Vacation Rentals in Chester County

Start comparing over 75 rentals in Chester County and book at the best price!

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Vacation housesBarnsPoolPets allowed

8.0

Vacation Rentals in Chester County

Vacation rental for 3 people, with terrace and yard

1 bedroom

9.8

(86 reviews)

from $162 / nightFREE cancellation

Vacation rental for 2 people

1 bedroom

9.7

(7 reviews)

from $144 / nightFREE cancellation

Vacation rental for 2 people

1 bedroom

10.0

from $229 / nightFREE cancellation

Vacation rental for 2 people, with terrace

1 bedroom

10.0

from $155 / nightFREE cancellation

Vacation rentals with free cancellation

Vacation rental for 2 people, with terrace

1 bedroom

9.9

(31 reviews)

from $118 / nightFREE cancellation

Vacation rental for 2 people, with yard

1 bedroom

9.7

(43 reviews)

from $187 / nightFREE cancellation

Vacation rental for 2 people

9.8

(20 reviews)

from $202 / nightFREE cancellation

Vacation rental for 2 people, with terrace

1 bedroom

9.8

(23 reviews)

from $147 / nightFREE cancellation

Vacation rentals in city center

Vacation rental for 4 people, with balcony

1 bedroom

10.0

(15 reviews)

from $201 / night

Mobile home for 6 people, with yard and terrace

2 bedrooms

9.8

(61 reviews)

from $263 / nightFREE cancellation

Vacation rental for 6 people, with yard

3 bedrooms

10.0

(5 reviews)

from $216 / nightFREE cancellation

Vacation rental for 10 people, with balcony and yard

3 bedrooms

10.0

(12 reviews)

from $403 / night

Vacation rentals with pets allowed

Pets allowed

Vacation rental for 2 people, with yard, with pets

1 bedroom

9.7

(15 reviews)

from $146 / nightFREE cancellation

Pets allowed

Vacation rental for 4 people, with terrace, with pets

1 bedroom

9.8

(65 reviews)

from $147 / nightFREE cancellation

Pets allowed

Vacation rental for 4 people, with yard and terrace, with pets

2 bedrooms

9.6

(39 reviews)

from $246 / nightFREE cancellation

Pets allowed

Vacation rental for 6 people, with hot tub

1 bedroom

9.6

(15 reviews)

from $476 / nightFREE cancellation

Vacation rentals with hot tub

Hot tub

Vacation rental for 4 people, with hot tub and yard as well as terrace

2 bedrooms

9.8

(114 reviews)

from $267 / nightFREE cancellation

Hot tub

Vacation rental for 2 people, with hot tub and sauna as well as balcony and yard

1 bedroom

10.0

(32 reviews)

from $284 / nightFREE cancellation

Hot tub

Vacation rental for 9 people, with balcony and hot tub

4 bedrooms

10.0

(3 reviews)

from $486 / nightFREE cancellation

Hot tub

Barn for 6 people, with yard and hot tub

3 bedrooms

10.0

(8 reviews)

from $1,162 / nightFREE cancellation

Find Vacation Rentals in Chester County

Best Vacation Rentals in Chester County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Vacation Rental for 6 Guests in London Grove Township, Chester County

Vacation Rental for 6 Guests in London Grove Township, Chester County, Picture 1

Vacation Rental for 6 Guests in London Grove Township, Chester County, Picture 2

Vacation Rental for 6 Guests in London Grove Township, Chester County, Picture 3

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London Grove Township, Chester County

Vacation Rental • 6 Guests • 2 Bedrooms

London Grove Township, Chester County

9.9

(39 reviews)

Beautiful two story, 2 bedroom charming stone cottage. This lovely home features original wide plank hardwood floors along with wood beam ceilings throughout the front part of the two story home.Eat in kitchen with granite counter tops and stainless steel appliances. The home is situated on a beautifully landscaped parcel with a large outdoor deck and patio.Located in West Grove, Pennsylvania (in the heart of the Brandywine Valley Wine Trail). 1 hour from Lancaster, PA and Wilmington, De. 1 hour from Philadelphia, PA and Baltimore, MD. 3 hours from New York, NY and Washington, DC.Please be ...

from $304 / night

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Vacation Rental for 4 Guests in West Pikeland Township, Chester County

Vacation Rental for 4 Guests in West Pikeland Township, Chester County, Picture 1

Vacation Rental for 4 Guests in West Pikeland Township, Chester County, Picture 2

Vacation Rental for 4 Guests in West Pikeland Township, Chester County, Picture 3

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West Pikeland Township, Chester County

Vacation Rental • 1195 ft² • 2 Bedrooms

West Pikeland Township, Chester County

9.6

(39 reviews)

Weddings & Relaxation, reserve this Main House ( sleeps 4) in the Historic Village of Yellow Springs. Walk paths and explore buildings frequented by George Washington and later used for mineral baths and as a summer campus for the Philadelphia Academy of Fine Arts. Dine in local 5 star restaurants and bistros before visiting nearby Anselma Grist Mill or world-famous Longwood Gardens. These are but a few of the nationally renowned local sites. Virtually all things of man or nature can be had within a one hour drive of this 1720’s village.

from $246 / night

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Vacation Rental for 4 Guests in West Caln Township, Chester County

Vacation Rental for 4 Guests in West Caln Township, Chester County, Picture 1

Vacation Rental for 4 Guests in West Caln Township, Chester County, Picture 2

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West Caln Township, Chester County

Vacation Rental • 4 Guests • 2 Bedrooms

West Caln Township, Chester County

9.8

(114 reviews)

This romantic and cozy cottage This romantic and cozy cottage is nestled in the woods away from hectic everyday schedules and is perfect for your honeymoon, anniversary, birthday or if you just need a quiet and peaceful getaway....For whatever occasion you choose to stay at Cozy Cottage you will be refreshed and rejuvenated. Although this cottage does tend to cater more to your romantic side of life, it is also the perfect getaway for a small family, especially with young children. Also perfect for a girls night out or ladies' retreat. Only will sleep 4 adults comfortably. (Keep in mind the...

from $267 / night

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Prices and availability

Current Vacation rental prices Chester County

$414for 3 Aug - 10 Aug

$310 annual average

Aug

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Average price per week

Current vacation rental availability Chester County

17%for 3 Aug - 10 Aug

47% annual average

Aug

Sep

Oct

Nov

Dec

Jan

Mar

Apr

May

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Jul

Percentage of available rentals

FAQs: Vacation Rentals in Chester County

On average, how much do vacation rentals in Chester County cost?

Last year, rentals in this destination had an annual average price of around $304 per night.

During which months are vacation rentals cheaper in Chester County?

After analyzing our data from last year, the months that are the cheapest in Chester County are February, March and January, with average prices of $218, $242, and $244, respectively.

When are vacation rentals more expensive in Chester County?

When it comes to looking for a vacation rental in Chester County, the months when you will pay the most are, in order of highest to lowest, October, June and September, with average prices per night of $375, $354, and $346, respectively.

Is Chester County a good location for a last-minute getaway?

If you decide to put Chester County on your bucket list, we suggest planning your vacation well in advance because it is usually very high in demand, with an annual average of 65% of rentals booked the previous year.

What are the best months for a spontaneous getaway?

Last year, the months with the most vacation rentals available of the year in Chester County were May, June and January, with average availabilities of 85%, 80%, and 29%, respectively.

When are there fewer vacation rental options available in Chester County?

The months with the lowest properties available in Chester County are, in order, August, November, and July with respective average availability figures of 2%, 18%, and 20%, based on the previous year. During these three months, the availability is very low (13%). It is therefore recommended to book far in advance.