Vacation Rentals by Owner

Berlin Vacation Rentals Show this location only Back to top

•   Oc Family Friendly, Bay Front Community Near Everything with Pools 2BR/1BA – Sleeps 4-6 – Berlin #459407
  0
  $95 - $105 per night 3-7 night min stay

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•   Cottage, Clean, Fully Equipped, Very Nice 2BR+/1BA – Sleeps 4-6 – Berlin #260165
  16
  $700.00/week

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•   Beach, Ocean City, Assateague, Surfing, Golf, Modern, Luxury, Views 3BR/2BA – Sleeps 8 – Berlin #421668
  4
  $910 per week 2 night min stay

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•   Very Cozy /Clean. Close to Beaches and Casino. Wi-Fi Included 2BR/2BA – Sleeps 4-6 – Berlin #400632
  3
  $$350- $725

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•   3 Bedroom Cottage Close to Ocean City, Md 3BR+/1BA – Sleeps 6-8 – Berlin #394272
  0
  $625 - $750

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•   Close to Beaches, Shopping and Casino Wi-Fi and Cable 2BR+/1BA – Sleeps 4-5 – Berlin #394252
  0
  550.00- 600.00/wk

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•   3 Bedroom Close to Ocean City and Casino 1BR/1BA – Sleeps 6 – Berlin #466568
  0
  $700.00/week

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•   New Beach House in Glen Riddle Golf Community 4BR/3.5BA – Sleeps 9-12 – Berlin #444314
  1
  $2345 per week 7 night min stay

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•   Clean and Well Maintained Rental Near Ocean City with Wi-Fi and Cable 2BR/1BA – Sleeps 4-6 – Berlin #475711
  0
  350- 650

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Betterton Vacation Rentals Show this location only Back to top

•   Beautiful Estate + Organic Farm with Large Pool on 20 Acres 4BR+/2.5BA – Sleeps 11-16 – Betterton #60004
  3
  From $1500 - $3,000/wk

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•   Still Pond Creek Waterfront House Eastern Shore 4 BR-2 BA / Dock 4BR/2BA – Sleeps 10-12 – Betterton #395841
  9
  225- 325295 nt / 900-1700 wk/

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•   Beachfront Cottages 2BR+/1BA – Sleeps 8 – Betterton #470915
  0
  $10,000

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Bozman Vacation Rentals Show this location only Back to top

•   New Listing with Rural Country Charm, Pool, and a Deep Water Dock 3BR+/2.5BA – Sleeps 10 – Bozman #3021814ha
  5
  $2725 per week 2 night min stay

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Cambridge Vacation Rentals Show this location only Back to top

•   Bayberrycove-Private 11 Acre Waterfront, Pool, Dock, Hot-Tub, Beach 5BR+/4BA – Sleeps 12-15 – Cambridge #56245
  23
  $2450 per week 2 night min stay

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•   Recently Renovated Multi-Family Compound Outside Cambridge 7BR/5.5BA – Sleeps 22 – Cambridge #327216
  39
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•   Renovated Waterfront Farm House on 25 Acres with Pool 4BR/3.5BA – Sleeps 10 – Cambridge #367564
  11
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•   Easy to Love, Hard to Leave 7BR/7.5BA – Sleeps 22 – Cambridge #390476
  10
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•   Three Level Family Home Restored 1920s Colonial on 25 Acres, Dock, Pool 5BR/4.5BA – Sleeps 10-13 – Cambridge #390372
  10
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•   3 Free Kayaks to Explore the Bay Included 4BR/3BA – Sleeps 4-8 – Cambridge #421120
  6
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•   Waterfront Retreat with Pool Located on Taylors Island 5BR+/2BA – Sleeps 12-14 – Cambridge #120352
  5
  $2200- $3600/wk

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•   Exclusive Chesapeake Bay 250-Acre Estate - Beach,Pool,Dock 11BR+/7.5BA – Sleeps 34 – Cambridge #15537
  0
  $3500- $7350/wk

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•   Serenity Acres - Waterfront, 23 Private Acres, Dock & Pool 4BR+/3.5BA – Sleeps 13-17 – Cambridge #81628
  10
  $3700/wk

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•   Chesapeake Bay Nature-Oriented Recreation & Repose 3BR+/2BA – Sleeps 5-6 – Cambridge #224776
  6
  $200/nt - $550/wknd - $1200/wk

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•   Fishing Cove Private Waterfront Retreat with Pool and Pier 8BR/6BA – Sleeps 22 – Cambridge #13070
  17
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•   Luxury Waterfront Condo Located on Chesapeake Hyatt Property 2BR+/2BA – Sleeps 6 – Cambridge #295392
  9
  $300-$400/nt - $1600-$2500/wk

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•   Waterfront Retreat with Deepwater Dock 4BR/2BA – Sleeps 9-10 – Cambridge #368136
  8
  $350.00- $500.00 nt. US

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•   Warm, Welcoming Waterfront, Relaxing and Close to Everything 6BR+/2.5BA – Sleeps 14-18 – Cambridge #234247
  6
  $2000- $3500/wk

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•   Waterfront Country Estate Featured in Chesapeake Life Magazine 10BR+/5.5BA – Sleeps 23-26 – Cambridge #13516
  3
  $7000 per week 7 night min stay

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•   Luxury Waterfront in Cambridge with Pool, Hot Tub, Dock! 3BR+/2BA – Sleeps 6-8 – Cambridge #287257
  11
  $2323 per week 3 night min stay

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•   Available for the Race Weekend! 21 Farm, Dock & Boat Ramp, 3-Day Wknds Avail. 4BR+/3BA – Sleeps 10-12 – Cambridge #406715
  5
  $1,500/3 nights up to $2,700/week

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•   Historic District 1910 Colonial with Wrap-Around Porch 5BR/3.5BA – Sleeps 11 – Cambridge #414495
  8
  $1325/wk - see listing for other rates

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•   Renovated Historic Waterfront Home with Pool, Dock, 200 Acres 7BR/4BA – Sleeps 18 – Cambridge #3477457ha
  0
  $3800 per week 3 night min stay

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•   Waterfront Carriage House - Estate Setting - Couple's Delight 1BR/1BA – Sleeps 2 – Cambridge #61400
  16
  $125 - $175 per night 2 night min stay

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•   Peaceful Water Front Home on Jenkins Creek 3BR+/2BA – Sleeps 6-7 – Cambridge #334418
  27
  $1400- $2100/wk

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•   Belle Aire Landing--Waterfront Cottage 3BR/1BA – Sleeps 6 – Cambridge #429964
  2
  $1550 per week 2 night min stay

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•   Bayview Home Fishing Now Rockfish, Scenic,Peaceful,Crabs, Fun! 4BR+/1.5BA – Sleeps 8-12 – Cambridge #292717
  6
  From $450. wknd, - $1,100. wk.

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•   Church Creek Waterfront Gem - Chesapeake Bay 3BR+/2BA – Sleeps 6-10 – Cambridge #181756
  16
  $125-$250/nt - $925- $1375/wk

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•   Palatial Bungalow, Family and Pet-Friendly, Waterfront with Pier 3BR/1BA – Sleeps 7 – Cambridge #450640
  0
  $200 per night 2 night min stay

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•   Cottage and or House on Estate in Cambridge, Md 1BR+/1.5BA – Sleeps 4 – Cambridge #429271
  7
  $1200/week 2 guests, $1500/week 4 guests

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•   Eastern Shore Cambridge Secluded Waterfront Home with Pool 4BR/2.5+BA – Sleeps 8 – Cambridge #403317
  1
  $3500 per week 4 night min stay

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Centreville Vacation Rentals Show this location only Back to top

•   Wow! Secluded Waterfront Home on Maryland's Charming Eastern Shore 4BR/3.5BA – Sleeps 8 – Centreville #458295
  2
  $3500 per week 3 night min stay

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•   Expansive Georgian Colonial on Green Cove Point - New Owner New Decor! 7BR/4BA – Sleeps 17-18 – Centreville #309945
  22
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Chesapeake City Vacation Rentals Show this location only Back to top

•   Exquisite Water-Front Chesapeake Bay Home Near Chesapeake City 3BR+/3.5BA – Sleeps 8-10 – Chesapeake City #319105
  14
  From $595/nt

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•   Quiet Beautiful Cottage. 2+ BR, 2 Full Bath on Bohemia River 2BR+/2BA – Sleeps 6 – Chesapeake City #403229
  1
  $200 - $250 per night 2 night min stay

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Chestertown Vacation Rentals Show this location only Back to top

•   Waterfront, Stylish, Historic Retreat 2BR/2BA – Sleeps 3-4 – Chestertown #328116
  7
  $1260 per week 2 night min stay

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•   Waterfront Farm with Pool, Private Dock and Kayaks 4BR/4BA – Sleeps 8 – Chestertown #410328
  6
  $3500 per week 2 night min stay

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•   Exquisite Water-Front Chesapeake Bay Home Near Chestertown, Md 3BR+/3.5BA – Sleeps 8-10 – Chestertown #352199
  1
  From $595/nIGHT

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•   Water Front Retreat - Sunrise and Sunset Water Views 3BR/3BA – Sleeps 5-8 – Chestertown #294688
  11
  $1995 per week 2 night min stay

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•   Still Pond Creek Waterfont Estate W/ Beach, Privacy and Dock! 4BR+/4.5BA – Sleeps 10-13 – Chestertown #356548
  15
  From $350/nt or $1,750 to $3,000/wk

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•   Historic House, Steps to Shopping, Dining and Chester River 3BR+/2.5BA – Sleeps 6-8 – Chestertown #389952
  3
  From $2000/wk or $300-$350/nt

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•   Historic in-Town House/Historic District of Chestertown MD 3BR/4.5BA – Sleeps 5-7 – Chestertown #228431
  15
  $1500- $2200/wk

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•   Running Fox, a Historic Country Retreat 4BR+/2.5BA – Sleeps 9 – Chestertown #213261
  0
  $1050/wknd - $3500/wk

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•   Waterfront 3 BR Cute Country Cottage.Deep Water,Dock, 2 Mi from Town 3BR/1BA – Sleeps 6 – Chestertown #418738
  7
  $1610 per week 2 night min stay

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•   Chester River House with Views 3BR/1.5BA – Sleeps 7 – Chestertown #429782
  6
  $940 per week 2 night min stay

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•   Adorable, Fully Remodeled, Heart of Quaint Historic District 2BR/1.5BA – Sleeps 4 – Chestertown #327701
  2
  $150 per night 2 night min stay

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•   Chester River Waterfront, Magnificent Views, Dock, Beach 2BR+/1.5BA – Sleeps 6 – Chestertown #431733
  1
  $2250 per week 2 night min stay

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•   Mill Creek House 2BR/1.5BA – Sleeps 4 – Chestertown #473897
  0
  $1400 per week 2 night min stay

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•   Historic Stepne Manor on Maryland's Eastern Shore 5BR/3.5BA – Sleeps 15 – Chestertown #124956
  1
  From $1550/wknd - $3850/wk

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•   Escape to Kent Fields Farm a Country Estate for All Seasons. 4BR+/4.5BA – Sleeps 8-12 – Chestertown #355727
  0
  $2500.00- $3,500.00/wk $450-$650/nt +tax

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Church Creek Vacation Rentals Show this location only Back to top

Crisfield Vacation Rentals Show this location only Back to top

•   Spectacular Corner Unit - Direct Waterfront Condo in Crisfield, Md 3BR/2BA – Sleeps 6 – Crisfield #187381
  48
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•   Crab & Fish on Your Dock in the Seafood Capital of the World. 3BR/3BA – Sleeps 6-8 – Crisfield #64731
  18
  $250/nt- $1400/wk

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•   Beautiful Waterfront Crisfield, Md Condo 3BR/2BA – Sleeps 6 – Crisfield #92250
  37
  $700- $1300/wk

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•   Dynamite Waterfront End Unit Condo with Boat Slip 3BR/2BA – Sleeps 6 – Crisfield #347994
  4
  $1050 per week 2 night min stay

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•   Breathtaking 5th Floor Waterfront Condo with Boat Slip in Crisfield 3BR+/2BA – Sleeps 8 – Crisfield #80820
  3
  $100 - $225/ per night

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•   Waterfront Luxury Condo 3BR/2BA – Sleeps 6-7 – Crisfield #357989
  1
  $900- $1150

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•   Beautiful Waterfront Condo with Boat Dockage on Eastern Shore 3BR+/2BA – Sleeps 8 – Crisfield #302800
  1
  $135-$250/nt - $850- $1200/wk

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Deal Island Vacation Rentals Show this location only Back to top

•   The Relax-Inn Deal Island 3BR+/1BA – Sleeps 6 – Deal Island #407081
  6
  $650 per week 3 night min stay

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•   Chesapeake Bay Fishing-Boating -Fantastic Bay Views 3BR+/2BA – Sleeps 8 – Deal Island #94406
  36
  $85-$150nt - $595- $875/wk

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•   Brand New Waterview Villa by the Chesapeake- Hunting - Fishing 4BR+/3BA – Sleeps 8-10 – Deal Island #319207
  31
  $1100- $1450/wk

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•   Wenona Harbor House - Across from Boat Ramp 3BR/1BA – Sleeps 8 – Deal Island #465421
  0
  $850 per week 3 night min stay

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Elk Neck State Park Vacation Rentals Show this location only Back to top

•   Luxury Waterfront Home on Chesapeake Bay - Spectacular Sunsets 3BR/2BA – Sleeps 6 – Elk Neck State Park #880
  1
  $2200-$2800/2 wks - $3900-$5000/4 wks

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Elkton Vacation Rentals Show this location only Back to top

Hoopers Island Vacation Rentals Show this location only Back to top

•   Chesapeake Waterfront Victorian on Historic Hoopers Island 7BR+/2.5BA – Sleeps 13-15 – Hoopers Island #284076
  4
  $1,500 to $2,500/wk nightly $350.-$400.

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Kent Island Vacation Rentals Show this location only Back to top

• There are no vacation rental listings in Kent Island currently advertising. Please see the USA, Maryland, Eastern Shore vacation rentals page.

Chester, Kent Island Vacation Rentals Show this location only Back to top

•   Luxury 4 Bedroom Vacation Condo W/ Private Beach 4BR/3.5BA – Sleeps 8 – Chester #417762
  4
  $1700 to $2100/ week

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Stevensville, Kent Island Vacation Rentals Show this location only Back to top

•   Amazing Waterfront Estate Mins from Annapolis & St Michaels 5BR+/5BA – Sleeps 12-16 – Stevensville #383074
  3
  $4000- $7000/wk; min 3 nts

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• Special offer All June and July Stays 20% Off! May 27, 2013 to Jul 31, 2013
    Comfortable 5 Bedroom Waterfront Home on Chesapeake Bay 5BR+/2BA – Sleeps 10-12 – Stevensville #358885
  8
  From $375/nt or $1400/wk. US Dollars.

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•   Chesapeake Bay / Kent Island Waterfront Cottage with Own Beach 4BR/1.5BA – Sleeps 8-10 – Stevensville #71635
  10
  $1100- $1925/wk

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•   Get Away to the Bay 4BR/3.5+BA – Sleeps 6-10 – Stevensville #473352
  3
  $1960 per week 3 night min stay

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•   Magnificent Waterfront Cottage on 5 Acres with Private Beach and Dock 3BR+/2BA – Sleeps 6 – Stevensville #409507
  8
  $400 nt

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