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Display total before taxes

Search resultsOver 1,000 places in Chester

Superhost
Houseboat in Kent Narrows
Cass-N-Reel Luxury Houseboat
1 bed
Nov 5 – 10
$169 per night
Superhost
Apartment in Chester
Cozy Waterfront Apartment Chester, MD
1 queen bed
Oct 17 – 22
$108 per night, originally $140
Superhost
Home in Chester
Chester Delight- Fireplace/Deck&Patio+fenced yard
6 beds
Oct 1 – 6
$229 per night
Superhost
Home in Chester
Waterfront Farmhouse Meets Modern Luxury
6 beds
Nov 13 – 18
$569 per night
Superhost
Guesthouse in Chester
Waterfront Guest Cottage: Sunsets, Pool, Pier
6 beds
Oct 28 – Nov 2
$599 per night
Superhost
Apartment in Chester
Coastal Kent Narrows Home on Bay
3 beds
Oct 1 – 6
$185 per night
Home in Chester
Waterfront Paradise to Work or Rest
3 beds
Oct 22 – 27
$450 per night
Superhost
Home in Stevensville
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
6 beds
Oct 1 – 6
$112 per night, originally $164
Superhost
Bungalow in Chester
Historic Island Home
2 beds
Oct 1 – 6
$250 per night
Superhost
Guesthouse in Stevensville
Waterfront Guest House on 23 manicured acres
3 beds
Oct 14 – 19
$410 per night
Superhost
Home in Stevensville
Kent Island Waterfront Home with Amazing Sunsets
5 beds
Nov 7 – 12
$399 per night, originally $585
Superhost
Room in Chester
Stay with Lisa, Hosting for 7 years
Peaceful Waterfront retreat for Rest & Relaxation
Nov 12 – 17
$154 per night
Superhost
Home in Stevensville
Cheerful & Spacious Shore Life Beauty!
2 beds
Oct 8 – 13
$225 per night
Home in Chester
Chester Getaway
3 beds
Oct 1 – 6
$180 per night, originally $200
Superhost
Home in Chester
Bentons Pleasure- Cox Creek, Pier and Sunsets!
4 beds
Oct 15 – 20
$525 per night
Superhost
Home in Chester
Kent Island Time-Waterfront
4 beds
Oct 1 – 6
$353 per night
Superhost
Home in Chester
A Shore Thing waterfront home with private pier
5 beds
Oct 15 – 20
$624 per night
Superhost
Houseboat in Grasonville
Cass-Away A Luxury Houseboat
2 queen beds
Oct 1 – 6
$200 per night