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102 stays

Stays in Woolford

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SUPERHOST
Entire house in Woolford
Newly Renovated Modern 3 bed 2 bath Water Front
6 guests3 bedrooms3 beds2 bathrooms
Air conditioningWifiKitchenFree parking
Rating 5.0 out of 5;84 reviews
SUPERHOST
Entire cottage in Cambridge
Chesapeake Sunset Cottage
4 guests2 bedrooms2 beds2 bathrooms
Air conditioningWifiKitchenFree parking
Rating 5.0 out of 5;28 reviews
SUPERHOST
Entire flat in Church Creek
Church Creek Natures' Rest
4 guests1 bedroom1 bed1 bathroom
Air conditioningWifiKitchenFree parking
Rating 4.96 out of 5;113 reviews
SUPERHOST
Entire house in Cambridge
Church Creek Getaway
7 guests3 bedrooms3 beds1 bathroom
Air conditioningWifiKitchenFree parking
Rating 4.91 out of 5;132 reviews
Entire house in Cambridge
Guest House on Eagle/Ironman Bike Course.
4 guests1 bedroom2 beds1 bathroom
Air conditioningWifiKitchenFree parking
Rating 5.0 out of 5;3 reviews
Entire house in Cambridge
7 Acre Waterfront Retreat w/Sandy Beach & Pool
9 guests3 bedrooms6 beds2 bathrooms
Air conditioningWifiKitchenFree parking
Rating 4.67 out of 5;6 reviews
SUPERHOST
Private room in Madison
Madison Nature Getaway
4 guests1 bedroom2 beds1 private bathroom
Air conditioningWifiKitchenFree parking
Rating 5.0 out of 5;65 reviews
Entire flat in Cambridge
Sunset Breezes - a quiet retreat
8 guests3 bedrooms5 beds2 bathrooms
Air conditioningWifiKitchenFree parking
Rating 5.0 out of 5;15 reviews
Private room in Cambridge
Sailor's Retreat Captain's Quarters
2 guests1 bedroom1 bed1 shared bathroom
Air conditioningWifiKitchenFree parking
SUPERHOST
Entire house in Cambridge
Dorothy's Chesapeake Delight
6 guests2 bedrooms4 beds1 bathroom
Air conditioningKitchenFree parking
Rating 4.95 out of 5;38 reviews
Entire cottage in Cambridge
Harwood Cottage on Church Creek, water access
4 guests2 bedrooms2 beds1 bathroom
Air conditioningWifiKitchenFree parking
Rating 5.0 out of 5;6 reviews
SUPERHOST
Entire house in Madison
Little Farmhouse by the Bay
9 guests4 bedrooms6 beds2 bathrooms
Air conditioningWifiKitchenFree parking
Rating 5.0 out of 5;16 reviews
Entire house in Cambridge
The Swans Nest at Freedoms Edge Farms
15 guests5 bedrooms0 beds3 bathrooms
Air conditioningWifiKitchenFree parking
Rating 4.25 out of 5;8 reviews
SUPERHOST
Entire guest house in Cambridge
Rosses Chance Guest House
2 guests1 bedroom1 bed1 bathroom
Air conditioningWifiKitchenFree parking
Rating 5.0 out of 5;44 reviews
SUPERHOST
Private room in Cambridge
IRONMAN - EagleMan - Cambridge - Nautical - Queen
2 guests1 bedroom1 bed1 private bathroom
Air conditioningWifiKitchenFree parking
Tiny house in Cambridge
The Little House on The Farm, with water access
2 guests1 bedroom1 bed1 bathroom
Air conditioningKitchenFree parking
Rating 5.0 out of 5;6 reviews
Private room in Cambridge
Sailor's Retreat Pineapple Room
2 guests1 bedroom1 bed1 private bathroom
Air conditioningWifiKitchenFree parking
Rating 5.0 out of 5;3 reviews
SUPERHOST
Entire house in Cambridge
Wilson on the Chesapeake
6 guests2 bedrooms3 beds1 bathroom
Air conditioningKitchenFree parking
Rating 4.76 out of 5;21 reviews
Entire cottage in Cambridge
Chesapeake Country House - Cozy, Romantic & Pretty
2 guests1 bedroom1 bed1 bathroom
Air conditioningWifiKitchenFree parking
Entire house in Cambridge
Eastern Shore waterfront Home
8 guests3 bedrooms5 beds2.5 bathrooms
Air conditioningWifiKitchenFree parking
120 of 102 places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.