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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Great Oak Landing apartments

Property grounds

1. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (123 reviews)
"Exactly as advertised. Great room, clean and highly recommended. "
United States
S G.
The price is AED 364
AED 583 total
includes taxes & fees
2 Sep - 3 Sep
First Floor Studio Apartment in Historic Chestertown
Beach

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, (28 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
The price is AED 455
AED 1,086 total
includes taxes & fees
29 Aug - 30 Aug
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Beach nearby

3. Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach
Worton
10.0 out of 10, Exceptional, (26 reviews)
"Quiet and relaxing spot right on the water"
United States
Jennifer W.
The price is AED 826
AED 1,391 total
includes taxes & fees
30 Aug - 31 Aug
Waterfront Retreat with Private Dock and Beach
1 bedroom, WiFi, bed sheets

4. Turtle Cove Room

Turtle Cove Room
Kent County
The price is AED 555
AED 691 total
includes taxes & fees
8 Sep - 9 Sep
Turtle Cove Room
TV, fireplace

5. 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 AED 674
AED 1,037 total
includes taxes & fees
29 Aug - 30 Aug
Secluded Cottage in Middle of Chestertown
Property grounds

6. Beachcomber Suite

Beachcomber Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
The price is AED 626
AED 780 total
includes taxes & fees
8 Sep - 9 Sep
Beachcomber Suite
Smart TV, books

7. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful spot in the center of historical Chestertown,"
United States
Anonymous traveler
The price is AED 826
AED 1,297 total
includes taxes & fees
27 Aug - 28 Aug
Newly restored apartment in the heart of Chestertown
Terrace/patio

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

WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Aberdeen
9.6 out of 10, Exceptional, (5 reviews)
The price is AED 705
AED 853 total
includes taxes & fees
22 Sep - 23 Sep
WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
1 bedroom, in-room safe, desk, iron/ironing board

9. Private Suite: Hotel Perks, Snacks & Fast WiFi near Baltimore & Top Hospitals

Private Suite: Hotel Perks, Snacks & Fast WiFi near Baltimore & Top Hospitals
Nottingham City
10.0 out of 10, Exceptional, (1 review)
"At the end of a multi-city trip filled with mixed hotel experiences, this stay was a true breath of fresh air. Everything was spotlessly clean, beautifully organized, and exactly as pictured. What truly set it apart were the thoughtful touches throughout the space—it was clear our host anticipated our every need, which even saved us an extra trip to the store! Parking was effortless, and the location made getting into the city by car or public transit super easy. Communication with our host was...
United States
Jennifer R.
The price is AED 264
AED 560 total
includes taxes & fees
3 Sep - 4 Sep
Private Suite: Hotel Perks, Snacks & Fast WiFi near Baltimore & Top Hospitals
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 Great Oak Landing Hotel Reviews

WoodSpring Suites Baltimore White Marsh - Nottingham

WoodSpring Suites Baltimore White Marsh - Nottingham

8/10 Good
"The room was cleaned. It could use a paint job. You have to either bring your own cookware and supplies. A local Walmart nearby. Full size refrigerator, microwave and two stove tops. Plenty of parking. Close to White Marsh mall. The staff were awesome. Derrell was awesome. He helped me adjust my reservation with Expedia making me feel better about the situation. We stayed two nights without any issues."
Sharon 2-night trip
Posted 4 hours ago
WoodSpring Suites Baltimore White Marsh - Nottingham

Frequently asked questions

What's it like to stay at an apartment in Great Oak Landing?
There are plenty of places to stay with in Chestertown, with 44 accommodation choices including 5 apartments.
How do you know if an apartment is a good option for you?
Often more spacious than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples who want something in a quieter part of town.
What's a favorite apartment I should consider for a stay in Great Oak Landing?
Here are some of the top apartments in the area to choose from: First Floor Studio Apartment in Historic Chestertown: Located in Chestertown, 8.4 mi/13.5 km from the heart of Great Oak Landing. Includes a private pool, free WiFi, and private patios. A fitness center and onsite laundry facilities are on site. WORLD'S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD: Located 17.1 mi/27.5 km away in Earleville. Free WiFi and Smart TVs are included. WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL: Located in Aberdeen, 13.1 mi/21.1 km away. Includes free WiFi, private patios, and Smart TVs. Onsite laundry facilities and a hot tub are on site. Waterfront Retreat with Private Dock and Beach: 6.1 mi/9.7 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, 9 mi/14.6 km from Great Oak Landing. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site.
What can I expect from the weather during my trip to Great Oak Landing?
Though weather is just one factor, it can really affect your travel plans, especially if you're planning an extended stay in Great Oak Landing. 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 Great Oak Landing is 48 inches.
What should I see in Great Oak Landing?
Northern Chesapeake Bay and Chesapeake Bay are a couple of lovely local spots to get outside and enjoy nature. Washington College and River Arts Chestertown are a couple of places you'll find in the larger area.
What's the best way to get to and around Great Oak Landing?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Baltimore, MD (MTN-Martin State), which is located 12.5 mi (20.1 km) from the city center. Otherwise, you can search for flights to Baltimore Washington Intl. Airport (BWI), which is 25.6 mi (41.2 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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