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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 27 Apartments in Great Oak Landing with updated reviews, rates, and availability.

Newly restored apartment in the heart of Chestertown
Fridge, microwave, oven, stovetop

Newly restored apartment in the heart of Chestertown

9.8 out of 10, Exceptional, (21)
"Wonderful spot in the center of historical Chestertown,"
Newly restored apartment in the heart of Chestertown
Historic Downtown Garden Oasis with Private Patio
Property grounds

Historic Downtown Garden Oasis with Private Patio

10.0 out of 10, Exceptional, (26)
"The cottage was comfortable and welcoming. It was close to restaurants, the Farmers' Market and delightful shops and galleries."
Historic Downtown Garden Oasis with Private Patio
First Floor Studio Apartment in Historic Chestertown
Property grounds

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (81)
"The room and bathroom were very spacious and clean! I love and appreciate the small toiletries that were left for us! The small refrigerator and table are a nice touch that we used during our stay! "
The price is SAR 368
SAR 592 total
includes taxes & fees
6 May - 7 May
First Floor Studio Apartment in Historic Chestertown
Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat
Fridge, microwave, oven, stovetop

Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat

9.8 out of 10, Exceptional, (46)
"The location and unit did not disappoint! "
Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat
Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!
Marina

Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!

10.0 out of 10, Exceptional, (49)
"Everything about our stay was outstanding. Beautiful, just like the pictures show. We highly recommend this property."
Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!
Apartment in Perry Hall area
Fridge, microwave, oven, stovetop

Apartment in Perry Hall area

2.0 star property
10.0 out of 10, Exceptional, (1)
"We are so excited to have such a lovely place to stay that’s close to family!"
Apartment in Perry Hall area
Home in Perry Hall area
Fridge, microwave, oven, stovetop

Home in Perry Hall area

2.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent Spot "
Home in Perry Hall area
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Fridge, microwave, oven, stovetop

WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

10.0 out of 10, Exceptional, (35)
"Great location, wonderful place and fantastic owner. Recommendations on restaurants and things to do were perfect. We had a great time and Betty Ann was very kind and responsive in communications. Will definitely visit again!"
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Waterfront Retreat with Private Dock and Beach
Miscellaneous

Waterfront Retreat with Private Dock and Beach

10.0 out of 10, Exceptional, (17)
"Everything about the place was great! Easy check in and super clean and homey feeling spot. Would recommend to anyone looking for a quiet and comfy place on the eastern shore. We will definitely be booking again if we come back to the area!"
The price is SAR 657
SAR 1,169 total
includes taxes & fees
20 Apr - 21 Apr
Waterfront Retreat with Private Dock and Beach
Royalty Homes - 2 bedroom apartment
Exterior

Royalty Homes - 2 bedroom apartment

8.0 out of 10, Very Good, (2)
"Property location and size were good. Unit smelled like smoke the entire stay. "
Royalty Homes - 2 bedroom apartment
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Miscellaneous

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

10.0 out of 10, Exceptional, (4)
"Perfection"
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
A cozy/modern private suite. Mins away from I695/95 and the heart of Baltimore.
Smart TV

A cozy/modern private suite. Mins away from I695/95 and the heart of Baltimore.

A cozy/modern private suite. Mins away from I695/95 and the heart of Baltimore.
11 Mi to Downtown Baltimore: Middle River Townhome
Interior

11 Mi to Downtown Baltimore: Middle River Townhome

3.0 star property
11 Mi to Downtown Baltimore: Middle River Townhome
Knot's Landing, spacious Apt. downtown Rock Hall
Property grounds

Knot's Landing, spacious Apt. downtown Rock Hall

10.0 out of 10, Exceptional, (2)
"Spent the weekend here. Great location close to everything. Bikes were provided and you can ride to anything in Rock Hall. We would definitely rent here again."
Knot's Landing, spacious Apt. downtown Rock Hall
Beautiful Studio Bedroom Rental!
Interior

Beautiful Studio Bedroom Rental!

Beautiful Studio Bedroom Rental!
The "Dock House"
Outdoor dining

The "Dock House"

10.0 out of 10, Exceptional, (3)
"We couldn't have been happier with our stay. Gary and Diane were wonderful hosts, as well as their dog Lucy! They couldn't have been nicer and more accommodating, so we' are looking forward to booking another stay in the future!"
The "Dock House"
Cute waterfront apartment -- 8 min from the beach!
Outdoor dining

Cute waterfront apartment -- 8 min from the beach!

10.0 out of 10, Exceptional, (6)
"Nice and quiet with a great location and amazing view!!!"
Cute waterfront apartment -- 8 min from the beach!
Maryland Vacation Rental Near Baltimore
Apartment (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Maryland Vacation Rental Near Baltimore

3.0 star property
Maryland Vacation Rental Near Baltimore
Bright & Cozy Private John's Hopkins Studio Apartment
Fridge, microwave, oven, stovetop

Bright & Cozy Private John's Hopkins Studio Apartment

Bright & Cozy Private John's Hopkins Studio Apartment
A cozy short-term lower level rental in quiet area of Baltimore City
Interior

A cozy short-term lower level rental in quiet area of Baltimore City

A cozy short-term lower level rental in quiet area of Baltimore City
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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Other property types in Great Oak Landing

240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Outdoor dining

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

10.0 out of 10, Exceptional, (182)
"Large house able to accommodate family or friends gathering. Easy to get to all parts of Kent Island. Owner very helpful."
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
First Floor Studio Apartment in Historic Chestertown
Property grounds

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (81)
"The room and bathroom were very spacious and clean! I love and appreciate the small toiletries that were left for us! The small refrigerator and table are a nice touch that we used during our stay! "
The price is SAR 368
SAR 592 total
includes taxes & fees
6 May - 7 May
First Floor Studio Apartment in Historic Chestertown
Waterfront CHeerful 2 with Private Pier
Fridge, microwave, oven, stovetop

Waterfront CHeerful 2 with Private Pier

10.0 out of 10, Exceptional, (8)
"Quiet location on the water, well laid out. Very clean and very easy to work with. "
Waterfront CHeerful 2 with Private Pier
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.

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 41 accommodation choices including 7 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/13.4 km from the heart of Great Oak Landing. Includes a private pool, laundry facilities, and free WiFi. A fitness center and an outdoor pool 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. Osprey’s Landing at Atlantic Marinas - relaxing waterfront coastal retreat: Located in Pasadena, 15.9 mi/25.6 km away. Includes free WiFi and Smart TVs. Access to an outdoor pool is available on site. Historic Downtown Garden Oasis with Private Patio: 8 mi/12.9 km away in Chestertown. Free WiFi, outdoor space, and separate dining areas are included. Newly restored apartment in the heart of Chestertown: It’s located in Chestertown, 8.3 mi/13.3 km from Great Oak Landing. Includes free WiFi.
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?
Explore the area and family-friendly sights such as Crumpton Auction, or get out into nature at a spot like Ferry Park. 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 (20.2 km) from the city center. Otherwise, you can search for flights to Baltimore Washington Intl. Airport (BWI), which is 25.7 mi (41.3 km) away. If you’d like to explore around the area, you may want a rental car for your journey.