Find Vacation Rentals in Cheshire

We have 17 properties to choose from
Cheshire
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Cheshire
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Popular Cheshire Vacation Rentals

Find the perfect Cheshire vacation rental

House Cheshire
$302 per night
House ∙ 2 guests ∙ 3 bedrooms
Cheshire, New Haven County, Connecticut, United States
Details
Vrbo
Details
Details
Motel Cheshire
$113 per night
Motel ∙ 6 guests ∙ 1 bedroom
3.2
(1 rating)
Cheshire, New Haven County, Connecticut, United States
Details
Agoda
Details
Details
House Cheshire
$493 per night
House ∙ 12 guests ∙ 4 bedrooms
Cheshire, New Haven County, Connecticut, United States
Details
Vrbo
Details
Details
Motel Cheshire
$107 per night
Motel ∙ 8 guests ∙ 1 bedroom
4.2
Very good (563 ratings)
Cheshire, New Haven County, Connecticut, United States
Details
Expedia
Details
Details
Motel Cheshire
$112 per night
Motel ∙ 2 guests ∙ 1 bedroom
4.2
Very good (534 ratings)
Cheshire, New Haven County, Connecticut, United States
Details
HomeToGo
Details
Details
Motel Cheshire
$134 per night
Motel ∙ 4 guests ∙ 1 bedroom
4.2
Very good (534 ratings)
Cheshire, New Haven County, Connecticut, United States
Details
HomeToGo
Details
Details
House Cheshire
$289 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (3 ratings)
Cheshire, New Haven County, Connecticut, United States
Details
HomeToGo
Details
Details
House Cheshire
$547 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (25 ratings)
Cheshire, New Haven County, Connecticut, United States
Details
Vrbo
Details
Details
Apartment Cheshire
$158 per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding (37 ratings)
Cheshire, New Haven County, Connecticut, United States
Details
Vrbo
Details
Details
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Recommended Rentals With Pools

Motel  Cheshire
$75 per night
Motel ∙ 8 guests ∙ 1 bedroom
Cheshire, New Haven County, Connecticut, United States
Pool
Details
Expedia
Details
Details
House  Cheshire
$561 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Cheshire, New Haven County, Connecticut, United States
Pool
Details
Vrbo
Details
Details
House  Cheshire
$596 per night
House ∙ 10 guests ∙ 5 bedrooms
Cheshire, New Haven County, Connecticut, United States
Pool
Details
Vrbo
Details
Details
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Pet-Friendly Homes and Apartments

House  Cheshire
$767 per night
House ∙ 11 guests ∙ 4 bedrooms
5.0
Outstanding (52 ratings)
Cheshire, New Haven County, Connecticut, United States
Pet-friendly
Details
Vrbo
Details
Details
House  Cheshire
$419 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (24 ratings)
Cheshire, New Haven County, Connecticut, United States
Pet-friendly
Details
Vrbo
Details
Details
House  Cheshire
$293 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (16 ratings)
Cheshire, New Haven County, Connecticut, United States
Pet-friendly
Details
Vrbo
Details
Details
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Best vacation rentals with a balcony

House  Cheshire
$388 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (3 ratings)
Cheshire, New Haven County, Connecticut, United States
Balcony
Details
HomeToGo
Details
Details
House  Cheshire
$673 per night
House ∙ 9 guests ∙ 5 bedrooms
5.0
Outstanding (14 ratings)
Cheshire, New Haven County, Connecticut, United States
Balcony
Details
Vrbo
Details
Details
Cottage  Cheshire
$349 per night
Cottage ∙ 6 guests ∙ 4 bedrooms
Cheshire, New Haven County, Connecticut, United States
Balcony
Details
HomeToGo
Details
Details
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Frequently Asked Questions

What is the price of vacation rentals in Cheshire?

Accommodation in Cheshire cost from $75 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 17 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.

Popular Day Trips Near Cheshire

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