Chester Holiday House Rentals from AU$189: Search Holiday Homes

Chester Holiday Homes
Maryland
United States of America
Holiday Homes
Expedia.com.au

Hotels in Chester Holiday Rentals in Chester Chester Car Hire Chester Holiday Packages

Kent Narrows Maryland, USA, the narrows are just north of the Chesapeake bay and about an hour from Washington DC. Here the crabs are abundant and we had a great pick and peel crab dinner and Harrah's Crab house. Boats along this area go out each morning and pick the crabs out of the crab cages and get the catch of the day out in the Chesapeake bay . The Route 50 bridge is directly straight ahead, it the route into the Chesapeake bay bridge which is at least 3 miles long.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Chester holiday homes

Holiday Home in Stevensville

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

9.8 out of 10, Exceptional, (43 reviews)

9.8/10

Exceptional

(43 reviews)

"We had a great stay! The property has everything we needed and host was easy to communicate with "

Stephanie S.

The price is AU$396

AU$396

includes taxes & fees

28 Jan - 29 Jan

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

4 bedrooms, desk, iron/ironing board, free WiFi

Holiday Home in Stevensville

Charming Coastal/Country Home w/3 Acres & Sauna!

9.6 out of 10, Exceptional, (32 reviews)

9.6/10

Exceptional

(32 reviews)

"Nice and peaceful stay for a quick local getaway. "

Anthony R. M.

The price is AU$367

AU$367

includes taxes & fees

21 Jan - 22 Jan

Charming Coastal/Country Home w/3 Acres & Sauna!

Holiday Home in Grasonville

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

9.6 out of 10, Exceptional, (12 reviews)

9.6/10

Exceptional

(12 reviews)

"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "

Joe C.

The price is AU$618

AU$618

includes taxes & fees

21 Jan - 22 Jan

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Holiday Home in North Beach

Walk to Beach! King Bed & Free Beach Passes

10.0 out of 10, Exceptional, (17 reviews)

10/10

Exceptional

(17 reviews)

"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"

Jennifer B.

The price is AU$461

AU$461

includes taxes & fees

21 Jan - 22 Jan

Walk to Beach! King Bed & Free Beach Passes

Beach nearby, sun-loungers, beach towels

Holiday Home in North Beach

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

10.0 out of 10, Exceptional, (31 reviews)

10/10

Exceptional

(31 reviews)

"Perfect place to spend quality time with our three adult children and their significant others. "

Malarkey F.

The price is AU$582

AU$582

includes taxes & fees

21 Jan - 22 Jan

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Holiday Home in Rock Hall

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (52 reviews)

10/10

Exceptional

(52 reviews)

"Very quaint and quiet place to stay. Very relaxing."

Roger

The price is AU$450

AU$450

includes taxes & fees

21 Jan - 22 Jan

BAYSIDE BUNGALOW

2 bedrooms, desk, iron/ironing board, free WiFi

Holiday Home in Arnold

Large 2 bedroom house with private parking in a nice neighborhood

9.4 out of 10, Exceptional, (36 reviews)

9.4/10

Exceptional

(36 reviews)

"Just as advertised. Clean and quiet."

Robert B.

The price is AU$460

AU$460

includes taxes & fees

21 Jan - 22 Jan

Large 2 bedroom house with private parking in a nice neighborhood

Holiday Home in Annapolis

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

8.8 out of 10, Excellent, (3 reviews)

8.8/10

Excellent

(3 reviews)

"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."

William

The price is AU$706

AU$706

includes taxes & fees

21 Jan - 22 Jan

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Holiday Home in Hillsmere

Annapolis Retreat - 7 mins from downtown Annapolis!

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Great house in cute neighborhood. Thanks for a very comfortable stay!"

Paul C.

The price is AU$790

AU$790

includes taxes & fees

22 Jan - 23 Jan

Annapolis Retreat - 7 mins from downtown Annapolis!

Holiday Home in Glen Burnie

The Hideaway Spot- Waterfront w/ Dock on Long Cove

8.6 out of 10, Excellent, (8 reviews)

8.6/10

Excellent

(8 reviews)

"The property is lovely and the home is truly beautiful and comfortable. I highly recommend staying here; beautiful, peaceful--perfect."

Jeffrey S.

The price is AU$522

AU$522

includes taxes & fees

21 Jan - 22 Jan

The Hideaway Spot- Waterfront w/ Dock on Long Cove

Holiday Home in Edgewater

Holly Hill Haven - Sleeps 10

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"House was clean and comfortable. Great layout. "

Kristin G.

The price is AU$813

AU$813

includes taxes & fees

9 Feb - 10 Feb

Holly Hill Haven - Sleeps 10

1 bedroom, desk, iron/ironing board, free WiFi

Holiday Home in Glen Burnie

Secluded Tiny Pool House -Private Pool -Self Check in

8.6 out of 10, Excellent, (10 reviews)

8.6/10

Excellent

(10 reviews)

"Absolutely loved it, very quiet and peaceful, Jordan is an excellent host"

Robert F.

The price is AU$189

AU$189

includes taxes & fees

21 Jan - 22 Jan

Secluded Tiny Pool House -Private Pool -Self Check in

Holiday Home in Arundel on the Bay

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

9.8 out of 10, Exceptional, (11 reviews)

9.8/10

Exceptional

(11 reviews)

"Great communication with the host, easy check in.. nice property. "

Henry P.

The price is AU$732

AU$732

includes taxes & fees

2 Feb - 3 Feb

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Holiday Home in Herald Harbor

Cute, Cozy 2-bedroom house in near Annapolis with water access

2.0 star property

The price is AU$342

AU$342

includes taxes & fees

21 Jan - 22 Jan

Cute, Cozy 2-bedroom house in near Annapolis with water access

Holiday Home in Shady Side

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Would stay here again "

Thomas D.

The price is AU$645

AU$645

includes taxes & fees

25 Jan - 26 Jan

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

3 bedrooms, iron/ironing board, WiFi, bed sheets

Holiday Home in Cape Saint Claire

Neptune by the Water - Pet Friendly Fenced Yard

9.8 out of 10, Exceptional, (11 reviews)

9.8/10

Exceptional

(11 reviews)

"Very nice home, location, close to our family and activities. Enjoyed our stay and would recommend to other renters looking for spaciousness and holiness that a hotel cannot provide! "

Lisa S.

The price is AU$889

AU$889

includes taxes & fees

21 Jan - 22 Jan

Neptune by the Water - Pet Friendly Fenced Yard

Smart TV, fireplace, table football, ping pong

4 bedrooms, desk, iron/ironing board, travel cot

Holiday Home in Homewood

NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

9.8 out of 10, Exceptional, (9 reviews)

9.8/10

Exceptional

(9 reviews)

"Our family gathered for a special celebration and loved the home! It was roomy and had everything we needed for our stay. The location was perfect for getting around."

Jeanie W.

The price is AU$722

AU$722

includes taxes & fees

21 Jan - 22 Jan

NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Holiday Home in Admiral Heights

Cute bungalow blocks to Stadium

9.8 out of 10, Exceptional, (8 reviews)

9.8/10

Exceptional

(8 reviews)

"We loved the layout, location, and porch- quality time with family with plenty to do and close USNA. We will stay here again!"

Tammy L.

The price is AU$824

AU$824

includes taxes & fees

21 Jan - 22 Jan

Cute bungalow blocks to Stadium

2 bedrooms, iron/ironing board, WiFi, bed sheets

Holiday Home in Edgewater

London Towne Bungalow w/Loft - Walk to the Beach!

8.8 out of 10, Excellent, (3 reviews)

8.8/10

Excellent

(3 reviews)

"Very cute house. It was exactly what I was looking for. "

Collin G.

The price is AU$721

AU$721

includes taxes & fees

17 Feb - 18 Feb

London Towne Bungalow w/Loft - Walk to the Beach!

Holiday Home in Historic District

Cozy 2br home w/ parking in downtown Annapolis

10.0 out of 10, Exceptional, (73 reviews)

10/10

Exceptional

(73 reviews)

"Great location!"

Burton S.

The price is AU$481

AU$481

includes taxes & fees

21 Jan - 22 Jan

Cozy 2br home w/ parking in downtown Annapolis

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.

View all properties