Cheshire, Connecticut Vacation Rentals

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Location: Cheshire, CT undo
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1 - 20 of about 495 from 9 sites
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Location:Hampton Bays, New York
Bedrooms:2
Bathrooms:1
Sleeps:4
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Basketball Court, Blender, CD Player, Cable/Satellite TV, Coffee Maker, Computer Access, DVD Player, Deck, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster, Towels, VCR, Woodburning Stove & more amenities »
Activities:Basketball, Beach, Biking, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Jetskiing, Miniature Golf, Sailing, Scuba Diving, Shopping, Snorkeling, Surfing, Tennis, Water Skiing & more activities »

Description: Ideal get-a-way home, minutes from bay and beach, on 1/3 acre wooded lot. This home away from home is fully equipped with all the desired amanities. Central air condition. Fully equipped kitchen: gas oven and ... more details »
Location:East Hampton, New York
Bedrooms:3
Bathrooms:3
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Basketball Court, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Hot Tub, Internet Access, Iron, Laundry, Linens, Microwave, Outdoor Shower, Oven, Pets OK, Phone, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Basketball, Beach, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Hunting, Ice Skating, Kayaking, Miniature Golf, Parasailing, Racquetball, Sailing, Scuba Diving, Shopping, Snorkeling, Snowmobiling, Surfing, Theme Parks, Volleyball, Water Parks, Water Skiing, Whale watching, Windsurfing & more activities »

Description: This immaculate Ralph Lauren furnished home has it all including a Hot Springs Spa, custom Heated Pool with stand alone Pool House, 3000 sq. ft. of decking that wraps around entire back of home leading ... more details »
Location:Bridgehampton, New York
Bedrooms:3
Bathrooms:2
Sleeps:6
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, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Phone, Refrigerator, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Beach, Gym, Hiking, Horseback Riding, Miniature Golf, Running, Sailing, Tennis, Water Skiing, Windsurfing & more activities »

Description: Centrally-located, south of the highway charmer with easy layout and all year round cozy feel. Sun drenched, post modern with vaulted ceilings, oversize windows and exposed beams running throughout house. Expansive great room is fantastic ... more details »
Location:Westhampton, New York
Bedrooms:4
Bathrooms:4
Sleeps:12
Property Type:Apartment

Amenities:Air Conditioning, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Full kitchen, Iron, Laundry, Microwave, Oven, Pets OK, Refrigerator, Restaurant, Smoking OK, Stove, Swimming Pool, TV, Toaster & more amenities »
Activities:Beach, Shopping

Description: Private contemporary vacation home available for rent during the spring/summer/fall season in beautiful Westhampton Beach. Four (4) Bedroom/ Four (4) Bath 2-story home including 20 x 40 in-ground pool amongst expansive deck area with plenty ... more details »
Location:Sound Beach, New York
Bedrooms:3
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Basketball Court, Blender, CD Player, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Internet Access, Laundry, Linens, Microwave, Oceanfront, Outdoor Shower, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, TV, Toaster, Towels, VCR & more amenities »
Activities:Basketball, Beach, Boating, Fishing, Golf, Hiking, Kayaking, Ping Pong, Sailing, Shopping, Surfing, Tennis, Water Parks, Windsurfing & more activities »

Description: WATERFRONT BEACH HOUSE - SOUND BEACH - Long Island Located on the bluff with amazing views of the Long Island Sound around the year. 1:15 min drive (60 miles) from Manhattan. 25 min. from the ... more details »
Location:Southampton, New York
Bedrooms:4
Sleeps:9
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Basketball Court, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Disability Access, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Amusement Parks, Basketball, Beach, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Jetskiing, Kayaking, Miniature Golf, Parasailing, Racquetball, Sailing, Scuba Diving, Shopping, Snow Skiing, Surfing, Tennis, Water Parks, Water Skiing, Whale watching, Windsurfing, Zoo & more activities »

Description: Why rent 12 Bob White Drive in Water Mill summer of 2015? Secluded location only 15 minutes from villages of Sag Harbor, Bridgehampton, closeness to Southampton beaches without the traffic [15 minutes] Architect designed house ... more details »
Location:East Hampton, New York
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, Deck, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Refrigerator, Restaurant, Smoking OK, Stove, Swimming Pool, TV, Toaster & more amenities »
Activities:Beach, Boating, Canoeing, Fishing, Golf, Kayaking, Sailing, Tennis, Water Skiing, Windsurfing & more activities »

Description: Sited perfectly on the eastern shore of beautiful Three Mile Harbor in East Hampton, Island View offers sweeping views of the water and a picturesque island in the foreground. Its ideal vantage point offers spectacular ... more details »
Location:Copake, New York
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, DVD Player, Deck, Dishwasher, Full kitchen, Lake View, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Refrigerator, Restaurant, Smoking OK, TV, Toaster, Towels, VCR & more amenities »
Activities:Beach, Boating, Canoeing, Fishing, Golf, Hiking, Jetskiing, Kayaking, Sailing, Snow Skiing, Water Skiing & more activities »

Description: Well appointed comfortable 4 season home short walk to lake beach and dock. Large deck with lake views. TV with VCR/DVD Washer/dryer/dishwasher ... more details »
Location:Kings Park, New York
Bedrooms:4
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, Cable/Satellite TV, Coffee Maker, Dishwasher, Full kitchen, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stove, TV, Toaster, Towels & more amenities »
Activities:Beach, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Ice Skating, Kayaking, Sailing, Scuba Diving, Shopping, Snorkeling, Surfing, Tennis, Theme Parks, Water Parks, Windsurfing & more activities »

Description: Sit in the shade and watch the birds and boats go by or rent a kayak or canoe and get out there. This is a great place for the family if you are looking for ... more details »
Location:Shelter Island, New York
Bedrooms:3
Bathrooms:3
Sleeps:5
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Garage, Hair Dryer, Internet Access, Laundry, Linens, Outdoor Shower, Oven, Pets OK, Phone, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, Towels & more amenities »
Activities:Beach, Biking, Boating, Fishing, Hiking, Horseback Riding, Kayaking, Miniature Golf, Sailing, Shopping, Tennis & more activities »

Description: Contemporary, light filled 3 bedroom, 3 bath home located near South Ferry with easy access to the Hamptons. The lovely open floor plan features an array of contemporary art and sculptures, a living room with ... more details »
Location:West Cornwall, Connecticut
Bedrooms:3
Bathrooms:3
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, Child Friendly, Garage, Pets OK, Wireless Internet Access & more amenities »
Activities:Beach, Snow Skiing, Tennis

Description: Architect-designed, contemporary, 3-bedroom country home. Sited on five private hillside acres with breathtaking views of the Housatonic River Valley in the foothills of the Berkshire Mountains. With geothermal heating and air conditioning, heated floors, wood, ... more details »
Location:Monterey, Massachusetts
Bedrooms:5
Bathrooms:3
Sleeps:12
Property Type:Vacation Home

Amenities:Child Friendly, Deck, Dishwasher, Laundry, Pets OK, Refrigerator, Screened Porch, Shower, Towels, Wireless Internet Access, Woodburning Stove & more amenities »
Activities:Beach, Boating, Fishing, Restaurants, Snow Skiing, Swimming & more activities »

Description: This is a beautiful Berkshire, post and beam private house nestled in the woods just off the Appalachian trail. Set on one of the Berkshires most coveted roads close to fresh water swimming in Lake ... more details »
Location:Bridgehampton, New York
Bedrooms:4
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Child Friendly, Jacuzzi, Linens, Pets OK, Steam Shower, Swimming Pool & more amenities »
Activities:Beach, Tennis

Description: Beautiful contemporary home set on 1.6 private idyllic acres. Walk to town, near beaches. Easy drive to Sag Harbor, Southampton and East Hampton. Right by Hampton Classic and Polo grounds. n nNew designer furnishings and ... more details »
Location:Wading River, New York
Bedrooms:4
Bathrooms:1
Sleeps:10
Property Type:Vacation Home

Amenities:CD Player, Cable/Satellite TV, Deck, Full kitchen, Hair Dryer, Iron, Laundry, Outdoor Shower, Oven, Pets OK, Restaurant, Stove, Towels, Wireless Internet Access & more amenities »
Activities:Beach, Jetskiing, Kayaking, Swimming & more activities »

Description: This beach house has panoramic views and a large wrap around deck, with a screened in porch. Full kitchen, full bath, outdoor shower. Your true beach house! Directly in the sand. nThis home is a ... more details »
Location:Southampton, New York
Bedrooms:4
Bathrooms:3
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, Child Friendly, Disability Access, Lounge, Pets OK, Swimming Pool & more amenities »
Activities:Beach, Restaurants, Shopping

Description: This home is modern, clean and comfortable. It is located in the heart of the Hamptone28099s! The house is located just a few blocks from town and a few blocks from the most beautiful beaches ... more details »
Location:Stanfordville, New York
Bathrooms:1
Sleeps:2
Property Type:Vacation Home

Amenities:BBQ, Fireplace, Full kitchen
Activities:Hiking

Description: ROMANTIC log cabin with lovely stone fireplace designed for only 2 sits on the shore of its own 3.5 acre lake on 85 acres of land. Your closest neighbor will be 1/4 mile away! r ... more details »
Location:Barkhamsted, Connecticut
Bedrooms:7
Bathrooms:3
Sleeps:16
Property Type:Vacation Home

Amenities:BBQ, Central heating, Fireplace, Shower, Swimming Pool, TV & more amenities »
Activities:Swimming

Description: Le Sette Vene is a traditional farmhouse, typical of the Tuscany /Umbria border area and recently restored. It is an ideal place either for a large group, having 7 double bedrooms in all, or it ... more details »
Location:Westport, Connecticut
Bedrooms:4
Bathrooms:3
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Child Friendly, Fireplace, Internet Access, Laundry & more amenities »
Activities:Beach, Biking, Kayaking

Description: This Elegant home was professionally designed to capture the spectacular views of the Ocean. The home was completely remodeled recently and includes a rich interior with state of the art kitchen appliances, wood burning fireplace, ... more details »
Location:Hampton Bays, New York
Bedrooms:4
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Backyard, Child Friendly, Deck, Dishwasher, Non-Smoking, Patio, Refrigerator, Shower, Swimming Pool, TV, Wireless Internet Access & more amenities »
Activities:Basketball, Beach, Soccer, Tennis & more activities »

Description: WEEKLY 2015 ( FRIDAY to FRIDAY) nMay 3000$/week,June 3300$/Week July 3900$/Week August 3900$/Week September 3300$/Week nUtilities EXTRA sec deposit 25% for weekly rentals. nHOLIDAY weeks HIGHER, other date configuration please inquire with number of ... more details »
Location:Hillside, New York
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:CD Player, Restaurant, Swimming Pool
Activities:Beach, Boating, Fishing, Scuba Diving, Watersports & more activities »

Description: Surrounded by tropical plants and trees which create a very private setting for Sea Dream, this elegant and very well-equipped hillside home overlooks beautiful North Sound, yet is conveniently located just above Leverick Bay and ... more details »
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