Cheshire, Connecticut Vacation Rentals

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Location: Cheshire, CT undo
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1 - 20 of about 631 from 11 sites
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Location:East Marion, New York
Bedrooms:6
Bathrooms:5
Sleeps:12
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fireplace, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Kitchenette, Laundry, Linens, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Phone, Refrigerator, Screened Porch, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels & more amenities »
Activities:Beach, Biking

Description: Escape to a private pastoral compound comprised of a historical home and a guest carriage house sitting on eight lush acres. The main country manor house offers three spacious bedrooms, including an en suite master ... 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, Restaurants, Sailing, Tennis, Water Skiing, Windsurfing & more activities »

Description: Centrally located and south of the highway, this sun drenched post modern house offers convenience, complete privacy and spectacular scenery. Walk to village, shops/restaurants, train and Jitney, and just minutes to East Hampton, Southampton or ... more details »
Location:Mystic, Connecticut
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Blender, Cable/Satellite TV, Coffee Maker, Computer Access, DVD Player, Deck, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Ocean View, Oven, Patio, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster, Towels & more amenities »
Activities:Beach, Boating, Canoeing, Casino, Fishing, Golf, Gym, Hiking, Horseback Riding, Kayaking, Sailing, Shopping, Snorkeling, Surfing, Whale watching & more activities »

Description: Newly renovated, comfortable home features large decks. Spectacular views from inside and outside of home. Private property near historic downtown Mystic CT, Mystic Aquarium, Mystic Seaport and beautiful St. Edmund's Retreat. Boating, bathing and docking ... more details »
Location:Shelter Island, New York
Bedrooms:3
Bathrooms:2
Sleeps:5
Property Type:Vacation Home

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

Description: 1970s modern, completely remodeled in 2013 and a 5 minute walk to Wades Beach. Contemporary open floor plan with gourmet Viking kitchen and honed marble countertops stocked with gourmet cooking equipment and utensils. Privately located ... more details »
Location:Rowayton, Connecticut
Bedrooms:6
Bathrooms:6
Sleeps:12
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Basketball Court, Beachfront View, Blender, CD Player, Cable/Satellite TV, Coffee Maker, Computer Access, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Garage, Hot Tub, Internet Access, Kitchenette, Laundry, Linens, Microwave, Oceanfront, Outdoor Shower, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, Towels, VCR & more amenities »
Activities:Basketball, Beach, Boating, Bowling, Fishing, Gym, Kayaking, Miniature Golf, Ping Pong, Sailing, Shopping, Swimming, Tennis, Volleyball, Zoo & more activities »

Description: Enjoy this magnificent victorian home on the beach in beautiful Rowayton, Connecticut for an extraordinary four week summer vacation. The house is four stories of unparalleled views, featuring 6 bedrooms and 6 baths. The home ... more details »
Location:Clermont, New York
Bedrooms:4
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Basketball Court, Coffee Maker, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster & more amenities »
Activities:Basketball, Beach, Boating, Bowling, Fishing, Golf, Gym, Hiking, Horseback Riding, Jetskiing, Kayaking, Miniature Golf, Sailing, Shopping, Snow Skiing, Tennis, Water Parks & more activities »

Description: In the midst of a large National Register Property a half mile from anyone is this large Carriage House built by the Livingston Family. You can walk to the river or the many trails we ... more details »
Location:Montauk, New York
Bedrooms:4
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Balcony, CD Player, Cable/Satellite TV, Coffee Maker, Deck, Dishwasher, Fireplace, Full kitchen, Internet Access, Laundry, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Refrigerator, Smoking OK, Stereo, Stove, TV, Toaster & more amenities »
Activities:Beach, Kayaking, Miniature Golf, Tennis & more activities »

Description: Adorable 3 bedroom waterview house, with studio .Private bay beach. open living space with lots of outdoor decking and privacy. ... more details »
Location:East Hampton, 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, Computer Access, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, Towels, VCR & more amenities »
Activities:Beach, Biking, Boating, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Kayaking, Miniature Golf, Sailing, Shopping, Snorkeling, Surfing, Tennis, Volleyball, Water Parks, Whale watching & more activities »

Description: This cottage is located on one of the nicest blocks in Springs area of East Hampton. The house is a cozy ranch, with a Cathedral ceiling in the living/dining area. Relax on our lovely deck ... more details »
Location:Southampton, New York
Bedrooms:8
Sleeps:18
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Balcony, Basketball Court, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Garage, Hot Tub, Internet Access, Laundry, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Phone, Refrigerator, Restaurant, Smoking OK, Swimming Pool, TV, Toaster, VCR & more amenities »
Activities:Basketball, Beach, Boating, Fishing, Golf, Jetskiing, Kayaking, Miniature Golf, Shopping, Surfing, Tennis, Volleyball, Water Parks, Zoo & more activities »

Description: Property is no longer available...sorry...sold. ... more details »
Location:East Marion, New York
Bedrooms:2
Bathrooms:1
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Backyard, Basketball Court, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Iron, Laundry, Linens, Microwave, Outdoor Shower, Oven, Pets OK, Playground, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stereo, Stove, TV, Toaster, VCR & more amenities »
Activities:Basketball, Beach, Boating, Canoeing, Fishing, Gym, Jetskiing, Kayaking, Sailing, Shopping, Water Parks & more activities »

Description: Lovely 2 bedroom cottage with new kitchen and bath on oversized property. Large screened-in porch overlooking tree-lined backyard. Walk to water and very close to town beaches and quaint town of Greenport. Also close to ... more details »
Location:Hampton Bays, New York
Bedrooms:3
Bathrooms:1
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, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Amusement Parks, Basketball, Beach, Boating, Bowling, Fishing, Golf, Gym, Horseback Riding, Jetskiing, Sailing, Scuba Diving, Shopping, Snorkeling, Surfing, Tennis, Volleyball, Water Skiing & more activities »

Description: Lovely cottage in a small beach side community located on a high bluff overlooking the Great Peconic Bay, with a private beach and a private community pool. Atlantic Ocean beaches 10 minute drive. Visit other ... more details »
Location:West Cornwall, Connecticut
Bedrooms:4
Bathrooms:3
Sleeps:8
Property Type:Vacation Home

Amenities:BBQ, Cable/Satellite TV, DVD Player, Deck, Dishwasher, Full kitchen, Laundry, Linens, Microwave, Pets OK, Refrigerator, Restaurant, Smoking OK, Stereo, TV & more amenities »
Activities:Fishing, Kayaking, Shopping, Tennis & more activities »

Description: Antique Cornwall renovated farmhouse with wide floor boards on a quiet country road. One bedroom on main floor, new master bedroom suite upstairs. Eat in kitchen plus separate dining room. Large living room comfortably furnished. ... more details »
Location:Stanfordville, New York
Bathrooms:1
Sleeps:2
Property Type:Vacation Home

Amenities:Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Fireplace, Full kitchen, Hair Dryer, Internet Access, Lakefront, Linens, Microwave, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, Towels, VCR & more amenities »
Activities:Beach, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Ice Skating, Shopping & more activities »

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! Enjoy ... more details »
Location:Sag Harbor, New York
Bedrooms:4
Bathrooms:4
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Backyard, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Disability Access, Dishwasher, Fireplace, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Outdoor Shower, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, Towels, VCR & more amenities »
Activities:Beach, Boating, Bowling, Fishing, Golf, Hiking, Miniature Golf, Surfing, Tennis & more activities »

Description: Dock your boat in your backyard. Enjoy fishing in Great Peconic Bay, Noyac Bay, Gardiners Bay or Montauk, all accessible from this home in the Sag Harbor area. This comfortable post modern waterfront home was ... more details »
Location:Hampton Bays, New York
Bedrooms:8
Bathrooms:6
Sleeps:20
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Beachfront View, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Disability Access, Dishwasher, Fireplace, Full kitchen, Garage, Hair Dryer, Hot Tub, Internet Access, Iron, Kitchenette, Laundry, Linens, Microwave, Oceanfront, Oven, Pets OK, Phone, Pool Table, Refrigerator, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels & more amenities »
Activities:Beach, Fishing, Ping Pong

Description: Inspired by Walden, Thoreau and Emerson, Shell House is the quintessential luxury rental in the Hamptons. Dock in the nearby marina or rent a boat for the day. Shell House is your gateway to world ... more details »
Location:Southampton, New York
Bedrooms:4
Bathrooms:4
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, Balcony, CD Player, Cable/Satellite TV, DVD Player, Dishwasher, Full kitchen, Garage, Internet Access, Kitchenette, Laundry, Linens, Microwave, Pets OK, Phone, Refrigerator, Restaurant, Smoking OK, Stereo, Swimming Pool, TV & more amenities »
Activities:Fishing, Golf, Jetskiing, Sailing, Snorkeling, Surfing, Tennis, Water Skiing, Windsurfing & more activities »

Description: Come enjoy this very private estate-like setting. Over 5 acres buffer you from the hustle and bustle of the summertime Hampton with 3 Master Suites total of 4 bedrooms and 4 baths, LED flat screen ... more details »
Location:White Plains, New York
Bedrooms:1
Bathrooms:1
Sleeps:3
Property Type:Apartment

Amenities:Air Conditioning, BBQ, Cable/Satellite TV, Dishwasher, High Speed Internet Access, Internet Access, Laundry, Lounge, Pets OK, Phone, Swimming Pool, TV, Utilities included, Wireless Internet Access & more amenities »
Activities:Gym, Shopping, Swimming

Description: The beautiful apartments at Avalon White Plains feature gourmet kitchens with contemporary cabinetry, hardwood flooring and spacious walk-in closets. The luxurious community is full of fantastic on-site amenities like a resident lounge & game room, ... more details »
Location:Bronx, New York
Bedrooms:1
Bathrooms:1
Sleeps:2
Property Type:Apartment

Amenities:Basketball Court
Activities:Basketball, Beach, Restaurants, Running, Shopping & more activities »

Description: Experience a refreshing twist to urban living for the price conscious traveler, a taste of New York suburbia. Everyone all together under one roof. Rooms offers one, two and three bedroom choices in a quality ... more details »
Location:Bronx, New York
Bedrooms:1
Bathrooms:1
Sleeps:2
Property Type:Apartment

Amenities:Full kitchen, Refrigerator
Activities:Beach, Restaurants

Description: Humongous RoomEnjoy a pillow top Queen size bed, with enough room to add a roll away (twin) bed at no extra charge.Enjoy wide-open space, unwind, create, and relax. Decorated with coastal art and functional furnishings ... more details »
Location:Bronx, New York
Bedrooms:1
Bathrooms:1
Sleeps:3
Property Type:Apartment

Amenities:Air Conditioning, Basketball Court, Cable/Satellite TV, Internet Access, TV, Towels, Wireless Internet Access & more amenities »
Activities:Basketball, Beach, Restaurants, Running, Shopping & more activities »

Description: Whether you’re a Friend or Family, you’ll enjoy our Friends & Family Suite located in the same residential complex as our Neighborhood Retreat Outlet Properties. Friends & Family Suite is a studio apartment, with back ... more details »
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