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Chester
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Over 1,000 places in Chester
Home in Chester
The Fitz Inn
2 beds
2 beds
Apr 7 – 12
Apr 7 – 12
$155
night
$155 per night
New place to stay
New
Guest favorite
Guest favorite
Home in Chester
*Waterfront Sunset Bayview* sleeps 6
4 beds
4 beds
Apr 7 – 12
Apr 7 – 12
$360
night
$360 per night
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Guest favorite
Guest favorite
205
Reviews
4.98
Rating
8
Years hosting
Room in Chester
Stay with Lisa
Stay with Lisa
Hosting for 8 years
,
·
Hosting for 8 years
Peaceful Waterfront retreat for Rest & Relaxation
Apr 2 – 7
Apr 2 – 7
$156
night
$156 per night
4.98 out of 5 average rating, 205 reviews
4.98 (205)
Superhost
Superhost
Apartment in Chester
Coastal Kent Narrows Home on Bay
3 beds
3 beds
Apr 5 – 10
Apr 5 – 10
$183
night
$183 per night
4.92 out of 5 average rating, 13 reviews
4.92 (13)
Guest favorite
Guest favorite
Guesthouse in Chester
Waterfront Guest Cottage: Sunsets, Pool, Pier
6 beds
6 beds
Apr 1 – 6
Apr 1 – 6
$499
night
$499 per night
5.0 out of 5 average rating, 39 reviews
5.0 (39)
Guest favorite
Guest favorite
Houseboat in Kent Narrows
Cass-N-Reel Luxury Houseboat
1 bed
1 bed
May 19 – 24
May 19 – 24
$200
night
$200 per night
4.97 out of 5 average rating, 63 reviews
4.97 (63)
Guest favorite
Guest favorite
Home in Chester
Waterfront Farmhouse Meets Modern Luxury
6 beds
6 beds
Apr 5 – 10
Apr 5 – 10
$539
night
$539 per night
4.98 out of 5 average rating, 55 reviews
4.98 (55)
Guest favorite
Guest favorite
Home in Stevensville
Cheerful & Spacious Shore Life Beauty!
2 beds
2 beds
Apr 1 – 6
Apr 1 – 6
$225
night
$225 per night
4.85 out of 5 average rating, 48 reviews
4.85 (48)
Guest favorite
Guest favorite
Home in Chester
Chester Delight- Fireplace/Deck&Patio+fenced yard
6 beds
6 beds
Apr 15 – 20
Apr 15 – 20
$362
night
$362 per night
5.0 out of 5 average rating, 38 reviews
5.0 (38)
Guest favorite
Guest favorite
Home in Stevensville
Kent Island Waterfront Home
4 beds
4 beds
Apr 14 – 19
Apr 14 – 19
$185
night
$185 per night
4.75 out of 5 average rating, 8 reviews
4.75 (8)
Guest favorite
Guest favorite
Houseboat in Grasonville
Cass-Away A Luxury Houseboat
2 queen beds
2 queen beds
Apr 26 – May 1
Apr 26 – May 1
$225
night
$225 per night
4.99 out of 5 average rating, 113 reviews
4.99 (113)
Guest favorite
Guest favorite
Home in Chester
Waterfront Paradise to Work or Rest
3 beds
3 beds
Apr 1 – 6
Apr 1 – 6
$432
night
$432 per night
4.94 out of 5 average rating, 34 reviews
4.94 (34)
Guest favorite
Guest favorite
Home in Chester
Kent Island Beautiful 4 BR home, central location!
8 beds
8 beds
Apr 1 – 6
Apr 1 – 6
$475
night
$475 per night
4.88 out of 5 average rating, 137 reviews
4.88 (137)
Guest favorite
Guest favorite
Home in Stevensville
Kent Island Waterfront Home with Amazing Sunsets
5 beds
5 beds
Apr 9 – 14
Apr 9 – 14
$490
night
$490 per night
5.0 out of 5 average rating, 79 reviews
5.0 (79)
Guest favorite
Guest favorite
Home in Stevensville
1969 Brick Rancher - Kent Island
3 beds
3 beds
Apr 1 – 6
Apr 1 – 6
$420
night
$420 per night
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Guest favorite
Guest favorite
Home in Chester
200+ Feet of Waterfront on 3 Acres
5 beds
5 beds
Apr 3 – 8
Apr 3 – 8
$395
night
$395 per night
4.93 out of 5 average rating, 15 reviews
4.93 (15)
Guest favorite
Guest favorite
Home in Grasonville
Bay Breeze-Chester River Retreat
4 beds
4 beds
Apr 3 – 8
Apr 3 – 8
$189
night
$189 per night
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Superhost
Superhost
Home in Chester
A Shore Thing waterfront home with private pier
5 beds
5 beds
Apr 1 – 6
Apr 1 – 6
$452
night
$452 per night
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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