Chester Vacation Rentals
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Our top choices for Chester vacation homes
1. Charming Coastal/Country Home w/3 Acres & Sauna!
Charming Coastal/Country Home w/3 Acres & Sauna!Stevensville
9.8 out of 10, Exceptional, (47 reviews)
"Great location, house was very clean, ample space and Adam was super communicative. Will definitely stay again!"
Michelle P.
The price is CA $129
CA $416 total
includes taxes & fees
Oct 18 - Oct 19
2. 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, (55 reviews)
"Our host Adam was wonderful and very communicative. We love the house and the location was just great. It was close to everything and had water views. We will certainly come back again."
Rebecca B.
The price is CA $143
CA $435 total
includes taxes & fees
Oct 19 - Oct 20
3. Large 2 bedroom house with private parking in a nice neighborhood
Large 2 bedroom house with private parking in a nice neighborhoodArnold
9.4 out of 10, Exceptional, (43 reviews)
"This was a lovely place for my mom and I to stay - we were dealing with a challenging situation and Solmaz was very kind and was easy to communicate with. The community is nice and parking was easy. "
Linda B.
The price is CA $198
CA $476 total
includes taxes & fees
Oct 20 - Oct 21
4. 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, (19 reviews)
"The perfect off-season get-away! "
Pamela B.
The price is CA $269
CA $668 total
includes taxes & fees
Oct 20 - Oct 21
5. Cute, Cozy 2-bedroom house near Annapolis with water access
Cute, Cozy 2-bedroom house near Annapolis with water accessHerald Harbor
9.8 out of 10, Exceptional, (27 reviews)
"The property was very clean nice open kitchen and comfortable rooms .
Very nice experience definitely recommend."
Antonio
The price is CA $93
CA $296 total
includes taxes & fees
Oct 19 - Oct 20
6. BAYSIDE BUNGALOW
BAYSIDE BUNGALOWRock Hall
10.0 out of 10, Exceptional, (67 reviews)
"Perfect little place for our weekend stay!"
Diane V.
The price is CA $284
CA $449 total
includes taxes & fees
Oct 20 - Oct 21
7. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!Stevensville
10.0 out of 10, Exceptional, (75 reviews)
"Just what was needed for our weekend stay."
barbara s.
The price is CA $1,067
CA $1,880 total
includes taxes & fees
Oct 18 - Oct 19
8. Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min
Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 MinCape Saint Claire
9.2 out of 10, Wonderful, (19 reviews)
"Quiet neighborhood, worked well for our group of 8."
Jennifer H.
The price is CA $416
CA $821 total
includes taxes & fees
Oct 20 - Oct 21
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
Annapolis Waterfront Hotel, Autograph Collection
10/10 Excellent
Find out more about Chester
Chester Vacation Homes information
Number of reviews | 420 |
|---|---|
Accommodation | 611 Vacation Homes |
Lowest Price | CA $296 |
Highest Price | CA $1,880 |
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