We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

West Chester Holiday Rentals

Destination
Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
48 rentals in West Chester.
Historic Cottage in West Chester PA - Two miles from town., holiday rental in West Chester
Historic Cottage in West Chester PA - Two miles from town., holiday rental in West Chester
Historic Cottage in West Chester PA - Two miles from town., holiday rental in West Chester

Historic Cottage in West Chester PA - Two miles from town.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Historic Home on Gay Street., holiday rental in West Chester
Historic Home on Gay Street., holiday rental in West Chester
Historic Home on Gay Street., holiday rental in West Chester

Historic Home on Gay Street.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Lovely 1bd in downtown West Chester, holiday rental in West Chester
Lovely 1bd in downtown West Chester, holiday rental in West Chester
Lovely 1bd in downtown West Chester, holiday rental in West Chester

Lovely 1bd in downtown West Chester

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Loft Bliss! Relaxing, inviting and therapeutic. The perfect roamntic getaway!, holiday rental in West Chester
Loft Bliss! Relaxing, inviting and therapeutic. The perfect roamntic getaway!, holiday rental in West Chester
Loft Bliss! Relaxing, inviting and therapeutic. The perfect roamntic getaway!, holiday rental in West Chester

Loft Bliss! Relaxing, inviting and therapeutic. The perfect roamntic getaway!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Modern & Cozy 4 bd/3 ba WC convenience!, holiday rental in West Chester
Modern & Cozy 4 bd/3 ba WC convenience!, holiday rental in West Chester
Modern & Cozy 4 bd/3 ba WC convenience!, holiday rental in West Chester

Modern & Cozy 4 bd/3 ba WC convenience!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Lovely Almost “New” Home  Westchester Home, holiday rental in West Chester
Lovely Almost “New” Home  Westchester Home, holiday rental in West Chester
Lovely Almost “New” Home  Westchester Home, holiday rental in West Chester

Lovely Almost “New” Home Westchester Home

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Serene Downtown Luxury Retreat, Hot Tub, Garden, High-end Hospitality, holiday rental in West Chester
Serene Downtown Luxury Retreat, Hot Tub, Garden, High-end Hospitality, holiday rental in West Chester
Serene Downtown Luxury Retreat, Hot Tub, Garden, High-end Hospitality, holiday rental in West Chester

Serene Downtown Luxury Retreat, Hot Tub, Garden, High-end Hospitality

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Country School House at Solidago Farm

Unique, cozy small farm experience!, holiday rental in West Chester
Country School House at Solidago Farm

Unique, cozy small farm experience!, holiday rental in West Chester
Country School House at Solidago Farm

Unique, cozy small farm experience!, holiday rental in West Chester

Country School House at Solidago Farm Unique, cozy small farm experience!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Chester County Oasis with Pool, Modern Ammenities, Tranquil and Private, holiday rental in West Chester
Chester County Oasis with Pool, Modern Ammenities, Tranquil and Private, holiday rental in West Chester
Chester County Oasis with Pool, Modern Ammenities, Tranquil and Private, holiday rental in West Chester

Chester County Oasis with Pool, Modern Ammenities, Tranquil and Private

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Beautiful Rancher-Style Home - Pet Friendly, holiday rental in West Chester
Beautiful Rancher-Style Home - Pet Friendly, holiday rental in West Chester
Beautiful Rancher-Style Home - Pet Friendly, holiday rental in West Chester

Beautiful Rancher-Style Home - Pet Friendly

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Apricity Home in West Chester Hot Tub & Parking, holiday rental in West Chester
Apricity Home in West Chester Hot Tub & Parking, holiday rental in West Chester
Apricity Home in West Chester Hot Tub & Parking, holiday rental in West Chester

Apricity Home in West Chester Hot Tub & Parking

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Large Countryside Spacious Rancher, holiday rental in West Chester
Large Countryside Spacious Rancher, holiday rental in West Chester
Large Countryside Spacious Rancher, holiday rental in West Chester

Large Countryside Spacious Rancher

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
The following properties within 20 miles of West Chester match all your filters:
Boat House on the Brandywine | Waterfront Cottage, holiday rental in West Chester
Boat House on the Brandywine | Waterfront Cottage, holiday rental in West Chester
Boat House on the Brandywine | Waterfront Cottage, holiday rental in West Chester

Boat House on the Brandywine | Waterfront Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Downingtown Manor | 1900s Farmhouse w/ Creek Views, holiday rental in West Chester
Downingtown Manor | 1900s Farmhouse w/ Creek Views, holiday rental in West Chester
Downingtown Manor | 1900s Farmhouse w/ Creek Views, holiday rental in West Chester

Downingtown Manor | 1900s Farmhouse w/ Creek Views

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Cozy Spring House in Gorgeous Chadds Ford!, holiday rental in West Chester
Cozy Spring House in Gorgeous Chadds Ford!, holiday rental in West Chester
Cozy Spring House in Gorgeous Chadds Ford!, holiday rental in West Chester

Cozy Spring House in Gorgeous Chadds Ford!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens, holiday rental in West Chester
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens, holiday rental in West Chester
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens, holiday rental in West Chester

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

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 19
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
The Lodge at Cricklewood...where time melts away...., holiday rental in West Chester
The Lodge at Cricklewood...where time melts away...., holiday rental in West Chester
The Lodge at Cricklewood...where time melts away...., holiday rental in West Chester

The Lodge at Cricklewood...where time melts away....

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Free Breakfast. Seasonal Outdoor Pool. Gym. Your Next Trip!, holiday rental in West Chester
Free Breakfast. Seasonal Outdoor Pool. Gym. Your Next Trip!, holiday rental in West Chester
Free Breakfast. Seasonal Outdoor Pool. Gym. Your Next Trip!, holiday rental in West Chester

Free Breakfast. Seasonal Outdoor Pool. Gym. Your Next Trip!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!, holiday rental in West Chester
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!, holiday rental in West Chester
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!, holiday rental in West Chester

Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Free Breakfast. Seasonal Outdoor Pool. Gym. Close to Longwood Gardens!, holiday rental in West Chester
Free Breakfast. Seasonal Outdoor Pool. Gym. Close to Longwood Gardens!, holiday rental in West Chester
Free Breakfast. Seasonal Outdoor Pool. Gym. Close to Longwood Gardens!, holiday rental in West Chester

Free Breakfast. Seasonal Outdoor Pool. Gym. Close to Longwood Gardens!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
King Suite. Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business, holiday rental in West Chester
King Suite. Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business, holiday rental in West Chester
King Suite. Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business, holiday rental in West Chester

King Suite. Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
King Suite. Free Breakfast. Seasonal Outdoor Pool. Gym. Close to Longwood, holiday rental in West Chester
King Suite. Free Breakfast. Seasonal Outdoor Pool. Gym. Close to Longwood, holiday rental in West Chester
King Suite. Free Breakfast. Seasonal Outdoor Pool. Gym. Close to Longwood, holiday rental in West Chester

King Suite. Free Breakfast. Seasonal Outdoor Pool. Gym. Close to Longwood

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Free Breakfast. Seasonal Outdoor Pool. Gym. Relaxing Retreat!, holiday rental in West Chester
Free Breakfast. Seasonal Outdoor Pool. Gym. Relaxing Retreat!, holiday rental in West Chester
Free Breakfast. Seasonal Outdoor Pool. Gym. Relaxing Retreat!, holiday rental in West Chester

Free Breakfast. Seasonal Outdoor Pool. Gym. Relaxing Retreat!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Travelers!, holiday rental in West Chester
Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Travelers!, holiday rental in West Chester
Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Travelers!, holiday rental in West Chester

Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Travelers!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
2 Bedroom | Free Breakfast. Seasonal Outdoor Pool, holiday rental in West Chester
2 Bedroom | Free Breakfast. Seasonal Outdoor Pool, holiday rental in West Chester
2 Bedroom | Free Breakfast. Seasonal Outdoor Pool, holiday rental in West Chester

2 Bedroom | Free Breakfast. Seasonal Outdoor Pool

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Oasis getaway in the Brandywine Valley, holiday rental in West Chester
Oasis getaway in the Brandywine Valley, holiday rental in West Chester
Oasis getaway in the Brandywine Valley, holiday rental in West Chester

Oasis getaway in the Brandywine Valley

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens! Your Next, holiday rental in West Chester
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens! Your Next, holiday rental in West Chester
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens! Your Next, holiday rental in West Chester

Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens! Your Next

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Historic Kennett Square, holiday rental in West Chester
Historic Kennett Square, holiday rental in West Chester
Historic Kennett Square, holiday rental in West Chester

Historic Kennett Square

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Private & peaceful close to West Chester, holiday rental in West Chester
Private & peaceful close to West Chester, holiday rental in West Chester
Private & peaceful close to West Chester, holiday rental in West Chester

Private & peaceful close to West Chester

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
4 Bedroom House for Rent - Must bring some furniture, holiday rental in West Chester
4 Bedroom House for Rent - Must bring some furniture, holiday rental in West Chester
4 Bedroom House for Rent - Must bring some furniture, holiday rental in West Chester

4 Bedroom House for Rent - Must bring some furniture

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Beautiful Large Home in Edgemont Glen mills area, holiday rental in West Chester
Beautiful Large Home in Edgemont Glen mills area, holiday rental in West Chester
Beautiful Large Home in Edgemont Glen mills area, holiday rental in West Chester

Beautiful Large Home in Edgemont Glen mills area

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Farmhouse in Brandywine Valley, holiday rental in West Chester
Farmhouse in Brandywine Valley, holiday rental in West Chester
Farmhouse in Brandywine Valley, holiday rental in West Chester

Farmhouse in Brandywine Valley

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Long or short term avail Pool, Hot Tub, King Suite, Bball Court, Tampoline-, holiday rental in West Chester
Long or short term avail Pool, Hot Tub, King Suite, Bball Court, Tampoline-, holiday rental in West Chester
Long or short term avail Pool, Hot Tub, King Suite, Bball Court, Tampoline-, holiday rental in West Chester

Long or short term avail Pool, Hot Tub, King Suite, Bball Court, Tampoline-

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
CHARMING HOME CLOSE TO EVERYTHING, holiday rental in West Chester
CHARMING HOME CLOSE TO EVERYTHING, holiday rental in West Chester
CHARMING HOME CLOSE TO EVERYTHING, holiday rental in West Chester

CHARMING HOME CLOSE TO EVERYTHING

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Idyllic 50 Acre Retreat w/ Pool, Tennis, Fishing; Built for XL Groups to, holiday rental in West Chester
Idyllic 50 Acre Retreat w/ Pool, Tennis, Fishing; Built for XL Groups to, holiday rental in West Chester
Idyllic 50 Acre Retreat w/ Pool, Tennis, Fishing; Built for XL Groups to, holiday rental in West Chester

Idyllic 50 Acre Retreat w/ Pool, Tennis, Fishing; Built for XL Groups to

Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Custom built Villa on private 10 acres with pool and hot tub!, holiday rental in West Chester
Custom built Villa on private 10 acres with pool and hot tub!, holiday rental in West Chester
Custom built Villa on private 10 acres with pool and hot tub!, holiday rental in West Chester

Custom built Villa on private 10 acres with pool and hot tub!

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
New Pristine Suburban Escape, holiday rental in West Chester
New Pristine Suburban Escape, holiday rental in West Chester
New Pristine Suburban Escape, holiday rental in West Chester

New Pristine Suburban Escape

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
1 Bedroom x 1 Bath Suite in Malvern, PA, holiday rental in West Chester
1 Bedroom x 1 Bath Suite in Malvern, PA, holiday rental in West Chester
1 Bedroom x 1 Bath Suite in Malvern, PA, holiday rental in West Chester

1 Bedroom x 1 Bath Suite in Malvern, PA

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Charming Studio in Thornton, PA, holiday rental in West Chester
Charming Studio in Thornton, PA, holiday rental in West Chester
Charming Studio in Thornton, PA, holiday rental in West Chester

Charming Studio in Thornton, PA

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
A basement apartment with private bedroom, full bath, kitchen and entrance., holiday rental in West Chester
A basement apartment with private bedroom, full bath, kitchen and entrance., holiday rental in West Chester
A basement apartment with private bedroom, full bath, kitchen and entrance., holiday rental in West Chester

A basement apartment with private bedroom, full bath, kitchen and entrance.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Underground Railroad 4 Bedroom Farmhouse, holiday rental in West Chester
Underground Railroad 4 Bedroom Farmhouse, holiday rental in West Chester
Underground Railroad 4 Bedroom Farmhouse, holiday rental in West Chester

Underground Railroad 4 Bedroom Farmhouse

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Walkable Downingtown Studio w/ Spacious Deck, holiday rental in West Chester
Walkable Downingtown Studio w/ Spacious Deck, holiday rental in West Chester
Walkable Downingtown Studio w/ Spacious Deck, holiday rental in West Chester

Walkable Downingtown Studio w/ Spacious Deck

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Historic Thornton Studio Retreat, holiday rental in West Chester
Historic Thornton Studio Retreat, holiday rental in West Chester
Historic Thornton Studio Retreat, holiday rental in West Chester

Historic Thornton Studio Retreat

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Thornton Studio w/ Kitchenette, holiday rental in West Chester
Thornton Studio w/ Kitchenette, holiday rental in West Chester
Thornton Studio w/ Kitchenette, holiday rental in West Chester

Thornton Studio w/ Kitchenette

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
The Haven—Home with Delightful Gardens, Game Room, and Magical Hot Tub, holiday rental in West Chester
The Haven—Home with Delightful Gardens, Game Room, and Magical Hot Tub, holiday rental in West Chester
The Haven—Home with Delightful Gardens, Game Room, and Magical Hot Tub, holiday rental in West Chester

The Haven—Home with Delightful Gardens, Game Room, and Magical Hot Tub

Holiday Rental House
8 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Sanctuary in a 300 year old restored mill in the countryside.  Dog Friendly!, holiday rental in West Chester
Sanctuary in a 300 year old restored mill in the countryside.  Dog Friendly!, holiday rental in West Chester
Sanctuary in a 300 year old restored mill in the countryside.  Dog Friendly!, holiday rental in West Chester

Sanctuary in a 300 year old restored mill in the countryside. Dog Friendly!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Cozy retreat in Thornton, PA!, holiday rental in West Chester
Cozy retreat in Thornton, PA!, holiday rental in West Chester
Cozy retreat in Thornton, PA!, holiday rental in West Chester

Cozy retreat in Thornton, PA!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Overlook Brandywine Valley, holiday rental in West Chester
Overlook Brandywine Valley, holiday rental in West Chester
Overlook Brandywine Valley, holiday rental in West Chester

Overlook Brandywine Valley

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Showing results 1-48 of 48
Frequently Asked Questions about West Chester





Things to DoRestaurantsFlightsHoliday RentalsTravel StoriesCruisesCar Hire