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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Georgetown apartments

A house with a swimming pool, surrounded by a fence, and two red umbrellas.

1. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (133 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
The price is CA $138
CA $210 total
includes taxes & fees
Nov 9 - Nov 10
First Floor Studio Apartment in Historic Chestertown
A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.

2. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (33 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
The price is CA $181
CA $403 total
includes taxes & fees
Nov 9 - Nov 10
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
A garden with a wooden bridge, lush greenery, and a variety of plants.

3. Secluded Cottage in Middle of Chestertown

Secluded Cottage in Middle of Chestertown
Chestertown
10.0 out of 10, Exceptional, (2 reviews)
"Robert and Elizabeth were great hosts. They are very communicative and flexible. The house itself is lovely, with nicely decorated rooms and so spacious! The location can’t be beat. Will definitely stay here again."
United States
Amy D.
The price is CA $257
CA $367 total
includes taxes & fees
Nov 7 - Nov 8
Secluded Cottage in Middle of Chestertown
A spacious living area with a dining table, sofa, and a kitchen in the background.

4. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (34 reviews)
"Enjoyable stay. All was as advertised. The host was very helpful when asked for information. Location was wonderful, very central in the old part of town. We had a great time!"
United States
Susan A.
The price is CA $314
CA $449 total
includes taxes & fees
Nov 8 - Nov 9
Newly restored apartment in the heart of Chestertown
A bedroom with a wooden headboard, striped pillows, a turtle-shaped pillow, and wall-mounted lamps.

5. Turtle Cove Room

Turtle Cove Room
Kent County
10.0 out of 10, Exceptional, (1 review)
"The host was very communicative. The room was clean. It was quiet and peaceful. There were blackout curtains on the windows. A very pleasant stay."
United States
Jennifer M.
The price is CA $226
CA $266 total
includes taxes & fees
Nov 9 - Nov 10
Turtle Cove Room
A covered porch with a wooden floor, a sofa with cushions, a ceiling fan, and a view of a green landscape.

6. Beachcomber Suite

Beachcomber Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...
United States
Lisa E.
The price is CA $243
CA $278 total
includes taxes & fees
Nov 9 - Nov 10
Beachcomber Suite
A fire pit with flames, surrounded by a metal frame, overlooking a body of water with a dock and trees in the background.

7. WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL

WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Aberdeen
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful location, nicely decorated. The host thought of everything you may need including a free snack basket, washer/dryer with detergent and dryer sheets, BBQ grill with utensils, board games and cards, kayaks and life vests, hot tub, firetable etc."
United States
Andy W.
The price is CA $175
CA $203 total
includes taxes & fees
Nov 9 - Nov 10
WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Stylish kitchen with open layout and island seating

8. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, Exceptional, (9 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
The price is CA $292
CA $675 total
includes taxes & fees
Nov 9 - Nov 10
Pool Loft Suite | Bay Access & Beach Passes
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 reviews in Georgetown

A hotel lobby with a fireplace, seating area, and a television.
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown

10/10 Excellent

Bon service
Canada
Sébastien
Reviewed August 22, 2026
Comfort Inn & Suites Chestertown

Frequently Asked Questions

What's it like to stay at an apartment in Georgetown?

You'll find plenty of places to stay with in Chestertown, with 45 accommodation choices including 5 apartments.

Are you thinking about an apartment for your stay?

An apartment features a kitchen for convenient meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, but also for families who want the conveniences of home.

What's the best apartment for a stay in Georgetown?

Listed below are some of the more popular apartments in the area: WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL: Located in Aberdeen, 16.1 mi/25.9 km from the heart of Georgetown. Includes free WiFi, private patios, and Smart TVs. Onsite laundry facilities and a hot tub are on site. First Floor Studio Apartment in Historic Chestertown: Located 6.6 mi/10.6 km away in Chestertown. A private pool, free WiFi, and private patios are included. A fitness center and onsite laundry facilities are on site. Newly restored apartment in the heart of Chestertown: Located in Chestertown, 7 mi/11.3 km away. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Waterfront Retreat with Private Dock and Beach: 8.1 mi/13 km away in Worton. Free WiFi, sofa beds, and Smart TVs are included. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!: Located in Rock Hall, 6.3 mi/10.2 km from Georgetown. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site.

What can I expect from the weather in Georgetown?

Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Georgetown. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Georgetown is 47 inches.

What should I see in Georgetown?

Explore the area and family-friendly sights such as Crumpton Auction, or get out into nature at a spot like Miami Beach. In the larger area, you’ll find Rock Hall Harbor and Washington College.

What's the best way to get to and around Georgetown?

Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Baltimore, MD (MTN-Martin State), which is located 14.2 mi (22.8 km) away from the heart of the city. Otherwise, you can search for flights to Baltimore Washington Intl. Airport (BWI), which is 25.5 mi (41.1 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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