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Chester Vacation Rentals
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Our top choices for Chester vacation homes
Bayside Cottage steps from Rock Hall Harbor
Bayside Cottage steps from Rock Hall HarborRock Hall
10.0 out of 10, Exceptional, (4 reviews)
"Great spot, close to everything in town - had a nice visit!"
Adam S.
The price is CA $273
CA $544 total
includes taxes & fees
Jul 27 - Jul 28
BAYSIDE BUNGALOW
BAYSIDE BUNGALOWRock Hall
10.0 out of 10, Exceptional, (59 reviews)
"Very quaint and quiet place to stay. Very relaxing."
Roger
The price is CA $252
CA $391 total
includes taxes & fees
Jul 27 - Jul 28
Charming Coastal/Country Home w/3 Acres & Sauna!
Charming Coastal/Country Home w/3 Acres & Sauna!Stevensville
9.8 out of 10, Exceptional, (41 reviews)
"Lovely, spacious home in a quiet setting. Ken Island is a beautiful, relaxing spot. Adam was so accommodating and easy to communicate with. The house is well stocked, clean, and comfortable. You’ll enjoy your stay there!"
Susan
The price is CA $206
CA $497 total
includes taxes & fees
Aug 5 - Aug 6
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Relax on Kent Island in a 4 Bedroom Home w/Waterview!Stevensville
9.8 out of 10, Exceptional, (48 reviews)
"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."
Brian
The price is CA $123
CA $390 total
includes taxes & fees
Jul 22 - Jul 23
Charming Annapolis WaterVIEW Home
Charming Annapolis WaterVIEW HomeArundel on the Bay
9.8 out of 10, Exceptional, (73 reviews)
"We enjoyed our stay! The property has a beautiful view of the bay. It was a perfect set up for our family of four. "
Jen M.
The price is CA $559
CA $1,074 total
includes taxes & fees
Aug 5 - Aug 6
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community BeachArundel on the Bay
9.6 out of 10, Exceptional, (16 reviews)
"The perfect off-season get-away! "
Pamela B.
The price is CA $512
CA $986 total
includes taxes & fees
Aug 18 - Aug 19
Annapolis Home | Fenced Yard | Pool Table | 10 Guests
Annapolis Home | Fenced Yard | Pool Table | 10 GuestsCape Saint Claire
9.6 out of 10, Exceptional, (12 reviews)
"Enjoyed our stay- thank you!"
KateriK
The price is CA $339
CA $959 total
includes taxes & fees
Jul 22 - Jul 23
Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min
Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 MinCape Saint Claire
9.0 out of 10, Wonderful, (14 reviews)
"Dominick was a great communicator, he was very responsive and ensured we were comfortable during this stay. Highly recommend anyone to book this property!"
Marissa F.
The price is CA $555
CA $1,007 total
includes taxes & fees
Jul 26 - Jul 27
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews
Crowne Plaza Annapolis by IHG
10/10 Excellent
Find out more about Chester
Chester Vacation Homes information
Number of reviews | 328 |
|---|---|
Accommodation | 658 Vacation Homes |
Lowest Price | CA $390 |
Highest Price | CA $2,821 |
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