Estia Villas - Vacation Rentals in Chester

House
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like-icon 10.0
Exceptional
( 3 Reviews )
3 Bedrooms 3 Bathrooms 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Kitchen
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US $417 /Night 7 Nights - $2,922
House
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like-icon 10.0
Exceptional
( 1 Review )
1 Bedroom 1 Bathroom 2 Guests 139.93 ft²
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    Fireplace/Heating
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    Parking
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US $80 /Night 7 Nights - $560
Hotel
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like-icon 9.2
Exceptional
( 138 Reviews )
1 Bathroom
  • Fireplace/Heating
    Fireplace/Heating
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    Kitchen
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US $183 /Night 7 Nights - $1,281
House
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like-icon 10.0
Exceptional
( 2 Reviews )
4 Bedrooms 3 Bathrooms 8 Guests 2600 ft²
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    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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US $1,037 /Night 7 Nights - $7,258
House
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like-icon 9.8
Exceptional
( 82 Reviews )
2 Bedrooms 2 Bathrooms 4 Guests 1120 ft²
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    Fireplace/Heating
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US $335 /Night 7 Nights - $2,345
House
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like-icon 7.0
Very Good
( 2 Reviews )
3 Bedrooms 2 Bathrooms 8 Guests 1800 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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US $277 /Night 7 Nights - $1,942
House
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2 Bedrooms 1 Bathroom 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
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US $291 /Night 7 Nights - $2,036
House
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3 Bedrooms 1 Bathroom 6 Guests
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    Fireplace/Heating
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    Kitchen
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US $209 /Night 7 Nights - $1,465

Luxury Places to Stay in Chester

Over 27+ Luxury Places to Stay in or Near Chester
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Hotel
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like-icon 6.2
Good
( 280 Reviews )
1 Bathroom 301.39 ft²
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    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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US $955 /Night 7 Nights - $6,685
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House
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like-icon 9.5
Exceptional
( 4 Reviews )
3 Bedrooms 2 Bathrooms 8 Guests 1399.31 ft²
  • Parking
    Parking
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    Air Conditioner
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US $255 /Night 7 Nights - $1,785
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Hotel
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like-icon 8.4
Excellent
( 76 Reviews )
8 Bathrooms 291.97 ft²
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    Fireplace/Heating
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    Parking
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US $202 /Night 7 Nights - $1,411
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Hotel
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like-icon 7.9
Very Good
( 333 Reviews )
13 Bathrooms 386.67 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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US $142 /Night 7 Nights - $992
House
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like-icon 7.0
Very Good
( 1 Review )
1 Bedroom 1 Bathroom 2 Guests 139.93 ft²
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    Fireplace/Heating
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    Parking
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US $88 /Night 7 Nights - $617
New
House
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2 Bedrooms 1 Bathroom 5 Guests 1011.81 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
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US $84 /Night 7 Nights - $590
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House
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like-icon 9.1
Exceptional
( 7 Reviews )
2 Bedrooms 2 Bathrooms 4 Guests 215.28 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $79 /Night 7 Nights - $556
New
Apartment
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1 Bedroom 1 Bathroom 4 Guests
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $78 /Night 7 Nights - $546

Pet-Friendly Vacation Rentals in Chester

Over 6+ Pet-Friendly Vacation Rentals in or Near Chester
Hotel
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like-icon 8.0
Excellent
( 963 Reviews )
1 Bathroom
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $162 /Night 7 Nights - $1,134
Apartment
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like-icon 2.0
Average
( 2 Reviews )
2 Bedrooms 1 Bathroom 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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US $181 /Night 7 Nights - $1,264
Apartment
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2 Bedrooms 1 Bathroom 5 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
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US $60 /Night 7 Nights - $420
House
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like-icon 4.5
Average
( 8 Reviews )
2 Bedrooms 1 Bathroom 6 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
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US $139 /Night 7 Nights - $973
House
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2 Bedrooms 1 Bathroom 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $236 /Night 7 Nights - $1,654
House
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2 Bedrooms 1 Bathroom 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $76 /Night 7 Nights - $535
See More Pet-Friendly Vacation Rentals in Chester on PetFriendly.io

Wheelchair Accessible Vacation Homes in Chester

Over 1+ Wheelchair Accessible Vacation Homes in or Near Chester
Hotel
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like-icon 7.2
Very Good
( 1005 Reviews )
1 Bathroom
  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
More amenities
US $135 /Night 7 Nights - $944

Chester Vacation Rentals and Airbnb Places to Stay Under $200

Over 8+ Chester Vacation Rentals and Airbnb Places to Stay Under $200
House
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like-icon 2.0
Average
( 1 Review )
2 Bedrooms 1 Bathroom 3 Guests 800 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Kitchen
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US $65 /Night 7 Nights - $455
House
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3 Bedrooms 2 Bathrooms 6 Guests 1333 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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US $182 /Night 7 Nights - $1,271
House
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3 Bedrooms 1 Bathroom 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $181 /Night 7 Nights - $1,265
House
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2 Bedrooms 1 Bathroom 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
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US $179 /Night 7 Nights - $1,254
House
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3 Bedrooms 1 Bathroom 4 Guests 1040 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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US $163 /Night 7 Nights - $1,141
House
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like-icon 8.0
Excellent
( 2 Reviews )
3 Bedrooms 1 Bathroom 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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US $110 /Night 7 Nights - $767
House
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like-icon 4.0
Average
( 2 Reviews )
3 Bedrooms 1 Bathroom 5 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $179 /Night 7 Nights - $1,253
House
Map-icon
like-icon 2.0
Average
( 1 Review )
3 Bedrooms 2 Bathrooms 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $150 /Night 7 Nights - $1,050

Instantly Bookable Vacation Homes in Chester

Over 2+ Instantly Bookable Vacation Homes in or Near Chester
House
Map-icon
like-icon 6.8
Good
( 5 Reviews )
3 Bedrooms 1 Bathroom 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $247 /Night 7 Nights - $1,729
Apartment
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1 Bedroom 1 Bathroom 4 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $273 /Night 7 Nights - $1,908

About Chester Vacation Rentals

With more than 36 Chester vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Chester.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Chester, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Chester. Places to stay near Chester are 375.26 ft² on average, with prices averaging US $228 a night.

Estiavillas makes it easy and safe to find and compare vacation rentals in Chester with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Chester

Type Count
Vacation Homes 25
Hotels 6
Holiday Apartments 5

Use these Quick Filters to Find a Vacation Rental in Chester

Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chester.

Weather in Chester

View the weather forecast for Chester before booking your Chester Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Complexes around Chester, PA


Chester Vacation Rental Frequently Asked Questions

Which vacation homes in Chester are best for families?

If you are looking for a family-friendly vacation home in Chester, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chester:

How many vacation rentals are available in Chester?

Currently, the total number of properties listed in 2026 is over 36 in the Chester area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chester.