Search

Viewing 55 Results


Sort By:


Bayberry Cove FROM $7000

Bayberry Cove

Cambridge
Beds: 7 | Baths: 5.5 | Sleeps: 17
View Property
Mallard Point Cottage FROM $2050

Mallard Point Cottage

McDaniel
Beds: 4 | Baths: 3 | Sleeps: 8
View Property
Lee Haven FROM $5250

Lee Haven

Easton
Beds: 5 | Baths: 4.5 | Sleeps: 10
View Property
Holland Point Preserve FROM $4165

Holland Point Preserve

Taylors Island
Beds: 5 | Baths: 5 | Sleeps: 14
View Property
Crabber's Cove FROM $2400 - $2750

Crabber's Cove

St. Michaels
Beds: 3 | Baths: 3 | Sleeps: 6
View Property
Sunflower Cottage FROM $1250

Sunflower Cottage

Oxford
Beds: 2 | Baths: 1 | Sleeps: 4
View Property
Chesapeake Pines FROM $2100

Chesapeake Pines

Easton
Beds: 4 | Baths: 4 | Sleeps: 8
View Property
Nantucket on the Chesapeake FROM $3940 - $10500

Nantucket on the Chesapeake

Annapolis
Beds: 4 | Baths: 3.5 | Sleeps: 10
View Property
Town and Country FROM $4900

Town and Country

Saint Michaels
Beds: 4 | Baths: 3 | Sleeps: 10
View Property
Sycamore Acres FROM $5850

Sycamore Acres

Easton
Beds: 6 | Baths: 5.5 | Sleeps: 12
View Property
Heron Point FROM $4250

Heron Point

Royal Oak
Beds: 4 | Baths: 2.5 | Sleeps: 8
View Property
Ben Oaks Drive FROM $5800

Ben Oaks Drive

Severna Park
Beds: 4 | Baths: 2.5 | Sleeps: 10
View Property
Sunrise Cove FROM $3000

Sunrise Cove

Saint Michaels
Beds: 4 | Baths: 3 | Sleeps: 8
View Property
PennyWhistle FROM $2750

PennyWhistle

McDaniel
Beds: 4 | Baths: 3 | Sleeps: 8
View Property
Fairview FROM $12500

Fairview

Easton
Beds: 5 | Baths: 6 | Sleeps: 10
View Property
Tidal Serenity FROM $2850

Tidal Serenity

Taylors Island
Beds: 5 | Baths: 2.5 | Sleeps: 15
View Property
Simplicity Cottage FROM $1500

Simplicity Cottage

Tilghman
Beds: 2 | Baths: 1.5 | Sleeps: 4
View Property
Belle Aire Landing FROM $11900

Belle Aire Landing

East New Market
Beds: 9 | Baths: 6 | Sleeps: 22
View Property
Captain's Cove FROM $5625

Captain's Cove

Saint Michaels
Beds: 5 | Baths: 4.5 | Sleeps: 10
View Property
Pines at Irish Creek FROM $2720

Pines at Irish Creek

Royal Oak
Beds: 4 | Baths: 3 | Sleeps: 8
View Property
Willoughby FROM $5250 - $7750

Willoughby

Cambridge
Beds: 7 | Baths: 6 | Sleeps: 24
View Property
Pride and Joy FROM $1500

Pride and Joy

Oxford
Beds: 3 | Baths: 2 | Sleeps: 6
View Property
Duck Cove FROM $1200

Duck Cove

Neavitt
Beds: 2 | Baths: 1 | Sleeps: 4
View Property
Acorn Point FROM $8500

Acorn Point

Easton
Beds: 5 | Baths: 5.5 | Sleeps: 10
View Property
Indian Fields FROM $3500

Indian Fields

Cambridge
Beds: 5 | Baths: 4.5 | Sleeps: 13
View Property
Broadwater View FROM $5800

Broadwater View

Royal Oak
Beds: 5 | Baths: 4.5 | Sleeps: 10
View Property
Memory Lane FROM $1250

Memory Lane

Oxford
Beds: 4 | Baths: 2full, 2 half | Sleeps: 8
View Property
At Tricefields Court FROM $4500

At Tricefields Court

Saint Michaels
Beds: 4 | Baths: 5 | Sleeps: 8
View Property
Escape Farm FROM $3000

Escape Farm

Royal Oak
Beds: 3 | Baths: 4 | Sleeps: 6
View Property
The Bay House on Easy Lane FROM $3800

The Bay House on Easy Lane

Centreville
Beds: 3 | Baths: 3.5 | Sleeps: 8
View Property
Loblolly Cove FROM $4075

Loblolly Cove

Neavitt
Beds: 4 | Baths: 3 | Sleeps: 8
View Property
Oxford Oasis FROM $4900

Oxford Oasis

Oxford
Beds: 6 | Baths: 7 | Sleeps: 12
View Property
Emily's Lane FROM $4500

Emily's Lane

Wittman
Beds: 4 | Baths: 3.5 | Sleeps: 10
View Property
Creek Cottage FROM $4750

Creek Cottage

Centreville
Beds: 4 | Baths: 4 | Sleeps: 10
View Property
Graceful View FROM $2450

Graceful View

Bozman
Beds: 3 | Baths: 2 | Sleeps: 6
View Property
Hudson Manor FROM $6500

Hudson Manor

Cambridge
Beds: 7 | Baths: 6 | Sleeps: 22
View Property
Caulk's Cove FROM $1890

Caulk's Cove

Bozman
Beds: 3 | Baths: 2.5 | Sleeps: 6
View Property
The Landing FROM $4000

The Landing

Saint Michaels
Beds: 4 | Baths: 3 | Sleeps: 8
View Property
Thornton FROM $4500 - $6000

Thornton

Chestertown
Beds: 6 | Baths: 4.5 | Sleeps: 11
View Property
Bay Water Cottage FROM $2135

Bay Water Cottage

Church Creek
Beds: 4 | Baths: 3.5 | Sleeps: 8
View Property
Blue Gates FROM $6370

Blue Gates

Easton
Beds: 4 | Baths: 4 | Sleeps: 10
View Property

Waverly

Easton
Beds: 5 | Baths: 5.5 | Sleeps: 10
View Property
22 Fleet Street FROM $2793 - $14000

22 Fleet Street

Annapolis
Beds: 3 | Baths: 2.5 | Sleeps: 6
View Property
Pines at Barrett Cove FROM $4025

Pines at Barrett Cove

Saint Michaels
Beds: 3 | Baths: 3 | Sleeps: 6
View Property
Cedar Cove on the Miles FROM $3450

Cedar Cove on the Miles

Easton
Beds: 4 | Baths: 4 | Sleeps: 8
View Property
Judith's Garden FROM $4600

Judith's Garden

Oxford
Beds: 4 | Baths: 2.5 | Sleeps: 8
View Property
Clearview FROM $2850

Clearview

Tilghman
Beds: 3 | Baths: 3 | Sleeps: 6
View Property
Oxford Beach Cottage FROM $1850

Oxford Beach Cottage

Oxford
Beds: 3 | Baths: 2 | Sleeps: 6
View Property
McKendree Street Mainland FROM $2889 - $8500

McKendree Street Mainland

Annapolis
Beds: 4 | Baths: 3 | Sleeps: 10
View Property
Swan's Rest FROM $3050

Swan's Rest

Easton
Beds: 3 | Baths: 3 | Sleeps: 6
View Property
Bushey Heath Farm FROM $3500

Bushey Heath Farm

Royal Oak
Beds: 4 | Baths: 2 | Sleeps: 8
View Property
Osprey Point FROM $3225

Osprey Point

Saint Michaels
Beds: 4 | Baths: 3.5 | Sleeps: 8
View Property
The Water House FROM $3500 - $4200

The Water House

Easton
Beds: 5 | Baths: 5.5 | Sleeps: 9
View Property
Mill Creek FROM $4750

Mill Creek

Wye Mills
Beds: 5 | Baths: 3.5 | Sleeps: 10
View Property
Retreat on Grace Creek FROM $11000

Retreat on Grace Creek

Bozman
Beds: 6 | Baths: 8 | Sleeps: 12
View Property