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Price per night from
$630
Great rentals within 20 miles that match your search
St. Michael's Premier in Town Summer Cottage now with private pool!
St. Michaels house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Price per night from
$716
Perfect Annapolis with Lots of Parking & Hot Tub
Annapolis townhouse
- 4 bedrooms
- 3 bathrooms
- sleeps 10
Price per night from
$796
Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview
Wittman log cabin
- 5 bedrooms
- 5 bathrooms
- sleeps 10
Price per night from
$1,117
Location Location! St Michaels-- In Town Cottage!
St. Michaels house
- 2 bedrooms
- 2 bathrooms
- sleeps 5
Price per night from
$352
“Comfortable and secure in a great home - almost as good as at ho” The house is set is a terrific neighborhood of annapolis within easy walking distance to two small parks on the water and to town. We all found the house a delight - the design, decorating, furnishings are tasteful and match the age and the imagery of the house. It is well equipped with comfortable bedrooms, adequate bathrooms and linens, utensils and staple supplies. We certainly will attempt to stay at this house again if we ever return to annapolis.
Price per night from
$487
Price per night from
$344
Vintage Bungalow-cozy, walk to shops, water, free pkg.
Annapolis house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$476
Waterfront Property, Kayaks, Private Dock, Near Town
St. Michaels house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Price per night from
$859
Price per night from
$201
KENT ISLAND-OCEAN VIEW Home for rent-4 bedrooms EASTERN SHORE sleeps 10-12
Kent Island house
- 4 bedrooms
- 2 bathrooms
- sleeps 12
Price per night from
$1,947
DOLCE VIDA AT Kent Island- 4 bedrooms House for rent-SLEEPS 10-12
Chester house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
Price per night from
$1,947
Price per night from
$201
Eat..Sleep..Fish..Repeat! Who needs a desk (there is one upstairs) when you can
Stevensville house
- 4 bedrooms
- 2 bathrooms
- sleeps 12
Price per night from
$802
Indoor pool and spa located in beautiful Southern Maryland woodlands
Chesapeake Beach house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Price per night from
$1,105
Price per night from
$1,145
Price per night from
$801
Price per night from
$916
Price per night from
$1,890
Chesapeake Bay Getaway™ | Waterfront Experience with Pier!
Edgewater house
- 2 bedrooms
- 1 bathroom
- sleeps 8
Price per night from
$573
Comfort & Luxury near downtown, mall, coffee shops and more
Annapolis apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Price per night from
$195
Price per night from
$400
Price per night from
$682
Price per night from
$441
CHESAPEAKE MANSION - NEW POOL/12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Sherwood house
- 8 bedrooms
- 10 bathrooms
- sleeps 12
Responds fast! avg. 38 minutes
Price per night from
$2,863
RANCH AT ROYAL OAK- Exclusive waterfront pool pier
St. Michaels house
- 6 bedrooms
- 6 bathrooms
- sleeps 12
Responds fast! avg. 38 minutes
Price per night from
$2,290
Price per night from
$149
Price per night from
$401
Price per night from
$430
Responds fast! avg. 38 minutes
Price per night from
$2,290
Luxury Waterfront - 40 Acre Estate - Swimming, Boating, Activities
Royal Oak manor house
- 25 bedrooms
- 25 bathrooms
- sleeps 50
Price per night from
$7,443
Blue Pearl - Life on the River! Luxury estate with jacuzzi and private pier!
Broomes Island house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Price per night from
$400
Price per night from
$382