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Kennett Square Holiday Rentals

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Bedrooms

Bathrooms

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5 mi
49 rentals 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 in Kennett Square

Homey Retreat in Historic Kennett Square!!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Suite in a historic carriage house, holiday rental in Kennett Square
The Suite in a historic carriage house, holiday rental in Kennett Square
The Suite in a historic carriage house, holiday rental in Kennett Square

The Suite in a historic carriage house

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Kennett Home away from Home!, holiday rental in Kennett Square
Kennett Home away from Home!, holiday rental in Kennett Square
Kennett Home away from Home!, holiday rental in Kennett Square

Kennett Home away from Home!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming Carriage House in the heart of Kennett!, holiday rental in Kennett Square
Charming Carriage House in the heart of Kennett!, holiday rental in Kennett Square
Charming Carriage House in the heart of Kennett!, holiday rental in Kennett Square

Charming Carriage House in the heart of Kennett!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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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
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Charming Carriage House in the Heart of Kennett, holiday rental in Kennett Square
Charming Carriage House in the Heart of Kennett, holiday rental in Kennett Square
Charming Carriage House in the Heart of Kennett, holiday rental in Kennett Square

Charming Carriage House in the Heart of Kennett

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Kennett Square Retreat Historic Downtown, holiday rental in Kennett Square
Charming Kennett Square Retreat Historic Downtown, holiday rental in Kennett Square
Charming Kennett Square Retreat Historic Downtown, holiday rental in Kennett Square

Charming Kennett Square Retreat Historic Downtown

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Walton House by RPG, holiday rental in Kennett Square
The Walton House by RPG, holiday rental in Kennett Square
The Walton House by RPG, holiday rental in Kennett Square

The Walton House by RPG

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Underground Railroad Barn, holiday rental in Kennett Square
Underground Railroad Barn, holiday rental in Kennett Square
Underground Railroad Barn, holiday rental in Kennett Square

Underground Railroad Barn

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens, holiday rental in Kennett Square
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens, holiday rental in Kennett Square
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens, holiday rental in Kennett Square

Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Sanctuary in a 300 year old restored mill in the countryside.  Dog Friendly!, holiday rental in Kennett Square
Sanctuary in a 300 year old restored mill in the countryside.  Dog Friendly!, holiday rental in Kennett Square
Sanctuary in a 300 year old restored mill in the countryside.  Dog Friendly!, holiday rental in Kennett Square

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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Underground Railroad 4 Bedroom Farmhouse, holiday rental in Kennett Square
Underground Railroad 4 Bedroom Farmhouse, holiday rental in Kennett Square
Underground Railroad 4 Bedroom Farmhouse, holiday rental in Kennett Square

Underground Railroad 4 Bedroom Farmhouse

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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The following properties within 20 miles of Kennett Square match all your filters:
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
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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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Chester County Farmhouse-Retreat Horses, Apples and Wine Grapes, holiday rental in Kennett Square
Chester County Farmhouse-Retreat Horses, Apples and Wine Grapes, holiday rental in Kennett Square
Chester County Farmhouse-Retreat Horses, Apples and Wine Grapes, holiday rental in Kennett Square

Chester County Farmhouse-Retreat Horses, Apples and Wine Grapes

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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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
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Fonzie Flat! Lovely studio w/kit., wash/dry, parking.., holiday rental in Kennett Square
Fonzie Flat! Lovely studio w/kit., wash/dry, parking.., holiday rental in Kennett Square
Fonzie Flat! Lovely studio w/kit., wash/dry, parking.., holiday rental in Kennett Square

Fonzie Flat! Lovely studio w/kit., wash/dry, parking..

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Adorable Historic Bungalow in Hockessin Valley, holiday rental in Kennett Square
Adorable Historic Bungalow in Hockessin Valley, holiday rental in Kennett Square
Adorable Historic Bungalow in Hockessin Valley, holiday rental in Kennett Square

Adorable Historic Bungalow in Hockessin Valley

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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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
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Oasis getaway in the Brandywine Valley, holiday rental in Kennett Square
Oasis getaway in the Brandywine Valley, holiday rental in Kennett Square
Oasis getaway in the Brandywine Valley, holiday rental in Kennett Square

Oasis getaway in the Brandywine Valley

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Short Term & Long Term Rental Dogs Allowed Upon Approval, holiday rental in Kennett Square
Short Term & Long Term Rental Dogs Allowed Upon Approval, holiday rental in Kennett Square
Short Term & Long Term Rental Dogs Allowed Upon Approval, holiday rental in Kennett Square

Short Term & Long Term Rental Dogs Allowed Upon Approval

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Farmhouse in Brandywine Valley, holiday rental in Kennett Square
Farmhouse in Brandywine Valley, holiday rental in Kennett Square
Farmhouse in Brandywine Valley, holiday rental in Kennett Square

Farmhouse in Brandywine Valley

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Charming 5 bed Mountain Home in National Preserve. Romantic peaceful getaway nea, holiday rental in Kennett Square
Charming 5 bed Mountain Home in National Preserve. Romantic peaceful getaway nea, holiday rental in Kennett Square
Charming 5 bed Mountain Home in National Preserve. Romantic peaceful getaway nea, holiday rental in Kennett Square

Charming 5 bed Mountain Home in National Preserve. Romantic peaceful getaway nea

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Secluded Chester County historic farmhouse and venue, holiday rental in Kennett Square
Secluded Chester County historic farmhouse and venue, holiday rental in Kennett Square
Secluded Chester County historic farmhouse and venue, holiday rental in Kennett Square

Secluded Chester County historic farmhouse and venue

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Welcome to The Charming High st Suites, holiday rental in Kennett Square
Welcome to The Charming High st Suites, holiday rental in Kennett Square
Welcome to The Charming High st Suites, holiday rental in Kennett Square

Welcome to The Charming High st Suites

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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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
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Cottage in West Chester Borough, holiday rental in Kennett Square
Cottage in West Chester Borough, holiday rental in Kennett Square
Cottage in West Chester Borough, holiday rental in Kennett Square

Cottage in West Chester Borough

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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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
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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
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Pike Creek Palace 6 Bed 5.5 bath Villa in Wilmington's Chateau Country, holiday rental in Kennett Square
Pike Creek Palace 6 Bed 5.5 bath Villa in Wilmington's Chateau Country, holiday rental in Kennett Square
Pike Creek Palace 6 Bed 5.5 bath Villa in Wilmington's Chateau Country, holiday rental in Kennett Square

Pike Creek Palace 6 Bed 5.5 bath Villa in Wilmington's Chateau Country

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Cozy Farmhouse in Greenville, DE, holiday rental in Kennett Square
Cozy Farmhouse in Greenville, DE, holiday rental in Kennett Square
Cozy Farmhouse in Greenville, DE, holiday rental in Kennett Square

Cozy Farmhouse in Greenville, DE

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Experience history at The Brandywine Lodge with all the modern essentials., holiday rental in Kennett Square
Experience history at The Brandywine Lodge with all the modern essentials., holiday rental in Kennett Square
Experience history at The Brandywine Lodge with all the modern essentials., holiday rental in Kennett Square

Experience history at The Brandywine Lodge with all the modern essentials.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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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
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Serenity awaits! Farmette nestled in the heart of southern Chester county, holiday rental in Kennett Square
Serenity awaits! Farmette nestled in the heart of southern Chester county, holiday rental in Kennett Square
Serenity awaits! Farmette nestled in the heart of southern Chester county, holiday rental in Kennett Square

Serenity awaits! Farmette nestled in the heart of southern Chester county

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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White Clay Creek Cottage, holiday rental in Kennett Square
White Clay Creek Cottage, holiday rental in Kennett Square
White Clay Creek Cottage, holiday rental in Kennett Square

White Clay Creek Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Country School House at Solidago Farm

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

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

Unique, cozy small farm experience!, holiday rental in Kennett Square

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Heart of Delaware Cozy Home Away, holiday rental in Kennett Square
Heart of Delaware Cozy Home Away, holiday rental in Kennett Square
Heart of Delaware Cozy Home Away, holiday rental in Kennett Square

Heart of Delaware Cozy Home Away

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Stylish lower level apartment, holiday rental in Kennett Square
Stylish lower level apartment, holiday rental in Kennett Square
Stylish lower level apartment, holiday rental in Kennett Square

Stylish lower level apartment

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens, holiday rental in Kennett Square
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens, holiday rental in Kennett Square
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens, holiday rental in Kennett Square

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

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 19
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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Historic Cottage in West Chester PA - Two miles from town., holiday rental in Kennett Square
Historic Cottage in West Chester PA - Two miles from town., holiday rental in Kennett Square
Historic Cottage in West Chester PA - Two miles from town., holiday rental in Kennett Square

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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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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
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Historic Home on Gay Street., holiday rental in Kennett Square
Historic Home on Gay Street., holiday rental in Kennett Square
Historic Home on Gay Street., holiday rental in Kennett Square

Historic Home on Gay Street.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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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
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Loft Bliss! Relaxing, inviting and therapeutic. The perfect roamntic getaway!, holiday rental in Kennett Square
Loft Bliss! Relaxing, inviting and therapeutic. The perfect roamntic getaway!, holiday rental in Kennett Square
Loft Bliss! Relaxing, inviting and therapeutic. The perfect roamntic getaway!, holiday rental in Kennett Square

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy bungalow w/ deck- 5 minutes from Riverfront, holiday rental in Kennett Square
Cozy bungalow w/ deck- 5 minutes from Riverfront, holiday rental in Kennett Square
Cozy bungalow w/ deck- 5 minutes from Riverfront, holiday rental in Kennett Square

Cozy bungalow w/ deck- 5 minutes from Riverfront

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Newark Rental Near University of Delaware!, holiday rental in Kennett Square
Newark Rental Near University of Delaware!, holiday rental in Kennett Square
Newark Rental Near University of Delaware!, holiday rental in Kennett Square

Newark Rental Near University of Delaware!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Home in Historic District, holiday rental in Kennett Square
Cozy Home in Historic District, holiday rental in Kennett Square
Cozy Home in Historic District, holiday rental in Kennett Square

Cozy Home in Historic District

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Showing results 1-49 of 49
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