center

Sleeps 12 pers.6 bedrooms3,391 ft²

YardParkingInternet

FREE cancellation

Vacation house for 7 people, with balcony - 1

All the comforts of home!

200 yd to city/town center

Sleeps 7 pers.3 bedrooms1,894 ft²

BalconyParkingInternet

FREE cancellation

Cottage for 4 people, with yard and terrace - 1

The Crab Shack on Carter's Creek

1.1 mi to city/town center

Sleeps 4 pers.1 bedroom840 ft²

YardTerraceParkingInternet

FREE cancellation

Vacation house for 6 people, with terrace - 1

Clean and Cozy 2 Br home blocks away from downtown

250 yd to city/town center

Sleeps 6 pers.2 bedrooms

TerraceInternet

FREE cancellation

Vacation house for 5 people - 1

Private Cottage on gated estate

0.6 mi to city/town center

Sleeps 5 pers.3 bedrooms

ParkingInternet

FREE cancellation

Vacation apartment for 6 people, with terrace, with pets - 1

Beachfront Getaway, Dolphin Suite, 🐶 💙

1.1 mi to city/town center

Sleeps 6 pers.3 bedrooms2,067 ft²

TerraceParkingInternet

One more unit available

FREE cancellation

Vacation house for 6 people, with balcony and yard, with pets - 1

Belle Haven - High Speed internet, walk to town

450 yd to city/town center

Sleeps 6 pers.1 bedroom

BalconyYardParkingInternet

FREE cancellation

Log cabin for 5 people, with yard and pool, with pets - 1

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

4.1 mi to city/town center

Sleeps 5 pers.2 bedrooms1,292 ft²

PoolBalconyYardParking

FREE cancellation

Vacation house for 4 people, with yard - 1

Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!

650 yd to city/town center

Sleeps 4 pers.2 bedrooms1,292 ft²

YardTerraceParkingInternet

FREE cancellation

Vacation house for 5 people - 1

Three blocks from the beach 2

2.9 mi to city/town center

Sleeps 5 pers.2 bedrooms

ParkingInternet

FREE cancellation

Vacation house for 6 people, with yard and terrace, with pets - 1

Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>

350 yd to city/town center

Sleeps 6 pers.3 bedrooms2,390 ft²

YardTerraceParkingInternet

FREE cancellation

Vacation house for 6 people, with yard and terrace, with pets - 1

Sweet Bamboo Beach Cottage

80 yd to city/town center

Sleeps 6 pers.3 bedrooms958 ft²

YardTerraceParkingInternet

FREE cancellation

Vacation house for 10 people, with terrace - 1

Family-Friendly Waterfront Retreat w/ Pool, Dock, Firepit & Game Room

2.7 mi to city/town center

Sleeps 10 pers.4 bedrooms

PoolTerraceParkingInternet

FREE cancellation

Vacation apartment for 4 people - 1

Pristine Downtown 1-Bedroom Steps from State House

300 yd to city/town center

Sleeps 4 pers.1 bedroom398 ft²

ParkingInternet

FREE cancellation

Cottage for 8 people, with pets - 1

Deal Island Bay Cottage

100 yd to city/town center

Sleeps 8 pers.3 bedrooms1,539 ft²

ParkingInternet

FREE cancellation

Vacation house for 6 people, with terrace - 1

Waterfront Wildlife Retreat on the Patuxent River

950 yd to city/town center

Sleeps 6 pers.3 bedrooms1,593 ft²

TerraceParkingInternet

FREE cancellation

Vacation house for 6 people, with yard and balcony, with pets - 1

Norfolk 3Br Cottage • Dog Friendly + Fenced Yard

3.2 mi to city/town center

Sleeps 6 pers.3 bedrooms1,292 ft²

BalconyYardParkingInternet

Vacation house for 4 people, with yard and view - 1

Classic Chesapeake Beachside Cottage w/ Porch!

2.2 mi to city/town center

Sleeps 4 pers.2 bedrooms1,313 ft²

YardParkingKitchenInternet

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Vacation house for 6 people, with terrace and yard, with pets - 1

CHeerful 3-bedroom waterfront home

1.5 mi to city/town center

Sleeps 6 pers.3 bedrooms1,496 ft²

YardTerraceParkingInternet

FREE cancellation

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