Chestertown, Maryland Vacation Rentals

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Location: Chestertown, MD undo
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1 - 20 of about 230 from 7 sites
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Location:Delaware
Bedrooms:1
Bathrooms:1
Sleeps:4
Property Type:Condo

Amenities:Cable/Satellite TV, Hot Tub, Microwave, No Pets, Restaurant, Swimming Pool, TV, Towels & more amenities »
Activities:Casino, Snow Skiing

Description: Termas de Chill n, the Andes Mountains' unrivaled Ski and Spa Resort, invites you to enjoy mountain magic and comfort immersed in breathtaking beauty. A style of service excellence that will make your stay ... more details »
Location:Delaware
Bedrooms:2
Sleeps:5
Property Type:Condo

Amenities:Cable/Satellite TV, Hot Tub, Microwave, Restaurant, Swimming Pool, TV, Towels & more amenities »
Activities:Casino, Snow Skiing

Description: Termas de Chill n, the Andes Mountains' unrivaled Ski and Spa Resort, invites you to enjoy mountain magic and comfort immersed in breathtaking beauty. A style of service excellence that will make your stay ... more details »
Location:Delaware
Bedrooms:2
Sleeps:6
Property Type:Condo

Amenities:Cable/Satellite TV, Hot Tub, Microwave, No Pets, Restaurant, Swimming Pool, TV, Towels & more amenities »
Activities:Casino, Snow Skiing

Description: Termas de Chill n, the Andes Mountains' unrivaled Ski and Spa Resort, invites you to enjoy mountain magic and comfort immersed in breathtaking beauty. A style of service excellence that will make your stay ... more details »
Location:Delaware
Bedrooms:2
Bathrooms:1
Sleeps:5
Property Type:Condo

Amenities:Cable/Satellite TV, Hot Tub, Microwave, Restaurant, Swimming Pool, TV, Towels & more amenities »
Activities:Casino, Snow Skiing

Description: Termas de Chill n, the Andes Mountains' unrivaled Ski and Spa Resort, invites you to enjoy mountain magic and comfort immersed in breathtaking beauty. A style of service excellence that will make your stay ... more details »
Location:Annapolis, Maryland
Bedrooms:1
Bathrooms:1
Sleeps:5
Property Type:Condo

Amenities:Air Conditioning, Balcony, Cable/Satellite TV, Deck, Dishwasher, Fireplace, Full kitchen, Laundry, Microwave, Oven, Patio, Pets OK, Refrigerator, Restaurant, Smoking OK, Swimming Pool, TV & more amenities »
Activities:Swimming, Tennis

Description: This beautiful and elegant 1 BR loft with 2.5 bath, that is nestled in a quiet but vibrant private residential community equipped with 2 swimming pools, 2 tennis courts and a restaurant, which sits on ... more details »
Location:Buck, Pennsylvania
Bedrooms:5
Sleeps:6
Property Type:Vacation Home

Amenities:BBQ, Beachfront View, Blender, CD Player, Cable/Satellite TV, Deck, Dishwasher, Fireplace, Full kitchen, Garage, Hair Dryer, Internet Access, Laundry, Linens, Microwave, Oceanfront, Oven, Pets OK, Refrigerator, Restaurant, Smoking OK, TV, Towels & more amenities »
Activities:Beach, Fishing, Kayaking, Scuba Diving, Shopping, Snorkeling & more activities »

Description: WATERFRONT, MARBLEHEAD NECK SUMMER RENTAL, FULLY FURNISHED AND EQUIPPED on a very private near acre lot with over 300' of ocean frontage, and private beach. This classic, updated 1927, 11 room home is located 17 ... more details »
Location:Slaughter Beach, Delaware
Bedrooms:4
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Basketball Court, Beachfront View, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Garage, Hot Tub, Internet Access, Laundry, Linens, Microwave, Oceanfront, Oven, Pets OK, Phone, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster, Woodburning Stove & more amenities »
Activities:Amusement Parks, Basketball, Beach, Bowling, Casino, Fishing, Golf, Gym, Hiking, Miniature Golf, Shopping, Water Parks & more activities »

Description: Located on the point of South Bowers Island.The property is beachfront with all the sunbathing ,fishing and crabbing you would want to do.Very private area with an exclusive home with garage ,hotub ,completly furnished ,with ... more details »
Location:Annapolis, Maryland
Bedrooms:2
Bathrooms:2
Sleeps:4
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Full kitchen, Garage, Internet Access, Iron, Laundry, Linens, Patio, Pets OK, Refrigerator, Restaurant, Smoking OK, Stove, TV & more amenities »
Activities:Boating, Shopping

Description: 2,700 Sq. Ft. Of Casual Waterfront Elegance 50' From The Chesapeake Bay ! 2,700 sq. ft. of casual waterfront elegance 50' from the shores of the Chesapeake bay and 15 minutes from historic downtown Annapolis ... more details »
Location:Cambridge, Maryland
Bedrooms:3
Bathrooms:2
Sleeps:9
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster & more amenities »
Activities:Beach, Boating, Canoeing, Fishing, Golf, Gym, Hiking, Hunting, Jetskiing, Kayaking, Miniature Golf, Sailing, Shopping, Windsurfing & more activities »

Description: This charming waterfront cottage on 6.5 private acres sits among swans and eagles on Marylands beautiful Eastern Shore. This professionally deorated cottage is packed with modern ammenities and charm. Saltwater Pool, Dock with seating, boat ... more details »
Location:Cambridge, Maryland
Bedrooms:7
Sleeps:28
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Basketball Court, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Full kitchen, Hair Dryer, Hot Tub, Internet Access, Iron, Jacuzzi, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Playground, Pool Table, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Basketball, Beach, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hunting, Jetskiing, Kayaking, Sailing, Shopping, Snow Skiing & more activities »

Description: 6,000 Sq. Ft. of Living Space. Designer Appointed with All New Furnishings.7 Bedrooms with 6 Full Bathrooms, some with Jacuzzi/Whirlpool Baths. Gourmet Kitchen with Six Burner Stovetop and Triple Ovens. Large Game Room with ... more details »
Location:Millsboro, Delaware
Bedrooms:4
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fireplace, Full kitchen, Garage, Hot Tub, Internet Access, Laundry, Microwave, Oven, Patio, Pets OK, Phone, Playground, Pool Table, Refrigerator, Restaurant, Sauna, Screened Porch, Smoking OK, Stove, Swimming Pool, TV, Toaster & more amenities »
Activities:Amusement Parks, Beach, Biking, Boating, Bowling, Fishing, Golf, Gym, Hiking, Kayaking, Miniature Golf, Parasailing, Ping Pong, Sailing, Shopping, Surfing, Tennis, Volleyball, Water Parks, Windsurfing & more activities »

Description: The Peninsula at the Indian River Bay is the perfect vacation destination offering the finest resort amenities including a private Jack Nicklaus Signature Golf Course, nature and kayak center, a wave lagoon with sandy beach, ... more details »
Location:Cambridge, Maryland
Bedrooms:5
Sleeps:18
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fire Pit, Fireplace, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Microwave, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, VCR & more amenities »
Activities:Boating, Canoeing, Casino, Fishing, Golf, Hiking, Jetskiing, Kayaking, Parasailing, Sailing, Shopping, Swimming, Tennis, Water Skiing & more activities »

Description: This beautifully designer furnished waterfront home is located in a very private setting overlooking the Chesapeake Bay and Little Choptank River. The property features magnificent water views, a private dock, fire pit, a large fenced ... more details »
Location:Annapolis, Maryland
Bedrooms:3
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Child Friendly, Dishwasher, Fireplace, Full kitchen, Internet Access, Laundry, Oven, TV, Wireless Internet Access & more amenities »
Activities:Beach, Restaurants

Description: Shellback house is a three bedroom, one and 1/2 bath historic townhouse in the heart of Downtown Annapolis with a private garden. The house has views of Ego Alley (Annapolis Waterfront) from the front stoop ... more details »
Location:North Beach, Maryland
Bedrooms:1
Bathrooms:1
Sleeps:5
Property Type:Vacation Home

Amenities:BBQ, Backyard, Child Friendly, Deck, Fenced Yard, Full kitchen, Pets OK & more amenities »
Activities:Beach, Bird watching, Fishing, Hiking, Hunting, Kayaking, Restaurants, Shopping & more activities »

Description: The Seahorse Guest Cottage is located in North Beach, Maryland, on the western shore of the Chesapeake Bay, within an houre28099s drive of Washington, Baltimore, and Annapolis. The fully furnished cottage has a living room ... more details »
Location:Oxford, Pennsylvania
Bedrooms:1
Bathrooms:1
Sleeps:4
Property Type:Vacation Home

Amenities:Child Friendly, Covered Porch, Ocean View
Activities:Beach, Fishing

Description: Premier accommodations with breath-taking views of the Mt Redoubt, Mt Iliamna & Mt Spurr volcanoes. Our knotty pine cabins are set on the edge of a 200 ft high bluff overlooking the scenic Cook Inlet. ... more details »
Location:Pequea, Pennsylvania
Bedrooms:3
Bathrooms:2
Sleeps:10
Property Type:Vacation Home

Amenities:Child Friendly, Restaurant, TV, Wireless Internet Access & more amenities »
Activities:Canoeing, Fishing, Kayaking, Swimming, Tubing & more activities »

Description: Enjoy a relaxing stay at our A-Frame house located at Sickman's Mill. You will have access to the creek and campground for campfires (fire ring and firewood provided), fishing, creek swimming, kayaking and canoeing (equipment ... more details »
Location:Baltimore, Maryland
Bedrooms:3
Bathrooms:1
Sleeps:8
Property Type:Vacation Home

Amenities:BBQ, CD Player, Cable/Satellite TV, Full kitchen, Laundry, Playground, Private Parking, Shower, TV, Wireless Internet Access & more amenities »

Description: In Baltimore on vacation? Going to Camden Yards or to see a Ravens game? Attending a conference at the Convention Center? Visiting the University of Maryland medical school or hospital?What if I told you you ... more details »
Location:Baltimore, Maryland
Bedrooms:2
Bathrooms:1
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Breakfast Bar, City View, Deck, Iron, Linens, Lounge, Microwave, Oven, Pets OK, Refrigerator, Shower, Stove, TV, Toaster, Towels, Utensils, Wireless Internet Access & more amenities »
Activities:Restaurants

Description: Come stay aboard our FABULOUS houseboat, berthed in one of the most convenient marinas for exploring all that Baltimore has to offer! nCustom designed inside and out, this floating home features handcrafted wood trim and ... more details »
Location:Delaware
Bedrooms:2
Bathrooms:1
Sleeps:4
Property Type:Vacation Home

Amenities:BBQ, Child Friendly, Disability Access, Internet Access, Pets OK, TV, Wireless Internet Access & more amenities »
Activities:Biking, Diving, Paragliding

Description: Casa Platero is a luxurious holiday home in a 30 ha natural park where only donkeys and birds live. Very close and with walking access to the sea, the location is absolutely remote, no street, ... more details »
Location:Alloway, New Jersey
Bedrooms:1
Bathrooms:1
Sleeps:2
Property Type:Apartment

Amenities:Air Conditioning, Child Friendly, Coffee Maker, DVD Player, Elevator, Internet Access, Lounge, Shower, TV, Wireless Internet Access & more amenities »

Description: The flat can host 2 guests and it is just 2 minutes walk from Plac3a7a Catalunyae280a6 the location is superb. The street where it is located, is a pedestrian street that ends on Las Ramblas. ... more details »
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