A pond with lily pads and purple water lilies.

Chester County Vacation Rentals

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Top Cities in Chester County

A street lined with historic buildings, a sign for Kildogge's Pub, and a banner for West Chester Restaurant Week.
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West Chester

West Chester
A paved road with a yellow centerline, surrounded by lush greenery and trees.
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Kennett Square

Kennett Square

Our top choices for Chester County vacation rentals

A covered deck with outdoor furniture, a white fence, and a view of a green landscape.

1. Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven

Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
Parkesburg
10.0 out of 10, Exceptional, (199 reviews)
"Great place to stay in a great location! It was clean and very comfortable."
United States
Mark C.
The price is CA $167
CA $345 total
includes taxes & fees
Oct 12 - Oct 13
Black Horse - FarmGuest House A Travelers Rest and a Vacationers Haven
A modern kitchen with a central island, bar stools, and a refrigerator.

2. Country Outback Cozy Home *W/Camp Fire Pit*

Country Outback Cozy Home *W/Camp Fire Pit*
Parkesburg
9.8 out of 10, Exceptional, (49 reviews)
"Perfect for two couples to take in a show at sight and sound and take in the area "
United States
Gail H.
The price is CA $175
CA $314 total
includes taxes & fees
Nov 3 - Nov 4
Country Outback Cozy Home *W/Camp Fire Pit*
A wooden deck with a railing, surrounded by lush greenery and trees.

3. Spacious 1-bedroom suite surrounded by nature in charming Downingtown.

Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
Downingtown
10.0 out of 10, Exceptional, (1 review)
"We loved our stay! Such a warm, welcoming retreat in a beautiful setting with lots of special touches included. They thought of everything! Hope we are able return some day."
United States
Joanne O.
The price is CA $128
CA $235 total
includes taxes & fees
Oct 11 - Oct 12
Spacious 1-bedroom suite surrounded by nature in charming Downingtown.
A rustic barn interior with wooden beams, a large window, and string lights.

4. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (43 reviews)
"Very cool place! "
United States
Scott M.
The price is CA $178
CA $460 total
includes taxes & fees
Nov 2 - Nov 3
Underground Railroad Barn
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

5. Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
10.0 out of 10, Exceptional, (34 reviews)
"Comfortable, clean, thoughtfully stocked property. We would definitely stay again!"
United States
Amy Y.
The price is CA $178
CA $462 total
includes taxes & fees
Oct 28 - Oct 29
Underground Railroad 4 Bedroom Farmhouse
A rustic dining area with a wooden table and chairs, a patterned rug, and exposed wooden beams.

6. Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses

Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
Nottingham
9.6 out of 10, Exceptional, (29 reviews)
"What a great stay and a beautiful farm. We really enjoyed visiting the animals and hiking to the vinery."
United States
Anastasia T.
The price is CA $226
CA $336 total
includes taxes & fees
Oct 12 - Oct 13
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
A stone frog sculpture in a garden setting with a gravel path, a wooden fence, and houses in the background.

7. Historic Farmhouse in Chester County

Historic Farmhouse in Chester County
Downingtown
10.0 out of 10, Exceptional, (22 reviews)
"Loved the beer on tap!"
United States
Kellie B.
The price is CA $302
CA $638 total
includes taxes & fees
Oct 25 - Oct 26
Historic Farmhouse in Chester County
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

8. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.8 out of 10, Excellent, (23 reviews)
"Linda's home is perfect for family traveling! Everything you need for cooking, washing, and just enjoying. The back yard and Patio were awesome for Thunderstorm watching. We'll be back !"
United States
Patricia T.
The price is CA $157
CA $645 total
includes taxes & fees
Oct 11 - Oct 12
Kennett Square, Near Longwood Gardens & Downtown
A compact kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a stove.

9. Cozy 1-bedroom apartment in Lincoln University

Cozy 1-bedroom apartment in Lincoln University
Lincoln University
10.0 out of 10, Exceptional, (2 reviews)
"My girlfriend and I were in town for a wedding and the VRBO was perfect. Great privacy, lovely decor, and comfortable bed. A full use kitchen was great to have. Cheech (the pig!!) was so friendly and the host even dropped off carrots for us to feed him. The host responded to every question in a timely manner and check in and check out were painless."
United States
Zachary Z.
The price is CA $180
CA $269 total
includes taxes & fees
Oct 12 - Oct 13
Cozy 1-bedroom apartment in Lincoln University
A covered porch with stone walls, two wicker chairs, and string lights.

10. Homestead Guesthouse

Homestead Guesthouse
Honey Brook
10.0 out of 10, Exceptional, (40 reviews)
"Definitely will stay again."
United States
robert k.
The price is CA $231
CA $508 total
includes taxes & fees
Nov 9 - Nov 10
Homestead Guesthouse
A wooden staircase leading to a white door with a 'HELLO' mat.

11. Charming 2-bedroom house Phoenixville

Charming 2-bedroom house Phoenixville
Phoenixville
9.4 out of 10, Exceptional, (26 reviews)
"Very clean and good location…short walk from Bridge St. Neva was friendly and communicative. Overall, a great stay!"
United States
Caitlin N.
The price is CA $235
CA $404 total
includes taxes & fees
Oct 13 - Oct 14
Charming 2-bedroom house Phoenixville
A patio with a table and chairs, an umbrella, and a view of a grassy yard and trees.

12. Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm
Nottingham
9.0 out of 10, Wonderful, (4 reviews)
"Property was close enough to stores and restaurants if needed. House is located in the rural area of the county (very peaceful). Property had all of the necessary kitchen utensil, pots, pans, and dishes that was needed for this trip. "
United States
jckglss6 G.
The price is CA $174
CA $301 total
includes taxes & fees
Nov 3 - Nov 4
Amish Countryside Escape at Forest Edge Farm
A small wooden structure with a sloped roof, surrounded by a well-maintained garden with various plants and flowers.

13. Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!

Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!
Honey Brook
10.0 out of 10, Exceptional, (105 reviews)
"Apartment had everything we needed for our stay. Very welcoming and beautiful home. Close enough to everything, yet secluded enough to enjoy the quiet. The eggs, milk, bread and jelly were amazing. Cant wait to come back. "
United States
Patrick W.
The price is CA $235
CA $445 total
includes taxes & fees
Oct 12 - Oct 13
Solid Rock Homestead Guest House. On the Farm. Enjoy the Animals!
A modern kitchen with a central island, bar stools, and a view of the dining area.

14. Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens

Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens
Kennett Square
10.0 out of 10, Exceptional, (10 reviews)
"It was everything we hoped it would be"
United States
Carla H.
The price is CA $261
CA $500 total
includes taxes & fees
Oct 12 - Oct 13
Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens
Bedroom

15. 1 Queen Bed|Nsmk,Kitchen,Sofa-Bed

1 Queen Bed|Nsmk,Kitchen,Sofa-Bed
Malvern PA
10.0 out of 10, Exceptional, (2 reviews)
"Microwave and fridge were small but helpful details I noticed immediately on arrival."
United States
Anonymous traveller
The price is CA $141
CA $156 total
includes taxes & fees
Nov 6 - Nov 7
1 Queen Bed|Nsmk,Kitchen,Sofa-Bed
A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

16. SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
Kennett Square
10.0 out of 10, Exceptional, (7 reviews)
"The home was very clean and perfectly situated for easy access to downtown and local sites."
United States
Patricia Nora R.
The price is CA $218
CA $636 total
includes taxes & fees
Oct 19 - Oct 20
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
A modern kitchen with white cabinets, a built-in microwave, stove, and dishwasher. There is a dining table set with plates, glasses, and cutlery.

17. Devon - Horse Show, History, Walk to Shops, Café's

Devon - Horse Show, History, Walk to Shops, Café's
Devon
9.6 out of 10, Exceptional, (15 reviews)
"Clean and comfortable!"
United States
Anonymous traveller
The price is CA $278
CA $504 total
includes taxes & fees
Oct 11 - Oct 12
Devon - Horse Show, History, Walk to Shops, Café's
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester County Hotel Reviews

Philadelphia Marriott Downtown

Philadelphia Marriott Downtown

8/10 Good
"Love the location of the this hotel."
NINFA 3-night trip
Posted less than an hour ago
Philadelphia Marriott Downtown

Find out more about Chester County

Everything you need to know about Chester County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chester County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester County vacation rentals we have selected for you start as low as CA $90 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chester County rentals

At Expedia, we put the best Chester County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chester County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.