Chestertown, Maryland Vacation Rentals

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Location: Chestertown, MD undo
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Nightly Rate (median: 175)
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1 - 20 of about 282 from 10 sites
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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 Chillán, 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 an unforgettable ... more details »
Location:Delaware
Bedrooms:2
Bathrooms:2
Sleeps:5
Property Type:Apartment

Amenities:Cable/Satellite TV, Central heating, Kitchenette, No Pets, TV & more amenities »
Activities:Restaurants, Snow Skiing

Description: Valle Nevado offers several apartments for rent. Valle de Condores buildings one & two were recently inaugurated at Valle Nevado, and both are located on the south side of the parking area, just a one-minute ... more details »
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 Chillán, 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 an unforgettable ... more details »
Location:Delaware
Bedrooms:1
Bathrooms:2
Sleeps:2
Property Type:Apartment

Amenities:Cable/Satellite TV, Central heating, Kitchenette, No Pets, TV & more amenities »
Activities:Restaurants, Snow Skiing

Description: Valle Nevado offers several apartments for rent. Valle de Condores buildings one & two were recently inaugurated at Valle Nevado, and both are located on the south side of the parking area, just a one-minute ... more details »
Location:Delaware
Bedrooms:1
Bathrooms:1
Sleeps:3
Property Type:Apartment

Amenities:Central heating, Kitchenette
Activities:Restaurants

Description: ... more details »
Location:Grasonville, Maryland
Bedrooms:4
Bathrooms:3
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Balcony, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Garage, Hair Dryer, Hot Tub, Internet Access, Iron, Kitchenette, Laundry, Linens, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Playground, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Amusement Parks, Beach, Biking, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Hunting, Ice Skating, Jetskiing, Kayaking, Miniature Golf, Racquetball, Sailing, Scuba Diving, Shopping, Snorkeling, Tennis, Theme Parks, Volleyball, Water Parks, Water Skiing, Windsurfing, Zoo & more activities »

Description: Welcome to Baydreams vacation home, a unique waterfront vacation home situated near the Kent Narrows in Queen Anne's County, on the Eastern Shore of Maryland. Book the comfort and convenience of a 4 bedroom 3 ... more details »
Location:Phoenix, Maryland
Bedrooms:3
Bathrooms:4
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Blender, Cable/Satellite TV, Coffee Maker, Computer Access, DVD Player, Dishwasher, Fireplace, Full kitchen, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stereo, TV, Toaster, VCR & more amenities »
Activities:Boating, Bowling, Canoeing, Casino, Fishing, Golf, Gym, Hiking, Horseback Riding, Hunting, Kayaking, Shopping, Zoo & more activities »

Description: The Space A unique and private single family home in a rural setting with views of nearby reservoir and forest preserve. Generous room sizes with private bathrooms are filled with natural light. Open kitchen, living ... more details »
Location:Bowie, Maryland
Bedrooms:6
Sleeps:12
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Balcony, Basketball Court, CD Player, Cable/Satellite TV, DVD Player, Deck, Dishwasher, Fireplace, Foosball Table, Full kitchen, Laundry, Linens, Microwave, Pets OK, Phone, Refrigerator, Restaurant, Sauna, Shower, Smoking OK, Stereo, Swimming Pool, TV, VCR & more amenities »
Activities:Basketball, Fishing, Golf, Gym, Jetskiing, Shopping, Snorkeling, Surfing, Tennis, Theme Parks, Water Skiing, Zoo & more activities »

Description: Beautiful home in maintained private and gated community in the Washington DC area . 2 fully equipped kitchen with all amenities and appliances . Metro , 6 flags , Washington DC , Baltimor , Annapolis ... more details »
Location:Frankford, Delaware
Bedrooms:2
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, Balcony, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Iron, Laundry, Linens, Microwave, Outdoor Shower, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, VCR & more amenities »
Activities:Amusement Parks, Beach, Biking, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Jetskiing, Kayaking, Miniature Golf, Parasailing, Sailing, Scuba Diving, Shopping, Surfing, Swimming, Tennis, Water Parks, Water Skiing, Windsurfing & more activities »

Description: This adorable two bedroom two bath home is so relaxing and peaceful. Our neighborhood is quiet, it includes a swimming pool and tennis. The house is one mile and a half from the beach. We ... more details »
Location:Chester, Maryland
Bedrooms:4
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Cable/Satellite TV, Coffee Maker, Deck, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Hot Tub, Internet Access, Kitchenette, Laundry, Linens, Microwave, Oceanfront, Oven, Pets OK, Refrigerator, Restaurant, Smoking OK, Stove, Swimming Pool, TV, Toaster & more amenities »
Activities:Beach, Boating, Bowling, Canoeing, Casino, Fishing, Golf, Gym, Hiking, Horseback Riding, Jetskiing, Kayaking, Miniature Golf, Racquetball, Sailing, Scuba Diving, Shopping, Snorkeling, Tennis & more activities »

Description: Swan Cove Condominiums at Kent Narrows(#49064) with private beach and views of the Chesapeake bay! - Brand new luxury condominium with 3000 sq ft, 4 bedrooms, 3 bathrooms, one large family room with open kitchen, ... more details »
Location:Centreville, Maryland
Bedrooms:4
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, Cable/Satellite TV, Coffee Maker, Dishwasher, Fireplace, Full kitchen, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stove, Swimming Pool, TV, Toaster, Towels & more amenities »
Activities:Beach, Boating, Canoeing, Fishing, Golf, Hiking, Shopping, Swimming & more activities »

Description: This house is on the estate of John Raskob, builder of the Empire State Building. The four-bedroom, two-bath house is one of seven that Raskob built for his farm employees. Now it has its own ... more details »
Location:Annapolis, Maryland
Bedrooms:3
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Cable/Satellite TV, DVD Player, Fireplace, Full kitchen, Hair Dryer, Internet Access, Iron, Linens, Microwave, Oven, Pets OK, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stove, TV & more amenities »
Activities:Beach, Boating, Canoeing, Ice Skating, Jetskiing, Sailing, Shopping & more activities »

Description: If you're in need of an amazing vacation rental that won't break the bank, Kindred Moss Cottage is the answer. Just a short walk to Highland Beach, Kindred Moss is a newly renovated property with ... more details »
Location:Saint Michaels, Maryland
Bedrooms:3
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Balcony, Beachfront View, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fireplace, Full kitchen, Internet Access, Laundry, Linens, Microwave, Oceanfront, Outdoor Shower, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster & more amenities »
Activities:Beach, Boating, Bowling, Fishing, Golf, Gym, Horseback Riding, Hunting, Ice Skating, Kayaking, Sailing, Shopping, Snorkeling, Tennis, Water Skiing & more activities »

Description: Beautiful like new waterfront home on the Chesapeake Bay, 5 minute drive to Historic St. Michaels. Minutes to many quaint watermen villages. Shared waterside pool, beach, kayaks, small boat, childrens playset. The property was designed ... more details »
Location:Royal Oak, Maryland
Bedrooms:3
Bathrooms:3
Sleeps:6
Property Type:Vacation Home

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

Description: You can tell right away, from the warm sage green exterior and the peaceful creekside setting, that this charming vacation cottage promises a fun, relaxing getaway. With a 180 degree expanse of spectacular Oak Creek ... more details »
Location:Oxon Hill, Maryland
Bedrooms:2
Bathrooms:2
Sleeps:8
Property Type:Apartment

Amenities:BBQ, Blender, CD Player, Cable/Satellite TV, DVD Player, Dishwasher, Elevator, Fitness Room, Freezer, Full kitchen, Garage, Hot Tub, Internet Access, Jacuzzi, Lounge, Microwave, Pets OK, Phone, Refrigerator, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, Wireless Internet Access & more amenities »
Activities:Gym, Swimming

Description: The beautifully decorated 2 Bedroom and 2 Bath condos are about 1108 sq. feet. The Master suite has a King Size bed the second bedroom has 2 Double Beds and Sleeper sofa in the Living ... more details »
Location:Washington, Washington D.C.
Bedrooms:1
Bathrooms:1
Sleeps:4
Property Type:Apartment

Amenities:Air Conditioning, Cable/Satellite TV, Child Friendly, Coffee Maker, DVD Player, Dishes, Dishwasher, Hair Dryer, Iron, Ironing Board, Laundry, Microwave, No Pets, Oven, Refrigerator, Toaster, Towels, Wireless Internet Access & more amenities »
Activities:Museums, Restaurants

Description: Enjoy your stay on CAPITOL HILL in this SPACIOUS, BRIGHT & CHEERFUL CONTEMPORARY 1 bedroom apartment with a private entrance. n**Check in is AFTER 3pm, on the day or your arrival. n**Check out is ... more details »
Location:Delaware
Bedrooms:3
Bathrooms:2
Sleeps:7
Property Type:Vacation Home

Amenities:Air Conditioning, CD Player, Child Friendly, Dishwasher, Internet Access, Laundry, Lounge, Microwave, Smoking OK, Swimming Pool, TV, Towels, Wireless Internet Access & more amenities »
Activities:Beach, Restaurants, Zoo

Description: Our house is located in a compound with pool, within a five minutes walk from the sea (Playa de San Juan and Cabo de las Huertas, the best part of Alicante). It is ideal for ... more details »
Location:Oxon Hill, Maryland
Bedrooms:1
Bathrooms:1
Sleeps:4
Property Type:Apartment

Amenities:Alarm Clock, Full kitchen, Garage, Hot Tub, Internet Access, Iron, Ironing Board, Laundry, Microwave, Swimming Pool, TV, Toaster, Wireless Internet Access & more amenities »
Activities:Swimming

Description: The beautifully decorated 1 Bedroom and 1 Bath condos are about 723 - 734 sq. feet. The Master suite has a King Size bed there 's also a Sleeper sofa in the Living room. The ... 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:Baltimore, Maryland
Bedrooms:1
Bathrooms:1
Sleeps:5
Property Type:Vacation Home

Amenities:Air Conditioning, Deck, Iron, Linens, Microwave, Oven, Pets OK, Refrigerator, Shower, Stove, TV, Towels, Wireless Internet Access & more amenities »
Activities:Restaurants

Description: What a unique way to vacation! Stay on the water on board our cozy houseboat in Baltimore the Draco! This 36 ' Gibson houseboat is the perfect budget friendly, pet friendly vacation rental for anyone ... more details »
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