Can we get self-catering vacation rentals in Chester?

Yes, there are 8 self-catering vacation homes in Chester that have hot tubs, swimming pools, & other amenities.

What are the best luxury vacation rentals near Chester?

There are more than 8 luxury villas and vacation homes in or near Chester. Filter by price to compare find the most expensive places to stay on Holidayinthehamptons.

Can we bring our dog to our vacation rental in Chester?

Yes, there are 8 pet friendly vacation homes and places to stays that are available in or near Chester that you may consider.

Chester Rentals By Owner

Charming 2-bedroom house on 2 dog friendly landscaped acres in lovely Chester

From US $301

10.0 (12 Reviews)

House

Charming 2-bedroom house on 2 dog friendly landscaped acres in lovely Chester

Air Conditioner
Parking
Pet Friendly

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From US $568

10.0 (12 Reviews)

House

Pickle Farm

Air Conditioner
Parking
TV

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Peaceful 3 BR ranch in rural Chester Take a break and unwind at our oasis.

From US $181

10.0 (3 Reviews)

House

Peaceful 3 BR ranch in rural Chester Take a break and unwind at our oasis.

Air Conditioner
Parking
Balcony/Terrace

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Refined Peaceful Escape in Somerset Horse Country

New

From US $1,006

New

House

Refined Peaceful Escape in Somerset Horse Country

Air Conditioner
Parking
TV

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Historic Cottage with Private Pond & Pool on 5 Acres

From US $613

New

House

Historic Cottage with Private Pond & Pool on 5 Acres

Air Conditioner
Pet Friendly
Pool

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7 bed-6 bath cozy mansion on a secluded 15 acres near to outlets.

From US $1,400

New

House

7 bed-6 bath cozy mansion on a secluded 15 acres near to outlets.

Parking
Pool
TV

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The Pond: Gorgeous Secluded Property Close to Town

From US $1,242

New

House

The Pond: Gorgeous Secluded Property Close to Town

Air Conditioner
Pet Friendly
Security/Safety

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Luxury Home on Park, Tesla Charger, Cigar Lounge, Park views

From US $694

New

House

Luxury Home on Park, Tesla Charger, Cigar Lounge, Park views

Air Conditioner
Pet Friendly
Bedding/Linens

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Chester Rentals By Owner

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