Find Vacation Rentals in Cheshire

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Cheshire
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Popular Cheshire Vacation Rentals

Find the perfect Cheshire vacation rental

House Cheshire
$242 per night
House ∙ 8 guests ∙ 3 bedrooms
Cheshire, New Haven County, Connecticut, United States
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Vrbo
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House Cheshire
$230 per night
House ∙ 2 guests ∙ 3 bedrooms
Cheshire, New Haven County, Connecticut, United States
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Vrbo
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House Cheshire
$225 per night
House ∙ 8 guests ∙ 4 bedrooms
Cheshire, New Haven County, Connecticut, United States
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Vrbo
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House Cheshire
$253 per night
House ∙ 8 guests ∙ 4 bedrooms
Cheshire, New Haven County, Connecticut, United States
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Expedia
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Motel Cheshire
$125 per night
Motel ∙ 2 guests ∙ 1 bedroom
4.4
"Very good" (75 ratings)
Cheshire, New Haven County, Connecticut, United States
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HomeToGo
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Motel Cheshire
$141 per night
Motel ∙ 4 guests ∙ 1 bedroom
4.4
"Very good" (75 ratings)
Cheshire, New Haven County, Connecticut, United States
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HomeToGo
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House Cheshire
$116 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
"Excellent" (14 ratings)
Cheshire, New Haven County, Connecticut, United States
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Vrbo
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Details
House Cheshire
$192 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (13 ratings)
Cheshire, New Haven County, Connecticut, United States
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Vrbo
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Condo Cheshire
$252 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Cheshire, New Haven County, Connecticut, United States
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Vrbo
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Recommended Rentals With Pools

House Pool Cheshire
$750 per night
House ∙ 9 guests ∙ 5 bedrooms
5.0
"Excellent" (11 ratings)
Cheshire, New Haven County, Connecticut, United States
Pool
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Vrbo
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Details
House Pool Cheshire
$429 per night
House ∙ 10 guests ∙ 5 bedrooms
Cheshire, New Haven County, Connecticut, United States
Pool
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Vrbo
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House Pool Cheshire
$942 per night
House ∙ 8 guests ∙ 2 bedrooms
5.0
"Excellent" (1 rating)
Cheshire, New Haven County, Connecticut, United States
Pool
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Vrbo
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Pet-Friendly Homes and Apartments

Apartment Pet-friendly Cheshire
$119 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Cheshire, New Haven County, Connecticut, United States
Pet-friendly
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Vrbo
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Details
House Pet-friendly Cheshire
$185 per night
House ∙ 6 guests ∙ 3 bedrooms
Cheshire, New Haven County, Connecticut, United States
Pet-friendly
Details
Vrbo
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Details
Apartment Pet-friendly Cheshire
$118 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.7
"Outstanding" (7 ratings)
Cheshire, New Haven County, Connecticut, United States
Pet-friendly
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Vrbo
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Details
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Best vacation rentals with a balcony

House Balcony Cheshire
$199 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (21 ratings)
Cheshire, New Haven County, Connecticut, United States
Balcony
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Vrbo
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Details
House Balcony Cheshire
$476 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
"Excellent" (21 ratings)
Cheshire, New Haven County, Connecticut, United States
Balcony
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Vrbo
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Details
House Balcony Cheshire
$434 per night
House ∙ 6 guests ∙ 4 bedrooms
5.0
"Excellent" (2 ratings)
Cheshire, New Haven County, Connecticut, United States
Balcony
Details
Vrbo
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Details
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Frequently Asked Questions

What is the price of vacation rentals in Cheshire?

Accommodation in Cheshire cost from $116 per night.

Are there any vacation rentals available to book in Cheshire?

Our large collection of vacation homes makes it easy to filter and compare 16 offers in Cheshire.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Cheshire

Looking for the perfect vacation rental for your Cheshire getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Cheshire offers 143 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 83 properties with high-speed WiFi Internet, 30 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget. For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $25 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Cheshire has 143 gorgeous homes with 33 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com. Search properties from 6 vacation rental sites in Cheshire where the top providers in that area are HRS Holidays, Booking.com, and Agoda. There are 54 HRS Holidays rentals, 26 Booking.com short term rentals and 25 Agoda vacation rentals.
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