Cheshire, Connecticut Vacation Rentals

optional
optional
optional
your search
Location: Cheshire, CT undo
refine your search
Region
Location
Property Type
Nightly Rate (median: 250)
Bedrooms
Bathrooms
Sleeps
Amenities
Activities

1 - 20 of about 393 from 10 sites
sort by: best match | distance nightly rate
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, 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. 30 min. away from ... more details »
Location:Peconic, New York
Bedrooms:2
Bathrooms:1
Sleeps:7
Property Type:Vacation Home

Amenities:Alarm Clock, BBQ, Beachfront View, Blender, Coffee Maker, Deck, Fireplace, Full kitchen, Linens, Microwave, Oceanfront, Oven, Patio, Pets OK, Playground, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stove & more amenities »
Activities:Beach, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Kayaking, Miniature Golf, Sailing, Shopping, Snorkeling, Surfing, Swimming, Tennis, Theme Parks, Water Parks, Zoo & more activities »

Description: Tranquil / SECLUDED Beachfront Cottage. Spectacular Sunsets / Views Over Long Island Sound. Secluded: Kayaking, Swimming, Snorkeling, Fishing, In Long Island Sound. For children: Nearby Goldsmith Inlet Park offers flotation device surfing, nearby petting zoo, ... more details »
Location:West Cornwall, Connecticut
Bedrooms:2
Bathrooms:1
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, CD Player, Cable/Satellite TV, Coffee Maker, Deck, Full kitchen, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster & more amenities »
Activities:Beach, Canoeing, Fishing, Hiking, Kayaking, Rafting, Shopping, 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:Carmel, New York
Bedrooms:2
Bathrooms:1
Sleeps:4
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Beachfront View, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Fireplace, Full kitchen, Internet Access, Lakefront, Laundry, Linens, Microwave, Oceanfront, Oven, Patio, Pets OK, Phone, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stove, TV, Toaster, Towels, VCR & more amenities »
Activities:Beach, Boating, Bowling, Canoeing, Fishing, Golf, Hiking, Horseback Riding, Kayaking, Sailing, Scuba Diving, Shopping, Snorkeling, Snow Skiing, Swimming, Tennis & more activities »

Description: Secluded lakefront cottage w/ private dock on China Pond in the Sedgewood Club One hour drive from Upper Westside. Enjoy swimming and fishing in pristine spring fed waters (no motorboats). Private golf course (no tee ... more details »
Location:East Hampton, New York
Bedrooms:4
Sleeps:12
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Balcony, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Hot Tub, Internet Access, Iron, Kitchenette, Laundry, Linens, Microwave, Outdoor Shower, Oven, Pets OK, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Towels & more amenities »
Activities:Beach, Biking, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Hunting, Kayaking, Miniature Golf, Ping Pong, Sailing, Shopping, Snow Skiing, Surfing, Tennis, Water Skiing, Whale watching, Windsurfing & more activities »

Description: Beautiful wooded property and pirvate retreat located between the ocean and bay, surrounded by hundreds of acres of nature preserves and marked trails for all seasons-hiking and biking and cross country skiing. Two acres fenced ... 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:Mattituck, New York
Bedrooms:3
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Backyard, Basketball Court, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Fireplace, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, Towels & more amenities »
Activities:Basketball, Beach, Boating, Canoeing, Fishing, Golf, Gym, Horseback Riding, Jetskiing, Kayaking, Miniature Golf, Sailing, Shopping, Tennis, Water Parks & more activities »

Description: This is a newly renovated waterfront house in Mattituck with breathtaking views of Lupton's Point Creek out to Peconic Bay and a lovely landscaped yard. The dock is great for sitting and watching the sunset ... more details »
Location:Southampton, New York
Bedrooms:3
Bathrooms:2
Sleeps:7
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Beach, Golf, Hiking, Horseback Riding, Miniature Golf, Shopping, Whale watching, Windsurfing, Zoo & more activities »

Description: Great escape in Southampton Village. Fully Furnished, Rate for Memorial Day to Labor Day is $30,000.00. Easy to get to, Walk from the Train/Jitney 3 short blocks (Stop is Southampton Village)!! SOUTH OF THE HIGHWAY!!! ... 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, 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 2014? 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:Hampton Bays, New York
Bedrooms:7
Bathrooms:4
Sleeps:18
Property Type:Vacation Home

Amenities:DVD Player, Fireplace, Hot Tub, Linens, Patio, Pool Table, Stereo, Swimming Pool, TV, Towels & more amenities »
Activities:Basketball, Ping Pong, Volleyball

Description: Set on a beautifully landscaped area, this fabulous wooded private estate is home to an olympic size pool, 7 person hot tub, extensive outdoor and indoor entertainment areas and huge patio. This 7 bedroom (which ... more details »
Location:Hampton Bays, New York
Bedrooms:6
Bathrooms:5
Sleeps:14
Property Type:Vacation Home

Amenities:Hot Tub, No Pets, Non-Smoking, Stereo, Swimming Pool, TV & more amenities »

Description: Stunning New Private Bayfront Home with Breathtaking views of the Bay, Heated Gunite Bayside Heated Pool & large Hot Tub, Vaulted Ceilings, Skylights , Stereo in & out, 50 inch POP UP TV in Great ... more details »
Location:Hampton Bays, New York
Bedrooms:7
Bathrooms:4
Sleeps:18
Property Type:Vacation Home

Amenities:BBQ, CD Player, DVD Player, Deck, Hot Tub, Linens, Pool Table, Refrigerator, Stereo, Swimming Pool, TV, Towels & more amenities »
Activities:Beach, Gym, Restaurants, Shopping & more activities »

Description: Huge 7 bedroom contemporary with 4 1/2 baths, huge deck, in-ground pool, outdoor bar, 7 person hot tub, stainless steel gas BBQ. Spectacular recreation room, wonderful for entertaining. Fully loaded kitchen, 10 minute drive to ... more details »
Location:West Haven, Connecticut
Bedrooms:6
Bathrooms:3
Sleeps:12
Property Type:Vacation Home

Amenities:Foosball Table, Internet Access, Laundry, Patio, Pool Table, Swimming Pool, TV & more amenities »
Activities:Theme Parks

Description: This beautiful and luxurious 6 bedroom Disney area vacation home is located in the gated community of Hamlets at West Haven. Hamlets at West Haven is just minutes away from all of the Disney World ... more details »
Location:Hampton Bays, New York
Bedrooms:7
Bathrooms:5
Sleeps:18
Property Type:Vacation Home

Amenities:Fireplace, Hot Tub, Patio, Swimming Pool & more amenities »
Activities:Beach, Restaurants, Swimming

Description: A dream within reach. This unique home offers the best in indoor/outdoor living. The cathedral ceilings and interior with incredible finishes flow seamlessly into distinctive gardens on an acre of beautifully landscaped grounds. The new ... more details »
Location:Hampton Bays, New York
Bedrooms:8
Bathrooms:6
Sleeps:20
Property Type:Vacation Home

Amenities:CD Player, DVD Player, Foosball Table, Hot Tub, Swimming Pool, TV & more amenities »
Activities:Beach, Fishing, Ping Pong, Volleyball & more activities »

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:Hartford, Connecticut
Bedrooms:1
Bathrooms:1
Sleeps:2
Property Type:Apartment

Amenities:Shower

Description: Guest room in large condo. Private room with private bath w/tub/shower ... more details »
Location:Hampton Bays, New York
Bedrooms:7
Bathrooms:4
Sleeps:20
Property Type:Vacation Home

Amenities:Air Conditioning, CD Player, DVD Player, Deck, Fireplace, High Speed Internet Access, Hot Tub, Linens, Lounge, Outdoor Shower, Patio, Swimming Pool, TV, Towels & more amenities »

Description: This beautiful custom designed house is located in a prestigious area of the Hamptons. Enjoy the seclusion and privacy of 1.3 acre of wooded grounds. The indoor patio, outdoor deck around the pool, 7 person ... more details »
Location:East Quogue, New York
Bedrooms:4
Bathrooms:3
Sleeps:10
Property Type:Vacation Home

Amenities:Deck, Swimming Pool
Activities:Tennis

Description: New Victorian home with 20 x 40 pool and Har-Tru Tennis court. Pool area is surrounded by a beautiful tumbled brick deck. Property features architectural landscaping and magnificent perennials. Many pool toys and a removable ... more details »
Location:East Hampton, New York
Bedrooms:4
Bathrooms:4
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Fireplace, Outdoor Shower, Patio & more amenities »
Activities:Beach

Description: Charming classical historical home built in the 1800s on one of the best streets in East Hampton Village. House has 4 bedrooms (two are 'en suite') and 3 full bathrooms on the second floor. First ... more details »
Location:Hampton Bays, New York
Bedrooms:9
Bathrooms:4
Sleeps:18
Property Type:Vacation Home

Amenities:DVD Player, Deck, Disability Access, Fireplace, Garage, Hot Tub, Non-Smoking, Patio, Pets OK, Stereo, Swimming Pool, TV & more amenities »
Activities:Beach, Gym, Ping Pong

Description: Walk to beach. Enjoy sunsets over the bay in this beautifully designed contemporary central hall Colonial on 1.6 acres. Extremely large 9 bedrooms, 3.5 baths with state-of-the-art kitchen, formal dining room, large living room with ... more details »
123...20
Showing 20 of about 393