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Chester Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
48 rentals in Chester.
Cozy vacation getaway, vacation rental in Chester
Cozy vacation getaway, vacation rental in Chester
Cozy vacation getaway, vacation rental in Chester

Cozy vacation getaway

Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Entire Apt at Chester, vacation rental in Chester
Entire Apt at Chester, vacation rental in Chester
Entire Apt at Chester, vacation rental in Chester

Entire Apt at Chester

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Entire Apt at Chester, vacation rental in Chester
Entire Apt at Chester, vacation rental in Chester
Entire Apt at Chester, vacation rental in Chester

Entire Apt at Chester

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Affordable Stay near Philadelphia, vacation rental in Chester
Affordable Stay near Philadelphia, vacation rental in Chester
Affordable Stay near Philadelphia, vacation rental in Chester

Affordable Stay near Philadelphia

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Clean cozy house close to everything have access, vacation rental in Chester
Clean cozy house close to everything have access, vacation rental in Chester
Clean cozy house close to everything have access, vacation rental in Chester

Clean cozy house close to everything have access

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Comfortable home away from home, vacation rental in Chester
Comfortable home away from home, vacation rental in Chester
Comfortable home away from home, vacation rental in Chester

Comfortable home away from home

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Cheerful 3 bedroom home free parking on premise, vacation rental in Chester
Cheerful 3 bedroom home free parking on premise, vacation rental in Chester
Cheerful 3 bedroom home free parking on premise, vacation rental in Chester

Cheerful 3 bedroom home free parking on premise

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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The following properties within 20 miles of Chester match all your filters:
Cozy 1B/1B Cottage in Town Center Swarthmore w/ Doorstep Parking!, vacation rental in Chester
Cozy 1B/1B Cottage in Town Center Swarthmore w/ Doorstep Parking!, vacation rental in Chester
Cozy 1B/1B Cottage in Town Center Swarthmore w/ Doorstep Parking!, vacation rental in Chester

Cozy 1B/1B Cottage in Town Center Swarthmore w/ Doorstep Parking!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Comfy, Cozy Woodlyn Home/Getaway
Close to Sports, Highways, City + More!, vacation rental in Chester
Comfy, Cozy Woodlyn Home/Getaway
Close to Sports, Highways, City + More!, vacation rental in Chester
Comfy, Cozy Woodlyn Home/Getaway
Close to Sports, Highways, City + More!, vacation rental in Chester

Comfy, Cozy Woodlyn Home/Getaway Close to Sports, Highways, City + More!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Family-Styled 2B/1B in the Philly Burbs w/ Driveway!!, vacation rental in Chester
Spacious Family-Styled 2B/1B in the Philly Burbs w/ Driveway!!, vacation rental in Chester
Spacious Family-Styled 2B/1B in the Philly Burbs w/ Driveway!!, vacation rental in Chester

Spacious Family-Styled 2B/1B in the Philly Burbs w/ Driveway!!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Stylish 1B1B in Town Center Swarthmore College w/ Parking Spot!, vacation rental in Chester
Stylish 1B1B in Town Center Swarthmore College w/ Parking Spot!, vacation rental in Chester
Stylish 1B1B in Town Center Swarthmore College w/ Parking Spot!, vacation rental in Chester

Stylish 1B1B in Town Center Swarthmore College w/ Parking Spot!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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A cheerful 3/2 bedrooms with ample space and free parking in a friendly area., vacation rental in Chester
A cheerful 3/2 bedrooms with ample space and free parking in a friendly area., vacation rental in Chester
A cheerful 3/2 bedrooms with ample space and free parking in a friendly area., vacation rental in Chester

A cheerful 3/2 bedrooms with ample space and free parking in a friendly area.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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HAWAII Indoors! Swim-up Tiki-Bar 20' Palms,5 waterfalls,2 Theaters,Pool, Spa,Gym, vacation rental in Chester
HAWAII Indoors! Swim-up Tiki-Bar 20' Palms,5 waterfalls,2 Theaters,Pool, Spa,Gym, vacation rental in Chester
HAWAII Indoors! Swim-up Tiki-Bar 20' Palms,5 waterfalls,2 Theaters,Pool, Spa,Gym, vacation rental in Chester

HAWAII Indoors! Swim-up Tiki-Bar 20' Palms,5 waterfalls,2 Theaters,Pool, Spa,Gym

Rental Home
7 bedrooms
5 bathrooms
Sleeps 25
Match: Sleeps
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Swarthmore's Iconic 5BR Gem on Park Ave in the Heart of Town Center!, vacation rental in Chester
Swarthmore's Iconic 5BR Gem on Park Ave in the Heart of Town Center!, vacation rental in Chester
Swarthmore's Iconic 5BR Gem on Park Ave in the Heart of Town Center!, vacation rental in Chester

Swarthmore's Iconic 5BR Gem on Park Ave in the Heart of Town Center!

Condo/Apartment
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Cozy 1 Bedroom Apartment 7 Mins From Philadelphia Airport, vacation rental in Chester
Cozy 1 Bedroom Apartment 7 Mins From Philadelphia Airport, vacation rental in Chester
Cozy 1 Bedroom Apartment 7 Mins From Philadelphia Airport, vacation rental in Chester

Cozy 1 Bedroom Apartment 7 Mins From Philadelphia Airport

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Convinient location, Remodel Apartment, vacation rental in Chester
Convinient location, Remodel Apartment, vacation rental in Chester
Convinient location, Remodel Apartment, vacation rental in Chester

Convinient location, Remodel Apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Best Value, Quality Stay! Short Drive to Museum of Art, Pets are Welcome, vacation rental in Chester
Best Value, Quality Stay! Short Drive to Museum of Art, Pets are Welcome, vacation rental in Chester
Best Value, Quality Stay! Short Drive to Museum of Art, Pets are Welcome, vacation rental in Chester

Best Value, Quality Stay! Short Drive to Museum of Art, Pets are Welcome

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Explore Philly's Attractions! Pet-friendly Property, Free Airport Shuttle!, vacation rental in Chester
Explore Philly's Attractions! Pet-friendly Property, Free Airport Shuttle!, vacation rental in Chester
Explore Philly's Attractions! Pet-friendly Property, Free Airport Shuttle!, vacation rental in Chester

Explore Philly's Attractions! Pet-friendly Property, Free Airport Shuttle!

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Always a Great Idea To Unwind! Short Drive to Philadelphia Zoo, Pet-Friendly, vacation rental in Chester
Always a Great Idea To Unwind! Short Drive to Philadelphia Zoo, Pet-Friendly, vacation rental in Chester
Always a Great Idea To Unwind! Short Drive to Philadelphia Zoo, Pet-Friendly, vacation rental in Chester

Always a Great Idea To Unwind! Short Drive to Philadelphia Zoo, Pet-Friendly

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cozy Apartment in Suburbs - Perfect Long Term Stay, vacation rental in Chester
Cozy Apartment in Suburbs - Perfect Long Term Stay, vacation rental in Chester
Cozy Apartment in Suburbs - Perfect Long Term Stay, vacation rental in Chester

Cozy Apartment in Suburbs - Perfect Long Term Stay

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Quiet cottage 5 min from Tyler Arboretum, Weidner University, vacation rental in Chester
Quiet cottage 5 min from Tyler Arboretum, Weidner University, vacation rental in Chester
Quiet cottage 5 min from Tyler Arboretum, Weidner University, vacation rental in Chester

Quiet cottage 5 min from Tyler Arboretum, Weidner University

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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✪King Bed Apartment✪ in Suburbs | Perfect Long Term Stay, vacation rental in Chester
✪King Bed Apartment✪ in Suburbs | Perfect Long Term Stay, vacation rental in Chester
✪King Bed Apartment✪ in Suburbs | Perfect Long Term Stay, vacation rental in Chester

✪King Bed Apartment✪ in Suburbs | Perfect Long Term Stay

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The exotic home., vacation rental in Chester
The exotic home., vacation rental in Chester
The exotic home., vacation rental in Chester

The exotic home.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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✪King Bed Studio✪ in Suburbs -Perfect Long Term Stay, vacation rental in Chester
✪King Bed Studio✪ in Suburbs -Perfect Long Term Stay, vacation rental in Chester
✪King Bed Studio✪ in Suburbs -Perfect Long Term Stay, vacation rental in Chester

✪King Bed Studio✪ in Suburbs -Perfect Long Term Stay

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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New Spacious Stylish King Bed Apt - Free Parking, vacation rental in Chester
New Spacious Stylish King Bed Apt - Free Parking, vacation rental in Chester
New Spacious Stylish King Bed Apt - Free Parking, vacation rental in Chester

New Spacious Stylish King Bed Apt - Free Parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Boho-Style 2B/1B by the Philadelphia Airport w/ Nearby Parking Spot!, vacation rental in Chester
Boho-Style 2B/1B by the Philadelphia Airport w/ Nearby Parking Spot!, vacation rental in Chester
Boho-Style 2B/1B by the Philadelphia Airport w/ Nearby Parking Spot!, vacation rental in Chester

Boho-Style 2B/1B by the Philadelphia Airport w/ Nearby Parking Spot!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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A trainride away from UPenn, Temple, Drexel and Swarthmore., vacation rental in Chester
A trainride away from UPenn, Temple, Drexel and Swarthmore., vacation rental in Chester
A trainride away from UPenn, Temple, Drexel and Swarthmore., vacation rental in Chester

A trainride away from UPenn, Temple, Drexel and Swarthmore.

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Indulge in Home-Like Comfort! 2 Comfortable Units, Close to Liberty Bell, vacation rental in Chester
Indulge in Home-Like Comfort! 2 Comfortable Units, Close to Liberty Bell, vacation rental in Chester
Indulge in Home-Like Comfort! 2 Comfortable Units, Close to Liberty Bell, vacation rental in Chester

Indulge in Home-Like Comfort! 2 Comfortable Units, Close to Liberty Bell

Rental Home
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Cozy, quiet home near airport., vacation rental in Chester
Cozy, quiet home near airport., vacation rental in Chester
Cozy, quiet home near airport., vacation rental in Chester

Cozy, quiet home near airport.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Cozy Townhome ~ 12 Mi to Downtown Philly!, vacation rental in Chester
Cozy Townhome ~ 12 Mi to Downtown Philly!, vacation rental in Chester
Cozy Townhome ~ 12 Mi to Downtown Philly!, vacation rental in Chester

Cozy Townhome ~ 12 Mi to Downtown Philly!

Rental Home
5 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Family Affair in Philly Suburbs - Free Parking, vacation rental in Chester
Family Affair in Philly Suburbs - Free Parking, vacation rental in Chester
Family Affair in Philly Suburbs - Free Parking, vacation rental in Chester

Family Affair in Philly Suburbs - Free Parking

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Sprawling 3B/1B Swarthmore Gem w/ Sunroom in Town Center w/ Parking!!, vacation rental in Chester
Sprawling 3B/1B Swarthmore Gem w/ Sunroom in Town Center w/ Parking!!, vacation rental in Chester
Sprawling 3B/1B Swarthmore Gem w/ Sunroom in Town Center w/ Parking!!, vacation rental in Chester

Sprawling 3B/1B Swarthmore Gem w/ Sunroom in Town Center w/ Parking!!

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Your Home Away From Home, vacation rental in Chester
Your Home Away From Home, vacation rental in Chester
Your Home Away From Home, vacation rental in Chester

Your Home Away From Home

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Make Your Trip More Enjoyable! 3 Posh Units, Close to African American Museum, vacation rental in Chester
Make Your Trip More Enjoyable! 3 Posh Units, Close to African American Museum, vacation rental in Chester
Make Your Trip More Enjoyable! 3 Posh Units, Close to African American Museum, vacation rental in Chester

Make Your Trip More Enjoyable! 3 Posh Units, Close to African American Museum

Rental Home
3 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
More info
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Massive 1B/1B - King-Bed & Lounge / Living Room & Sunroom w/ Parking!!, vacation rental in Chester
Massive 1B/1B - King-Bed & Lounge / Living Room & Sunroom w/ Parking!!, vacation rental in Chester
Massive 1B/1B - King-Bed & Lounge / Living Room & Sunroom w/ Parking!!, vacation rental in Chester

Massive 1B/1B - King-Bed & Lounge / Living Room & Sunroom w/ Parking!!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Family Vacation Rental: 18 Mi to Philadelphia, vacation rental in Chester
Family Vacation Rental: 18 Mi to Philadelphia, vacation rental in Chester
Family Vacation Rental: 18 Mi to Philadelphia, vacation rental in Chester

Family Vacation Rental: 18 Mi to Philadelphia

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Lovely private home near Media Pa, vacation rental in Chester
Lovely private home near Media Pa, vacation rental in Chester
Lovely private home near Media Pa, vacation rental in Chester

Lovely private home near Media Pa

Rental Home
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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2 Bedroom Cozy Country Getaway Apartment, vacation rental in Chester
2 Bedroom Cozy Country Getaway Apartment, vacation rental in Chester
2 Bedroom Cozy Country Getaway Apartment, vacation rental in Chester

2 Bedroom Cozy Country Getaway Apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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1B/1B Cottage at the College w/ Free Parking, Stores Galore, & W/D!, vacation rental in Chester
1B/1B Cottage at the College w/ Free Parking, Stores Galore, & W/D!, vacation rental in Chester
1B/1B Cottage at the College w/ Free Parking, Stores Galore, & W/D!, vacation rental in Chester

1B/1B Cottage at the College w/ Free Parking, Stores Galore, & W/D!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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2 Bedroom Fully Furnished, Pets Welcomed, W/D in unit, private parking,, vacation rental in Chester
2 Bedroom Fully Furnished, Pets Welcomed, W/D in unit, private parking,, vacation rental in Chester
2 Bedroom Fully Furnished, Pets Welcomed, W/D in unit, private parking,, vacation rental in Chester

2 Bedroom Fully Furnished, Pets Welcomed, W/D in unit, private parking,

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Feel at home at HARE STREET HOUSE, vacation rental in Chester
Feel at home at HARE STREET HOUSE, vacation rental in Chester
Feel at home at HARE STREET HOUSE, vacation rental in Chester

Feel at home at HARE STREET HOUSE

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cozy 2-bedroom apartment with AC and WiFi in awesome Boothwyn, vacation rental in Chester
Cozy 2-bedroom apartment with AC and WiFi in awesome Boothwyn, vacation rental in Chester
Cozy 2-bedroom apartment with AC and WiFi in awesome Boothwyn, vacation rental in Chester

Cozy 2-bedroom apartment with AC and WiFi in awesome Boothwyn

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Charming 2-bedroom house with WiFi, AC in superb Greenwich Township, vacation rental in Chester
Charming 2-bedroom house with WiFi, AC in superb Greenwich Township, vacation rental in Chester
Charming 2-bedroom house with WiFi, AC in superb Greenwich Township, vacation rental in Chester

Charming 2-bedroom house with WiFi, AC in superb Greenwich Township

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cozy Single-Family Retreat, vacation rental in Chester
Cozy Single-Family Retreat, vacation rental in Chester
Cozy Single-Family Retreat, vacation rental in Chester

Cozy Single-Family Retreat

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Charming Glenolden House Near Airport & Philadelphia Eagles Stadium, vacation rental in Chester
Charming Glenolden House Near Airport & Philadelphia Eagles Stadium, vacation rental in Chester
Charming Glenolden House Near Airport & Philadelphia Eagles Stadium, vacation rental in Chester

Charming Glenolden House Near Airport & Philadelphia Eagles Stadium

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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15 Mins From PHL International Airport - Modern Rancher Style Home in Chester PA, vacation rental in Chester
15 Mins From PHL International Airport - Modern Rancher Style Home in Chester PA, vacation rental in Chester
15 Mins From PHL International Airport - Modern Rancher Style Home in Chester PA, vacation rental in Chester

15 Mins From PHL International Airport - Modern Rancher Style Home in Chester PA

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Executive Suite, vacation rental in Chester
Executive Suite, vacation rental in Chester
Executive Suite, vacation rental in Chester

Executive Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Modern Philly Suburb Townhouse - Easy City Access & Close to the AIrport, vacation rental in Chester
Modern Philly Suburb Townhouse - Easy City Access & Close to the AIrport, vacation rental in Chester
Modern Philly Suburb Townhouse - Easy City Access & Close to the AIrport, vacation rental in Chester

Modern Philly Suburb Townhouse - Easy City Access & Close to the AIrport

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Showing results 1-48 of 48
Frequently Asked Questions about Chester


Yes, here are some popular vacation rentals in Chester that have internet access:See all vacation rentals in Chester on Tripadvisor