A pond with lily pads and purple water lilies.

Vacation Homes in Chester County

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Chester County vacation homes

A modern kitchen with a built-in oven, a dining area with a white table and stools, and a gray sofa.

1. STUDIO apt. nightly or monthly stays with washer, dryer, work space and WiFi

STUDIO apt. nightly or monthly stays with washer, dryer, work space and WiFi
North Philadelphia
9.2 out of 10, Wonderful, (63 reviews)
"It is a very cute studio apartment and nicely remodeled! Parking was available right in front on the street too."
United States
Brenda J
The price is AED 254
AED 626 total
includes taxes & fees
5 Oct - 6 Oct
STUDIO apt. nightly or monthly stays with washer, dryer, work space and WiFi
A living room with a coffee bar, a flat-screen TV, and a large window.

2. Quaint -2-bedroom house in Lancaster with cool AC breeze

Quaint -2-bedroom house in Lancaster with cool AC breeze
Prospect Heights
8.4 out of 10, Very good, (14 reviews)
"The room was really clean very comfortable, It was more than I expected ....I wound be happy go for the next summer. my mom and my teens didn't have any complain like usually they do in hotels so nothing negative about this place."
United States
Elaine
The price is AED 558
AED 705 total
includes taxes & fees
6 Oct - 7 Oct
Quaint -2-bedroom house in Lancaster with cool AC breeze
A living room with a television, sofa, coffee table, and a door leading to another room.

3. Lovely Downtown Townhome

Lovely Downtown Townhome
Ross
8.6 out of 10, Excellent, (135 reviews)
"A decent place to stay."
United States
Alexis S.
The price is AED 331
AED 880 total
includes taxes & fees
15 Oct - 16 Oct
Lovely Downtown Townhome
A living room with a fireplace, a piano, a staircase, and a wall-mounted sign.

4. Townhouse - Old Fishtown! 10 mins to Center City & Stadiums- Book Now Pay Later!

Townhouse - Old Fishtown! 10 mins to Center City & Stadiums- Book Now Pay Later!
North Philadelphia
9.8 out of 10, Exceptional, (39 reviews)
"Lovely house. Very nice hosts"
United States
Melissa M.
Townhouse - Old Fishtown! 10 mins to Center City & Stadiums- Book Now Pay Later!
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

5. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, Excellent, (22 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 AED 448
AED 1,723 total
includes taxes & fees
6 Oct - 7 Oct
Kennett Square, Near Longwood Gardens & Downtown
A modern living room with a sofa, coffee table, and a TV. There is a kitchen area with a refrigerator and a dining table. A staircase leads to another level.

6. Fantastic 4BR Townhouse W/ HOTTUB

Fantastic 4BR Townhouse W/ HOTTUB
North Philadelphia
8.0 out of 10, Very good, (11 reviews)
"The house was extremely clean and spacious. The owner was very kind and accommodating. Overall an excellent experience!"
United States
Koko M.
The price is AED 826
AED 1,563 total
includes taxes & fees
4 Oct - 5 Oct
Fantastic 4BR Townhouse W/ HOTTUB
A spacious dining area with a long table, black chairs, and a modern chandelier.

7. Waters Edge

Waters Edge
Pequea
10.0 out of 10, Exceptional, (163 reviews)
"This is our second time staying at Brian’s VRBO property in Pequea and it doesn’t disappoint! The home is always very clean and the amenities are wonderful! We had a great time swimming in the pool, relaxing in the hot tub and having easy access to the river! We had a wonderful stay and look forward to visiting again!"
United States
Colleen S.
Waters Edge
A gazebo with a dome roof and a white railing, situated by a calm body of water.

8. Spacious & Quiet Amish Farm Stay - 16+ Guests

Spacious & Quiet Amish Farm Stay - 16+ Guests
Leola
9.6 out of 10, Exceptional, (33 reviews)
"Our stay was amazing!! The place was so peaceful and clean and the host was so helpful!"
United States
Rachel G.
Spacious & Quiet Amish Farm Stay - 16+ Guests
A modern living room with a dining area set for six, a sofa, a TV, and a staircase leading to another room.

9. 1 Mi to Old Town: Philadelphia Townhome w/ Patio!

1 Mi to Old Town: Philadelphia Townhome w/ Patio!
Center City
9.8 out of 10, Exceptional, (33 reviews)
"Excellent three level home. Spacious, appointed, excellent private parking, and close to the waterfront, the freeways, and some basic amenities, like Sprouts. Would stay again."
United States
Chris D.
1 Mi to Old Town: Philadelphia Townhome w/ Patio!
A modern kitchen with white cabinetry, stainless steel appliances, and a marble island.

10. New, Beautiful Home in the Heart of Philly!!!

New, Beautiful Home in the Heart of Philly!!!
South Philadelphia
9.2 out of 10, Wonderful, (15 reviews)
"Was a great place to stay in for our family!"
United States
Joanna W.
New, Beautiful Home in the Heart of Philly!!!
A bar area with a long counter, stools, and a dog.

11. Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses

Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses
Nottingham
9.6 out of 10, Exceptional, (23 reviews)
"Great rustic setting for a perfect weekend getaway!"
United States
Emily D.
The price is AED 516
AED 894 total
includes taxes & fees
4 Oct - 5 Oct
Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses
Living area

12. Beauty in a Row. No parties

Beauty in a Row. No parties
West Philadelphia
9.6 out of 10, Exceptional, (28 reviews)
"The Vrbo was everything we needed and more and made our stay so much better"
United States
Anonymous traveler
Beauty in a Row. No parties
A spacious bedroom with a four-poster bed, a sitting area with a chair and a small table, and large windows with blinds.

13. River Rock Room at Muse House: Secluded Luxury in horse country.

River Rock Room at Muse House: Secluded Luxury in horse country.
Willow Street
9.8 out of 10, Exceptional, (304 reviews)
"The property was amazing! The host was outstanding in helping us and communicating. I would highly recommend this property as a great escape and a very peaceful place to stay."
United States
Chad C.
The price is AED 823
AED 1,038 total
includes taxes & fees
6 Oct - 7 Oct
River Rock Room at Muse House: Secluded Luxury in horse country.
A hot tub with a view of a lake and a metal fence.

14. Sailor's Sunrise Cottage - Chesapeake Bay

Sailor's Sunrise Cottage - Chesapeake Bay
Perryville
9.2 out of 10, Wonderful, (65 reviews)
"Wonderful, relaxing place to stay. Hot tub is a fabulous addition!"
United States
Heidi L.
Sailor's Sunrise Cottage - Chesapeake Bay
A patio with a fire pit, outdoor furniture, and a view of the countryside.

15. Hilltop Haven |Slower Pace, Timeless Views

Hilltop Haven |Slower Pace, Timeless Views
Quarryville
10.0 out of 10, Exceptional, (7 reviews)
"The house was very clean, beds comfortable and the views were spectacular!! Down the road was the gorgeous town of Quarryville and a restaurant with delicious food and scruptious desserts, Hometown Restaurant, a must stop."
United States
Kari K.
Hilltop Haven |Slower Pace, Timeless Views
A view of a lake with trees and a wooden structure in the foreground.

16. Sunset River Cottage

Sunset River Cottage
Elkton
8.8 out of 10, Excellent, (28 reviews)
"The property was just what we needed. Very quiet, laid back and the pier was great for fishing!"
United States
Ray D.
Sunset River Cottage
A modern kitchen with a white marble countertop, stainless steel appliances, and pendant lighting.

17. Fabulous Open Concept 4Bedroom w/RoofDeck! Sleep10

Fabulous Open Concept 4Bedroom w/RoofDeck! Sleep10
South Philadelphia
9.2 out of 10, Wonderful, (11 reviews)
"Host was fantastic! We had zero issues and enjoyed our stay in this crisp clean home. Parking was a bit of an issue and I’m glad we had our smaller car. Highly recommended this home if you are looking for a place in Philly! "
United States
Kerri H.
Fabulous Open Concept 4Bedroom w/RoofDeck! Sleep10
A cozy living room with a rustic brick wall, two armchairs, a tufted ottoman, and a chandelier.

18. Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Chadds Ford
9.8 out of 10, Exceptional, (54 reviews)
"Beautiful property for a group weekend!"
United States
Lillian E.
The price is AED 4,771
AED 6,292 total
includes taxes & fees
27 Oct - 28 Oct
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
A wooden house with a large deck, a covered patio, and a flag.

19. A working horse farm in Southern Lanc Co., nestled in Amish country.

A working horse farm in Southern Lanc Co., nestled in Amish country.
Holtwood
10.0 out of 10, Exceptional, (44 reviews)
"Beautiful and relaxing. Great place to stay. Everything was perfect and the host really made us feel welcome. Horses were very friendly and the views were great."
United States
Michael T.
A working horse farm in Southern Lanc Co., nestled in Amish country.
A modern kitchen with a stone backsplash, wooden flooring, and a built-in refrigerator.

20. Charming Amish countryside farmhouse

Charming Amish countryside farmhouse
Ronks
10.0 out of 10, Exceptional, (141 reviews)
"Great spot in the country!"
United States
Cindy P.
The price is AED 866
AED 1,649 total
includes taxes & fees
4 Oct - 5 Oct
Charming Amish countryside farmhouse
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester County Hotel Reviews

Embassy Suites by Hilton Philadelphia Airport

Embassy Suites by Hilton Philadelphia Airport

8/10 Good
"Room was great; general areas however needed cleaning and some TLC. My feet stuck to the floor while getting toast for breakfast, very dissapointed. Airport transfer did not work."
Eira 1-night trip
Posted less than an hour ago
Embassy Suites by Hilton Philadelphia Airport

Explore a world of travel with Expedia