Cheshire, Connecticut Vacation Rentals

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Location: Cheshire, CT undo
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1 - 20 of about 785 from 8 sites
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Location:East Hampton, New York
Bedrooms:4
Sleeps:7
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, CD Player, Cable/Satellite TV, Coffee Maker, Deck, Dishwasher, Fireplace, Full kitchen, Garage, Internet Access, Linens, Lounge, Microwave, Patio, Phone, Refrigerator, Shower, Stereo, Stove, Swimming Pool, TV, Utensils, VCR, Wireless Internet Access & more amenities »
Activities:Beach, Hiking

Description: Eli Circle Preserve is located on Woodpink Drive, at the intersection of 3-Mile Harbor Drive, in Settlers Landing/Northwest Woods. * 1 Block to Private Community Bay Beach (Sandy beach, safe, shallow, calm, clean water). * ... more details »
Location:Bloomfield, Connecticut
Bedrooms:5
Bathrooms:4
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, Balcony, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Kitchenette, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Pool Table, Refrigerator, Smoking OK, Stereo, Stove, Swimming Pool, TV, VCR & more amenities »
Activities:Golf, Swimming, Tennis

Description: BEAUTIFUL 100% NEWLY renovated Victorian Mansion, on 3.5 acre private ESTATE., directly alongside the ELEGANT greens and fairways of the prestigious private TUMBLE BROOK COUNTRY CLUB. LARGE INGROUND SWIMMING POOL. Great GOLF COURSE views from ... more details »
Location:Southampton, New York
Bedrooms:1
Bathrooms:1
Sleeps:2
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Basketball Court, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Internet Access, Iron, Kitchenette, Linens, Microwave, Oceanfront, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stove, Swimming Pool, TV, Toaster, Towels & more amenities »
Activities:Amusement Parks, Basketball, Beach, Boating, Bowling, Canoeing, Casino, Fishing, Golf, Gym, Hiking, Horseback Riding, Hunting, Ice Skating, Jetskiing, Kayaking, Miniature Golf, Racquetball, Sailing, Shopping, Snorkeling, Snow Skiing, Snowmobiling, Surfing, Tennis, Volleyball, Water Parks, Water Skiing, Whale watching, Windsurfing, Zoo & more activities »

Description: Every season is beautiful here, so relax and get away from it all. Situated at the gateway to the Hamptons, the Easterner Motel is located in charming, bucolic Shinnecock Hills, just five miles from Southampton ... more details »
Location:Southold, New York
Bedrooms:2
Bathrooms:1
Sleeps:4
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Backyard, Basketball Court, Blender, Cable/Satellite TV, Coffee Maker, Deck, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Laundry, Microwave, Oven, Patio, Pets OK, Playground, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stove, Sunroom, TV, Toaster & more amenities »
Activities:Amusement Parks, Basketball, Beach, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Hunting, Kayaking, Miniature Golf, Sailing, Scuba Diving, Shopping, Snorkeling, Surfing, Tennis, Theme Parks, Water Parks, Water Skiing, Windsurfing & more activities »

Description: Walk to our private beach just houses away, kick back with a local bottle of pinot in our beautiful sunroom, barbecue in the backyard or cook your favorites in our new kitchen and dine al ... more details »
Location:Sound Beach, New York
Bedrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Beachfront View, Blender, Cable/Satellite TV, Coffee Maker, Deck, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oceanfront, Oven, Patio, Pets OK, Phone, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster, Towels & more amenities »
Activities:Beach, Boating, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Kayaking, Shopping, Swimming, Tennis, Water Parks, Whale watching & more activities »

Description: This beautiful home has an open floor plan for dining and entertaining with spectacular water views from every room. The beach is pristine and the area is quiet and family friendly. It is perfect for ... more details »
Location:Cutchogue, 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, Oven, Patio, Pets OK, Phone, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Beach, Biking, Boating, Canoeing, Fishing, Golf, Hiking, Horseback Riding, Restaurants, Sailing, Tennis, Water Skiing, Windsurfing & more activities »

Description: Looking for a great summer retreat? Restaurants, antiquing, wineries, biking, canoeing, tennis, golf and of course the beach are all yours to be had at this charming east end gem on laid back Shelter Island. ... more details »
Location:New Milford, Connecticut
Bedrooms:4
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Kitchenette, Laundry, Linens, Microwave, Outdoor Shower, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, VCR, Woodburning Stove & more amenities »
Activities:Beach, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Ice Skating, Jetskiing, Kayaking, Miniature Golf, Scuba Diving, Shopping, Snow Skiing, Snowmobiling, Tennis, Theme Parks, Water Parks, Water Skiing & more activities »

Description: SUMMER RENTAL LITCHFIELD COUNTY, New Milford, CONNECTICUT Beautiful , very private country setting, four bedrooms, large family room with cathedral ceilings, grand piano. All amenities:cable TV, CD, DVD,VCR, internet. All rooms are with AC. ... more details »
Location:Sag Harbor, New York
Bedrooms:4
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, Deck, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Refrigerator, Smoking OK, Stereo, TV, VCR & more amenities »
Activities:Beach, Fishing, Gym, Horseback Riding, Tennis & more activities »

Description: The Sea Breeze House is located in the enchanting community of Sag Harbor. The house is located just steps from the only private beach in the Hampton. You can walk or bike to town. Watch ... more details »
Location:Sagaponack, New York
Bedrooms:3
Bathrooms:4
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Balcony, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, VCR & more amenities »
Activities:Beach, Biking, Shopping, Tennis & more activities »

Description: This shingled house built at the turn of the century has three bedrooms, four bathrooms, several sitting areas and is situated on gorgeous grounds with a clay tennis court a bike two miles from the ... more details »
Location:Water Mill, New York
Bedrooms:4
Bathrooms:2
Sleeps:7
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Balcony, Basketball Court, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Phone, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, Towels, VCR & more amenities »
Activities:Basketball, Beach, Boating, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Jetskiing, Kayaking, Racquetball, Sailing, Scuba Diving, Shopping, Snorkeling, Surfing, Tennis, Volleyball, Water Parks, Water Skiing, Whale watching, Windsurfing & more activities »

Description: Fabulous location! Very private, beautiful Bauhaus home on more than an acre of spacious well-landscaped, waterfront property, with a feel of many acres more due to the water views and neighboring natural, landscaped property. This ... more details »
Location:Mystic, Connecticut
Bedrooms:1
Bathrooms:1
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Basketball Court, Cable/Satellite TV, Coffee Maker, Full kitchen, Microwave, Oven, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster & more amenities »
Activities:Basketball, Boating, Casino, Fishing, Miniature Golf, Shopping & more activities »

Description: Our brand new travel trailer rental is perfect for a family getaway to Mystic, Connecticut! Located on an RV Resort & Campground. The trailer rental has a bedroom with a queen bed, a loft area ... more details »
Location:Amagansett, New York
Bedrooms:6
Bathrooms:3
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, 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, Phone, Refrigerator, Restaurant, Smoking OK, Stereo, Swimming Pool, TV & more amenities »
Activities:Beach, Golf, Horseback Riding

Description: This amazing Scheffer designed Dunes Cottage is located just one block from the ocean and is set on a lovely private acre with a 25' heated pool. This spacious 6 bedroom cottage with updated kitchen ... more details »
Location:Kent, Connecticut
Bedrooms:2
Sleeps:4
Property Type:Apartment

Amenities:Air Conditioning, Backyard, Basketball Court, Coffee Maker, Dishwasher, Full kitchen, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stove, Toaster, Wireless Internet Access & more amenities »
Activities:Basketball, Beach, Boating, Bowling, Fishing, Golf, Hiking, Horseback Riding, Hunting, Ice Skating, Kayaking, Restaurants, Sailing, Shopping, Snow Skiing, Tennis & more activities »

Description: Nestled in the heart of the village, this private get-away awaits you. Relax and still be in the center of everything. 2 bedrooms, 1 1/2 baths and charming backyard. There is wifi, fully equipped kitchen ... more details »
Location:East Moriches, New York
Bedrooms:4
Bathrooms:3
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Backyard, Balcony, Blender, Cable/Satellite TV, Coffee Maker, Dishwasher, Fireplace, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stove, TV, Toaster, Towels, VCR & more amenities »
Activities:Beach, Biking, Boating, Fishing, Shopping, Water Parks & more activities »

Description: Large house terrific for families and groups of friends. Each floor has its' own kitchen, living room and dining room. Situated on 1.5 acres the house offers lots of indoor and outdoor space. Families with ... more details »
Location:Water Mill, New York
Bedrooms:5
Bathrooms:4
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Garage, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stove, Swimming Pool, TV, Toaster & more amenities »
Activities:Basketball, Beach, Boating, Golf, Gym, Hiking, Horseback Riding, Miniature Golf, Parasailing, Sailing, Shopping, Snorkeling, Tennis, Water Skiing, Windsurfing & more activities »

Description: 5 bed 4 bath, heated pool, kid and pet friendly 5 bedroom, 4 bath, newly renovated home in Water Mill section of Southampton. Close to town and beaches, heated pool, kids play set, sand box ... more details »
Location:New Haven, Connecticut
Bedrooms:4
Bathrooms:1
Sleeps:7
Property Type:Vacation Home

Amenities:CD Player, Child Friendly, Laundry
Activities:Sightseeing

Description: The Space n nHaving holidays in Central London for money far below the Hotel prices is now possible. I have a large spacious 4 double bedrooms to offer in a 4 bed flat located right ... more details »
Location:Waterford, Connecticut
Bedrooms:3
Bathrooms:3
Sleeps:6
Property Type:Vacation Home

Amenities:Beachfront View, Child Friendly, Deck, Oceanfront, Pets OK & more amenities »
Activities:Casino, Restaurants, Shopping

Description: A passive solar contemporary,this 3 bedroom, 2 1/2 bath oceanfront home offers beautiful views of long island sound. The house has a large deck in the back with the back yard fronting the water and ... more details »
Location:Milford, Connecticut
Bedrooms:4
Bathrooms:4
Sleeps:8
Property Type:Vacation Home

Amenities:BBQ, Fireplace, Freezer, Internet Access, Laundry, Lounge, Oven, Refrigerator, Sauna, Shower, Swimming Pool & more amenities »

Description: This originally 50ies bungalow has been completely refurbished into a stylish contemporary villa with 50ties inspired icon pieces. This villa lives up to the highest standard and is set in the most sought after, wind ... more details »
Location:Riverhead, New York
Bedrooms:2
Bathrooms:1
Sleeps:4
Property Type:Vacation Home

Amenities:BBQ, Child Friendly, Full kitchen, Swimming Pool, Wireless Internet Access & more amenities »
Activities:Golf, Restaurants, Shopping

Description: Authentic 1920's Craftsman style Bungalow with great front porch for relaxing. Secluded pool area surrounded by mature bamboo and a brick barbecue. Close to Pinehurst Golf courses, Equestrian facilities and events. Within walking distance to ... more details »
Location:Wethersfield, Connecticut
Bedrooms:1
Bathrooms:1
Sleeps:4
Property Type:Condo

Amenities:Air Conditioning, BBQ, CD Player, Child Friendly, DVD Player, Dishwasher, Freezer, Laundry, Lounge, Microwave, Patio, Refrigerator, Shower, Swimming Pool, TV, Toaster, Wireless Internet Access & more amenities »
Activities:Beach, Swimming, Tennis

Description: Beautifully designed and decorated 1 Bedroom duplex apartment of 120sq m on an up market complex (with Swimming Pool Tennis Court, Snack bar and Gardens). Set on a hill above Albufeira Old Town the complex ... more details »
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