Cheshire, Connecticut Vacation Rentals

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Location: Cheshire, CT undo
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1 - 20 of about 872 from 7 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: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: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:West Cornwall, Connecticut
Bedrooms:2
Bathrooms:1
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, Blender, CD Player, Cable/Satellite TV, Coffee Maker, Deck, Full kitchen, Internet Access, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster & more amenities »
Activities:Beach, Boating, Canoeing, Fishing, Gym, Hiking, Hunting, Kayaking, Rafting, Shopping, Snow Skiing, Tennis & more activities »

Description: Furnished cottage, with large deck, on 4 acres of woods, with brook and 200 feet Housatonic River frontage. Use of Sharon beach, tennis courts, and children's play area. Located in the beautiful Litchfield Hills, the ... 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:New London, Connecticut
Bedrooms:4
Bathrooms:3
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Basketball Court, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels & more amenities »
Activities:Amusement Parks, Basketball, Beach, Bowling, Casino, Fishing, Gym, Hiking, Miniature Golf, Shopping, Snorkeling, Tennis, Theme Parks, Volleyball, Water Parks & more activities »

Description: My family and I live in Shrewsbury, MA. We decided to purchase a vacation home in the Neptune Park section of New London, CT because of its location, location, location. Beautiful year round vacation home ... 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:East Otis, Massachusetts
Bedrooms:1
Bathrooms:1
Sleeps:4
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Cable/Satellite TV, Coffee Maker, Deck, Full kitchen, Hair Dryer, Internet Access, Iron, Linens, Microwave, Oven, Pets OK, Refrigerator, Restaurant, Smoking OK, Stove, TV & more amenities »
Activities:Beach, Boating, Canoeing, Fishing, Hiking, Horseback Riding, Snow Skiing & more activities »

Description: Enjoy a private, charming one bedroom, fully furnished guest home in East Otis. Front and back porches. Private entrance separate from our main house. The Otis reservoir is only down the hill from your accommodations. ... more details »
Location:Sharon, Connecticut
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:BBQ, Blender, Cable/Satellite TV, Coffee Maker, Deck, Dishwasher, Full kitchen, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster, Woodburning Stove & more amenities »
Activities:Beach, Fishing, Golf, Gym, Hiking, Horseback Riding, Ice Skating, Racquetball, Shopping, Snow Skiing, Tennis & more activities »

Description: Available June 13, 2016 - July 8, 2016 (as of 5-13) call or email for latest info. Perched on a rise in the beautiful lower Berkshires of Litchfield County, this house is your ideal escape ... 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: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:Weston, Connecticut
Bedrooms:3
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, Basketball Court, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, 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, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Basketball, Beach, Boating, Bowling, Canoeing, Fishing, Gym, Hiking, Horseback Riding, Kayaking, Sailing, Shopping, Tennis, Water Skiing, Windsurfing, Zoo & more activities »

Description: Escape to bucolic Saugatuck River views in a romantic renovated historical home, 6 minutes to Westport Center and less than 10 minutes to the train station. Enjoy beautiful views of the river from almost every ... 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: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:Huntington, New York
Bedrooms:1
Bathrooms:1
Sleeps:4
Property Type:Apartment

Amenities:Air Conditioning, Child Friendly, Non-Smoking, Shower, Towels, Wireless Internet Access & more amenities »
Activities:Beach, Restaurants, Shopping

Description: This private apartment comes equipped with all necessities (sheets, bath towels, kitchen equipment, etc). It is a loft one bedroom with a queen size bed and skylights. One full bath with bathtub and shower. This ... more details »
Location:Syosset, New York
Bedrooms:2
Bathrooms:2
Sleeps:4
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fire Pit, Fireplace, Full kitchen, Laundry, Microwave, Oven, Patio, Pets OK, Screened Porch, TV, Toaster, Towels, Wireless Internet Access & more amenities »
Activities:Biking, Board Games, Boating, Fishing, Hiking, Horseback Riding, Rafting, Tubing & more activities »

Description: Our cabin is very secluded and nestled deep in the woods on Rich Mountain. Filled with beautiful, rustic decor and a wood burning fire place, everything you need is already there, just bring your clothes ... more details »
Location:Bridgeport, Connecticut
Bedrooms:3
Bathrooms:3
Sleeps:5
Property Type:Vacation Home

Amenities:BBQ, Child Friendly, Deck, Fire Pit, Swimming Pool & more amenities »
Activities:Movie Theatres, Restaurants, Shopping, Swimming & more activities »

Description: Gold Coast Hinterland House with a perfectly peaceful view of the Gold Coast and Dam. n nTwo Story Unique Cottage style home with 3 Bedrooms set on 26 acres amongst trees and native wildlife, large ... more details »
Location:Dobbs Ferry, New York
Bedrooms:4
Bathrooms:2
Sleeps:12
Property Type:Vacation Home

Amenities:BBQ, Child Friendly, Deck, Fireplace, Hot Tub, Pool Table, Woodburning Stove & more amenities »
Activities:Snow Skiing

Description: This Hunter/Windham mountain house is nestled on 2 1/2 secluded acres and yet is close to all. The house offers a retreat sense all year round. It is situated minutes from either Hunter or Windham ... more details »
Location:Windsor, Connecticut
Bedrooms:4
Bathrooms:4
Sleeps:4
Property Type:Vacation Home

Amenities:BBQ, Cable/Satellite TV, Child Friendly, Coffee Maker, DVD Player, Freezer, Full kitchen, Internet Access, Iron, Ironing Board, Laundry, Microwave, Oven, Refrigerator, Shower, Stove, Toaster, Towels, VCR, Wireless Internet Access & more amenities »
Activities:Restaurants

Description: Maisonette del Teatr In the heart of the village of Panicale, in a very quiet position, the Ground floor Apartment enjoys all the best facilities available to give its hosts the perfect holiday. A large ... more details »
Location:Sag Harbor, New York
Bedrooms:5
Bathrooms:4
Sleeps:10
Property Type:Vacation Home

Amenities:Breakfast Bar, Fireplace, Swimming Pool, TV & more amenities »

Description: Designer 's own home boasts every detail. This stylish home has stainless steel chef 's kitchen with wine room, breakfast bar and butler 's pantry. Dining room with venetian palster walls and modern crystal chandelier. ... more details »
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