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Vacation Rentals & Cabins in Wittman

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Price range

Per night

$10 - $500

Rental types

Vacation Rentals & Cabins in Wittman

80 Houses

Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview

Wittman log cabin

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$625

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Great rentals within 20 miles that match your search

Love Point Luxury Waterfront in Stevensville

Stevensville house

3 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$1,399

1 / 26

Choptank River View House

Cambridge house

6 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$1,000

1 / 16

Waterfront Room Rentals 2 with Private Beach

Trappe room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 34 minutes

Price per night from

$101

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St. Michaels Area Waterfront Retreat with pier, pool, kayaks and bikes

Royal Oak house

5 bedrooms / 4 bathrooms / sleeps 11

Price per night from

$600

1 / 4

Seahorse Guest Cottage near the Bay, dog friendly

North Beach cottage

1 bedroom / 1 bathroom / sleeps 5

Responds fast! avg. 12 minutes

Price per night from

$160

1 / 17

Huge Stevensville House Overlooking Eastern Shore!

Stevensville house

3 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 10 minutes

Price per night from

$401

1 / 26

Waterfront Room Rentals 3 with Private Beach

Trappe room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 34 minutes

Price per night from

$101

1 / 44

Large Historic Thomas Harrison House on Harbor in St. Michaels Town

St. Michaels house

7 bedrooms / 4 bathrooms / sleeps 9

“Perfect in every way!” I stayed at the Thomas Harrison house a few weeks ago and all I can say is..."if you are planning on coming to St. Michael's you need to stay at this house." This house is perfect in every way. It has all the accommodations that

Responds fast! avg. 3 hours 32 minutes

Price per night from

$290

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C/ean & Cozy

Annapolis room

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$59

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Panoramic Views of Herrington Harbour on the Bay.

North Beach house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$500

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Premier Cottage in St. Michaels- In Town Location!

St. Michaels house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 32 minutes

Price per night from

$150

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Historic Waterfront Property with Wi-Fi and Dock

St. Michaels house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 21 minutes

Price per night from

$751

1 / 18

Excellent Location in Downtown Annapolis- walk to everything !

Annapolis house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 2 hours 21 minutes

Price per night from

$300

1 / 17

Cottage 2 at Grandview Pleasure Point

Bozman house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$387

1 / 9

Clean & Spacious

Cape Saint Claire house

4 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$351

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2. Private 20 acre waterfront estate - studio apt

Annapolis apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$301

1 / 7

Love Point Bay Vacation Home

Stevensville apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$329

1 / 11

Sandy Pines: Enjoy Harris Creek w/Pool and Boats

St. Michaels house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$375

1 / 22

Charming and Spacious Annapolis Victorian

Annapolis house

6 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 1 hour 34 minutes

Price per night from

$751

1 / 19

Stunning, Newer Chesapeake Waterfront Estate, Pool - 6/7 Bedrms 5 Baths

Cambridge house

6 bedrooms / 5 bathrooms / sleeps 20

“Outstanding Vacation Rental” Our extended family (22 people - 13A/9K) had a great week at Saddle Beach. The house was beautiful and in very good condition. The option of being in the pool or the river during the day was wonderful. The house was cle

Responds fast! avg. 3 hours 27 minutes

Price per night from

$499

1 / 31

Walk to Shops/Eateries Charming Cottage. Dogs Wel.

Annapolis house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 49 minutes

Price per night from

$251

1 / 52

Lakeside Private Apartment

Wye Mills apartment

1 bedroom / 1 bathroom / sleeps 5

Price per night from

$140

1 / 15

St. Michael's Premier in Town Summer Cottage!

St. Michaels house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$286

1 / 7

Deerpond Carriage House

Woolford guest house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$181

1 / 17

Annapolis Condo Near River - Walk to Dwtn!

Annapolis apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 53 minutes

Price per night from

$195

1 / 24

Luxury Boat & Bed 78' Motor Yacht "Laid Off"

Edgewater yacht

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$991

1 / 18

Lochhaven house for rent

Edgewater house

3 bedrooms / 1 bathroom / sleeps 2

Price per night from

$101

1 / 4

St. Michaels award-winning waterfront BayCottage, pool, docks, sundeck, grounds

St. Michaels villa

6 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 1 hour 1 minutes

Price per night from

$852

1 / 38

The Yellow House- Gorgeous Southern Colonial

Annapolis house

6 bedrooms / 6 bathrooms / sleeps 14

Responds fast! avg. 1 hour 30 minutes

Price per night from

$995

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NEW! Charming Annapolis Home w/ Yard-5 Mins to DT!

Annapolis house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 53 minutes

Price per night from

$319

1 / 24

3BR Annapolis Home on Oyster Creek w/Amazing Views

Annapolis house

3 bedrooms / 4 bathrooms / sleeps 9

Responds fast! avg. 10 minutes

Price per night from

$351

1 / 26

Charming Townhouse - Steps to City Dock and USNA

Annapolis house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$451

1 / 7

KENT ISLAND-OCEAN VIEW Home for rent -4 bedrooms EASTERN SHORE sleeps 10-12

Kent Island house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$1,502

1 / 32

Luxury vacation condominum with private beach

Chester house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$441

1 / 35

KI Golf House-A PAR for the Course & Mile to Beach

Kent Island house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$601

1 / 17

RESTORED WATERFRONT COTTAGE

Royal Oak cottage

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$300

1 / 24

Waterfront House, Eastern Shore Chesapeake Bay

Centreville house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$400

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