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Holiday Homes in Kennett Square

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50 rentals in Kennett Square.
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Comfortable 1930s cape in Marlborough Village, holiday rental in Kennett Square
Comfortable 1930s cape in Marlborough Village, holiday rental in Kennett Square
Comfortable 1930s cape in Marlborough Village, holiday rental in Kennett Square

Comfortable 1930s cape in Marlborough Village

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Homey Retreat in Historic Kennett Square!!, holiday rental in Kennett Square
Homey Retreat in Historic Kennett Square!!, holiday rental in Kennett Square
Homey Retreat in Historic Kennett Square!!, holiday rental in Kennett Square

Homey Retreat in Historic Kennett Square!!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Historic Kennett Square, holiday rental in Kennett Square
Historic Kennett Square, holiday rental in Kennett Square
Historic Kennett Square, holiday rental in Kennett Square

Historic Kennett Square

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Stylish Private Suite  in the heart of Brandywine Valley, holiday rental in Kennett Square
Stylish Private Suite  in the heart of Brandywine Valley, holiday rental in Kennett Square
Stylish Private Suite  in the heart of Brandywine Valley, holiday rental in Kennett Square

Stylish Private Suite in the heart of Brandywine Valley

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Loft Bliss! Relaxing, inviting and therapeutic., holiday rental in Kennett Square
Loft Bliss! Relaxing, inviting and therapeutic., holiday rental in Kennett Square
Loft Bliss! Relaxing, inviting and therapeutic., holiday rental in Kennett Square

Loft Bliss! Relaxing, inviting and therapeutic.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Farm House on Active Farm, holiday rental in Kennett Square
Farm House on Active Farm, holiday rental in Kennett Square
Farm House on Active Farm, holiday rental in Kennett Square

Farm House on Active Farm

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Upscale Five Star Vacation Home!, holiday rental in Kennett Square
Upscale Five Star Vacation Home!, holiday rental in Kennett Square
Upscale Five Star Vacation Home!, holiday rental in Kennett Square

Upscale Five Star Vacation Home!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Cozy Country Cottage, holiday rental in Kennett Square
Cozy Country Cottage, holiday rental in Kennett Square
Cozy Country Cottage, holiday rental in Kennett Square

Cozy Country Cottage

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Lodge at Cricklewood...where time melts away...., holiday rental in Kennett Square
The Lodge at Cricklewood...where time melts away...., holiday rental in Kennett Square
The Lodge at Cricklewood...where time melts away...., holiday rental in Kennett Square

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

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Cottage in West Chester PA - Two miles from town., holiday rental in Kennett Square
Cottage in West Chester PA - Two miles from town., holiday rental in Kennett Square
Cottage in West Chester PA - Two miles from town., holiday rental in Kennett Square

Cottage in West Chester PA - Two miles from town.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Horse friendly. Walk, bike, hack to Fair Hill. Minutes from Newark, DE. No pets., holiday rental in Kennett Square
Horse friendly. Walk, bike, hack to Fair Hill. Minutes from Newark, DE. No pets., holiday rental in Kennett Square
Horse friendly. Walk, bike, hack to Fair Hill. Minutes from Newark, DE. No pets., holiday rental in Kennett Square

Horse friendly. Walk, bike, hack to Fair Hill. Minutes from Newark, DE. No pets.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Renovated  House, close to Downtown Wilmington, Trolley Square and PA, holiday rental in Kennett Square
Renovated  House, close to Downtown Wilmington, Trolley Square and PA, holiday rental in Kennett Square
Renovated  House, close to Downtown Wilmington, Trolley Square and PA, holiday rental in Kennett Square

Renovated House, close to Downtown Wilmington, Trolley Square and PA

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens B&B, holiday rental in Kennett Square
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens B&B, holiday rental in Kennett Square
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens B&B, holiday rental in Kennett Square

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

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 19
Match: Sleeps
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Park Place- cozy modern space fully updated, holiday rental in Kennett Square
Park Place- cozy modern space fully updated, holiday rental in Kennett Square
Park Place- cozy modern space fully updated, holiday rental in Kennett Square

Park Place- cozy modern space fully updated

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private & peaceful close to West Chester, holiday rental in Kennett Square
Private & peaceful close to West Chester, holiday rental in Kennett Square
Private & peaceful close to West Chester, holiday rental in Kennett Square

Private & peaceful close to West Chester

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Free Breakfast. Seasonal Outdoor Pool. Gym. Relaxing Retreat!, holiday rental in Kennett Square
Free Breakfast. Seasonal Outdoor Pool. Gym. Relaxing Retreat!, holiday rental in Kennett Square
Free Breakfast. Seasonal Outdoor Pool. Gym. Relaxing Retreat!, holiday rental in Kennett Square

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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King Suite. Free Breakfast. Seasonal Outdoor Pool. Gym. Close to Longwood Garden, holiday rental in Kennett Square
King Suite. Free Breakfast. Seasonal Outdoor Pool. Gym. Close to Longwood Garden, holiday rental in Kennett Square
King Suite. Free Breakfast. Seasonal Outdoor Pool. Gym. Close to Longwood Garden, holiday rental in Kennett Square

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cozy Spring House in Gorgeous Chadds Ford!, holiday rental in Kennett Square
Cozy Spring House in Gorgeous Chadds Ford!, holiday rental in Kennett Square
Cozy Spring House in Gorgeous Chadds Ford!, holiday rental in Kennett Square

Cozy Spring House in Gorgeous Chadds Ford!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Newark/ Wilmington || Nice 2 Rm suite, UofD, Christiana Hosp & Mall tax free!, holiday rental in Kennett Square
Newark/ Wilmington || Nice 2 Rm suite, UofD, Christiana Hosp & Mall tax free!, holiday rental in Kennett Square
Newark/ Wilmington || Nice 2 Rm suite, UofD, Christiana Hosp & Mall tax free!, holiday rental in Kennett Square

Newark/ Wilmington || Nice 2 Rm suite, UofD, Christiana Hosp & Mall tax free!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Getaway Oasis in Brandywine Valley, holiday rental in Kennett Square
Getaway Oasis in Brandywine Valley, holiday rental in Kennett Square
Getaway Oasis in Brandywine Valley, holiday rental in Kennett Square

Getaway Oasis in Brandywine Valley

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Travelers!, holiday rental in Kennett Square
Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Travelers!, holiday rental in Kennett Square
Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Travelers!, holiday rental in Kennett Square

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!, holiday rental in Kennett Square
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!, holiday rental in Kennett Square
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!, holiday rental in Kennett Square

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

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens! Your Next Tri, holiday rental in Kennett Square
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens! Your Next Tri, holiday rental in Kennett Square
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens! Your Next Tri, holiday rental in Kennett Square

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Free Breakfast. Seasonal Outdoor Pool. Gym. Close to Longwood Gardens!, holiday rental in Kennett Square
Free Breakfast. Seasonal Outdoor Pool. Gym. Close to Longwood Gardens!, holiday rental in Kennett Square
Free Breakfast. Seasonal Outdoor Pool. Gym. Close to Longwood Gardens!, holiday rental in Kennett Square

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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King Suite. Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Trave, holiday rental in Kennett Square
King Suite. Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Trave, holiday rental in Kennett Square
King Suite. Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Trave, holiday rental in Kennett Square

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Convenient home in Little Italy w/ off street Parking, holiday rental in Kennett Square
Convenient home in Little Italy w/ off street Parking, holiday rental in Kennett Square
Convenient home in Little Italy w/ off street Parking, holiday rental in Kennett Square

Convenient home in Little Italy w/ off street Parking

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Exceptional Spacious Room w/Gas Fireplace, Sitting Room, Marble Bathroom, Spa, holiday rental in Kennett Square
Exceptional Spacious Room w/Gas Fireplace, Sitting Room, Marble Bathroom, Spa, holiday rental in Kennett Square
Exceptional Spacious Room w/Gas Fireplace, Sitting Room, Marble Bathroom, Spa, holiday rental in Kennett Square

Exceptional Spacious Room w/Gas Fireplace, Sitting Room, Marble Bathroom, Spa

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Charming Inn with Spacious Suite - Marble Bathrooms - Spa - Farm to Table Dining, holiday rental in Kennett Square
Charming Inn with Spacious Suite - Marble Bathrooms - Spa - Farm to Table Dining, holiday rental in Kennett Square
Charming Inn with Spacious Suite - Marble Bathrooms - Spa - Farm to Table Dining, holiday rental in Kennett Square

Charming Inn with Spacious Suite - Marble Bathrooms - Spa - Farm to Table Dining

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Peaceful Historic Inn close to Wilmington - Antiques - Spa -Farm to Table Dining, holiday rental in Kennett Square
Peaceful Historic Inn close to Wilmington - Antiques - Spa -Farm to Table Dining, holiday rental in Kennett Square
Peaceful Historic Inn close to Wilmington - Antiques - Spa -Farm to Table Dining, holiday rental in Kennett Square

Peaceful Historic Inn close to Wilmington - Antiques - Spa -Farm to Table Dining

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Historic Inn - Antique Furnishings - 2 Marble Bathrooms - Spa and Dining Onsite, holiday rental in Kennett Square
Historic Inn - Antique Furnishings - 2 Marble Bathrooms - Spa and Dining Onsite, holiday rental in Kennett Square
Historic Inn - Antique Furnishings - 2 Marble Bathrooms - Spa and Dining Onsite, holiday rental in Kennett Square

Historic Inn - Antique Furnishings - 2 Marble Bathrooms - Spa and Dining Onsite

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Gilpin Grand - Renovated space in Trolley Square, holiday rental in Kennett Square
Gilpin Grand - Renovated space in Trolley Square, holiday rental in Kennett Square
Gilpin Grand - Renovated space in Trolley Square, holiday rental in Kennett Square

Gilpin Grand - Renovated space in Trolley Square

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Home away from home between Wilmington/Newark, holiday rental in Kennett Square
Home away from home between Wilmington/Newark, holiday rental in Kennett Square
Home away from home between Wilmington/Newark, holiday rental in Kennett Square

Home away from home between Wilmington/Newark

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Quiet Home Away From Home, holiday rental in Kennett Square
Quiet Home Away From Home, holiday rental in Kennett Square
Quiet Home Away From Home, holiday rental in Kennett Square

Quiet Home Away From Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Cozy cottage close to it all in Wilmington, holiday rental in Kennett Square
Cozy cottage close to it all in Wilmington, holiday rental in Kennett Square
Cozy cottage close to it all in Wilmington, holiday rental in Kennett Square

Cozy cottage close to it all in Wilmington

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Tiny House Apt in Little Italy w OffStreet Parking, holiday rental in Kennett Square
Tiny House Apt in Little Italy w OffStreet Parking, holiday rental in Kennett Square
Tiny House Apt in Little Italy w OffStreet Parking, holiday rental in Kennett Square

Tiny House Apt in Little Italy w OffStreet Parking

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Walking distance to everything Heart of Trolley Sq, holiday rental in Kennett Square
Walking distance to everything Heart of Trolley Sq, holiday rental in Kennett Square
Walking distance to everything Heart of Trolley Sq, holiday rental in Kennett Square

Walking distance to everything Heart of Trolley Sq

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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The Gilpin Getaway, holiday rental in Kennett Square
The Gilpin Getaway, holiday rental in Kennett Square
The Gilpin Getaway, holiday rental in Kennett Square

The Gilpin Getaway

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Historic charm, all new amenities at Swallow's Rest: West, holiday rental in Kennett Square
Historic charm, all new amenities at Swallow's Rest: West, holiday rental in Kennett Square
Historic charm, all new amenities at Swallow's Rest: West, holiday rental in Kennett Square

Historic charm, all new amenities at Swallow's Rest: West

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Historic charm, all new amenities at Swallow's Rest: East, holiday rental in Kennett Square
Historic charm, all new amenities at Swallow's Rest: East, holiday rental in Kennett Square
Historic charm, all new amenities at Swallow's Rest: East, holiday rental in Kennett Square

Historic charm, all new amenities at Swallow's Rest: East

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Spacious N Wilm 4 BR w/ bright, open. kitchen, holiday rental in Kennett Square
Spacious N Wilm 4 BR w/ bright, open. kitchen, holiday rental in Kennett Square
Spacious N Wilm 4 BR w/ bright, open. kitchen, holiday rental in Kennett Square

Spacious N Wilm 4 BR w/ bright, open. kitchen

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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The Loft at Boxwood, holiday rental in Kennett Square
The Loft at Boxwood, holiday rental in Kennett Square
The Loft at Boxwood, holiday rental in Kennett Square

The Loft at Boxwood

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
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Log Cabin studio loft w/yard, firepit, woods, and stream! Many nearby ammenities, holiday rental in Kennett Square
Log Cabin studio loft w/yard, firepit, woods, and stream! Many nearby ammenities, holiday rental in Kennett Square
Log Cabin studio loft w/yard, firepit, woods, and stream! Many nearby ammenities, holiday rental in Kennett Square

Log Cabin studio loft w/yard, firepit, woods, and stream! Many nearby ammenities

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Luxury home just 3 miles from the BMW PHA tournament, holiday rental in Kennett Square
Luxury home just 3 miles from the BMW PHA tournament, holiday rental in Kennett Square
Luxury home just 3 miles from the BMW PHA tournament, holiday rental in Kennett Square

Luxury home just 3 miles from the BMW PHA tournament

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Beautiful House near BMW Championship, holiday rental in Kennett Square
Beautiful House near BMW Championship, holiday rental in Kennett Square
Beautiful House near BMW Championship, holiday rental in Kennett Square

Beautiful House near BMW Championship

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Home Sweet Home *Trolley Square!

https://******/maps/f1XX68qiTRCU7eFk7, holiday rental in Kennett Square
Home Sweet Home *Trolley Square!

https://******/maps/f1XX68qiTRCU7eFk7, holiday rental in Kennett Square
Home Sweet Home *Trolley Square!

https://******/maps/f1XX68qiTRCU7eFk7, holiday rental in Kennett Square

Home Sweet Home *Trolley Square! https://******/maps/f1XX68qiTRCU7eFk7

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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West Chester Borough House with backyard just 2 blocks from center of town!, holiday rental in Kennett Square
West Chester Borough House with backyard just 2 blocks from center of town!, holiday rental in Kennett Square
West Chester Borough House with backyard just 2 blocks from center of town!, holiday rental in Kennett Square

West Chester Borough House with backyard just 2 blocks from center of town!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private carriage house in heart of West Chester, holiday rental in Kennett Square
Private carriage house in heart of West Chester, holiday rental in Kennett Square
Private carriage house in heart of West Chester, holiday rental in Kennett Square

Private carriage house in heart of West Chester

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Very quiet, holiday rental in Kennett Square
Very quiet, holiday rental in Kennett Square
Very quiet, holiday rental in Kennett Square

Very quiet

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Idyllic carriage house prvt 2 car garage W/D, holiday rental in Kennett Square
Idyllic carriage house prvt 2 car garage W/D, holiday rental in Kennett Square
Idyllic carriage house prvt 2 car garage W/D, holiday rental in Kennett Square

Idyllic carriage house prvt 2 car garage W/D

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Newly renovated 3-bedroom spacious home on a great block ,minutes from downtown., holiday rental in Kennett Square
Newly renovated 3-bedroom spacious home on a great block ,minutes from downtown., holiday rental in Kennett Square
Newly renovated 3-bedroom spacious home on a great block ,minutes from downtown., holiday rental in Kennett Square

Newly renovated 3-bedroom spacious home on a great block ,minutes from downtown.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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