Vacation rentals in Chester County, PA

43 available vacation rental offers

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Best vacation rentals and Airbnb offers in Chester County, PA

The Stone House Between the Streams - Chester County, PA

The Stone House Between the Streams

Apartment, Chester County

The Stone House Between the Streams is a apartment in Chester County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The Stone House Between the Streams

The Stone House Between the Streams is a apartment in Chester County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, free parking, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $798.

From$114/night
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Historic charm, all new amenities at Swallow's Rest: West - Chester County, PA

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

Apartment, Chester County

Historic charm, all new amenities at Swallow's Rest: West is a apartment in Chester County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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

Historic charm, all new amenities at Swallow's Rest: West is a apartment in Chester County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $880.

From$126/night
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King Bed, Cozy Patio Fire-Pit Area - Chester County, PA

King Bed, Cozy Patio Fire-Pit Area

Apartment, Chester County

King Bed, Cozy Patio Fire-Pit Area is a apartment in Chester County, with outdoor space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About King Bed, Cozy Patio Fire-Pit Area

King Bed, Cozy Patio Fire-Pit Area is a apartment in Chester County, with outdoor space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $896.

From$128/night
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King's Country Suite - Chester County, PA

King's Country Suite

Apartment, Chester County

King's Country Suite is a apartment in Chester County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About King's Country Suite

King's Country Suite is a apartment in Chester County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $915.

From$131/night
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Vacation rentals with a pool in Chester County, PA

Add a pool to the search when you want an easy place to cool off between outings.

Log Cabin In The Woods With Hot Tub, Pool Table ,Wifi ! - Chester County, PA

Log Cabin In The Woods With Hot Tub, Pool Table ,Wifi !

Cabin, Chester County

Log Cabin In The Woods With Hot Tub, Pool Table ,Wifi ! is a cabin in Chester County, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the…

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About Log Cabin In The Woods With Hot Tub, Pool Table ,Wifi !

Log Cabin In The Woods With Hot Tub, Pool Table ,Wifi ! is a cabin in Chester County, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,443.

From$349/night
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Longwood Gardens, Special Horseback Riding Trips Avail, Pool, Views 2 King Beds - Chester County, PA

Longwood Gardens, Special Horseback Riding Trips Avail, Pool, Views 2 King Beds

Holiday Home, Chester County

Longwood Gardens, Special Horseback Riding Trips Avail, Pool, Views 2 King Beds is a holiday home in Chester County, with pool access and kitchen access. This stay gives travelers a…

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About Longwood Gardens, Special Horseback Riding Trips Avail, Pool, Views 2 King Beds

Longwood Gardens, Special Horseback Riding Trips Avail, Pool, Views 2 King Beds is a holiday home in Chester County, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,646.

From$807/night
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Spacious 5-bedroom estate in Kennett Square with Heated Resort Pool - Chester County, PA

Spacious 5-bedroom estate in Kennett Square with Heated Resort Pool

Holiday Home, Chester County

Spacious 5-bedroom estate in Kennett Square with Heated Resort Pool is a holiday home in Chester County, with pool access and room for a group. This stay gives travelers a comfortable base…

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About Spacious 5-bedroom estate in Kennett Square with Heated Resort Pool

Spacious 5-bedroom estate in Kennett Square with Heated Resort Pool is a holiday home in Chester County, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, gym, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $57,259.

From$8,180/night
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Charming 2-bedroom B&B in Honey Brook with WiFi, fitness room bed and breakfast - Chester County, PA

Charming 2-bedroom B&B in Honey Brook with WiFi, fitness room bed and breakfast

B & B, Chester County

Charming 2-bedroom B&B in Honey Brook with WiFi, fitness room bed and breakfast is a b & b in Chester County, with pool access, kitchen access, and room for a group. This stay gives…

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About Charming 2-bedroom B&B in Honey Brook with WiFi, fitness room bed and breakfast

Charming 2-bedroom B&B in Honey Brook with WiFi, fitness room bed and breakfast is a b & b in Chester County, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,840.

From$406/night
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Vacation rentals with parking in Chester County, PA

Find vacation rentals that make arriving by car easier.

The Loft at Jackson Farm - Your Relaxing Destination! - Chester County, PA

The Loft at Jackson Farm - Your Relaxing Destination!

Guest House, Chester County

The Loft at Jackson Farm - Your Relaxing Destination! is a guest house in Chester County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

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About The Loft at Jackson Farm - Your Relaxing Destination!

The Loft at Jackson Farm - Your Relaxing Destination! is a guest house in Chester County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,217.

From$174/night
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No steps. Quiet street in heart of Amish country. Close to tourist attractions. - Chester County, PA

No steps. Quiet street in heart of Amish country. Close to tourist attractions.

Holiday Home, Chester County

No steps. Quiet street in heart of Amish country. Close to tourist attractions. is a holiday home in Chester County, with parking, kitchen access, and a quieter setting. This stay gives…

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About No steps. Quiet street in heart of Amish country. Close to tourist attractions.

No steps. Quiet street in heart of Amish country. Close to tourist attractions. is a holiday home in Chester County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,843.

From$263/night
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East Earl Retreat w/ Hot Tub < 4 Mi to Town! - Chester County, PA

East Earl Retreat w/ Hot Tub < 4 Mi to Town!

Holiday Home, Chester County

East Earl Retreat w/ Hot Tub < 4 Mi to Town! is a holiday home in Chester County, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About East Earl Retreat w/ Hot Tub < 4 Mi to Town!

East Earl Retreat w/ Hot Tub < 4 Mi to Town! is a holiday home in Chester County, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,628.

From$265/night
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Farmhouse-Retreat Horses, Grapes & Orchards - Chester County, PA

Farmhouse-Retreat Horses, Grapes & Orchards

Country House, Chester County

Farmhouse-Retreat Horses, Grapes & Orchards is a country house in Chester County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Farmhouse-Retreat Horses, Grapes & Orchards

Farmhouse-Retreat Horses, Grapes & Orchards is a country house in Chester County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,460.

From$780/night
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Pet-friendly vacation rentals in Chester County, PA

Bring your pet along with stays that welcome four-legged travelers.

Charming 2-Bed, 2-Bath Apt. in Morgantown, Pa - Cozy Getaway with Comfort! - Chester County, PA

Charming 2-Bed, 2-Bath Apt. in Morgantown, Pa - Cozy Getaway with Comfort!

Apartment, Chester County

Charming 2-Bed, 2-Bath Apt. in Morgantown, Pa - Cozy Getaway with Comfort! is a apartment in Chester County, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Charming 2-Bed, 2-Bath Apt. in Morgantown, Pa - Cozy Getaway with Comfort!

Charming 2-Bed, 2-Bath Apt. in Morgantown, Pa - Cozy Getaway with Comfort! is a apartment in Chester County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,454.

From$208/night
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Historic Village Retreat Convienient To Everything - Chester County, PA

Historic Village Retreat Convienient To Everything

Holiday Home, Chester County

Historic Village Retreat Convienient To Everything is a holiday home in Chester County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Historic Village Retreat Convienient To Everything

Historic Village Retreat Convienient To Everything is a holiday home in Chester County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,609.

From$230/night
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Charming Carriage House in the Heart of Kennett - Chester County, PA

Charming Carriage House in the Heart of Kennett

Cottage, Chester County

Charming Carriage House in the Heart of Kennett is a cottage in Chester County, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Charming Carriage House in the Heart of Kennett

Charming Carriage House in the Heart of Kennett is a cottage in Chester County, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,996.

From$285/night
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SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome - Chester County, PA

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

Holiday Home, Chester County

SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome is a holiday home in Chester County, with pet-friendly space and room for a group. This stay gives travelers a comfortable base…

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About SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome is a holiday home in Chester County, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,148.

From$307/night
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Vacation rentals with a kitchen in Chester County, PA

Compare stays with kitchen access for longer trips and easier meals.

Stylish Cottage Loft Rental on a Farm in Lancaster County near Philadelphia, Pennsylvania - Chester County, PA

Stylish Cottage Loft Rental on a Farm in Lancaster County near Philadelphia, Pennsylvania

Holiday Home, Chester County

Stylish Cottage Loft Rental on a Farm in Lancaster County near Philadelphia, Pennsylvania is a holiday home in Chester County, with kitchen access. This stay gives travelers a comfortable…

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About Stylish Cottage Loft Rental on a Farm in Lancaster County near Philadelphia, Pennsylvania

Stylish Cottage Loft Rental on a Farm in Lancaster County near Philadelphia, Pennsylvania is a holiday home in Chester County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,490.

From$213/night
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Unique Cottage + King Bed + Kids toy room - Chester County, PA

Unique Cottage + King Bed + Kids toy room

Holiday Home, Chester County

Unique Cottage + King Bed + Kids toy room is a holiday home in Chester County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Unique Cottage + King Bed + Kids toy room

Unique Cottage + King Bed + Kids toy room is a holiday home in Chester County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,499.

From$214/night
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Idyllic Cottage Getaway on a Country Estate in Chester Springs, Pennsylvania - Chester County, PA

Idyllic Cottage Getaway on a Country Estate in Chester Springs, Pennsylvania

Cottage, Chester County

Idyllic Cottage Getaway on a Country Estate in Chester Springs, Pennsylvania is a cottage in Chester County, with kitchen access. This stay gives travelers a comfortable base for exploring…

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About Idyllic Cottage Getaway on a Country Estate in Chester Springs, Pennsylvania

Idyllic Cottage Getaway on a Country Estate in Chester Springs, Pennsylvania is a cottage in Chester County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, tv, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,931.

From$276/night
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Quiet Cottage In The Woods with Hot Tub - Chester County, PA

Quiet Cottage In The Woods with Hot Tub

Cottage, Chester County

Quiet Cottage In The Woods with Hot Tub is a cottage in Chester County, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Quiet Cottage In The Woods with Hot Tub

Quiet Cottage In The Woods with Hot Tub is a cottage in Chester County, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,478.

From$354/night
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Family-friendly vacation rentals in Chester County, PA

Plan a trip with stays that give families more room to spread out.

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

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

Cottage, Chester County

Historic Cottage in West Chester PA - Two miles from town. is a cottage in Chester County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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

Historic Cottage in West Chester PA - Two miles from town. is a cottage in Chester County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,255.

From$179/night
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Family Friendly Woodland Escape - Chester County, PA

Family Friendly Woodland Escape

Holiday Home, Chester County

Family Friendly Woodland Escape is a holiday home in Chester County, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Family Friendly Woodland Escape

Family Friendly Woodland Escape is a holiday home in Chester County, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,467.

From$210/night
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AMISH STAY / Buggy Rides/ Fire pit/Bounce house Waterslide - Chester County, PA

AMISH STAY / Buggy Rides/ Fire pit/Bounce house Waterslide

Country House, Chester County

AMISH STAY / Buggy Rides/ Fire pit/Bounce house Waterslide is a country house in Chester County, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About AMISH STAY / Buggy Rides/ Fire pit/Bounce house Waterslide

AMISH STAY / Buggy Rides/ Fire pit/Bounce house Waterslide is a country house in Chester County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, gym, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,471.

From$210/night
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Romantic Cottage, with outdoor hot tub - Chester County, PA

Romantic Cottage, with outdoor hot tub

Cottage, Chester County

Romantic Cottage, with outdoor hot tub is a cottage in Chester County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Romantic Cottage, with outdoor hot tub

Romantic Cottage, with outdoor hot tub is a cottage in Chester County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,917.

From$274/night
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