Vacation rentals in Chester, CT

15 available vacation rental offers

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Best vacation rentals and Airbnb offers in Chester, CT

The Homestead - Chester, CT
10 ★ 92 reviews

The Homestead

B & B, Chester

The Homestead is a b & b in Chester, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About The Homestead

The Homestead is a b & b in Chester, 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, free breakfast, free wifi, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,158.

From$406/night
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Quiet Killingworth Rental w/ Deck & Grill! - Chester, CT
10 ★ 2 reviews

Quiet Killingworth Rental w/ Deck & Grill!

Apartment, Chester

Quiet Killingworth Rental w/ Deck & Grill! is a apartment in Chester, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Quiet Killingworth Rental w/ Deck & Grill!

Quiet Killingworth Rental w/ Deck & Grill! is a apartment in Chester, with outdoor 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, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,523.

From$163/night
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2 Mi to Dtwn: 2-acre Retreat w/ Large Yard! - Chester, CT
10 ★ 1 reviews

2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!

Cottage, Chester

2 Mi to Dtwn: 2-acre Retreat w/ Large Yard! is a cottage in Chester, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About 2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!

2 Mi to Dtwn: 2-acre Retreat w/ Large Yard! is a cottage in Chester, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,640.

From$426/night
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Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy - Chester, CT
9.6 ★ 155 reviews

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Cabin, Chester

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy is a cabin in Chester, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy is a cabin in Chester, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,142.

From$186/night
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